17-(DIMETHYLAMINOETHYLAMINO)-17-DEMETHOXYGELDANAMYCIN HCL Chemical Properties

Boiling point:

767.9±60.0 °C(Predicted)

Density 

1.22±0.1 g/cm3(Predicted)

RTECS 

LX8925000

storage temp. 

-20°C

solubility 

Soluble in DMSO (up to 30 mg/ml) or in Ethanol (up to 10 mg/ml).

form 

solid

pka

8.88±0.70(Predicted)

color 

Purple

Sensitive 

Light Sensitive

Stability:

Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.

17-(DIMETHYLAMINOETHYLAMINO)-17-DEMETHOXYGELDANAMYCIN HCL Usage And Synthesis

Description

17-DMAG (150270-08-9) is an analog of geldanamycin (Cat.# 10-1084) that displays superior pharmacological properties. 17-DMAG inhibits HSP90 and induces apoptosis in a variety of tumor cell lines. Inhibits angiogenesis. Cell Permeable.

Uses

17-Dimethylaminogeldanamycin is a metabolite/analog of geldanamycin(G304500). Geldanamycin is a potent antitumor antibiotic active at nanomolar concentration against 60 cell lines.It binds specifically to the heat shock protein Hsp90 and to its endoplasmic reticulum homologue GP96, and thus interferes with conformational maturation of proteins and the cellular stress response. In addition, it is a potent inhibitor of the nuclear hormone receptor family.

Definition

ChEBI: Alvespimycin is a 19-membered macrocyle that is geldanamycin in which the methoxy group attached to the benzoquinone moiety has been replaced by a 2-(N,N-dimethylamino)ethylamino group. It has a role as a Hsp90 inhibitor. It is a secondary amino compound, a tertiary amino compound, an ansamycin, a member of 1,4-benzoquinones and a carbamate ester. It is functionally related to a geldanamycin.

References

1) Glaze et al. (2005), Preclinical toxicity of geldanamycin analog 17-(dimethylaminoethylamino)-demethoxygeldanamycin (17-DMAG) in rats and dogs; potential clinical relevance; Cancer Chemother. Pharmacol., 56 637 2) Kaur et al. (2004), Antiangiogenic properties of 17-(dimethylaminoethylamino)-17-demethoxygeldanamycin: an orally bioavailable heat shock protein 90 modulator; Clin. Cancer Res., 10 4813

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