Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C15H23NO |
| Molecular Weight | 233.3492 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCC1(CCCCN(C)C1)C2=CC(O)=CC=C2
InChI
InChIKey=JLICHNCFTLFZJN-UHFFFAOYSA-N
InChI=1S/C15H23NO/c1-3-15(9-4-5-10-16(2)12-15)13-7-6-8-14(17)11-13/h6-8,11,17H,3-5,9-10,12H2,1-2H3
DescriptionCurator's Comment: description was created based on several sources, including:
http://www.shijiebiaopin.net/upload/product/201222217302623.PDF | https://www.drugs.com/uk/meptid-tablets-200mg-leaflet.html
Curator's Comment: description was created based on several sources, including:
http://www.shijiebiaopin.net/upload/product/201222217302623.PDF | https://www.drugs.com/uk/meptid-tablets-200mg-leaflet.html
Meptazinol is a unique opioid analgesic. Binding studies suggest a relative selectivity for mu-1 opioid receptor sites. Meptid is indicated for the treatment of moderate to severe pain, including post-operative pain, obstetric pain and the pain of renal colic. The most commonly reported adverse reactions after treatment with meptazinol are nausea, vomiting, dizziness, diarrhoea and increased sweating, constipation, abdominal pain, rash, vertigo, headache, drowsiness, somnolence and dyspepsia.
CNS Activity
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: P81908 Gene ID: NA Gene Symbol: BCHE Target Organism: Equus caballus (Horse) |
3.6 µM [IC50] | ||
Target ID: CHEMBL3198 |
0.4 µM [IC50] | ||
| 8.0 nM [Kd] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Meptid Approved UseThe drug is indicated for the treatment of moderate to severe pain, including post-operative pain, obstetric pain and the pain of renal colic. |
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| Primary | Meptid Approved UseThe drug is indicated for the treatment of moderate to severe pain, including post-operative pain, obstetric pain and the pain of renal colic. |
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| Primary | Meptid Approved UseThe drug is indicated for the treatment of moderate to severe pain, including post-operative pain, obstetric pain and the pain of renal colic. |
Cmax
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
41.3 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6499901/ |
200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
55.6 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6499901/ |
200 mg 4 times / day multiple, oral dose: 200 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
55.6 ng/mL |
200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED |
|
53.5 ng/mL |
200 mg multiple, oral dose: 200 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED |
|
22.91 μg/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/19819764/ |
100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
55.11 μg/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/19819764/ |
200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
118.07 μg/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/19819764/ |
400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
AUC
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
202 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6499901/ |
200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
243 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6499901/ |
200 mg 4 times / day multiple, oral dose: 200 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
156 ng × h/mL |
200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED |
|
143 ng × h/mL |
200 mg multiple, oral dose: 200 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED |
|
322.9 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6617729/ |
25 mg single, intravenous dose: 25 mg route of administration: Intravenous experiment type: SINGLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
316.7 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6617729/ |
25 mg single, intramuscular dose: 25 mg route of administration: Intramuscular experiment type: SINGLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
216.4 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6617729/ |
25 mg single, intravenous dose: 25 mg route of administration: Intravenous experiment type: SINGLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED |
|
89.56 μg × h/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/19819764/ |
100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
164.75 μg × h/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/19819764/ |
200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
418.28 μg × h/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/19819764/ |
400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
T1/2
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
3.39 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6499901/ |
200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
4.97 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6499901/ |
200 mg 4 times / day multiple, oral dose: 200 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
1.94 h |
200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED |
|
2.13 h |
200 mg multiple, oral dose: 200 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED |
|
2.93 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6617729/ |
25 mg single, intravenous dose: 25 mg route of administration: Intravenous experiment type: SINGLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
3.08 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6617729/ |
25 mg single, intramuscular dose: 25 mg route of administration: Intramuscular experiment type: SINGLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
2.06 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6617729/ |
25 mg single, intravenous dose: 25 mg route of administration: Intravenous experiment type: SINGLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED |
|
2.44 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/19819764/ |
100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
2.19 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/19819764/ |
200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
2 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/19819764/ |
400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered: |
MEPTAZINOL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
Funbound
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
66.2% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6499901/ |
200 mg dose: 200 mg route of administration: experiment type: co-administered: |
MEPTAZINOL plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
Doses
| Dose | Population | Adverse events |
|---|---|---|
400 mg single, oral Highest studied dose |
healthy, ADULT Health Status: healthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: |
|
10 g single, oral Overdose |
healthy, ADULT Health Status: healthy Age Group: ADULT Sex: F Food Status: UNKNOWN Sources: |
Disc. AE: Respiratory arrest... AEs leading to discontinuation/dose reduction: Respiratory arrest Sources: |
AEs
| AE | Significance | Dose | Population |
|---|---|---|---|
| Respiratory arrest | Disc. AE | 10 g single, oral Overdose |
healthy, ADULT Health Status: healthy Age Group: ADULT Sex: F Food Status: UNKNOWN Sources: |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Intramuscular on demand analgesia: double blind controlled trial of pethidine, buprenorphine, morphine, and meptazinol. | 1983 Feb 26 |
|
| Comparison of the cardiovascular effects of meptazinol and naloxone following haemorrhagic shock in rats and cats. | 1985 Sep |
|
| Lack of sensitization during place conditioning in rats is consistent with the low abuse potential of tramadol. | 2002 Aug 23 |
|
| Inhibitory effect of intrathecal meptazinol on carrageenan-induced thermal hyperalgesia in rats. | 2004 Feb 6 |
|
| Antinociceptive effects of meptazinol and its isomers on carrageenan-induced thermal hyperalgesia in rats. | 2004 Jun 25 |
|
| Enhancement of systemic and CNS delivery of meptazinol hydrochloride by intranasal administration to rats. | 2005 Aug |
|
| A novel method to calculate the extent and amount of drug transported into CSF after intranasal administration. | 2005 Jan 31 |
|
| Structural comparisons of meptazinol with opioid analgesics. | 2005 Mar |
|
| Synthesis and relative bioavailability of meptazinol benzoyl esters as prodrugs. | 2005 May 16 |
|
| Design, synthesis, and bioavailability evaluation of coumarin-based prodrug of meptazinol. | 2005 Nov 15 |
|
| Pharmacokinetic behavior in plasma, cerebrospinal fluid and cerebral cortex after intranasal administration of hydrochloride meptazinol. | 2005 Sep 30 |
|
| Investigation of the binding mode of (-)-meptazinol and bis-meptazinol derivatives on acetylcholinesterase using a molecular docking method. | 2006 Mar |
|
| Conformational re-analysis of (+)-meptazinol: an opioid with mixed analgesic pharmacophores. | 2006 Sep |
|
| Reflex activity caused by laryngoscopy and intubation is obtunded differently by meptazinol, nalbuphine and fentanyl. | 2007 Jan |
|
| WITHDRAWN: Types of intra-muscular opioids for maternal pain relief in labour. | 2007 Jul 18 |
|
| Bis-(-)-nor-meptazinols as novel nanomolar cholinesterase inhibitors with high inhibitory potency on amyloid-beta aggregation. | 2008 Apr 10 |
|
| (3S,4S)-3-Ethyl-4-hydr-oxy-3-(3-methoxy-phen-yl)-1-methyl-azepan-1-ium d-tartrate dihydrate. | 2008 Apr 2 |
|
| Prescribing intramuscular opioids for labour analgesia in consultant-led maternity units: a survey of UK practice. | 2008 Jan |
|
| 1-Methyl-3-(3-oxocyclo-hex-1-en-yl)azepan-2-one. | 2008 Sep 13 |
|
| The crystal structure of a complex of acetylcholinesterase with a bis-(-)-nor-meptazinol derivative reveals disruption of the catalytic triad. | 2009 Apr 23 |
|
| Liquid chromatography/positive ion electrospray tandem mass spectrometry method for the quantification of hydrochloride meptazinol in human plasma: application to a pharmacokinetic study. | 2009 Nov 15 |
|
| In situ and in vivo study of nasal absorption of paeonol in rats. | 2010 |
|
| [Patient-controlled intravenous analgesia with remifentanil as an alternative to epidural analgesia during labor: case series and discussion of medicolegal aspects]. | 2010 Aug |
Patents
Sample Use Guides
Oral: One tablet (200 mg), with a glass of water, every four hours.
Intramuscular: 75-100mg. The injection may be repeated 2-4 hourly as required. For obstetric pain a dose of 100-150mg should be used according to weight. This dose should approximate 2mg/kg.
Intravenous: 50-100mg by slow intravenous injection. The injection may be repeated 2-4 hourly as required. If vomiting occurs, a suitable antiemetic should be given.
Route of Administration:
Other
| Name | Type | Language | ||
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Preferred Name | English | ||
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Common Name | English | ||
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Common Name | English |
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WHO-VATC |
QN02AX05
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WHO-ATC |
N02AX05
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LIVERTOX |
602
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NCI_THESAURUS |
C67413
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54340-58-8
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MEPTAZINOL
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1706
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SUB08761MIG
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DTXSID6048543
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DB13478
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m7200
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100000081482
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D008621
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CHEMBL314437
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3605
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C87360
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259-109-9
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6761
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18Y7S5JKZD
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41049
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)
