AminoglutethimideA CYP19 (aromatase) inhibitor

Aminoglutethimide (CAS 125-84-8)

Aminoglutethimide | CAS 125-84-8 is rated 5.0 out of 5 by 1.
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Synonym: 3-(4-Aminophenyl)-3-ethylpiperidine-2,6-dione; DL-Aminoglutethimide
Application: A CYP19 (aromatase) inhibitor
CAS Number: 125-84-8
Purity: ≥99%
Molecular Weight: 232.28
Molecular Formula: C13H16N2O2
* Refer to Certificate of Analysis for lot specific data (including water content).
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Aminoglutethimide has been shown to inhibit human placental CYP19 (aromatase) in vitro. In ovine adrenocortical cells, aminoglutethimide has been shown to inhibit ACTH receptor mRNA expression in a time-dependent manner in vitro. It significantly suppresses baseline ACTH-R mRNA expression and steriod secretion in a dose-dependent manner in vitro in the human NCI-h295 adrenocortical carcinoma cell line. In vivo, Aminoglutethimide is known to accelerate its own metabolism and the metabolism of synthetic dexamethasone and glucocorticoid.


References

Santen, R.J. and Misbin, R.I.: Pharmacotherapy, 1, 95 (1981), Havlin, K.A. and Trump, D.L.: Cancer Threat. Res., 39, 83 (1988)

Physical State :
Solid
Solubility :
Soluble in water (2 mg/ml at 20° C), methanol (50 mg/ml), ethanol (7 mg/ml at 25° C), DMSO (20 mg/ml at 25° C), and chloroform.
Storage :
Store at -20° C
Melting Point :
151-153° C
Boiling Point :
~457.4° C at 760 mmHg (Predicted)
Density :
~1.2 g/cm3 (Predicted)
Refractive Index :
n20D 1.57 (Predicted)
IC50 :
CYP19: IC50 = 5.2 nM (human); TXA synthase: IC50 = 18.5 µM (human); CYP11A1: IC50 = 29 µM (human); Cytochrome P450 11B2: IC50 = 50 µM (rat); CYP17A1: IC50 = 60 µM (human)
Ki Data :
CYP19: Ki= 0.47 µM (human)
pK Values :
pKa: 11.6 (Predicted), pKb: 4.41 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
MA4026950
PubChem CID :
2145
Merck Index :
14: 440
MDL Number :
MFCD00010122
EC Number :
204-756-4
Beilstein Registry :
210656
SMILES :
CCC1(CCC(=O)NC1=O)C1=CC=C(N)C=C1

Download SDS (MSDS)

Certificate of Analysis

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Aminoglutethimide  Product Citations

See how others have used Aminoglutethimide. Click on the entry to view the PubMed entry .

Citations 1 to 1 of 1 total

PMID: # 26713732  Ziniel, PD. et al. 2015. PLoS Negl Trop Dis. 9: e0004279.

Citations 1 to 1 of 1 total
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Rated 5 out of 5 by from Khan et al Khan et al. (PubMed ID 26102013) foudn that aminoglutethimide peroxidative metabolism led to the down-regulation of critical anti-apoptotic proteins responsible for inhibiting the release of pro-apoptotic factors from the mitochondria as well as cytoskeletal proteins such as nuclear lamina. -SCBT Publication Review
Date published: 2015-06-17
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