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ChemicalBook--->CAS DataBase List--->186497-07-4

186497-07-4

186497-07-4 Structure

186497-07-4 Structure
IdentificationBack Directory
[Name]

Zibotentan (ZD4054)
[CAS]

186497-07-4
[Synonyms]

ZD454
Zd4054
CS-558
Zd 4054
Zibotentan
Zibotentan(ZD4054)
zibotentan,CID 9910224
ZD4054;ZD-4054;ZD 4054
Zibotentan >=98% (HPLC)
ZIBOTENTAN (ZD4054) 250MG
Zibotentan (ZD4054) USP/EP/BP
ZIBOTENTAN (ZD4054);ZD4054;ZD-4054;ZD 4054
3-Pyridinesulfonamide, N-(3-methoxy-5-methylpyrazinyl)-2-(4-(1,3,4-oxadiazol-2-yl)phenyl)-
N-(3-METHOXY-5-METHYLPYRAZIN-2-YL)-2-[4-(1,3,4-OXADIAZOL-2-YL)PHENYL]PYRIDINE-3-SULFONAMIDE
N-(3-Methoxy-5-methyl-2-pyrazinyl)-2-[4-(1,3,4-oxadiazol-2-yl)phenyl]-3-pyridinesulfonamide
2-(4-(1,3,4-oxadiazol-2-yl)phenyl)-N-(3-Methoxy-5-Methylpyrazin-2-yl)pyridine-3-sulfonaMide
3-Pyridinesulfonamide, N-(3-methoxy-5-methyl-2-pyrazinyl)-2-[4-(1,3,4-oxadiazol-2-yl)phenyl]-
[Molecular Formula]

C19H16N6O4S
[MDL Number]

MFCD09955343
[MOL File]

186497-07-4.mol
[Molecular Weight]

424.43
Chemical PropertiesBack Directory
[Melting point ]

239 - 241°C
[Boiling point ]

637.0±65.0 °C(Predicted)
[density ]

1.422
[storage temp. ]

Sealed in dry,Store in freezer, under -20°C
[solubility ]

DMSO (Sparingly), Methanol (Slightly)
[form ]

Solid
[pka]

5.62±0.40(Predicted)
[color ]

White to Off-White
Hazard InformationBack Directory
[Description]

Zibotentan is a selective antagonist of the endothelin (ET) receptor type A (IC50s = 21 and >10,000 nM for human recombinant ETA and ETB, respectively). It inhibits growth of HEY, OVCA 433, SKOV3, and A2780 cells induced by endothelin 1 (ET-1; ) in vitro. Zibotentan reduces ET-1-induced expression of MMP-2, MMP-9, VEGF, COX-1 and COX-2, mediators of cell invasion and angiogenesis, in HEY cells. In vivo, zibotentan (10-50 mg/kg per day) reduces tumor growth in an HEY mouse xenograft model in a dose-dependent manner. Formulations containing zibotentan are under clinical investigation for the treatment of ovarian and castration-resistant prostate cancers.
[Uses]

Zibotentan is a specific endothelin-A receptor antagonist that is a potential candidate in the treatment of prostate cancer, bone metastasis and various other types of cancer.
[Definition]

ChEBI: N-(3-methoxy-5-methyl-2-pyrazinyl)-2-[4-(1,3,4-oxadiazol-2-yl)phenyl]-3-pyridinesulfonamide is a phenylpyridine.
[in vitro]

in the human ovarian cancer etar positive cell lines, zd4054 effectively inhibited the basal and et-1-induced cell proliferation, with the inhibition of akt and p42/44mapk phosphorylation, and increased apoptosis, through the inhibition of bcl-2 and activation of caspase-3 and poly(adp-ribose) polymerase proteins. [1].
[in vivo]

in hey ovarian cancer xenografts, zd4054 inhibited tumor growth to the same degree as paclitaxel. moreover, zd4054-dependent tumor growth inhibition was associated with a reduction in proliferation index, mmp-2 expression, and microvessel microvessel density [2].
[target]

ETA
[storage]

Store at -20°C
[References]

[1] morris cd, rose a, curwen j, hughes am, wilson dj, webb dj. specific inhibition of the endothelin a receptor with zd4054: clinical and pre-clinical evidence. br j cancer. 2005 jun 20;92(12):2148-52.
[2] rosanò l, di castro v, spinella f, nicotra mr, natali pg, bagnato a. zd4054, a specific antagonist of the endothelin a receptor, inhibits tumor growth and enhances paclitaxel activity in human ovarian carcinoma in vitro and in vivo. mol cancer ther. 2007 jul;6(7):2003-11.
[3] li j, liu y, qian j, wu l, kemp j, nii m, tomkinson h, zuo y, ranson m, usami m. single- and multiple-dose pharmacokinetics, safety and tolerability of zibotentan (zd4054) in chinese men with advanced solid tumors. cancer chemother pharmacol. 2012 jul;70(1):57-63.
Spectrum DetailBack Directory
[Spectrum Detail]

Zibotentan (ZD4054)(186497-07-4)1HNMR
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