88767-16-2

Usage

Physical state

White solid

Main use

Organic synthesis

Contains phthalimide group

Yes

Importance in pharmaceutical synthesis

Important intermediate for various pharmaceuticals and fine chemicals

Use as a reagent

Preparation of acylated amino acids and peptides

Role in biologically active compounds

Key building block in the production of various biologically active compounds

Importance in the pharmaceutical industry

An important chemical

Upstream product

• 22509-74-6 N-ethoxycarbonylphthalimide 
• 1676-73-9 L-glutamic acid γ-benzyl ester 
• 88784-33-2 (2S)-4-benzyloxicarbonyl-2-phthalimidobutanoic acid 

Downstream Products

• 106860-13-3 (S)-2-[(S)-4-Benzyloxycarbonyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyryl]-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester 
• 106928-72-7 (1S,9S)-t-butyl 1,2,3,4,7,8,9,10-octahydro-6,10-dioxo-9-phthalimidopyridazino<1,2-a><1,2>diazepine-1-carboxylate 
• 192753-57-4 (1S,9S)-9-Benzoylamino-6,10-dioxo-octahydro-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acid 
• 192753-53-0 9-benzoylamino-6,10-dioxo-octahydro-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acid tert-butyl ester 
• 192755-43-4 3-[(9-benzoylamino-6,10-dioxo-octahydro-pyridazino[1,2-a][1,2]diazepine-1-carbonyl)-amino]-4-oxo-butyric acid tert-butyl ester 
• 234752-71-7 3-[(9-benzoylamino-6,10-dioxo-octahydro-pyridazino[1,2-a][1,2]diazepine-1-carbonyl)-amino]-N-methoxy-N-methyl-succinamic acid tert-butyl ester 
• 88824-62-8 (1S,9S)-t-butyl 9-<(1S)-ethoxycarbonyl-3-phenylpropylamino>octahydro-6,10-dioxo-6H-pyridazino<1,2-a><1,2>diazepine-1-carboxylate 
• 88767-97-9 (1S,9S)-t-butyl 9-<(1R)-ethoxycarbonyl-3-phenylpropylamino>octahydro-6,10-dioxo-6H-pyridazino<1,2-a><1,2>diazepine-1-carboxylate 
• 106927-97-3 (1S,9S)-t-butyl octahydro-10-oxo-9-phthalimido-6H-pyridazino<1,2-a><1,2>diazepine-1-carboxylate 
• 106860-19-9 (1S,9S)-t-butyl 9-<(1S)-ethoxycarbonyl-3-phenylpropylamino>octahydro-10-oxo-6H-pyridazino<1,2-a><1,2>diazepine-1-carboxylate 
• 106860-20-2 9-amino-octahydro-10-oxo-6H-pyridazo[1,2-a][1,2]diazepine-1-(S)carboxylic acid t-butyl ester 
• 88768-40-5 cilazapril 

Relevant academic research and scientific papers

An efficient stereoselective synthesis of [3S(1S,9S)]-3-[[[9- (benzoylamino)octahydro-6,10-dioxo-6H-pyridazino-(1,2-a)(1,2)-diazepin-1- yl]-carbonyl]amino]-4-oxobutanoic acid, an interleukin converting enzyme (ICE) inhibitor

The title compound 1 is a potent interleukin-1β-converting enzyme (ICE) inhibitor. Recently, an efficient chiral synthesis of compound 1 has been accomplished in our labs. The overall yield of this 18-step stereoselective synthesis was 9.8%.

The Design and Synthesis of the Angiotensin Converting Enzyme Inhibitor Cilazapril and Related Bicyclic Compounds

The postulated binding functions for the active site of Angiotensin Converting Enzyme (A.C.E.), derived in an earlier study, have made possible the design of improved inhibitors.Consequently, (1S,9S)-9-octahydro-10-oxo-6H-pyridazodiazepine-1-carboxylic acid (Cilazapril), and related compounds, have been synthesized.They are very active inhibitors of A.C.E. and are highly potent antihypertensives in vivo.