ChemicalBook--->CAS DataBase List--->888216-25-9

888216-25-9

888216-25-9 Structure

888216-25-9 Structure
IdentificationBack Directory
[Name]

Ganetespib
[CAS]

888216-25-9
[Synonyms]

CS-654
SAT9090
STA-9090
Ganetespib
STA-9090;STA9090
Ganetespib, >=98%
STA-9090/Ganetespib
Ganetespib USP/EP/BP
Ganetespib (STA-9090)
STA-9090; STA 9090; STA9090
ganetespib (Hsp90 inhibitor)
STA9090; STA 9090; STA-9090; GANETESPIB
GANETESPIB (STA-9090);STA-9090;STA 9090;STA9090
3-(2,4-Dihydroxy-5-isopropylphenyl)-4-(1-methylindol-5-yl)-5-hydroxy-4H-1,2,4-triazole
3-(2,4-Dihydroxy-5-isopropylphenyl)-4-(1-methyl-1H-indol-5-yl)-1H-1,2,4-triazol-5(4H)-one
5-(2,4-dihydroxy-5-isopropylphenyl)-4-(1-methyl-1H-indol-5-yl)-2H-1,2,4-triazol-3(4H)-one
5-[2,4-Dihydroxy-5-(1-methylethyl)phenyl]-2,4-dihydro-4-(1-methyl-1H-indol-5-yl)-3H-1,2,4-tria
2,4-Dihydro-5-[2,4-dihydroxy-5-isopropylphenyl]-4-(1-methyl-1H-indol-5-yl)-3H-1,2,4-triazol-3-one
3-[2,4-Dihydroxy-5-(propan-2-yl)phenyl]-4-(1-methyl-1H-indol-5-yl)-4,5-dihydro-1H-1,2,4-triazol-5-one
5-[2,4-Dihydroxy-5-(1-methylethyl)phenyl]-2,4-dihydro-4-(1-methyl-1H-indol-5-yl)-3H-1,2,4-triazol-3-one
3H-1,2,4-Triazol-3-one, 5-[2,4-dihydroxy-5-(1-Methylethyl)phenyl]-2,4-dihydro-4-(1-Methyl-1H-indol-5-yl)-
5-[2,4-Dihydroxy-5-(1-methylethyl)phenyl]-2,4-dihydro-4-(1-methyl-1H-indol-5-yl)-3H-1,2,4-triazol-3-one Ganete
5-{1,5-Dihydro-3-[2,4-dihydroxy-5-(prop-2-yl)phenyl]-5-oxo-4H-1,2,4-triazol-4-yl}-1-methyl-1H-indole, 4-[4,5-Dihydro-4-(1-methyl-1H-indol-5-yl)-5-oxo-1H-1,2,4-triazol-3-yl]-6-(prop-2-yl)benzene-1,3-di ol
[EINECS(EC#)]

812-978-3
[Molecular Formula]

C20H20N4O3
[MDL Number]

MFCD22420818
[MOL File]

888216-25-9.mol
[Molecular Weight]

364.4
Chemical PropertiesBack Directory
[density ]

1.39
[storage temp. ]

-20°C
[solubility ]

Soluble in DMSO (up to at least 25 mg/ml)
[form ]

solid
[pka]

7.38±0.20(Predicted)
[color ]

White
[Stability:]

Stable for 1 year as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
[InChI]

InChI=1S/C20H20N4O3/c1-11(2)14-9-15(18(26)10-17(14)25)19-21-22-20(27)24(19)13-4-5-16-12(8-13)6-7-23(16)3/h4-11,25-26H,1-3H3,(H,22,27)
[InChIKey]

RVAQIUULWULRNW-UHFFFAOYSA-N
[SMILES]

N1=C(C2=CC(C(C)C)=C(O)C=C2O)N(C2C=CC3=C(C=2)C=CN3C)C(=O)N1
Safety DataBack Directory
[HS Code ]

2933998090
Hazard InformationBack Directory
[Description]

Ganetespib, also known as STA-9090, is a unique resorcinolic triazolone inhibitor of Hsp90, which is currently in clinical trials for a number of human cancers. It has shown promise in preclinical tests against various cancers, including lung cancer, prostate cancer, and leukemia. Moreover, It has also shown strong activity toward breast cancer, non-small cell lung cancer, gastric cancer, and acute myeloid leukemia.
[Definition]

ChEBI:Ganetespib is a member of triazoles and a ring assembly.
[General Description]

A synthetic small-molecule inhibitor of heat shock protein 90 (Hsp90) with potential antineoplastic activity. Ganetespib binds to and inhibits Hsp90, resulting in the proteasomal degradation of oncogenic client proteins, the inhibition of cell proliferation and the elevation of heat shock protein 72 (Hsp72); it may inhibit the activity of multiple kinases, such as c-Kit, EGFR, and Bcr-Abl, which as client proteins depend on functional HsP90 for maintenance. Hsp90, a 90 kDa molecular chaperone upregulated in a variety of tumor cells, plays a key role in the conformational maturation, stability and function of "client" proteins within the cell, many of which are involved in signal transduction, cell cycle regulation and apoptosis, including kinases, transcription factors and hormone receptors. Hsp72 exhibits anti-apoptotic functions; its up-regulation may be used as a surrogate marker for Hsp90 inhibition.
[target]

HSP90
[storage]

Store at -20°C
[References]

Ganetespib (STA-9090), a Nongeldanamycin HSP90 Inhibitor, Has Potent Antitumor Activity in In Vitro and In Vivo Models of Non–Small Cell Lung Cancer DOI:10.1158/1078-0432.CCR-11-2967
https://www.cancer.gov/publications/dictionaries/cancer-drug/def/ganetespib
Ganetespib, a unique triazolone-containing Hsp90 inhibitor, exhibits potent antitumor activity and a superior safety profile for cancer therapy DOI: 10.1158/1535-7163.MCT-11-0755
Role of Ganetespib, an HSP90 Inhibitor, in Cancer Therapy: From Molecular Mechanisms to Clinical Practice doi: 10.3390/ijms24055014
A first in human, safety, pharmacokinetics, and clinical activity phase I study of once weekly administration of the Hsp90 inhibitor ganetespib (STA-9090) in patients with solid malignancies DOI:10.1186/1471-2407-13-152
Ganetespib synergizes with cyclophosphamide to improve survival of mice with autochthonous tumors in a mutant p53-dependent manner DOI:10.1038/cddis.2017.108
Spectrum DetailBack Directory
[Spectrum Detail]

Ganetespib(888216-25-9)1HNMR
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