Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

545872

Sigma-Aldrich

(R)-(+)-Aminoglutethimide

97%

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

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

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)

Related Categories

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
15230PI

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis of symmetric and unsymmetric secondary amines from the ligand-promoted ruthenium-catalyzed deaminative coupling reaction of primary amines
Arachchige PT K, et al.
The Journal of Organic Chemistry, 83(9), 4932-4947 (2018)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service