944072-96-2

Basic information

• Product Name: (3S)-2-[Boc-L-aspartyl(OBzl)]-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl ester
• Synonyms: (3S)-2-[Boc-L-aspartyl(OBzl)]-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl ester
• CAS NO: 944072-96-2
• Molecular Weight: 535.597
• Mol File: 944072-96-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (3S)-2-[Boc-L-aspartyl(OBzl)]-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (3S)-2-[Boc-L-aspartyl(OBzl)]-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl ester(944072-96-2)
• EPA Substance Registry System: (3S)-2-[Boc-L-aspartyl(OBzl)]-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl ester(944072-96-2)

Safety Data

• Hazardous Substances Data: 944072-96-2(Hazardous Substances Data)

Upstream product

• 42438-90-4 3-carboxy-1,2,3,4-tetrahydro-2-carboline 
• 73-22-3 L-Tryptophan 
• 7536-58-5 BOC-L-aspartic acid 4-benzyl ester 
• 79815-18-2 methyl (3S)-1,2,3,4-tetrahydro-β-carboline-3-carboxylate 

Downstream Products

• 944073-28-3 (3S,12aS)-3-(benzyloxycarbonylmethyl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione 

Relevant articles and documents

A class of 3 S -2-aminoacyltetrahydro-β-carboline-3-carboxylic acids: Their facile synthesis, inhibition for platelet activation, and high in vivo anti-thrombotic potency

3S-Tetrahydro-β-carboline-3-carboxylic acid (TCCA) effectively inhibits ADP-induced platelet activation. This paper used TCCA as a lead, modified its 2-position with amino acids, and provided 20 novel 3S-2-aminoacyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acids (5a-t). With the in vitro assay, it was demonstrated that this modification diminished the IC50 values from 701 nM of TCCA to 10 nM of 5a-t. With the in vivo assay, it was demonstrated that this modification reduced the efficacious dose from 5.0 μmol/kg of TCCA to 0.1 μmol/kg of 5a-t. Comparing the Cerius2 based conformation of them with that of their analogues, the 3-position modified TCCA, it was suggested that the comparatively unfolded conformation was one of the important factors of enhancing the in vivo antithrombotic potency.