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SML1372 Sigma-Aldrich

Nifetepimine

≥95% (HPLC)

Synonym: 1,2,3,4-Tetrahydro-6-methyl-4-(3-nitrophenyl)-2-oxo-5-pyrimidinecarboxylic acid ethyl ester, 5-Ethoxycarbonyl-6-methyl-4-(3-nitrophenyl)-3,4-dihydropyrimidin-2(1H)-one, 6-Methyl-4-(3-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid ethyl ester, Ethyl-4-(3-nitrophenyl)-6-methyl-2-oxo-1,2,3,4 tetrahydropyrimidine-5 carboxylate

  • CAS Number 110448-29-8

  • Empirical Formula (Hill Notation) C14H15N3O5

  • Molecular Weight 305.29

  •  MDL number MFCD00128568

  •  PubChem Substance ID 329825824

  •  NACRES NA.77

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Properties

Related Categories Apoptosis Inducers, Apoptosis and Cell Cycle, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Calcium Channel Modulators,
Quality Level   100
assay   ≥95% (HPLC)
form   powder
color   white to beige
solubility   DMSO: 10 mg/mL, clear
storage temp.   2-8°C
SMILES string   O=C(OCC)C1=C(C)NC(NC1C2=CC([N+]([O-])=O)=CC=C2)=O
InChI   1S/C14H15N3O5/c1-3-22-13(18)11-8(2)15-14(19)16-12(11)9-5-4-6-10(7-9)17(20)21/h4-7,12H,3H2,1-2H3,(H2,15,16,19)
InChI key   PPBNQKLDXXHPMH-UHFFFAOYSA-N

Description

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

Nifetepimine is a dihydropyrimidone calcium channel blocker that down-modulates SERCA3 (sarco/endoplasmic reticulum Ca2+ -ATPase 3) pump, and protects of the CD4+ T cells from tumor-induced apoptosis. Nifetepimine induces apoptotic cell death in triple negative breast cancer (TNBC) cells by stimulation of cross-talk between ER stress and the MEK/ERK pathway.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
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