Buprenorphine HCL
Manufacturer & Exporter of Buprenorphine HCLMonograph number:
1522
Title
Buprenorphine HCL
Specification
IP/BP/EP/USP
Category
Analgesic (Narcotic)
DMF Status
EDMF
CAS Registry number
[52485-79-7]
CAS name(s)
[5alpha,7alpha( S )]-17-(Cyclopropylmeth yl)-alpha-(1,1-dimethylethyl)-4,5-epoxy-18,19-dihydro-3-hydr oxy-6-methoxy-alpha-methyl-6,14-ethenomorphinan-7-methanol; 21-cyclopropyl-7alpha-[( S )-1-hydroxy-1 ,2,2-trimethylprop yl]-6,14- endo- ethano-6,7,8,14-tetrahydrooripavine
Additional name(s)
21-cyclopropyl-7alpha-(2-hydroxy-3,3-di methyl-2-butyl)-6,14- endo- ethano-6,7,8,14-tetrahydrooripavine
Drug code(s)
RX-6029- M
Molecular formula
C 29 H 41 NO 4
Molecular weight
467.65
Percent Composition
C 74.48%, H 8.84%, N 3.00%, O 13.68%
.
Literature references
Analgesic that demonstrates narcotic agonist-antagonist properties. Prepn: K. W. Bentley, Brit. pat. 1,136,214; idem, U.S. pat. 3,433,791 (1968, 1969 to Reckitt and Sons). See also: K. W. Bentley, "The Morphine Alkaloids" in The Alkaloids vol. 13, R. F. Manske, Ed. (Academic Press, New York, 1971) pp 75-120. NMR and stereochemistry: B. C. Uff et al., Magn. Reson. Chem. 23, 454 (1985). Pharmacology: A. Cowan in Advan. Biochem. Psychopharmacol. vol. 8, M. C. Braude et al., Eds. (Raven Press, New York, 1974) pp 427-438; idem, J. Pharm. Pharmacol. 28, 177 (1976); W. R. Martin et al., J. Pharmacol. Exp. Ther. 197, 517 (1976). Metab o lism: M. J. Rance, J. S. Shillingford, Biochem. Pharmacol. 25, 735 (1976). Clinical study in chronic pain: M. Kjaer et al., Brit. J. Clin. Pharmacol. 13, 487 (1982). Clinical evaluation in treatment of opioid addiction: P. J. Fudala et al., Clin. Pharmacol. Ther. 47, 525 (1990). Review: J. W. Lewis, "Ring C-Bridged Derivatives of Thebaine and Oripavine" in Advan. Biochem. Psychopharmacol. vol. 8, M. C. Braude et al., Eds. (Raven Press, New York, 1974) pp 123-137. Review of pharmacology and therapeutic efficacy: R. C. Heel et al., Drugs 17, 81-110 (1979)
Properties
Crystals, mp 209degrees
Melting Point
209
Derivative
Hydrochloride
Molecular Formula
C 29 H 41 NO 4
CAS Registry
[53152-21-9]
Drug code(s)
CL-112302, NIH-8805, UM-952
Trade name(s)
Buprenex (Reckitt and Colman) , Lepetan (Otsuka) , Subutex (Schering) , Temgesic (Reckitt and Colman)
Note
This is a controlled substance (narcotic) listed in the U.S. Code of Federal Regulations, Title 21 Part 1308.15 (1995)
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