{"Aliases":["Carfentanil","Wildnil","Carfentanilum","carfentanilo","Carfentanila","4-carbomethoxyfentanyl","(4-carbomethoxy fentanyl)","Methyl 1-phenylethyl-4-(N-phenylpropionamido)isonipecotate","R 31833","Chebi:61084","Methyl 4-(N-(1-oxopropyl)-N-phenylamino)-1-(2-phenylethyl)-4-piperidinecarboxylate","Methyl 4-(N-propionyl-N-phenylamino)-1-(2-phenylethyl)-4-piperidine-carboxylate","4-((1-Oxopropyl)phenylamino)-1-(2-phenylethyl)-4-piperidinecarboxylic acid methyl ester","R-31833","(4-methoxycarbonyl)fentanyl","R31833","methyl 1-(2-phenylethyl)-4-(phenyl-propanoylamino)piperidine-4-carboxylate","methyl 1-(2-phenylethyl)-4-[phenyl(propionyl)amino]piperidine-4-carboxylate","4-[(1-Oxopropyl)phenylamino]-1-(2-phenylethyl)-4-piperidinecarboxylic acid methyl ester","methyl 1-(2-phenylethyl)-4-(phenyl(propionyl)amino)piperidine-4-carboxylate","4-methoxycarbonylfentanyl","4-methoxycarbonyl fentanyl","Dtxcid60130918","878-302-4","Chembl290429","Methyl 1-phenethyl-4-(N-phenylpropionamido)isonipecotate","methyl 1-(2-phenylethyl)-4-(N-phenylpropanamido)piperidine-4-carboxylate","Brn 0456976","DEA No. 9743","4-Piperidinecarboxylic acid, 4-[(1-oxopropyl)phenylamino]-1-(2-phenylethyl)-, methyl ester; Carfentanil; Carfentanyl; R 31833","Epitope ID:153509","4-Piperidinecarboxylic acid, 4((1-oxopropyl)phenylamino)-1-(2-phenylethyl)-, methyl ester","Schembl116222","GTPL10040","HSDB 8376","Bdbm50012477","Akos005067304","DB01535","FC19814","Carfentanil - 1 mg/ml solution in methanol","NS00010361","D07620","Methyl 1-(2-phenylethyl)-4-(propionylanilino)-4-piperidinecarboxylate #","1-Phenethyl-4-(phenyl-propionyl-amino)-piperidine-4-carboxylic acid methyl ester","Carfentanil1-Phenethyl-4-(phenyl-propionyl-amino)-piperidine-4-carboxylic acid methyl ester","1-Phenethyl-4-(phenyl-propionyl-amino)-piperidine-4-carboxylic acid methyl ester(Carefentanil)","4-Piperidinecarboxylic acid, 4-((1-oxopropyl)phenylamino)-1-(2-phenylethyl)-, methyl ester","84K"],"CAS":"59708-52-0","ChemicalClasses":["phenethylpiperidine"],"Chirality":"achiral","Classes":["Opioid"],"DTXSID":"40208427","Drug Indication":"Carfentanil is similar (but more potent) to the opioid analgesic fentanyl. It is used as a tranquilizer for large animals.","EliminationHalfLife":"7.7 hours","Erowid Experience Reports":[],"Esters":[],"European Community (EC) Number":"878-302-4","Formating":[],"HeavyAtomCount":29,"IUPACName":"methyl 1-(2-phenylethyl)-4-(N-propanoylanilino)piperidine-4-carboxylate","InChI":"InChI=1S/C24H30N2O3/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/h4-13H,3,14-19H2,1-2H3","InChIKey":"YDSDEBIZUNNPOB-UHFFFAOYSA-N","Interactions":"Using a crossover study design, the pharmacokinetics of carfentanil and naltrexone after i.v., i.m., and s.c. administration were determined in eight domestic goats (Capra hircus). Serial blood samples were taken up to 120 hr after carfentanil administration, and the plasma drug concentrations were determined using liquid chromatography and mass spectroscopy. All goats were immobilized with 40 ug/kg carfentanil i.m., although the resulting neurologic effects varied considerably. Plasma profiles showed rapid carfentanil absorption and a simple biphasic decline for 12-48 hr. Naltrexone given at 100 mg naltrexone/mg carfentanil 30 min after carfentanil administration produced rapid reversal of immobilization after all routes of administration. Variable fluctuations in the naltrexone plasma concentrations during the first 2.5-3.5 hr were observed, followed by a more consistent biphasic decline. The time to standing was significantly shorter after i.v. compared with s.c. naltrexone, although the time difference (1 min) had little clinical relevance. No statistically significant differences between the naltrexone pharmacokinetic parameters measured for the three routes of naltrexone administration were identified, although the recoveries after i.m. administration were, subjectively, the smoothest. The carfentanil half-life did not differ significantly in the goats given naltrexone by different routes. Although it is currently recommended that the naltrexone dose be divided into s.c. and i.v. portions, this practice does not appear to offer any benefit.","MeSH Headers":[{"Id":"M0067592","Link":"https://id.nlm.nih.gov/mesh/M0067592.html","Name":"carfentanil","Ref":41},{"Id":"M0067586","Link":"https://id.nlm.nih.gov/mesh/M0067586.html","Name":"R 31833","Ref":42},{"Id":"DescTree","Link":"https://www.nlm.nih.gov/mesh/meshhome.html","Name":"MeSH Tree","Ref":43},{"Id":"PubMed from MeSH","Link":"https://www.nlm.nih.gov/mesh/meshhome.html","Name":null,"Ref":60},{"Id":"M0001068","Link":"https://id.nlm.nih.gov/mesh/M0001068.html","Name":"Analgesics, Opioid","Ref":61}],"MeSH Pharmacological Classification":[{"Id":"M0001068","Link":"https://id.nlm.nih.gov/mesh/M0001068.html","Name":"Analgesics, Opioid","Ref":61}],"Mechanism of Action":"Carfentanil binds very strongly to mu opioid receptors and acts as a competitive agonist.  Opiate receptors are coupled with G-protein receptors and function as both positive and negative regulators of synaptic transmission via G-proteins that activate effector proteins. Binding of the opiate stimulates the exchange of GTP for GDP on the G-protein complex. As the effector system is adenylate cyclase and cAMP located at the inner surface of the plasma membrane, opioids decrease intracellular cAMP by inhibiting adenylate cyclase. Subsequently, the release of nociceptive neurotransmitters such as substance P, GABA, dopamine, acetylcholine and noradrenaline is inhibited. Opioids also inhibit the release of vasopressin, somatostatin, insulin and glucagon. Opioids close N-type voltage-operated calcium channels (OP2-receptor agonist) and open calcium-dependent inwardly rectifying potassium channels (OP3 and OP1 receptor agonist). This results in hyperpolarization and reduced neuronal excitability.","Metabolism/Metabolites":"Carfentanil is an ultra-potent synthetic opioid. No human carfentanil metabolism data are available. Reportedly, Russian police forces used carfentanil and remifentanil to resolve a hostage situation in Moscow in 2002. This alleged use prompted interest in the pharmacology and toxicology of carfentanil in humans. Our study was conducted to identify human carfentanil metabolites and to assess carfentanil's metabolic clearance, which could contribute to its acute toxicity in humans. We used Simulations Plus's ADMET Predictor and Molecular Discovery's MetaSite to predict possible metabolite formation. Both programs gave similar results that were generally good but did not capture all metabolites seen in vitro. We incubated carfentanil with human hepatocytes for up to 1 hr and analyzed samples on a Sciex 3200 QTRAP mass spectrometer to measure parent compound depletion and extrapolated that to represent intrinsic clearance. Pooled primary human hepatocytes were then incubated with carfentanil up to 6 h and analyzed for metabolite identification on a Sciex 5600+ TripleTOF (QTOF) high-resolution mass spectrometer. MS and MS/MS analyses elucidated the structures of the most abundant metabolites. Twelve metabolites were identified in total. N-Dealkylation and monohydroxylation of the piperidine ring were the dominant metabolic pathways. Two N-oxide metabolites and one glucuronide metabolite were observed. Surprisingly, ester hydrolysis was not a major metabolic pathway for carfentanil. While the human liver microsomal system demonstrated rapid clearance by CYP enzymes, the hepatocyte incubations showed much slower clearance, possibly providing some insight into the long duration of carfentanil's effects.","MolecularFormula":"C\u003csub\u003e24\u003c/sub\u003eH\u003csub\u003e30\u003c/sub\u003eN\u003csub\u003e2\u003c/sub\u003eO\u003csub\u003e3\u003c/sub\u003e","MolecularWeight":"394.5 g/mol","Pharmacodynamics":"Carfentanil acts primarily on the mu (some kappa and delta) opioid receptors as an agonist. It will induce similar effects of analgesia as other opioids, however, due to its potency, it will also induce strong side effects such as sedation. Consequently, that is why it is used as a tranquilizer for large animals.  Carfentanil interacts predominately with the opioid mu-receptor. These mu-binding sites are discretely distributed in the brain, spinal cord, and other tissues. It exerts its principal pharmacologic effects on the central nervous system. Its primary actions of therapeutic value are analgesia and sedation. Carfentanil also depresses the respiratory centers, depresses the cough reflex, and constricts the pupils.","PubChemId":62156,"PubChemTitle":"Carfentanil","Reagents":[],"Record Description":["Side effects of carfentanil are similar to those of fentanyl, which include itching, nausea and respiratory depression, which can be life-threatening. Fentanyl analogs have killed hundreds of people throughout Europe and the former Soviet republics since the most recent resurgence in use began in Estonia in the early 2000s, and novel derivatives continue to appear. Carfentanil is classified as Schedule II under the Controlled Substances Act in the United States with a DEA ACSCN of 9743 and a 2016 annual aggregate manufacturing quota of 19 grams. In 2016, carfentanil was identified as an additive in heroin sold in Ohio, leading to a spike in the number of overdose cases.","WIKIPEDIA|FENTANYL ANALOGUES"],"Records":{"UNII":{"Impurities":[]}},"RefChem":"5652","RefCount":3,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Carfentanil","Name":"Carfentanyl","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q423386","Name":"Carfentanyl","Sub":false}]},{"Name":"DrugBank","Urls":[{"Link":"https://go.drugbank.com/DB01535","Name":"Carfentanyl","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/62156","Name":"Carfentanyl","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=59708-52-0","Name":"Carfentanyl","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/D07620","Name":"Carfentanyl","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/LA9DTA2L8F","Name":"Carfentanyl","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID40208427","Name":"Carfentanyl","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 62156, Carfentanyl. Accessed May 24, 2026. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/62156\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/62156\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Carfentanyl. UNII: LA9DTA2L8F. Global Substance Registration System. Accessed May 24, 2026. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/LA9DTA2L8F\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/LA9DTA2L8F\u003c/a\u003e"],"SMILES":"CCC(=O)N(C1=CC=CC=C1)C2(CCN(CC2)CCC3=CC=CC=C3)C(=O)OC","SaltData":[{"AcidCount":1,"Amine":"Carfentanyl","AmineCount":1,"Formula":"C(C(=O)O)C(CC(=O)O)(C(=O)O)O","Name":"citrate","RName":"citrate","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 222.419 88.83\"\u003e\u003crect width=\"100%\" height=\"100%\" fill=\"#fff\"/\u003e\u003cdesc\u003eGenerated by the Chemistry Development Kit (http://github.com/cdk)\u003c/desc\u003e\u003cg fill=\"#ff0d0d\" stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h223v89H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m147.841 24.11-9.795 11.675M138.046 35.785l-15.009-2.644\" 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citrate","UNII":"7LG286J8GV"}],"Salts":["citrate"],"Scheduling":[{"gov":"Australia","ref":[],"schedule":"S8 substance"},{"gov":"Brazil","ref":[],"schedule":"F1 substance"},{"gov":"Canada","ref":[],"schedule":"Schedule I substance"},{"gov":"United Kingdom","ref":[],"schedule":"Class A substance"},{"act":"Controlled Substances Act (CSA)","gov":"United States","ref":[],"schedule":"Schedule I"},{"gov":"Germany","ref":[],"schedule":"Anlage I substance"}],"StereoisomerData":[],"Stereoisomers":[],"Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 148.894 88.83\"\u003e\u003crect width=\"100%\" height=\"100%\" fill=\"#fff\"/\u003e\u003cdesc\u003eGenerated by the Chemistry Development Kit (http://github.com/cdk)\u003c/desc\u003e\u003cg fill=\"#ff0d0d\" stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h149v89H0z\"/\u003e\u003cg 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