545872

(R)-(+)-Aminoglutethimide

97%

• Empirical Formula (Hill Notation): C₁₃H₁₆N₂O₂
• CAS Number: 55511-44-9
• Molecular Weight: 232.28
• UNSPSC Code: 12352005
• PubChem Substance ID: 24878857
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 97%
• optical activity: [α]20/D +160°, c = 1 in methanol
• mp: 115.5-119.5 °C (lit.)
• SMILES string: CC[C@@]1(CCC(=O)NC1=O)c2ccc(N)cc2
• InChI: 1S/C13H16N2O2/c1-2-13(8-7-11(16)15-12(13)17)9-3-5-10(14)6-4-9/h3-6H,2,7-8,14H2,1H3,(H,15,16,17)/t13-/m1/s1
• InChI key: ROBVIMPUHSLWNV-CYBMUJFWSA-N
• Gene Information: human ... CYP17A1(1586) , CYP19A1(1588)

Description

Application

(R)-(+)-Aminoglutethimide can be used:

• As a building block for the development of cephalosporin based prodrug for antibody-directed enzyme prodrug therapy (ADEPT).
• To prepare (R)-3-ethyl-3-(4-(3,4,5-trimethoxybenzylamino)phenyl)piperidine-2,6-dione by reacting with 3,4,5-trimethoxybenzylamine via deaminative coupling reaction.
• To synthesize (R)-2-fluoro-2-(4-methoxyphenyl)-N-(R)-(+)-aminoglutethimide by enantioselective α-fluorination.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves