Cyprenorphine
Title: Cyprenorphine
CAS Registry Number: 4406-22-8
CAS Name: (5a,7a)-17-(Cyclopropylmethyl)-4,5-epoxy-3-hydroxy-6-methoxy-a,a-dimethyl-6,14-ethenomorphinan-7-methanol
Additional Names: N-(cyclopropylmethyl)-7,8-dihydro-7a-(1-hydroxy-1-methylethyl)-O6-methyl-6,14-endo-ethenonormorphine; N-(cyclopropylmethyl)-6,14-endo-etheno-7a-(2-hydroxy-2-propyl)tetrahydronororipavine; N-(cyclopropylmethyl)-6,14-endo-ethenotetrahydronororipavine
Molecular Formula: C26H33NO4
Molecular Weight: 423.54
Percent Composition: C 73.73%, H 7.85%, N 3.31%, O 15.11%
Literature References: Narcotic antagonist closely related to diprenorphine, q.v. Prepn (7a- or 7b-linkage unspecified): BE 629070 (1963 to J. F. Macfarlan), C.A. 61, 13364g (1964); K. W. Bentley, US 3474101 (1969 to Reckitt & Sons); of 7a: K. W. Bentley, D. G. Hardy, J. Am. Chem. Soc. 89, 3281 (1967). Activity in rats: K. W. Bentley et al., Nature 206, 102 (1965). Use in large animals: M. R. Jainudeen, Vet. Rec. 89, 686 (1971); K. R. Presnell et al., J. Wildl. Dis. 9, 336 (1973). Binding to neuroleptic receptors: A. Czlonkowski et al., Life Sci. 22, 953 (1978). Determn by HPLC: I. Jane, A. McKinnon, J. Chromatogr. 323, 191 (1985).
Properties: Prisms from methanol, mp 234° (7a- or 7b-linkage unspecified).
Melting point: mp 234° (7a- or 7b-linkage unspecified)
 
Derivative Type: Hydrochloride
CAS Registry Number: 16550-22-4
Additional Names: M-285
Molecular Formula: C26H33NO4.HCl
Molecular Weight: 460.01
Percent Composition: C 67.89%, H 7.45%, N 3.04%, O 13.91%, Cl 7.71%
Properties: Crystals from methanol, mp 248°.
Melting point: mp 248°
 
NOTE: This is a controlled substance (opium derivative): 21 CFR, 1308.11.
Therap-Cat-Vet: Etorphine antagonist.

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