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Facile Synthesis of Some Novel pyrido[3',2':4,5]thieno[2,3-b][1,4]thiazine-8-carboxylic Acids

Facile Synthesis of Some Novel pyrido[3',2':4,5]thieno[2,3-b][1,4]thiazine-8-carboxylic Acids

Mohammed H Al-Huniti, Mustafa M El-Abadelah, Jalal A Zahra, Salim S Sabri, Arnd Ingendoh

Molecules. 2007 Mar 15;12(3):497-503.

PMID: 17851406

Abstract:

Model tetrahydropyrido[3',2':4,5]thieno[2,3-b][1,4]thiazines 9a-c were synthesized via reductive lactamization, using sodium dithionite, of the respective 2-[(carboxyalkyl)thio]-3-nitro-4,7-dihydrothieno[2,3-b]pyridine-5-carboxylic acids 7a-c. The latter derivatives were made via interaction of 2-chloro-7-cyclopropyl-3-nitro-4,7-dihydrothieno[2,3-b]pyridine-5-carboxylic acid (6) with each of alpha-mercaptoacetic, alpha-mercaptopropionic, and alpha-mercaptosuccinic acids and triethylamine in aqueous acetone at room temperature. The structures of 7a-7c and 9a-9c are supported by microanalytical and spectral (IR, MS, NMR) data. Compounds 9a and 9c showed potent inhibitory activity against the IGROV1 (Ovarian Cancer) cell line.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP944937284	1-Triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid methoxy-methyl-amide		944937-28-4	Price

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