SML1372

Nifetepimine

≥95% (HPLC)

• Synonym(s): 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
• Empirical Formula (Hill Notation): C₁₄H₁₅N₃O₅
• CAS Number: 110448-29-8
• Molecular Weight: 305.29
• MDL number: MFCD00128568
• UNSPSC Code: 12352202
• PubChem Substance ID: 329825824
• NACRES: NA.77

Properties

• 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

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 Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302,H319
• Precautionary Statements: P264 - P280 - P301 + P312 - P305 + P351 + P338 - P337 + P313 - P501
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable