2-[3-(6-methylpyridin-2-yl)-1H-pyrazol-4-yl]-1,5-naphthyridine

• ChemBase ID: 154665
• Molecular Formular: C17H13N5
• Molecular Mass: 287.31862
• Monoisotopic Mass: 287.11709544
• SMILES: Cc1cccc(n1)c1c(c[nH]n1)c1ccc2c(n1)cccn2
• Canonical SMILES: Cc1cccc(n1)c1n[nH]cc1c1ccc2c(n1)cccn2
• InChI: InChI=1S/C17H13N5/c1-11-4-2-5-16(20-11)17-12(10-19-22-17)13-7-8-14-15(21-13)6-3-9-18-14/h2-10H,1H3,(H,19,22)
• InChIKey: LBPKYPYHDKKRFS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[3-(6-methylpyridin-2-yl)-1H-pyrazol-4-yl]-1,5-naphthyridine
• IUPAC Traditional name: 2-[3-(6-methylpyridin-2-yl)-1H-pyrazol-4-yl]-1,5-naphthyridine
• Synonyms: E-616452; 2-[3-(6-Methyl-2-pyridinyl)-1H-pyrazol-4-yl]-1,5-naphthyridine; RepSox; E-616452; SJN 2511; RepSox

Database IDs

• CAS Number: 446859-33-2
• MDL Number: MFCD09037561
• PubChem SID: 162248803
• PubChem CID: 449054

CALCULATED PROPERTIES

• Acid pKa: 12.797272
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.9688237
• LogD (pH = 7.4): 2.9689584
• Log P: 2.9689617
• Molar Refractivity: 82.7288 cm^3
• Polarizability: 35.807934 Å^3
• Polar Surface Area: 67.35 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >20 mg/mL
• Apperance: solid

Safety Information

• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: Smad; TGF-beta

Product Information

• Purity: ≥98% (HPLC)
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C17H13N5

DETAILS

Sigma Aldrich - R0158

Biochem/physiol Actions
RepSox Inhibits TGF-beta receptor signaling. Retroviral transduction of Sox2, Oct4, and Klf4 genes results in direct reprogramming of somatic cells into induced pluripotent stem cells (iPSCs).