57475-17-9

Basic information

• Product Name: Brovincamine
• Synonyms: Brovincamine;(+)-cis-11-Bromovincamine;11-Brovincamine;cis-11-Bromovincamine;Eburnamenine-14-carboxylic acid, 11-bromo-14,15-dihydro-14-hydroxy-, methyl ester, (3α,14β,16α)-;Brovineanfine;(3α,14S,16α)-11-Bromo-14,15-dihydro-14-hydroxyeburnamenine-14-carboxylic acid methyl ester
• CAS NO: 57475-17-9
• Molecular Formula: C21H25BrN2O3
• Molecular Weight: 433.344
• Mol File: 57475-17-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 214° (dec)
• Boiling Point: 547.9°Cat760mmHg
• Flash Point: 285.2°C
• Appearance: /
• Density: 1.59g/cm³
• Vapor Pressure: 7.7E-13mmHg at 25°C
• Refractive Index: 1.705
• CAS DataBase Reference: Brovincamine(CAS DataBase Reference)
• NIST Chemistry Reference: Brovincamine(57475-17-9)
• EPA Substance Registry System: Brovincamine(57475-17-9)

Safety Data

• Hazardous Substances Data: 57475-17-9(Hazardous Substances Data)

Usage

Description

Brovincamine is a chemical compound that serves as a valuable reagent in the synthesis of various pharmaceutical products, particularly Vincamine (V314030(P)). It plays a significant role in the development of medications for the treatment of cerebral insufficiencies and related conditions.

Uses

Used in Pharmaceutical Industry:
Brovincamine is used as a reagent for the synthesis of Vincamine (V314030(P)) for the treatment of cerebral insufficiencies. Its role in the production of this medication is crucial, as Vincamine is known to improve blood flow to the brain, enhance cognitive function, and alleviate symptoms associated with cerebral insufficiencies.

InChI:InChI=1/C21H25BrN2O3/c1-3-20-8-4-9-23-10-7-15-14-6-5-13(22)11-16(14)24(17(15)18(20)23)21(26,12-20)19(25)27-2/h5-6,11,18,26H,3-4,7-10,12H2,1-2H3/t18-,20+,21+/m1/s1

Upstream product

• 1617-90-9 vincamin 
• 121523-59-9 (+)-11-bromo-14-epivincamine 
• 67-56-1 methanol 

Relevant articles and documents

SYNTHESIS OF VINCA ALKALOIDS AND RELATED COMPOUNDS, XLIX. AROMATIC SUBSTITUENT EFFECTS IN THE C-14 EPIMERIZATION

Some A-ring substituted vincamine derivatives and their C-14 epimers have been prepared and the aromatic substituent effects on the epimeric equilibrium of these compounds investigated.

Synthesis of Vinca Alkaloids and Related Compounds, XXXIV: Synthesis of (3S,14S,16S)-Bromovincamines and Bromoapovincamines by Regioselective Bromination

By bromimation of the iminium salt 2a (X=Cl), the 9-bromo derivative 2c (X=ClO4) is obtained in isomer-free state.Bromination of the lactam 8d leads to ca. 7.5:1 mixture of 11-bromo (8c) and 9-bromo (8a) lactams.These precursors have been used to synthesize 9-, 10- and 11-bromovincamines (11a-c), and 9-, 10- and 11-bromoapovincamines (12a-c).