Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C24H30N2O3.C6H8O7 |
| Molecular Weight | 586.6301 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)CC(O)(CC(O)=O)C(O)=O.CCC(=O)N(C1=CC=CC=C1)C2(CCN(CCC3=CC=CC=C3)CC2)C(=O)OC
InChI
InChIKey=ZSLYVCXNFQPCGT-UHFFFAOYSA-N
InChI=1S/C24H30N2O3.C6H8O7/c1-3-22(27)26(21-12-8-5-9-13-21)24(23(28)29-2)15-18-25(19-16-24)17-14-20-10-6-4-7-11-20;7-3(8)1-6(13,5(11)12)2-4(9)10/h4-13H,3,14-19H2,1-2H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
| Molecular Formula | C6H8O7 |
| Molecular Weight | 192.1235 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C24H30N2O3 |
| Molecular Weight | 394.5066 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Carfentanil is a synthetic fentanyl analog. It is a mu-opioid receptor agonist with an estimated analgesic potency approximately 10,000 times that of morphine and 20-30 times that of fentanyl, based on animal studies. Receptor binding studies have shown that carfentanil binds selectively and competitively to the μ subtype of opioid receptors relative to δ and κ opioid receptors. Preclinical studies have
demonstrated that the pharmacodynamic effects, such as analgesia and constipation, produced by
carfentanil are similar to other μ opioid agonists. Its extreme potency and propensity to produce
rapid and profound respiratory depression has prompted recommendations that an opioid antagonist, such as naloxone or naltrexone, be available whenever carfentanil is used or suspected to be present. Carfentanil (Wildnil) has been used in veterinary as a prescription-only general anesthetic for intramuscular injection in large animals. Carfentanil is no longer FDA-approved for use in animals after Wildlife Laboratories withdrew the application for Wildnil. Carfentanyl is increasingly involved in opioid overdose deaths among illicit opioid users.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Brain mu-opioid receptor binding predicts treatment outcome in cocaine-abusing outpatients. | 2010-10-15 |
|
| Comparison of thiafenantil-xylazine and carfentanil-xylazine for immobilization of gemsbok (Oryx gazella). | 2010-09 |
|
| Human exposures to immobilising agents: results of an online survey. | 2010-08-28 |
|
| Dysregulation of regional endogenous opioid function in borderline personality disorder. | 2010-08 |
|
| Intranasal naltrexone and atipamezole for reversal of white-tailed deer immobilized with carfentanil and medetomidine. | 2010-05 |
|
| Carfentanil--an ultra potent opioid. | 2010-05 |
|
| Positron emission tomography measures of endogenous opioid neurotransmission and impulsiveness traits in humans. | 2009-10 |
|
| Dosimetry of 11C-carfentanil, a micro-opioid receptor imaging agent. | 2009-04 |
|
| A simple modification of GE tracerlab FX C Pro for rapid sequential preparation of [11C]carfentanil and [11C]raclopride. | 2009-04 |
|
| Physiologic effects of nasal oxygen or medical air administered prior to and during carfentanil-xylazine anesthesia in North American elk (Cervus canadensis manitobensis). | 2009-03 |
|
| Measurement of central mu-opioid receptor binding in vivo with PET and [11C]carfentanil: a test-retest study in healthy subjects. | 2009-02 |
|
| Brain mu-opioid receptor binding: relationship to relapse to cocaine use after monitored abstinence. | 2008-11 |
|
| Imaging of opioid receptors in the central nervous system. | 2008-05 |
|
| Improving PET receptor binding estimates from Logan plots using principal component analysis. | 2008-04 |
|
| Placebo and nocebo effects are defined by opposite opioid and dopaminergic responses. | 2008-02 |
|
| Differences in delta- and mu-opioid receptor blockade measured by positron emission tomography in naltrexone-treated recently abstinent alcohol-dependent subjects. | 2008-02 |
|
| Time-course of change in [11C]carfentanil and [11C]raclopride binding potential after a nonpharmacological challenge. | 2007-09 |
|
| Altered central micro-opioid receptor binding after psychological trauma. | 2007-05-01 |
|
| Smoking modulation of mu-opioid and dopamine D2 receptor-mediated neurotransmission in humans. | 2007-02 |
|
| Buprenorphine duration of action: mu-opioid receptor availability and pharmacokinetic and behavioral indices. | 2007-01-01 |
|
| Dysregulation of endogenous opioid emotion regulation circuitry in major depression in women. | 2006-11 |
|
| Effects of ketamine on carfentanil and xylazine immobilization of white-tailed deer (Odocoileus virginianus). | 2006-09 |
|
| Pharmacokinetics and pharmacodynamics of carfentanil and naltrexone in female common eland (Taurotragus oryx). | 2006-09 |
|
| Development of an enzyme-linked immunosorbent assay for fentanyl and applications of fentanyl antibody-coated nanoparticles for sample preparation. | 2006-06-16 |
|
| Analysis of 13 fentanils, including sufentanil and carfentanil, in human urine by liquid chromatography-atmospheric-pressure ionization-tandem mass spectrometry. | 2006-06 |
|
| Imaging genomics applied to anxiety, stress response, and resiliency. | 2006 |
|
| Prolonged central mu-opioid receptor occupancy after single and repeated nalmefene dosing. | 2005-12 |
|
| Regional mu-opioid receptor binding in insular cortex is decreased in bulimia nervosa and correlates inversely with fasting behavior. | 2005-08 |
|
| Determination and evaluation of an optimal dosage of carfentanil and xylazine for the immobilization of white-tailed deer (Odocoileus virginianus). | 2005-07 |
|
| Imaging brain mu-opioid receptors in abstinent cocaine users: time course and relation to cocaine craving. | 2005-06-15 |
|
| What to learn from in vivo opioidergic brain imaging? | 2005-04 |
|
| Correlation of stable elevations in striatal mu-opioid receptor availability in detoxified alcoholic patients with alcohol craving: a positron emission tomography study using carbon 11-labeled carfentanil. | 2005-01 |
|
| Pharmacokinetics of carfentanil and naltrexone in domestic goats (Capra hircus). | 2004-12 |
|
| Studies of the mechanism of the in-loop synthesis of radiopharmaceuticals. | 2004-12 |
|
| Chemical immobilization of rhebok (Pelea capreolus) with carfentanil-xylazine or etorphine-xylazine. | 2004-09 |
|
| A review of drugs and techniques used for sedation and anaesthesia in captive rhinoceros species. | 2004-09 |
|
| In vivo evaluation of new carfentanil-based radioligands for the mu opiate receptor. | 2004-04 |
|
| Application of MRI-based partial-volume correction to the analysis of PET images of mu-opioid receptors using statistical parametric mapping. | 2004-03 |
|
| Mu-opioid receptor binding measured by [11C]carfentanil positron emission tomography is related to craving and mood in alcohol dependence. | 2004-02-01 |
|
| Serial immobilization of a Brazilian tapir (Tapirus terrestrus) with oral detomidine and oral carfentanil. | 2003-12 |
|
| Regulation of human affective responses by anterior cingulate and limbic mu-opioid neurotransmission. | 2003-11 |
|
| A comparison of carfentanil/xylazine and Telazol/xylazine for immobilization of white-tailed deer. | 2003-10 |
|
| Extraction and quantitation of carfentanil and naltrexone in goat plasma with liquid chromatography-mass spectrometry. | 2003-08-15 |
|
| Human immobilization: is the experience in Moscow just the beginning? | 2003-06 |
|
| Unexpected "gas" casualties in Moscow: a medical toxicology perspective. | 2003-05 |
|
| Quantification of brain mu-opioid receptors with [11C]carfentanil: reference-tissue methods. | 2003-02 |
|
| Sedation and chemical restraint of deer. | 2002-12 |
|
| Pain activation of human supraspinal opioid pathways as demonstrated by [11C]-carfentanil and positron emission tomography (PET). | 2002-10 |
|
| Carfentanil citrate used as an oral anesthetic agent for brown bears (Ursus arctos). | 2001-06 |
|
| Use of naloxone to reverse carfentanil citrate-induced hypoxemia and cardiopulmonary depression in Rocky Mountain wapiti (Cervus elaphus nelsoni). | 2001-03 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:31:49 GMT 2025
by
admin
on
Mon Mar 31 18:31:49 GMT 2025
|
| Record UNII |
7LG286J8GV
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Official Name | English | ||
|
Preferred Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Code | English | ||
|
Common Name | English |
| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
|
CFR |
21 CFR 522.300
Created by
admin on Mon Mar 31 18:31:49 GMT 2025 , Edited by admin on Mon Mar 31 18:31:49 GMT 2025
|
||
|
NCI_THESAURUS |
C67413
Created by
admin on Mon Mar 31 18:31:49 GMT 2025 , Edited by admin on Mon Mar 31 18:31:49 GMT 2025
|
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
CHEMBL290429
Created by
admin on Mon Mar 31 18:31:49 GMT 2025 , Edited by admin on Mon Mar 31 18:31:49 GMT 2025
|
PRIMARY | |||
|
61380-27-6
Created by
admin on Mon Mar 31 18:31:49 GMT 2025 , Edited by admin on Mon Mar 31 18:31:49 GMT 2025
|
PRIMARY | |||
|
7LG286J8GV
Created by
admin on Mon Mar 31 18:31:49 GMT 2025 , Edited by admin on Mon Mar 31 18:31:49 GMT 2025
|
PRIMARY | |||
|
100000174886
Created by
admin on Mon Mar 31 18:31:49 GMT 2025 , Edited by admin on Mon Mar 31 18:31:49 GMT 2025
|
PRIMARY | |||
|
C017114
Created by
admin on Mon Mar 31 18:31:49 GMT 2025 , Edited by admin on Mon Mar 31 18:31:49 GMT 2025
|
PRIMARY | |||
|
C77280
Created by
admin on Mon Mar 31 18:31:49 GMT 2025 , Edited by admin on Mon Mar 31 18:31:49 GMT 2025
|
PRIMARY | |||
|
262-748-6
Created by
admin on Mon Mar 31 18:31:49 GMT 2025 , Edited by admin on Mon Mar 31 18:31:49 GMT 2025
|
PRIMARY | |||
|
DBSALT001611
Created by
admin on Mon Mar 31 18:31:49 GMT 2025 , Edited by admin on Mon Mar 31 18:31:49 GMT 2025
|
PRIMARY | |||
|
DTXSID50976923
Created by
admin on Mon Mar 31 18:31:49 GMT 2025 , Edited by admin on Mon Mar 31 18:31:49 GMT 2025
|
PRIMARY | |||
|
9851365
Created by
admin on Mon Mar 31 18:31:49 GMT 2025 , Edited by admin on Mon Mar 31 18:31:49 GMT 2025
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
|
PARENT -> SALT/SOLVATE | |||
|
|
PARENT -> SALT/SOLVATE |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
|
ACTIVE MOIETY |