Details
Stereochemistry | ACHIRAL |
Molecular Formula | C22H28N2O |
Molecular Weight | 336.4705 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCC(=O)N(C1CCN(CCC2=CC=CC=C2)CC1)C3=CC=CC=C3
InChI
InChIKey=PJMPHNIQZUBGLI-UHFFFAOYSA-N
InChI=1S/C22H28N2O/c1-2-22(25)24(20-11-7-4-8-12-20)21-14-17-23(18-15-21)16-13-19-9-5-3-6-10-19/h3-12,21H,2,13-18H2,1H3
Molecular Formula | C22H28N2O |
Molecular Weight | 336.4705 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/9618424Curator's Comment: Description was created based on several sources, including
https://www.addictioncenter.com/painkillers/fentanyl/ | https://www.ncbi.nlm.nih.gov/pubmed/24635521
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9618424
Curator's Comment: Description was created based on several sources, including
https://www.addictioncenter.com/painkillers/fentanyl/ | https://www.ncbi.nlm.nih.gov/pubmed/24635521
Fentanyl is a potent agonist of mu opioid receptor. It is used to relieve severe pain, such as after surgery or during cancer treatment, and breakthrough pain (flare-ups of intense pain despite round-the-clock narcotic treatment). Fentanyl is an extremely powerful analgesic, 50–100-times more potent than morphine. Fentanyl harbors massive risk for addiction and abuse regardless of its prescription form. Fentanyl abuse is especially dangerous to those without a tolerance to opioids. The substance’s already elevated risk of overdose is multiplied when someone without a tolerance abuses it.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL233 |
0.15 nM [EC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | DURAGESIC-100 Approved UseFentanyl transdermal system is a transdermal formulation of fentanyl indicated for the management of persistent, moderate to severe chronic pain in opioid-tolerant patients 2 years of age and older when a continuous, around-the-clock opioid analgesic is required for an extended period of time, and the patient cannot be managed by other means such as non-steroidal analgesics, opioid combination products, or immediate-release opioids. Patients considered opioid-tolerant are those who are taking at least 60 mg of morphine daily, or at least 30 mg of oral oxycodone daily, or at least 8 mg of oral hydromorphone daily, or an equianalgesic dose of another opioid for a week or longer. Fentanyl transdermal system contains fentanyl, a full opioid agonist. Fentanyl transdermal system is indicated for the management of persistent, moderate to severe chronic pain in opioid‑tolerant patients 2 years of age and older when a continuous, around-the-clock opioid analgesic is needed for an extended period of time. (1) Fentanyl transdermal system is NOT intended for use as an as-needed analgesic. (1) Launch Date1990 |
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
0.91 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/23497761/ |
100 μg single, intravenous dose: 100 μg route of administration: Intravenous experiment type: SINGLE co-administered: |
FENTANYL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
0.61 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/23497761/ |
400 μg single, oral transmucosal dose: 400 μg route of administration: Oral transmucosal experiment type: SINGLE co-administered: |
FENTANYL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
0.81 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/23497761/ |
400 μg single, sublingual dose: 400 μg route of administration: Sublingual experiment type: SINGLE co-administered: |
FENTANYL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
1.76 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/23497761/ |
100 μg single, intravenous dose: 100 μg route of administration: Intravenous experiment type: SINGLE co-administered: |
FENTANYL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
4.18 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/23497761/ |
400 μg single, oral transmucosal dose: 400 μg route of administration: Oral transmucosal experiment type: SINGLE co-administered: |
FENTANYL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
5.76 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/23497761/ |
400 μg single, sublingual dose: 400 μg route of administration: Sublingual experiment type: SINGLE co-administered: |
FENTANYL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
4.5 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/23497761/ |
100 μg single, intravenous dose: 100 μg route of administration: Intravenous experiment type: SINGLE co-administered: |
FENTANYL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
7.9 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/23497761/ |
400 μg single, oral transmucosal dose: 400 μg route of administration: Oral transmucosal experiment type: SINGLE co-administered: |
FENTANYL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
10 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/23497761/ |
400 μg single, sublingual dose: 400 μg route of administration: Sublingual experiment type: SINGLE co-administered: |
FENTANYL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
Doses
Dose | Population | Adverse events |
---|---|---|
6 mg single, transdermal (total) Overdose Dose: 6 mg Route: transdermal Route: single Dose: 6 mg Sources: Page: p.463 |
healthy, 15 n = 1 Health Status: healthy Age Group: 15 Sex: F Population Size: 1 Sources: Page: p.463 |
Disc. AE: Apnea, Respiratory depression... AEs leading to discontinuation/dose reduction: Apnea Sources: Page: p.463Respiratory depression Bradypnea Tachycardia Diaphoresis |
150 ug 1 times / hour multiple, transdermal Overdose Dose: 150 ug, 1 times / hour Route: transdermal Route: multiple Dose: 150 ug, 1 times / hour Sources: |
unknown, 31 n = 1 Health Status: unknown Age Group: 31 Sex: M Population Size: 1 Sources: |
Disc. AE: Respiratory arrest... AEs leading to discontinuation/dose reduction: Respiratory arrest (grade 5) Sources: |
225 ug 1 times / hour multiple, transdermal Overdose Dose: 225 ug, 1 times / hour Route: transdermal Route: multiple Dose: 225 ug, 1 times / hour Sources: Page: p.51 |
unhealthy, 32 n = 1 Health Status: unhealthy Condition: Knee pain Age Group: 32 Sex: F Population Size: 1 Sources: Page: p.51 |
Disc. AE: Syncope, Acute coronary syndrome... AEs leading to discontinuation/dose reduction: Syncope Sources: Page: p.51Acute coronary syndrome |
800 ug single, sublingual Higher than recommended Dose: 800 ug Route: sublingual Route: single Dose: 800 ug Sources: Page: p.13, 14 |
healthy, 33.4 n = 8 Health Status: healthy Age Group: 33.4 Sex: M+F Population Size: 8 Sources: Page: p.13, 14 |
Other AEs: Hypoxia, Nausea... |
800 ug single, sublingual Higher than recommended Dose: 800 ug Route: sublingual Route: single Dose: 800 ug Sources: Page: p.13, 15 |
healthy, 33.4 n = 8 Health Status: healthy Age Group: 33.4 Sex: M+F Population Size: 8 Sources: Page: p.13, 15 |
Other AEs: Somnolence... |
800 ug single, sublingual Higher than recommended Dose: 800 ug Route: sublingual Route: single Dose: 800 ug Sources: Page: p.13, 16 |
healthy, 33.4 n = 8 Health Status: healthy Age Group: 33.4 Sex: M+F Population Size: 8 Sources: Page: p.13, 16 |
Other AEs: Vomiting... |
1600 ug 1 times / 15 min multiple, sublingual (max) Highest studied dose Dose: 1600 ug, 1 times / 15 min Route: sublingual Route: multiple Dose: 1600 ug, 1 times / 15 min Sources: Page: p.309 |
unhealthy, 53±12 n = 65 Health Status: unhealthy Condition: Pain Age Group: 53±12 Sex: M+F Population Size: 65 Sources: Page: p.309 |
Disc. AE: Somnolence, Dizziness... AEs leading to discontinuation/dose reduction: Somnolence (3%) Sources: Page: p.309Dizziness (3%) Hallucinations (1.5%) Dry mouth (1.5%) Headache (1.5%) Nausea (1.5%) Vomiting (1.5%) |
5 mg single, intravenous Accidental dose Dose: 5 mg Route: intravenous Route: single Dose: 5 mg Sources: Page: p.199 |
unhealthy, 62 n = 1 Health Status: unhealthy Condition: Pain Age Group: 62 Sex: M Population Size: 1 Sources: Page: p.199 |
Disc. AE: Confusion, Restlessness... AEs leading to discontinuation/dose reduction: Confusion (acute) Sources: Page: p.199Restlessness (mild) Visual hallucinations Sweating Miosis |
200 ug 6 times / day multiple, sublingual Recommended Dose: 200 ug, 6 times / day Route: sublingual Route: multiple Dose: 200 ug, 6 times / day Sources: Page: p.1 |
unhealthy Health Status: unhealthy Condition: Pain Sources: Page: p.1 |
Disc. AE: Respiratory depression, Opioid abuse... AEs leading to discontinuation/dose reduction: Respiratory depression (grade 4) Sources: Page: p.1Opioid abuse |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Apnea | Disc. AE | 6 mg single, transdermal (total) Overdose Dose: 6 mg Route: transdermal Route: single Dose: 6 mg Sources: Page: p.463 |
healthy, 15 n = 1 Health Status: healthy Age Group: 15 Sex: F Population Size: 1 Sources: Page: p.463 |
Bradypnea | Disc. AE | 6 mg single, transdermal (total) Overdose Dose: 6 mg Route: transdermal Route: single Dose: 6 mg Sources: Page: p.463 |
healthy, 15 n = 1 Health Status: healthy Age Group: 15 Sex: F Population Size: 1 Sources: Page: p.463 |
Diaphoresis | Disc. AE | 6 mg single, transdermal (total) Overdose Dose: 6 mg Route: transdermal Route: single Dose: 6 mg Sources: Page: p.463 |
healthy, 15 n = 1 Health Status: healthy Age Group: 15 Sex: F Population Size: 1 Sources: Page: p.463 |
Respiratory depression | Disc. AE | 6 mg single, transdermal (total) Overdose Dose: 6 mg Route: transdermal Route: single Dose: 6 mg Sources: Page: p.463 |
healthy, 15 n = 1 Health Status: healthy Age Group: 15 Sex: F Population Size: 1 Sources: Page: p.463 |
Tachycardia | Disc. AE | 6 mg single, transdermal (total) Overdose Dose: 6 mg Route: transdermal Route: single Dose: 6 mg Sources: Page: p.463 |
healthy, 15 n = 1 Health Status: healthy Age Group: 15 Sex: F Population Size: 1 Sources: Page: p.463 |
Respiratory arrest | grade 5 Disc. AE |
150 ug 1 times / hour multiple, transdermal Overdose Dose: 150 ug, 1 times / hour Route: transdermal Route: multiple Dose: 150 ug, 1 times / hour Sources: |
unknown, 31 n = 1 Health Status: unknown Age Group: 31 Sex: M Population Size: 1 Sources: |
Acute coronary syndrome | Disc. AE | 225 ug 1 times / hour multiple, transdermal Overdose Dose: 225 ug, 1 times / hour Route: transdermal Route: multiple Dose: 225 ug, 1 times / hour Sources: Page: p.51 |
unhealthy, 32 n = 1 Health Status: unhealthy Condition: Knee pain Age Group: 32 Sex: F Population Size: 1 Sources: Page: p.51 |
Syncope | Disc. AE | 225 ug 1 times / hour multiple, transdermal Overdose Dose: 225 ug, 1 times / hour Route: transdermal Route: multiple Dose: 225 ug, 1 times / hour Sources: Page: p.51 |
unhealthy, 32 n = 1 Health Status: unhealthy Condition: Knee pain Age Group: 32 Sex: F Population Size: 1 Sources: Page: p.51 |
Hypoxia | 50% | 800 ug single, sublingual Higher than recommended Dose: 800 ug Route: sublingual Route: single Dose: 800 ug Sources: Page: p.13, 14 |
healthy, 33.4 n = 8 Health Status: healthy Age Group: 33.4 Sex: M+F Population Size: 8 Sources: Page: p.13, 14 |
Nausea | 75% | 800 ug single, sublingual Higher than recommended Dose: 800 ug Route: sublingual Route: single Dose: 800 ug Sources: Page: p.13, 14 |
healthy, 33.4 n = 8 Health Status: healthy Age Group: 33.4 Sex: M+F Population Size: 8 Sources: Page: p.13, 14 |
Somnolence | 87.5% | 800 ug single, sublingual Higher than recommended Dose: 800 ug Route: sublingual Route: single Dose: 800 ug Sources: Page: p.13, 15 |
healthy, 33.4 n = 8 Health Status: healthy Age Group: 33.4 Sex: M+F Population Size: 8 Sources: Page: p.13, 15 |
Vomiting | 50% | 800 ug single, sublingual Higher than recommended Dose: 800 ug Route: sublingual Route: single Dose: 800 ug Sources: Page: p.13, 16 |
healthy, 33.4 n = 8 Health Status: healthy Age Group: 33.4 Sex: M+F Population Size: 8 Sources: Page: p.13, 16 |
Dry mouth | 1.5% Disc. AE |
1600 ug 1 times / 15 min multiple, sublingual (max) Highest studied dose Dose: 1600 ug, 1 times / 15 min Route: sublingual Route: multiple Dose: 1600 ug, 1 times / 15 min Sources: Page: p.309 |
unhealthy, 53±12 n = 65 Health Status: unhealthy Condition: Pain Age Group: 53±12 Sex: M+F Population Size: 65 Sources: Page: p.309 |
Hallucinations | 1.5% Disc. AE |
1600 ug 1 times / 15 min multiple, sublingual (max) Highest studied dose Dose: 1600 ug, 1 times / 15 min Route: sublingual Route: multiple Dose: 1600 ug, 1 times / 15 min Sources: Page: p.309 |
unhealthy, 53±12 n = 65 Health Status: unhealthy Condition: Pain Age Group: 53±12 Sex: M+F Population Size: 65 Sources: Page: p.309 |
Headache | 1.5% Disc. AE |
1600 ug 1 times / 15 min multiple, sublingual (max) Highest studied dose Dose: 1600 ug, 1 times / 15 min Route: sublingual Route: multiple Dose: 1600 ug, 1 times / 15 min Sources: Page: p.309 |
unhealthy, 53±12 n = 65 Health Status: unhealthy Condition: Pain Age Group: 53±12 Sex: M+F Population Size: 65 Sources: Page: p.309 |
Nausea | 1.5% Disc. AE |
1600 ug 1 times / 15 min multiple, sublingual (max) Highest studied dose Dose: 1600 ug, 1 times / 15 min Route: sublingual Route: multiple Dose: 1600 ug, 1 times / 15 min Sources: Page: p.309 |
unhealthy, 53±12 n = 65 Health Status: unhealthy Condition: Pain Age Group: 53±12 Sex: M+F Population Size: 65 Sources: Page: p.309 |
Vomiting | 1.5% Disc. AE |
1600 ug 1 times / 15 min multiple, sublingual (max) Highest studied dose Dose: 1600 ug, 1 times / 15 min Route: sublingual Route: multiple Dose: 1600 ug, 1 times / 15 min Sources: Page: p.309 |
unhealthy, 53±12 n = 65 Health Status: unhealthy Condition: Pain Age Group: 53±12 Sex: M+F Population Size: 65 Sources: Page: p.309 |
Dizziness | 3% Disc. AE |
1600 ug 1 times / 15 min multiple, sublingual (max) Highest studied dose Dose: 1600 ug, 1 times / 15 min Route: sublingual Route: multiple Dose: 1600 ug, 1 times / 15 min Sources: Page: p.309 |
unhealthy, 53±12 n = 65 Health Status: unhealthy Condition: Pain Age Group: 53±12 Sex: M+F Population Size: 65 Sources: Page: p.309 |
Somnolence | 3% Disc. AE |
1600 ug 1 times / 15 min multiple, sublingual (max) Highest studied dose Dose: 1600 ug, 1 times / 15 min Route: sublingual Route: multiple Dose: 1600 ug, 1 times / 15 min Sources: Page: p.309 |
unhealthy, 53±12 n = 65 Health Status: unhealthy Condition: Pain Age Group: 53±12 Sex: M+F Population Size: 65 Sources: Page: p.309 |
Miosis | Disc. AE | 5 mg single, intravenous Accidental dose Dose: 5 mg Route: intravenous Route: single Dose: 5 mg Sources: Page: p.199 |
unhealthy, 62 n = 1 Health Status: unhealthy Condition: Pain Age Group: 62 Sex: M Population Size: 1 Sources: Page: p.199 |
Sweating | Disc. AE | 5 mg single, intravenous Accidental dose Dose: 5 mg Route: intravenous Route: single Dose: 5 mg Sources: Page: p.199 |
unhealthy, 62 n = 1 Health Status: unhealthy Condition: Pain Age Group: 62 Sex: M Population Size: 1 Sources: Page: p.199 |
Visual hallucinations | Disc. AE | 5 mg single, intravenous Accidental dose Dose: 5 mg Route: intravenous Route: single Dose: 5 mg Sources: Page: p.199 |
unhealthy, 62 n = 1 Health Status: unhealthy Condition: Pain Age Group: 62 Sex: M Population Size: 1 Sources: Page: p.199 |
Confusion | acute Disc. AE |
5 mg single, intravenous Accidental dose Dose: 5 mg Route: intravenous Route: single Dose: 5 mg Sources: Page: p.199 |
unhealthy, 62 n = 1 Health Status: unhealthy Condition: Pain Age Group: 62 Sex: M Population Size: 1 Sources: Page: p.199 |
Restlessness | mild Disc. AE |
5 mg single, intravenous Accidental dose Dose: 5 mg Route: intravenous Route: single Dose: 5 mg Sources: Page: p.199 |
unhealthy, 62 n = 1 Health Status: unhealthy Condition: Pain Age Group: 62 Sex: M Population Size: 1 Sources: Page: p.199 |
Opioid abuse | Disc. AE | 200 ug 6 times / day multiple, sublingual Recommended Dose: 200 ug, 6 times / day Route: sublingual Route: multiple Dose: 200 ug, 6 times / day Sources: Page: p.1 |
unhealthy Health Status: unhealthy Condition: Pain Sources: Page: p.1 |
Respiratory depression | grade 4 Disc. AE |
200 ug 6 times / day multiple, sublingual Recommended Dose: 200 ug, 6 times / day Route: sublingual Route: multiple Dose: 200 ug, 6 times / day Sources: Page: p.1 |
unhealthy Health Status: unhealthy Condition: Pain Sources: Page: p.1 |
Overview
CYP3A4 | CYP2C9 | CYP2D6 | hERG |
---|---|---|---|
OverviewOther
Drug as perpetrator
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
likely | ||||
likely | ||||
no | ||||
no | ||||
weak | ||||
weak | ||||
weak | ||||
weak | ||||
yes [IC50 117.7 uM] | ||||
yes [IC50 46.2 uM] | ||||
yes [IC50 6.5 uM] | ||||
yes | ||||
yes |
Drug as victim
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
likely | ||||
likely | ||||
likely | ||||
Page: (Pharm) 17, 28, (PMDA) 17 |
major | yes (co-administration study) Comment: Rate: 61 pmol/min/mg protein; Activity (Fentanyl): 1.03 nmol/min/nmol CYP (Biochem Pharmacol, 53, 1613 (1997)); Coadministartion of Ritonavir (strong CYP3A inhibitor, PO) increased Fentanyl (IV) AUCinf by 2.74-fold. Page: (Pharm) 17, 28, (PMDA) 17 |
||
minor | ||||
minor | ||||
minor | ||||
minor | ||||
no | ||||
no | ||||
no | ||||
yes | ||||
yes | ||||
yes | ||||
yes | ||||
yes |
Tox targets
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
PubMed
Title | Date | PubMed |
---|---|---|
Spasm and operative cholangiography. | 1975 Jan |
|
Seizure and electroencephalographic changes in the newborn period induced by opiates and corrected by naloxone infusion. | 1999 Mar |
|
Combined spinal epidural for labour analgesia--duration, efficacy and side effects of adding sufentanil or fentanyl to bupivacaine intrathecally vs plain bupivacaine. | 1999 Oct |
|
Three cases with different presentation of fentanyl-induced muscle rigidity--a rare problem in intensive care of neonates. | 2000 |
|
Comparison of intravenous and oral ketoprofen for postoperative pain after adenoidectomy in children. | 2000 Aug |
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Phenytoin, midazolam, and naloxone protect against fentanyl-induced brain damage in rats. | 2000 Dec |
|
Long-lasting hyperalgesia induced by fentanyl in rats: preventive effect of ketamine. | 2000 Feb |
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A highly automated 96-well solid phase extraction and liquid chromatography/tandem mass spectrometry method for the determination of fentanyl in human plasma. | 2001 |
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A comparison of ropivacaine with fentanyl to bupivacaine with fentanyl for postoperative patient-controlled epidural analgesia. | 2001 Apr |
|
The clinical use of small-dose tetracaine spinal anesthesia for transurethral prostatectomy. | 2001 Apr |
|
[Epileptogenic drugs in anesthesia]. | 2001 Feb |
|
When should diclofenac be given in ambulatory surgery: preoperatively or postoperatively? | 2001 Feb |
|
[Computer simulation and pharmacoeconomics. Computer simulation as an aid for the analysis of operating room efficiency: an example]. | 2001 Feb |
|
[Anesthetic management for the correction of pectus excavatum using pectus bar under video-assistance]. | 2001 Feb |
|
A randomized prospective comparative study of general versus epidural anesthesia for transcervical hysteroscopic endometrial resection. | 2001 Feb |
|
Nociceptin/orphanin FQ exacerbates excitotoxic white-matter lesions in the murine neonatal brain. | 2001 Feb |
|
Cardiovascular effects of sevoflurane, isoflurane, halothane, and fentanyl-midazolam in children with congenital heart disease: an echocardiographic study of myocardial contractility and hemodynamics. | 2001 Feb |
|
Epidural fentanyl markedly improves thoracic epidural analgesia in a low-dose infusion of bupivacaine, adrenaline and fentanyl. A randomized, double-blind crossover study with and without fentanyl. | 2001 Feb |
|
Intestinal inflammation enhances the inhibitory effects of opioids on intestinal permeability in mice. | 2001 Feb |
|
Postoperative sleep disturbance: influences of opioids and pain in humans. | 2001 Feb 1 |
|
Interscalene brachial plexus anaesthesia with small volumes of ropivacaine 0.75%: effects of the injection technique on the onset time of nerve blockade. | 2001 Jan |
|
[Marked bradycardia during anesthetic induction treated with temporary cardiac pacing in a patient with latent sick sinus syndrome]. | 2001 Jan |
|
[Low concentration/high volume is more effective than high concentration/low volume for postoperative continuous epidural analgesia with the combination of bupivacaine and fentanyl]. | 2001 Jan |
|
Serotonin syndrome: potential consequences of Meridia combined with Demerol or fentanyl. | 2001 Jan |
|
Survey of 1057 patients receiving postoperative patient-controlled epidural analgesia. | 2001 Jan |
|
The influence of halothane, isoflurane and sevoflurane on rocuronium infusion in children. | 2001 Jan |
|
Opiates, intracranial pressure, and autoregulation. | 2001 Jan |
|
Demographic and therapeutic determinants of pain reactivity in very low birth weight neonates at 32 Weeks' postconceptional Age. | 2001 Jan |
|
A randomized, double-blinded comparison of intrathecal morphine, sufentanil and their combination versus IV morphine patient-controlled analgesia for postthoracotomy pain. | 2001 Jan |
|
Ultrarapid opioid detoxification: effects on cardiopulmonary physiology, stress hormones and clinical outcomes. | 2001 Jan 1 |
|
Intrathecal low-dose bupivacaine versus lidocaine for in vitro fertilization procedures. | 2001 Jan-Feb |
|
Breakthrough cancer pain: a randomized trial comparing oral transmucosal fentanyl citrate (OTFC) and morphine sulfate immediate release (MSIR). | 2001 Mar |
|
Opiate self-administration as a measure of chronic nociceptive pain in arthritic rats. | 2001 Mar |
|
Neural circuits regulating pulsatile luteinizing hormone release in the female guinea-pig: opioid, adrenergic and serotonergic interactions. | 2001 Mar |
Sample Use Guides
Dosage should be individualized. Some of the factors to be considered in determining the dose are age, body weight,
physical status, underlying pathological condition, use of other drugs, type of anesthesia to be used and the surgical
procedure involved. Dosage should be reduced in elderly or debilitated patients (see PRECAUTIONS).
Vital signs should be monitored routinely.
I. Premedication — Premedication (to be appropriately modified in the elderly, debilitated and those who
have received other depressant drugs) — 50 to 100 mcg (0.05 to 0.1 mg) (1 to 2 mL) may be
administered intramuscularly 30 to 60 minutes prior to surgery.
II. Adjunct to General Anesthesia — See Dosage Range Chart
III. Adjunct to Regional Anesthesia - 50 to 100 mcg (0.05 to 0.1 mg) (1 to 2 mL) may be administered
intramuscularly or slowly intravenously, over one to two minutes, when additional analgesia is
required.
IV. Postoperatively (recovery room) - 50 to 100 mcg (0.05 to 0.1 mg) (1 to 2 mL) may be administered
intramuscularly for the control of pain, tachypnea and emergence delirium. The dose may be repeated
in one to two hours as needed
Route of Administration:
Other
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26770358
0.5 - 5 ng/ml fentanyl inhibited viability of SW1990 cells in vitro.
Substance Class |
Chemical
Created
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on
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admin
on
Sat Dec 16 17:45:50 GMT 2023
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Record UNII |
UF599785JZ
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Record Status |
Validated (UNII)
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Record Version |
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Classification Tree | Code System | Code | ||
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WHO-VATC |
QN01AH51
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NCI_THESAURUS |
C67413
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NDF-RT |
N0000175684
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LIVERTOX |
NBK548026
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CFR |
21 CFR 524.916
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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WHO-VATC |
QN02AB03
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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WHO-ATC |
N01AH01
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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WHO-VATC |
QN02AB53
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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NDF-RT |
N0000175690
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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WHO-ATC |
N01AH51
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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WHO-ATC |
N02AB03
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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WHO-VATC |
QN02AB73
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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WHO-VATC |
QN01AH01
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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EMA ASSESSMENT REPORTS |
EFFENTORA (AUTHORIZED: PAIN)
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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DEA NO. |
9801
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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EMA ASSESSMENT REPORTS |
PECFENT (AUTHORIZED: PAIN)
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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NCI_THESAURUS |
C1506
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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Code System | Code | Type | Description | ||
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3345
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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PRIMARY | |||
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119915
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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PRIMARY | |||
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CHEMBL596
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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PRIMARY | |||
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DTXSID9023049
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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PRIMARY | |||
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4337
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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PRIMARY | RxNorm | ||
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UF599785JZ
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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PRIMARY | |||
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D005283
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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PRIMARY | |||
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3329
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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PRIMARY | |||
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UF599785JZ
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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PRIMARY | |||
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SUB07597MIG
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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PRIMARY | |||
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100000090377
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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PRIMARY | |||
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Fentanyl
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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PRIMARY | |||
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SS-102
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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PRIMARY | |||
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1626
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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PRIMARY | |||
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207-113-6
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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PRIMARY | |||
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DB00813
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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PRIMARY | |||
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1608
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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PRIMARY | |||
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437-38-7
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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PRIMARY | |||
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RECUVYRA [AUTHORIZED]
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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PRIMARY | DOGS | ||
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m5298
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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PRIMARY | Merck Index | ||
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1164
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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1269902
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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C494
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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PRIMARY | |||
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FENTANYL
Created by
admin on Sat Dec 16 17:45:54 GMT 2023 , Edited by admin on Sat Dec 16 17:45:54 GMT 2023
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PRIMARY |
Related Record | Type | Details | ||
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BASIS OF STRENGTH->SUBSTANCE |
ASSAY (TITRATION)
EP
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DERIVATIVE -> PARENT |
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CUMULATIVE EXCRETION |
URINE
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PRECURSOR->PARENT |
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TARGET -> AGONIST |
HUMAN RECEPTOR
AGONIST
Ki
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PRECURSOR->PARENT |
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PRECURSOR->PARENT |
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DERIVATIVE -> PARENT |
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METABOLIC ENZYME -> SUBSTRATE |
Possible deadly drug interaction with CYP3A4 inhibitors
MAJOR
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SALT/SOLVATE -> PARENT |
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TRANSPORTER -> SUBSTRATE | |||
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OFF TARGET->NON-INHIBITOR |
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TARGET -> AGONIST |
AGONIST
EC50
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OFF TARGET->NON-INHIBITOR |
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BASIS OF STRENGTH->SUBSTANCE |
ASSAY (HPLC)
USP
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BINDER->LIGAND |
BINDING
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PARENT -> DERIVATIVE |
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SALT/SOLVATE -> PARENT |
APPROXIMATE PURE ANHYDROUS DRUG CONTENT (IN PERCENT)
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CUMULATIVE EXCRETION |
FECAL
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EXCRETED UNCHANGED |
FECAL; URINE
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Related Record | Type | Details | ||
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METABOLITE -> PARENT |
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METABOLITE ACTIVE -> PARENT |
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METABOLITE INACTIVE -> PARENT |
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METABOLITE INACTIVE -> PARENT |
MAJOR
URINE
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METABOLITE INACTIVE -> PARENT |
URINE
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METABOLITE INACTIVE -> PARENT |
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METABOLITE -> PARENT |
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METABOLITE INACTIVE -> PARENT |
MAJOR
PLASMA
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Related Record | Type | Details | ||
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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IMPURITY -> PARENT |
Relative Response Factor - 1.0
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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IMPURITY -> PARENT |
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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Related Record | Type | Details | ||
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ACTIVE MOIETY |
ED50(mg/kg) = 0.0061, LD50(mg/kg) = 62, Potency ratio to morphine = 54.1, Potency ratio to fentanyl = 1
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Name | Property Type | Amount | Referenced Substance | Defining | Parameters | References |
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Volume of Distribution | PHARMACOKINETIC |
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