302959-28-0

Basic information

• Product Name: 3-Pyrrolidinol,3-(6-fluoro-2-naphthalenyl)-1,2-dimethyl-, hydrochloride (1:1), (2R,3S)-rel-
• Synonyms: 3-Pyrrolidinol,3-(6-fluoro-2-naphthalenyl)-1,2-dimethyl-, hydrochloride, (2R,3S)-rel- (9CI)
• CAS NO: 302959-28-0
• Molecular Formula: C₁₆H₁₈FNO?ClH
• Molecular Weight: 295.78
• Mol File: 302959-28-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-Pyrrolidinol,3-(6-fluoro-2-naphthalenyl)-1,2-dimethyl-, hydrochloride (1:1), (2R,3S)-rel-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Pyrrolidinol,3-(6-fluoro-2-naphthalenyl)-1,2-dimethyl-, hydrochloride (1:1), (2R,3S)-rel-(302959-28-0)
• EPA Substance Registry System: 3-Pyrrolidinol,3-(6-fluoro-2-naphthalenyl)-1,2-dimethyl-, hydrochloride (1:1), (2R,3S)-rel-(302959-28-0)

Safety Data

• Hazard Codes: A poison.:
• Safety Statements: x, HCl, Cl−, and F−." target="_blank">A poison by subcutaneous route. When heated to decomposition it emits toxic va
• Hazardous Substances Data: 302959-28-0(Hazardous Substances Data)

Upstream product

• 7499-66-3 6-Bromonaphthalen-2-amine 
• 15231-91-1 6-bromo-naphthalen-2-ol 
• 89531-03-3 (R,S)-1,2-dimethyl-3-pyrrolidone 
• 324-41-4 2-bromo-6-fluoronaphthalene 

Relevant articles and documents

Synthesis and antinociceptive activity of pyrrolidinylnaphthalenes

In this paper the synthesis of the racemates (2R,3S/2S,3R)-1,2-dimethyl-3-[2-(6-substituted naphthyl)]-3-hydroxypyrrolidine 1b-d [(2R,3S/2S,3R)-1b-d] are reported. Compounds 1b-d were prepared by reaction of the racemic 1,2-dimethyl-3-pyrrolidone 2 with the lithiation product obtained from 2-bromo-6-substituted naphthalene 3b-d. Pharmacological properties of (2R,3S/2S,3R)-1a-d are also described. Analgesic activity was investigated by the hot plate test and binding affinities towards μ, δ and κ opioid receptors were evaluated. A preliminary evaluation of the in vivo side-effects was also accomplished using the rota-rod test. Interesting antinociceptive activity was shown by all compounds and in particular by 1d, which is the most active compound, since it is six-fold more potent than morphine and has lower side effects on the locomotory activity. Copyright (C) 2000 Elsevier Science Ltd.