174604-08-1

Basic information

• Product Name: N-tert-butyloxycarbonyl-1S-(3,5-dibenzyloxycarbonylphenylamino-carbonyl)-2-phenylethylamine
• Synonyms: N-tert-butyloxycarbonyl-1S-(3,5-dibenzyloxycarbonylphenylamino-carbonyl)-2-phenylethylamine
• CAS NO: 174604-08-1
• Molecular Weight: 608.691
• Mol File: 174604-08-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-tert-butyloxycarbonyl-1S-(3,5-dibenzyloxycarbonylphenylamino-carbonyl)-2-phenylethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-tert-butyloxycarbonyl-1S-(3,5-dibenzyloxycarbonylphenylamino-carbonyl)-2-phenylethylamine(174604-08-1)
• EPA Substance Registry System: N-tert-butyloxycarbonyl-1S-(3,5-dibenzyloxycarbonylphenylamino-carbonyl)-2-phenylethylamine(174604-08-1)

Safety Data

• Hazardous Substances Data: 174604-08-1(Hazardous Substances Data)

Upstream product

• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 152699-63-3 5-Amino-isophthalic acid dibenzyl ester 

Downstream Products

• 154742-09-3 1(S)-<<<3,5-bis(benzyloxycarbonyl)phenyl>amino>carbonyl>-2-phenylethylamine 

Relevant articles and documents

CCK AND GASTRIN RECEPTOR LIGANDS

Compounds of formula (I) and their pharmaceutically active salts are gastrin and CCK receptor ligands, where Ar is a monocyclic aromatic group, R 1 is halo, amino, nitro, cyano, sulphamoyl, sulphonyl, trifluoromethyl, C 1 to C 3 alkyl, C 1 to C 3 alkylamino, C 1 to C 3 dialkylamino, phenyl, substituted phenyl, C 1 to C. sub.3 alkoxy, hydroxy, esterified hydroxy, C 1 to C 3 hydroxyalkyl, C 1 to C 3 alkylcarboxyamino, carboxy, esterified carboxy and amidated carboxy, m is 0, 1, 2, 3, or 4, provided that m is not more than 2 unless R 1 is exclusively halo, x+y=0 or 1, R 2 and R 4 independently are II, or C 1 to C 3 alkyl, R 3 is H or C 1 to C 15 hydrocarbyl, where one or more hydrogen atoms of die hydrocarbyl group may be replaced by a halogen atom, and where up to two of the carbon atoms may be replaced by a nitrogen, oxygen or sulphur atom, provided that R 3 does not contain a--O--O--group, R 5 is H or C 1 to C 3 alkyl, U is a cyclic moiety, selected from the group consisting of aryl, aromatic heterocyclic, non-aromatic heterocyclic, and cycloalkyl groups, where the aryl or aromatic group contains up to 3 substituents selected from the group consisting of halo, amino, nitro, cyano, sulphamoyl, sulphonyl, trifluoromethyl, C. sub.1 to C 3 alkyl, C 1 to C 3 alkylamino, C 1 to C 3 dialkylamino, phenyl, C 1 to C 3 alkoxy, hydroxy, esterified hydroxy, C 1 to C 3 hydroxyalkyl, C 1 to C 3 alkylcarboxyamino, carboxy, esterified carboxy and amidated carboxy, Z is a group of the formula (IIa) or (IIb) where R. sup.6 is H or C 1 to C. sub.3 alkyl, X is--CO 2 H, esterified carboxy, amidated carboxy, tetrazolyl, hydroxy, cyano, amidino,--CH 2 OH,--SO 2 NHCOR 7,--SONHCOR 7,--COR 7,--NHSO 2 R 7,--CONHSO 2 R. sup.7,--NHCOR 7 or--SO 2 NHR 8, where R. sup. 7 is C 1 to C 6, alkyl, C 1 to C 6 aryl or substituted aryl, and R 8 is--OH,--CN, C 1 to C 6 alkyl, C 1 to C. sub.6 haloalkyl, aryl or substituted aryl, Y is H or a group selected from those recited above for X, and a is 0, 1, or 2. STR1

Improving the Affinity and Selectivity of a Nonpeptide Series of Cholecystokinin-B/Gastrin Receptor Antagonists Based on the Dibenzobicyclooctane Skeleton

We have recently described a novel series of nonpeptidic cholecystokinin-B (CCKB)/gastrin receptor antagonists based on a dibenzobicyclooctane skeleton.We wish now to report on compounds arising out of our earlier work which have substantially greater affinity as antagonists for the CCKB/gastrin receptor system and which maintain, or improve on, the already high selectivity with respect to CCKA receptors.Thus, cis-7-carbonyl>-2-phenylethyl>amino>carbonyl>-8--carbonyl>-2,3:5,6-dibenzobicycloi of 8.80 in mouse cortical membranes at CCKB/gastrin receptors.THe selectivity for these receptors over CCKA receptors was in the order of 1000-fold.