ChemicalBook--->CAS DataBase List--->151720-43-3

151720-43-3

151720-43-3 Structure

151720-43-3 Structure
IdentificationBack Directory
[Name]

OXAMFLATIN
[CAS]

151720-43-3
[Synonyms]

CS-2473
Metacept 3
METACEPT 3;OXAMFLATIN
Oxamflatin (Metacept-3)
(E)-N-hydroxy-5-(3-(phenylsulfonaMido)phenyl)pent-2-en-4-ynaMide
(2E)-N-Hydroxy-5-[3-[(Phenylsulfonyl)Amino]Phenyl]-2-Penten-4-Ynamide
2-Penten-4-ynamide, N-hydroxy-5-[3-[(phenylsulfonyl)amino]phenyl]-, (2E)-
[Molecular Formula]

C17H14N2O4S
[MDL Number]

MFCD00949087
[MOL File]

151720-43-3.mol
[Molecular Weight]

342.37
Chemical PropertiesBack Directory
[Melting point ]

98-100°C
[density ]

1.44±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: 13 mg/mL, soluble
[form ]

solid
[pka]

7.75±0.10(Predicted)
[color ]

Light yellow to yellow
[Stability:]

Light sensitive
[InChI]

1S/C17H14N2O4S/c20-17(18-21)12-5-4-7-14-8-6-9-15(13-14)19-24(22,23)16-10-2-1-3-11-16/h1-3,5-6,8-13,19,21H,(H,18,20)/b12-5+
[InChIKey]

QRPSQQUYPMFERG-LFYBBSHMSA-N
[SMILES]

ONC(=O)\C=C\C#Cc1cccc(NS(=O)(=O)c2ccccc2)c1
Safety DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Chemical Properties]

Red-Brown Solid
[Uses]

Histone deacetylase inhibitor. A cell-permeable, aromatic sulfonamide derivative with a hydroxamic acid group that potently inhibits mammalian HDAC by binding to the active site zinc.
[Definition]

ChEBI: 5-[3-(benzenesulfonamido)phenyl]-N-hydroxypent-2-en-4-ynamide is a sulfonamide.
[Biological Activity]

Oxamflatin is an aromatic sulfonamide derivative with a hydroxamic acid group. It stimulates the expression of the transcription factorJunDand fibronectin. In additionoxamflatin also aids in the morphological reversion of various NIH3T3-derived transformed cell lines. It inhibits the proliferation of various mouse and human tumor cell lines in vitro.''Histone deacetylase inhibitor; anti-cancer agent.
[Enzyme inhibitor]

This anti-tumor agent (FW = 342.38 g/mol; CAS 151720-43-3; Solubility: 13 mg/mL DMSO, methanol, acetonitrile, 10 mg/mL), also known as (2E)- 5-[3-[(phenylsulfonyl)amino]phenyl]-pent-2-en-4-ynohydroxamate, inhibits histone deacetylase. Oxamflatin shows antiproliferative activity in vitro against various mouse and human tumor cell lines, attended by drastic changes in the cell morphology and in vivo antitumor activity against B16 melanoma. Oxamflatin causes an elongated cell shape with filamentous protrusions as well as arrest of the cell cycle at the G1 phase in HeLa cells. These phenotypic changes in HeLa cells were similar to those induced by trichostatin A (TSA), a specific inhibitor of histone deacetylase (HDAC).
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

OXAMFLATIN(151720-43-3)1HNMR
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