D-Aminoglutethimide

Names

[ Name ]:
D-Aminoglutethimide

[Synonym ]:
(3R)-3-(4-aminophenyl)-3-ethylpiperidine-2,6-dione
Aminoglutethimide,d
MFCD03094025

Biological Activity

[Description]:

(R)-(+)-Aminoglutethimide is a potent and orally active aromatase inhibitor. (R)-(+)-Aminoglutethimide has the potential for the research of breast cancer[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Others >> Aromatase

[In Vivo]

(R)-(+)-Aminoglutethimide (5, 50 mg/kg; p.o.) eliminates within 48 hr into urine and feces, mostly in the form of metabolites[2]. (R)-(+)-Aminoglutethimide (1, 10, 50 mg/kg; i.p.; 60 min before training) dose not induce any significant effect in 1 and 10 mg/kg, induces a loss of retention at 50 mg/kg in day-old chicks[3].

[References]

[1]. Dai Sig Im, et al. Chemo-enzymatic synthesis of (R)-(+)-aminoglutethimide by kinetic resolution of (±)-4-cyano-4-phenyl-1-hexanol. Journal of Molecular Catalysis B: Enzymatic. 2003, 26:185–191.

[2]. Egger H, Bartlett F, Itterly W, Rodebaugh R, Shimanskas C. Metabolism of aminoglutethimide in the rat. Drug Metab Dispos. 1982 Jul-Aug;10(4):405-12.

Chemical & Physical Properties

[ Density]:
1.173g/cm3

[ Boiling Point ]:
457.4ºC at 760 mmHg

[ Melting Point ]:
115.5-119.5ºC(lit.)

[ Molecular Formula ]:
C₁₃H₁₆N₂O₂

[ Molecular Weight ]:
232.27800

[ Flash Point ]:
230.4ºC

[ Exact Mass ]:
232.12100

[ PSA ]:
72.19000

[ LogP ]:
1.73730

[ Index of Refraction ]:
1.566

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
26-36

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

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