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 |
|---|---|---|
| A simple synthesis of [11C]carfentanil using an extraction disk instead of HPLC. | 2001 Aug |
|
| PET imaging of the opioid receptor: the early years. | 2001 Jul |
|
| Regional mu opioid receptor regulation of sensory and affective dimensions of pain. | 2001 Jul 13 |
|
| Carfentanil citrate used as an oral anesthetic agent for brown bears (Ursus arctos). | 2001 Jun |
|
| Use of naloxone to reverse carfentanil citrate-induced hypoxemia and cardiopulmonary depression in Rocky Mountain wapiti (Cervus elaphus nelsoni). | 2001 Mar |
|
| Serial immobilization of a Brazilian tapir (Tapirus terrestrus) with oral detomidine and oral carfentanil. | 2003 Dec |
|
| Quantification of brain mu-opioid receptors with [11C]carfentanil: reference-tissue methods. | 2003 Feb |
|
| Regulation of human affective responses by anterior cingulate and limbic mu-opioid neurotransmission. | 2003 Nov |
|
| Mu-opioid receptor binding measured by [11C]carfentanil positron emission tomography is related to craving and mood in alcohol dependence. | 2004 Feb 1 |
|
| What to learn from in vivo opioidergic brain imaging? | 2005 Apr |
|
| Determination and evaluation of an optimal dosage of carfentanil and xylazine for the immobilization of white-tailed deer (Odocoileus virginianus). | 2005 Jul |
|
| Development of an enzyme-linked immunosorbent assay for fentanyl and applications of fentanyl antibody-coated nanoparticles for sample preparation. | 2006 Jun 16 |
|
| Dysregulation of endogenous opioid emotion regulation circuitry in major depression in women. | 2006 Nov |
|
| Pharmacokinetics and pharmacodynamics of carfentanil and naltrexone in female common eland (Taurotragus oryx). | 2006 Sep |
|
| Buprenorphine duration of action: mu-opioid receptor availability and pharmacokinetic and behavioral indices. | 2007 Jan 1 |
|
| Improving PET receptor binding estimates from Logan plots using principal component analysis. | 2008 Apr |
|
| Placebo and nocebo effects are defined by opposite opioid and dopaminergic responses. | 2008 Feb |
|
| Imaging of opioid receptors in the central nervous system. | 2008 May |
|
| Brain mu-opioid receptor binding: relationship to relapse to cocaine use after monitored abstinence. | 2008 Nov |
|
| Dosimetry of 11C-carfentanil, a micro-opioid receptor imaging agent. | 2009 Apr |
|
| A simple modification of GE tracerlab FX C Pro for rapid sequential preparation of [11C]carfentanil and [11C]raclopride. | 2009 Apr |
|
| Measurement of central mu-opioid receptor binding in vivo with PET and [11C]carfentanil: a test-retest study in healthy subjects. | 2009 Feb |
|
| Physiologic effects of nasal oxygen or medical air administered prior to and during carfentanil-xylazine anesthesia in North American elk (Cervus canadensis manitobensis). | 2009 Mar |
|
| Positron emission tomography measures of endogenous opioid neurotransmission and impulsiveness traits in humans. | 2009 Oct |
|
| Dysregulation of regional endogenous opioid function in borderline personality disorder. | 2010 Aug |
|
| Human exposures to immobilising agents: results of an online survey. | 2010 Aug 28 |
|
| Intranasal naltrexone and atipamezole for reversal of white-tailed deer immobilized with carfentanil and medetomidine. | 2010 May |
|
| Brain mu-opioid receptor binding predicts treatment outcome in cocaine-abusing outpatients. | 2010 Oct 15 |
|
| Comparison of thiafenantil-xylazine and carfentanil-xylazine for immobilization of gemsbok (Oryx gazella). | 2010 Sep |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Thu Jul 06 00:00:11 UTC 2023
by
admin
on
Thu Jul 06 00:00:11 UTC 2023
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| Record UNII |
7LG286J8GV
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| Record Status |
Validated (UNII)
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| Record Version |
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CFR |
21 CFR 522.300
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NCI_THESAURUS |
C67413
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| Code System | Code | Type | Description | ||
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CHEMBL290429
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61380-27-6
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7LG286J8GV
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100000174886
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C017114
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C77280
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262-748-6
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DBSALT001611
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DTXSID50976923
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9851365
Created by
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ACTIVE MOIETY |