1049014-19-8

Basic information

• Product Name: C₁₆H₁₈ClN₃S
• Synonyms: C₁₆H₁₈ClN₃S
• CAS NO: 1049014-19-8
• Molecular Weight: 319.858
• Mol File: 1049014-19-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: C₁₆H₁₈ClN₃S(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₆H₁₈ClN₃S(1049014-19-8)
• EPA Substance Registry System: C₁₆H₁₈ClN₃S(1049014-19-8)

Safety Data

• Hazardous Substances Data: 1049014-19-8(Hazardous Substances Data)

Upstream product

• 536-38-9 4-chlorobenzoylmethyl bromide 
• 583-60-8 2-Methylcyclohexanone 

Relevant articles and documents

Evaluation of a large library of (thiazol-2-yl)hydrazones and analogues as histone acetyltransferase inhibitors: Enzyme and cellular studies

Recently we described some (thiazol-2-yl)hydrazones as antiprotozoal, antifungal and anti-MAO agents as well as Gcn5 HAT inhibitors. Among these last compounds, CPTH2 and CPTH6 showed HAT inhibition in cells and broad anticancer properties. With the aim to identify HAT inhibitors more potent than the two prototypes, we synthesized several new (thiazol-2-yl)hydrazones including some related thiazolidines and pyrimidin-4(3H)-ones, and we tested the whole library existing in our lab against human p300 and PCAF HAT enzymes. Some compounds (1x, 1c', 1d', 1i' and 2m) were more efficient than CPTH2 and CPTH6 in inhibiting the p300 HAT enzyme. When tested in human leukemia U937 and colon carcinoma HCT116 cells (100 μM, 30 h), 1x, 1i' and 2m gave higher (U937 cells) or similar (HCT116 cells) apoptosis than CPTH6, and were more potent than CPTH6 in inducing cytodifferentiation (U937 cells).

Synthesis, stereochemical identification, and selective inhibitory activity against human monoamine oxidase-B of 2-methylcyclohexylidene-(4-arylthiazol-2- yl)hydrazones

A series of 2-methylcyclohexylidene-(4-arylthiazol-2-yl)hydrazones have been investigated for their ability to inhibit selectively the activity of the human A and B isoforms of monoamine oxidase (MAO). The target compounds, which present a stereogenic center on the cyclohexane ring, were obtained as pure (R) and (S) enantiomers by enantioselective HPLC. The absolute configuration of homochiral forms isolated on a semipreparative scale was obtained by a combined strategy based on chemical correlation and single-crystal X-ray diffraction. All compounds showed higher activity against the human MAO-B isoform with IC 50 values ranging between 26.81 ± 2.74 μM and 14.20 ± 0.26 nM, and the assays carried out on the pure enantiomers showed higher activity for the (R) form. A computational study was performed by molecular mechanics, DFT-based quantomechanics, and docking techniques on the most active and human MAO-B selective inhibitor 8.