Kumar, Sunil published the artcileSolvent-free synthesis of bacillamide analogues as novel cytotoxic and anti-inflammatory agents, SDS of cas: 3696-23-9, the publication is European Journal of Medicinal Chemistry (2016), 718-726, database is CAplus and MEDLINE.
Synthesis of fourteen analogs of bacillamide, a bioactive tryptamide alkaloid of marine origin, has been accomplished through a highly efficient convergent route. The present solvent-free protocol involves the formation of the thiazole ring in the initial step followed by amide coupling between substituted Et 2-alkyl/aryl/heteroaryl/amino/aminoarylthiazole-4-carboxylates and tryptamine in the presence of 2-hydroxy-4,6-dimethylpyrimidine, a solid phase catalyst to yield N-[2-(1H-indol-3-yl)ethyl]-2-alkyl/aryl/heteroaryl/amino/aminoarylthiazole-4-carboxamides I (R = Me, Ph, 2-furyl, etc.) and II (R1 = H, 4-BrC6H4, 4-O2NC6H4, etc.) as bacillamide analogs having structural variation at position-2 of thiazole ring. Bacillamide and its analogs were evaluated for their cytotoxic activity against three cancer cell lines (HCT-116, MDA-MD-231 and JURKAT cell lines) using colorimetric cell proliferation assay. Compounds II (R1 = H, Ph) exhibited potent anti-cell proliferation activity with IC50 values in the range of ∼3.0 μM and ∼0.1-0.6 μM, resp., against these cell lines. Preliminary mechanism of action studies indicates that these compounds initiate caspase dependent apoptosis. Also, compounds I (R = 4-MeC6H4, 2-thienyl) and II (R1 = H, 4-FC6H4) exhibited excellent anti-inflammatory activity comparable to well-known NSAID indomethacin and better than bacillamide when evaluated using carrageenan induced rat hind paw edema method.
European Journal of Medicinal Chemistry published new progress about 3696-23-9. 3696-23-9 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Thiourea,Amine,Benzene,Amide, name is 1-(4-Chlorophenyl)thiourea, and the molecular formula is C7H7ClN2S, SDS of cas: 3696-23-9.
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