698354-07-3

Basic information

• Product Name: (2S)-2-[(1,2,3,4-tetrahydro-3-methyl-8-quinolinyl)sulfonyl]amino-5-[5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]-pentanoic acid
• Synonyms: (2S)-2-[(1,2,3,4-tetrahydro-3-methyl-8-quinolinyl)sulfonyl]amino-5-[5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]-pentanoic acid
• CAS NO: 698354-07-3
• Molecular Weight: 648.826
• Mol File: 698354-07-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S)-2-[(1,2,3,4-tetrahydro-3-methyl-8-quinolinyl)sulfonyl]amino-5-[5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]-pentanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-2-[(1,2,3,4-tetrahydro-3-methyl-8-quinolinyl)sulfonyl]amino-5-[5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]-pentanoic acid(698354-07-3)
• EPA Substance Registry System: (2S)-2-[(1,2,3,4-tetrahydro-3-methyl-8-quinolinyl)sulfonyl]amino-5-[5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]-pentanoic acid(698354-07-3)

Safety Data

• Hazardous Substances Data: 698354-07-3(Hazardous Substances Data)

Upstream product

• 612-58-8 3-methylquinoline 
• 153886-68-1 1,2,3,4-tetrahydro-3-methyl-8-quinolinesulfonic acid 
• 153886-63-6 1,2,3,4-tetrahydro-3-methyl-8-quinolinesulfonyl chloride 
• 153886-69-2 3-methyl-8-quinolinesulfonic acid 

Downstream Products

• 698354-12-0 (2R,4R)-4-methyl-1-[(2S)-5-[5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]-1-oxo-2-[(1,2,3,4-tetrahydro-3-methyl-8-quinolinyl)sulfonyl]amino-pentyl]-2-piperidinecarboxylic acid ethyl ester 

Relevant articles and documents

SSR182289A, a selective and potent orally active thrombin inhibitor

SSR182289A 1 is the result of a rational optimisation process leading to an orally active thrombin inhibitor. The structure incorporates an original 2-(acetylamino)-[1,1′-biphenyl]-3-sulfonyl N-terminal motif, a central L-Arg surrogate carrying a weakly basic 3-amino-pyridine, and an unusual 4-difluoropiperidine at the C-terminus. Its synthesis is convergent and palladium catalysis has been employed for the construction of the key C-C bonds: Suzuki coupling for the bis-aryl fragment and Sonogashira reaction for the δ-ε bond of the central amino-acid chain. The compound is a potent inhibitor of thrombin's activities in vitro and demonstrates potent oral anti-thrombotic potencies in three rat models of thrombosis. The observed in vitro potency could be rationalized through the examination of the interactions within the SSR182289A 1 - thrombin crystal structure. SSR182289A 1, has been therefore selected for further development.