ChemicalBook--->CAS DataBase List--->173529-10-7

173529-10-7

173529-10-7 Structure

173529-10-7 Structure
IdentificationBack Directory
[Name]

HMN 176
[CAS]

173529-10-7
[Synonyms]

HMN 176
HMN-176
CS-2239
HMN 176; HMN176
Benzenesulfonamide, 4-methoxy-N-[2-[(1E)-2-(1-oxido-4-pyridinyl)ethenyl]phenyl]-
(NE)-N-[(6E)-6-[2-(1-hydroxypyridin-4-ylidene)ethylidene]cyclohexa-2,4-dien-1-ylidene]-4-methoxybenzenesulfonamide
[Molecular Formula]

C20H18N2O4S
[MOL File]

173529-10-7.mol
[Molecular Weight]

382.43
Chemical PropertiesBack Directory
[Boiling point ]

632.9±65.0 °C(Predicted)
[density ]

1.24±0.1 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,2-8°C
[solubility ]

DMSO : ≥ 30 mg/mL (78.45 mM)
[form ]

Solid
[pka]

8.07±0.10(Predicted)
[color ]

White to off-white
Hazard InformationBack Directory
[Uses]

HMN-176?is a stilbene derivative which inhibits mitosis, interfering with polo-like kinase-1 (plk1), without significant effect on tubulin polymerization.?
[in vivo]

After p.o. of HMN-214 to male rats, the prodrug is not detected in the plasma, while plasma levels of HMN-176 peaks at 2 h and gradually decreases thereafter[3].

[References]

[1] DiMaio MA, et al. The small organic compound HMN-176 delays satisfaction of the spindle assembly checkpoint by inhibiting centrosome-dependent microtubule nucleation. Mol Cancer Ther. 2009 Mar;8(3):592-601. DOI:10.1158/1535-7163.MCT-08-0876
[2] Medina-Gundrum L, et al. Investigation of HMN-176 anticancer activity in human tumor specimens in vitro and the effects of HMN-176 on differential gene expression. Invest New Drugs. 2005 Jan;23(1):3-9. DOI:10.1023/B:DRUG.0000047100.64540.f6
[3] Takagi M, et al. In vivo antitumor activity of a novel sulfonamide, HMN-214, against human tumor xenografts in mice and the spectrum of cytotoxicity of its active metabolite, HMN-176. Invest New Drugs. 2003 Nov;21(4):387-99. DOI:10.1023/a:1026282716250
[4] Tanaka H, et al. HMN-176, an active metabolite of the synthetic antitumor agent HMN-214, restores chemosensitivity to multidrug-resistant cells by targeting the transcription factor NF-Y. Cancer Res. 2003 Oct 15;63(20):6942-7. PMID:14583495
[5] Garland LL, et al. A phase I pharmacokinetic study of HMN-214, a novel oral stilbene derivative with polo-like kinase-1-interacting properties, in patients with advanced solid tumors. Clin Cancer Res. 2006 Sep 1;12(17):5182-9. DOI:10.1158/1078-0432.CCR-06-0214
Spectrum DetailBack Directory
[Spectrum Detail]

HMN 176(173529-10-7)1HNMR
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