84K
Carfentanil
Created: | 2023-07-12 |
Last modified: | 2023-09-13 |
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Chemical Details | |
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Formal Charge | 0 |
Atom Count | 59 |
Chiral Atom Count | 0 |
Bond Count | 61 |
Aromatic Bond Count | 12 |
Chemical Component Summary | |
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Name | Carfentanil |
Synonyms | methyl 1-(2-phenylethyl)-4-(N-phenylpropanamido)piperidine-4-carboxylate |
Systematic Name (OpenEye OEToolkits) | methyl 1-(2-phenylethyl)-4-[phenyl(propanoyl)amino]piperidine-4-carboxylate |
Formula | C24 H30 N2 O3 |
Molecular Weight | 394.507 |
Type | NON-POLYMER |
Chemical Descriptors | |||
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Type | Program | Version | Descriptor |
SMILES | ACDLabs | 12.01 | O=C(OC)C1(CCN(CCc2ccccc2)CC1)N(c1ccccc1)C(=O)CC |
SMILES | CACTVS | 3.385 | CCC(=O)N(c1ccccc1)C2(CCN(CCc3ccccc3)CC2)C(=O)OC |
SMILES | OpenEye OEToolkits | 2.0.7 | CCC(=O)N(c1ccccc1)C2(CCN(CC2)CCc3ccccc3)C(=O)OC |
Canonical SMILES | CACTVS | 3.385 | CCC(=O)N(c1ccccc1)C2(CCN(CCc3ccccc3)CC2)C(=O)OC |
Canonical SMILES | OpenEye OEToolkits | 2.0.7 | CCC(=O)N(c1ccccc1)C2(CCN(CC2)CCc3ccccc3)C(=O)OC |
InChI | InChI | 1.06 | 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 | InChI | 1.06 | YDSDEBIZUNNPOB-UHFFFAOYSA-N |
Drug Info: DrugBank
DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License
DrugBank ID | DB01535 |
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Name | Carfentanil |
Groups |
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Description | Carfentanil or carfentanyl (Wildnil) is an analogue of the popular synthetic opioid analgesic fentanyl, and is one of the most potent opioids known (also the most potent opioid used commercially). Carfentanil was first synthesized in 1974 by a team of chemists at Janssen Pharmaceutica which included Paul Janssen. It has a quantitative potency approximately 10,000 times that of morphine and 100 times that of fentanyl, with activity in humans starting at about 1 microgram. It is marketed under the trade name Wildnil as a general anaesthetic agent for large animals. Carfentanil is intended for large-animal use only as its extreme potency makes it inappropriate for use in humans. Currently sufentanil, approximately 10–20 times less potent (500 to 1000 times the efficacy of morphine per weight) than carfentanil, is the maximum strength fentanyl analog for use in humans. |
Synonyms |
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Indication | Carfentanil is similar (but more potent) to the opioid analgesic fentanyl. It is used as a tranquilizer for large animals. |
Categories |
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CAS number | 59708-52-0 |
Drug Targets
DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License
Name | Target Sequence | Pharmacological Action | Actions |
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Mu-type opioid receptor | MDSSAAPTNASNCTDALAYSSCSPAPSPGSWVNLSHLDGNLSDPCGPNRT... | unknown | agonist |
Delta-type opioid receptor | MEPAPSAGAELQPPLFANASDAYPSACPSAGANASGPPGARSASSLALAI... | unknown | agonist |
Kappa-type opioid receptor | MDSPIQIFRGEPGPTCAPSACLPPNSSAWFPGWAEPDSNGSAGSEDAQLE... | unknown | agonist |
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison
T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS.
Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682
Related Resource References
Resource Name | Reference |
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Pharos | CHEMBL290429 |
PubChem | 62156 |
ChEMBL | CHEMBL290429 |
ChEBI | CHEBI:61084 |