2-[(4-ethoxyphenyl)methyl]-4-{2-methylimidazo[1,2-a]pyridin-3-yl}-1,3-thiazole

• ChemBase ID: 154758
• Molecular Formular: C20H19N3OS
• Molecular Mass: 349.44936
• Monoisotopic Mass: 349.12488324
• SMILES: CCOc1ccc(cc1)Cc1nc(cs1)c1c(nc2n1cccc2)C
• Canonical SMILES: CCOc1ccc(cc1)Cc1scc(n1)c1c(C)nc2n1cccc2
• InChI: InChI=1S/C20H19N3OS/c1-3-24-16-9-7-15(8-10-16)12-19-22-17(13-25-19)20-14(2)21-18-6-4-5-11-23(18)20/h4-11,13H,3,12H2,1-2H3
• InChIKey: CBKFVRMNQUKWPX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(4-ethoxyphenyl)methyl]-4-{2-methylimidazo[1,2-a]pyridin-3-yl}-1,3-thiazole
• IUPAC Traditional name: 2-[(4-ethoxyphenyl)methyl]-4-{2-methylimidazo[1,2-a]pyridin-3-yl}-1,3-thiazole
• Synonyms: N-(4-ethoxyphenyl)-4-(2-methylimidazo[1,2-a]pyridin-3-yl)-2-thiazolamine; JK184

Database IDs

• CAS Number: 315703-52-7
• PubChem SID: 162248896
• PubChem CID: 71311961

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.4359038
• LogD (pH = 7.4): 3.6555946
• Log P: 3.6593304
• Molar Refractivity: 100.7524 cm^3
• Polarizability: 39.49043 Å^3
• Polar Surface Area: 39.42 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥20 mg/mL
• Apperance: off-white to light brown powder

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-41
• Safety Statements: 26-36
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H318
• GHS Precautionary statements: P280-P305 + P351 + P338
• Storage Temperature: room temp

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C19H18N4OS

DETAILS

Sigma Aldrich - J4205

Biochem/physiol Actions
JK184 is a Hedgehog signaling pathway antagonist. JK184 blocks sonic hedgehog induced Gli transcription with an IC50 of 30 nM, and disrupts hedgehog signalling by inhibition of alcohol dehydrogenase 7 and depolymerization of mirotubules.