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O3139

Sigma-Aldrich

Oxamflatin

≥98% (HPLC), solid

Synonym(s):

(2E)-5-[3-(Phenylsulfonylamino)phenyl]-pent-2-en-4-ynohydroxamic acid

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About This Item

Empirical Formula (Hill Notation):
C17H14N2O4S
CAS Number:
Molecular Weight:
342.37
MDL number:
UNSPSC Code:
12352203
PubChem Substance ID:
NACRES:
NA.77

Assay

≥98% (HPLC)

form

solid

solubility

DMSO: soluble 13 mg/mL

storage temp.

2-8°C

SMILES string

ONC(=O)\C=C\C#Cc1cccc(NS(=O)(=O)c2ccccc2)c1

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+

InChI key

QRPSQQUYPMFERG-LFYBBSHMSA-N

Application

Oxamflatin has been used as a histone deacetylase (HDAC) inhibitor:
  • to study its effect on specificity protein 1 (Sp1) transcription and transactivation activity and CD1d mRNA expression in various tumor cells
  • to study its inhibitory effect on long transcript- survival motor neuron gene 2 (SMN2) silencing mediated by DNA methylation
  • to study its effect on somatic embryogenesis in Coffea arabica thorough a miniaturized and automated screening system
  • to study its stand-alone effect on cytarabine-sensitive and resistant cells.

Biochem/physiol Actions

Oxamflatin is an aromatic sulfonamide derivative with a hydroxamic acid group. It stimulates the expression of the transcription factor, JunD, and fibronectin. In addition, oxamflatin 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.

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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