Pentazocine
Structural Formula Vector Image
Title: Pentazocine
CAS Registry Number: 359-83-1
CAS Name: (2R,6R,11R)-rel-1,2,3,4,5,6-Hexahydro-6,11-dimethyl-3-(3-methyl-2-butenyl)-2,6-methano-3-benzazocin-8-ol
Additional Names: 2-dimethylallyl-5,9-dimethyl-2¢-hydroxybenzomorphan; 3-(3-methyl-2-butenyl)-1,2,3,4,5,6-hexahydro-6,11-dimethyl-2,6-methano-3-benzazocin-8-ol
Manufacturers' Codes: NSC-107430; Win-20228
Trademarks: Fortralin (Sanofi-Synthelabo)
Molecular Formula: C19H27NO
Molecular Weight: 285.42
Percent Composition: C 79.95%, H 9.53%, N 4.91%, O 5.61%
Literature References: Mixed opioid agonist-antagonist. Prepn: Archer, BE 611000 (1962 to Sterling Drug), C.A. 58, 2440b (1963); Archer et al., J. Med. Chem. 7, 123 (1964). Review of pharmacology: Brogden et al., Drugs 5, 6-91 (1973). Clinical study in post-operative pain: F. Camu, Eur. J. Clin. Pharmacol. 19, 259 (1981). HPLC analysis in blood and plasma: R. D. Anderson et al., J. Chromatogr. 227, 239 (1982). Toxicity data: E. I. Goldenthal, Toxicol. Appl. Pharmacol. 18, 185 (1971).
Properties: Crystals from methanol + water, mp 145.4-147.2°. LD50 s.c. in male rats: 175±36 mg/kg (Goldenthal).
Melting point: mp 145.4-147.2°
Toxicity data: LD50 s.c. in male rats: 175±36 mg/kg (Goldenthal)
 
Derivative Type: Hydrochloride
CAS Registry Number: 64024-15-3
Trademarks: Fortalgesic (tabl.) (Sanofi-Synthelabo); Fortral (tabl.) (Krka)
Molecular Formula: C19H27NO.HCl
Molecular Weight: 321.88
Percent Composition: C 70.90%, H 8.77%, N 4.35%, O 4.97%, Cl 11.01%
 
Derivative Type: Lactate
CAS Registry Number: 17146-95-1
Trademarks: Liticon (Lagap); Pentagin (Sankyo); Sosegon (Sanofi-Synthelabo); Talwin (Sanofi-Synthelabo)
Molecular Formula: C19H27NO.C3H6O3
Molecular Weight: 375.50
Percent Composition: C 70.37%, H 8.86%, N 3.73%, O 17.04%
 
NOTE: This is a controlled substance: 21 CFR, 1308.14.
Therap-Cat: Analgesic (narcotic).
Therap-Cat-Vet: Analgesic (narcotic).
Keywords: Analgesic (Narcotic).

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