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545872

(R)-(+)-Aminoglutethimide

Name: (<I>R</I>)-(+)-Aminoglutethimide
Brand: ALDRICH

97%

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About This Item

Empirical Formula (Hill Notation):

C₁₃H₁₆N₂O₂

CAS Number:

55511-44-9

Molecular Weight:

232.28

MDL number:

MFCD05664388

UNSPSC Code:

12352005

PubChem Substance ID:

24878857

NACRES:

NA.22

Assay:

97%

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Properties

Quality Segment

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.

hcodes

H315,H319,H335

pictograms

GHS07

signalword

Warning

pcodes

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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