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MedKoo Cat#: 461043 | Name: Carfentanil citrate

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Carfentanil citrate is a powerful anesthetic that has been used to immobilize large animals. Carfentanil is not available. It is a US Schedule II controlled substance.

Chemical Structure

Carfentanil citrate
Carfentanil citrate
CAS#61380-27-6 (citrate)

Theoretical Analysis

MedKoo Cat#: 461043

Name: Carfentanil citrate

CAS#: 61380-27-6 (citrate)

Chemical Formula: C30H38N2O10

Exact Mass: 0.0000

Molecular Weight: 586.63

Elemental Analysis: C, 61.42; H, 6.53; N, 4.78; O, 27.27

Price and Availability

This product was removed for the commercial reasons.
Related CAS #
59708-52-0 (free base) 61380-27-6 (citrate)
Synonym
Carfentanil citrate; R 31833; R-31833; R31833; R 33799; R-33799 R33799;
IUPAC/Chemical Name
methyl 1-phenethyl-4-(N-phenylpropionamido)piperidine-4-carboxylate 2-hydroxypropane-1,2,3-tricarboxylate
InChi Key
ZSLYVCXNFQPCGT-UHFFFAOYSA-N
InChi Code
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)
SMILES Code
O=C(C1(N(C(CC)=O)C2=CC=CC=C2)CCN(CCC3=CC=CC=C3)CC1)OC.O=C(CC(C(O)=O)(O)CC(O)=O)O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 586.63 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Eriksson O, Antoni G. [11C]Carfentanil Binds Preferentially to μ-Opioid Receptor Subtype 1 Compared to Subtype 2. Mol Imaging. 2015;14:476-83. PubMed PMID: 26461068. 2: Yong Z, Gao X, Ma W, Dong H, Gong Z, Su R. Nalmefene reverses carfentanil-induced loss of righting reflex and respiratory depression in rats. Eur J Pharmacol. 2014 Sep 5;738:153-7. doi: 10.1016/j.ejphar.2014.05.044. Epub 2014 Jun 2. PubMed PMID: 24886878. 3: Shaw ML, Carpenter JW, Leith DE. Complications with the use of carfentanil citrate and xylazine hydrochloride to immobilize domestic horses. J Am Vet Med Assoc. 1995 Mar 15;206(6):833-6. PubMed PMID: 7759336. 4: Feasel MG, Wohlfarth A, Nilles JM, Pang S, Kristovich RL, Huestis MA. Metabolism of Carfentanil, an Ultra-Potent Opioid, in Human Liver Microsomes and Human Hepatocytes by High-Resolution Mass Spectrometry. AAPS J. 2016 Nov;18(6):1489-1499. Epub 2016 Aug 5. PubMed PMID: 27495118. 5: Domino EF, Hirasawa-Fujita M, Ni L, Guthrie SK, Zubieta JK. Regional brain [(11)C]carfentanil binding following tobacco smoking. Prog Neuropsychopharmacol Biol Psychiatry. 2015 Jun 3;59:100-104. doi: 10.1016/j.pnpbp.2015.01.007. Epub 2015 Jan 15. PubMed PMID: 25598501; PubMed Central PMCID: PMC4375952. 6: Váradi A, Palmer TC, Haselton N, Afonin D, Subrath JJ, Le Rouzic V, Hunkele A, Pasternak GW, Marrone GF, Borics A, Majumdar S. Synthesis of Carfentanil Amide Opioids Using the Ugi Multicomponent Reaction. ACS Chem Neurosci. 2015 Sep 16;6(9):1570-7. doi: 10.1021/acschemneuro.5b00137. Epub 2015 Jul 21. PubMed PMID: 26148793; PubMed Central PMCID: PMC4641535. 7: Minkowski CP, Epstein D, Frost JJ, Gorelick DA. Differential response to IV carfentanil in chronic cocaine users and healthy controls. Addict Biol. 2012 Jan;17(1):149-55. doi: 10.1111/j.1369-1600.2010.00256.x. Epub 2010 Nov 4. PubMed PMID: 21054687; PubMed Central PMCID: PMC3117107. 8: Quelch DR, Katsouri L, Nutt DJ, Parker CA, Tyacke RJ. Imaging endogenous opioid peptide release with [11C]carfentanil and [3H]diprenorphine: influence of agonist-induced internalization. J Cereb Blood Flow Metab. 2014 Oct;34(10):1604-12. doi: 10.1038/jcbfm.2014.117. Epub 2014 Jul 9. PubMed PMID: 25005876; PubMed Central PMCID: PMC4269718. 9: Mortenson J, Bechert U. Carfentanil citrate used as an oral anesthetic agent for brown bears (Ursus arctos). J Zoo Wildl Med. 2001 Jun;32(2):217-21. Erratum in: J Zoo Wildl Med. 2001 Dec;32(4):529. PubMed PMID: 12790424. 10: Shury TK, Caulkett NA, Woodbury MR. Intranasal naltrexone and atipamezole for reversal of white-tailed deer immobilized with carfentanil and medetomidine. Can Vet J. 2010 May;51(5):501-5. PubMed PMID: 20676292; PubMed Central PMCID: PMC2857429. 11: Mick I, Myers J, Stokes PR, Erritzoe D, Colasanti A, Bowden-Jones H, Clark L, Gunn RN, Rabiner EA, Searle GE, Waldman AD, Parkin MC, Brailsford AD, Nutt DJ, Lingford-Hughes AR. Amphetamine induced endogenous opioid release in the human brain detected with [¹¹C]carfentanil PET: replication in an independent cohort. Int J Neuropsychopharmacol. 2014 Dec;17(12):2069-74. doi: 10.1017/S1461145714000704. Epub 2014 May 7. PubMed PMID: 24807268. 12: Napier JE, Loskutoff NM, Simmons LG, Armstrong DL. Comparison of carfentanil-xylazine and thiafentanil-medetomidine in electroejaculation of captive gaur (Bos gaurus). J Zoo Wildl Med. 2011 Sep;42(3):430-6. PubMed PMID: 22950315. 13: George AV, Lu JJ, Pisano MV, Metz J, Erickson TB. Carfentanil--an ultra potent opioid. Am J Emerg Med. 2010 May;28(4):530-2. doi: 10.1016/j.ajem.2010.03.003. PubMed PMID: 20466249. 14: Sleeman JM, Carter W, Tobin T, Ramsay EC. Immobilization of domestic goats (Capra hircus) using orally administered carfentanil citrate and detomidine hydrochloride. J Zoo Wildl Med. 1997 Jun;28(2):158-65. PubMed PMID: 9279404. 15: Ramsay EC, Sleeman JM, Clyde VL. Immobilization of black bears (Ursus americanus) with orally administered carfentanil citrate. J Wildl Dis. 1995 Jul;31(3):391-3. PubMed PMID: 8592362. 16: Miller MW, Wild MA, Lance WR. Efficacy and safety of naltrexone hydrochloride for antagonizing carfentanil citrate immobilization in captive Rocky Mountain elk (Cervus elaphus nelsoni). J Wildl Dis. 1996 Apr;32(2):234-9. PubMed PMID: 8722260. 17: Miller BF, Muller LI, Storms TN, Ramsay EC, Osborn DA, Warren RJ, Miller KV, Adams KA. A comparison of carfentanil/xylazine and Telazol/xylazine for immobilization of white-tailed deer. J Wildl Dis. 2003 Oct;39(4):851-8. PubMed PMID: 14733280. 18: Kearns KS, Swenson B, Ramsay EC. Oral induction of anesthesia with droperidol and transmucosal carfentanil citrate in chimpanzees (Pan troglodytes). J Zoo Wildl Med. 2000 Jun;31(2):185-9. PubMed PMID: 10982130. 19: Kreeger TJ, Bjornlie D, Thompson D, Clapp J, Clark C, Hansen C, Huizenga M, Lockwood S. Immobilization of Wyoming bears using carfentanil and xylazine. J Wildl Dis. 2013 Jul;49(3):674-8. doi: 10.7589/2012-10-269. PubMed PMID: 23778620. 20: Mutlow A, Isaza R, Carpenter JW, Koch DE, Hunter RP. Pharmacokinetics of carfentanil and naltrexone in domestic goats (Capra hircus). J Zoo Wildl Med. 2004 Dec;35(4):489-96. PubMed PMID: 15732589.

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