4-(4-chlorophenyl)-2-(2-cyclopentylidenehydrazin-1-yl)-1,3-thiazole

• ChemBase ID: 154037
• Molecular Formular: C14H14ClN3S
• Molecular Mass: 291.79906
• Monoisotopic Mass: 291.05969614
• SMILES: c1cc(ccc1c1csc(n1)NN=C1CCCC1)Cl
• Canonical SMILES: Clc1ccc(cc1)c1csc(n1)NN=C1CCCC1
• InChI: InChI=1S/C14H14ClN3S/c15-11-7-5-10(6-8-11)13-9-19-14(16-13)18-17-12-3-1-2-4-12/h5-9H,1-4H2,(H,16,18)
• InChIKey: YYTHPXHGWSAKIZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(4-chlorophenyl)-2-(2-cyclopentylidenehydrazin-1-yl)-1,3-thiazole
• IUPAC Traditional name: 4-(4-chlorophenyl)-2-(2-cyclopentylidenehydrazin-1-yl)-1,3-thiazole
• Synonyms: Cyclopentylidene-[4-(4-chlorophenyl)thiazol-2-yl)hydrazone; CPTH2

Database IDs

• CAS Number: 357649-93-5
• MDL Number: MFCD02307488
• PubChem SID: 162248176
• PubChem CID: 25193530

CALCULATED PROPERTIES

• Acid pKa: 10.473973
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.9710097
• LogD (pH = 7.4): 5.036934
• Log P: 5.1386533
• Molar Refractivity: 79.6348 cm^3
• Polarizability: 31.248936 Å^3
• Polar Surface Area: 37.28 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL
• Apperance: white to beige powder

Safety Information

• German water hazard class: nwg
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C14H14ClN3S

DETAILS

Sigma Aldrich - C9873

Biochem/physiol Actions
CPTH2 is a histone acetyltransferase (HAT) inhibitor modulating the Gcn5 network. Histone Acetyltransferase (HAT) inhibitor modulating Gcn5 network. Histone acetyltransferases (HATs) act as transcriptional coactivators. Histone acetylation plays an important role in regulating the chromatin structure and is tightly regulated by two classes of enzyme, histone acetyltransferases (HAT) and histone deacetylases (HDAC). Deregulated HAT and HDAC activity plays a role in the development of a range of cancers. Consequently, inhibitors of these enzymes have potential as anticancer agents.