79862-68-3

Basic information

• Product Name: 17 beta-bromoacetylamino-4-androsten-3-one
• Synonyms: 17 beta-bromoacetylamino-4-androsten-3-one
• CAS NO: 79862-68-3
• Molecular Formula: C21H30 Br N O2
• Molecular Weight: 0
• Mol File: 79862-68-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 552.9°C at 760 mmHg
• Flash Point: 288.2°C
• Appearance: /
• Density: 1.31g/cm³
• Vapor Pressure: 2.88E-12mmHg at 25°C
• Refractive Index: 1.574
• CAS DataBase Reference: 17 beta-bromoacetylamino-4-androsten-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 17 beta-bromoacetylamino-4-androsten-3-one(79862-68-3)
• EPA Substance Registry System: 17 beta-bromoacetylamino-4-androsten-3-one(79862-68-3)

Safety Data

• Hazardous Substances Data: 79862-68-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C21H30BrNO2/c1-20-9-7-14(24)11-13(20)3-4-15-16-5-6-18(23-19(25)12-22)21(16,2)10-8-17(15)20/h11,15-18H,3-10,12H2,1-2H3,(H,23,25)/t15?,16?,17?,18-,20-,21-/m0/s1

Upstream product

• 79862-65-0 17β-Amino-3-methoxy-3,5-androstadiene 
• 57144-06-6 3-methoxyandrosta-3,5-dien-17-one 
• 79862-67-2 17β-Amino-4-androsten-3-one hydrochloride 
• 79-08-3 bromoacetic acid 

Relevant articles and documents

SYNTHESIS OF 16α-BROMOACETOXY ANDROGENS AND 17β-BROMOACETYLAMINO-4-ANDROSTEN-3-ONE: POTENTIAL AFFINITY LABELS OF HUMAN PLACENTAL ARMATASE.

A novel synthesis of 16α-hydroxy-4-androstene-3,17-dione (3), 16α-hydroxy-4-androstene-3,6,17-trione (4), 17β-amino-5-androsten-3β-ol (10) and 17β-amino-4-androsten-3-one (14) is described. 16α-Bromoacetoxy-4-androstene-3,17-dione (5), 16α-bromoacetoxy-4-androstene-3,6,17-trione (6) and 17β-bromoacetylamino-4-androsten-3-one (15) were synthesized as potentially selective irreversible inhibitors of androgen aromatases. 16α-Bromo-4-androstene-3,17-dione (1) and 16α-bromo-4-androstene-3,6,17-trione (2) were converted to compounds 3 and 4 in 80-90percent yield by controlled stereospecific hydrolysis using sodium hydroxide in aqueous pyridine.Reductive amination of 3β-hydroxy-5-androsten-17-one and 3-methoxy-3,5-androstadien-17-one (11) using ammonium acetate and sodium cyanohydridoborate (NaBH3CN) and a subsequent treatment with acid gave the amines 10 and 14, respectively, as a salt.The corresponding 17-imino compounds 9 and 13 were also isolated from the reaction mixtures when methanol was used as a solvent for the reaction.The 16α-hydroxyl compounds 3 and 4 and the 17β-amino compound 14 were converted to the corresponding bromoacetyl derivatives, 5, 6, and 15, with bromoacetic acid and N,N'-dicyclohexylcarbodiimide.