98677-37-3

Basic information

• Product Name: Trandolapril Benzyl Ester
• Synonyms: Trandolapril Benzyl Ester
• CAS NO: 98677-37-3
• Molecular Formula: C₃₁H₄₀N₂O₅
• Molecular Weight: 520.6597
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 98677-37-3.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform, Dichloromethane, Dimethyl Sulfoxide, Ethyl Acetate
• CAS DataBase Reference: Trandolapril Benzyl Ester(CAS DataBase Reference)
• NIST Chemistry Reference: Trandolapril Benzyl Ester(98677-37-3)
• EPA Substance Registry System: Trandolapril Benzyl Ester(98677-37-3)

Safety Data

• Hazardous Substances Data: 98677-37-3(Hazardous Substances Data)

Usage

Description

Trandolapril benzyl ester is a prodrug form of trandolapril, an angiotensin-converting enzyme (ACE) inhibitor, which is used as an antihypertensive medication. It is designed to protect the active compound from degradation in the liver, allowing it to exert its therapeutic effects more effectively.

Uses

Used in Pharmaceutical Industry:
Trandolapril benzyl ester is used as an antihypertensive agent for the treatment of hypertension. It works by inhibiting the angiotensin-converting enzyme, which in turn reduces the production of angiotensin II, a potent vasoconstrictor. This leads to vasodilation, decreased peripheral resistance, and ultimately, a reduction in blood pressure.
Additionally, trandolapril benzyl ester may be used as a research compound for studying the effects of ACE inhibitors on various physiological processes and their potential applications in other therapeutic areas.

Upstream product

• 145641-35-6 phenylmethyl-(2S,3aR,7aS)-octahydroindole-2-carboxylate hydrochloride 
• 82717-96-2 [1(S)-(ethoxycarbonyl)-3-phenylpropyl]-(S)-alanine 
• 82717-90-6 cis,syn-octahydro-1H-indole-2(S)-carboxylic acid, phenylmethylester 
• 82717-90-6 benzyl (2SR,3aRS,7aSR)-octahydro-1H-indole-2-carboxylate 
• 84793-24-8 N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-L-alanine N-carboxyanhydride 
• 114192-42-6 N-[(S)-1-carbethoxy-3-phenyl-propyl]-S-alaninoyl chloride hydrochloride 
• 144540-71-6 (2S,3aR,7aS-octahydroindole)-2-carboxylic acid-benzyl ester 
• 80828-26-8 N-[1-(S)-(ethoxycarbonyl)-3-phenylpropyl]-L-alanine hydrochloride 

Downstream Products

• 87679-37-6 trandolapril 

Relevant articles and documents

PROCESS FOR THE PREPARATION OF AMIDES OF N-[1-(S)-(ETHOXYCARBONYL)-3-PHENYLPROPYL]-L-ALANINE

A process for the production of amides of N-[1-(S)-(ethoxycarbonyl)-3-phenylpropyl]-L-alanine is described. The process can be used for the production of key intermediates and finally the ACE inhibitors such as Ramipril, Enalapril, Quinapril, Trandolapril, Delapril and Moexipril starting from N-[1-(S)-(ethoxycarbonyl)-3-phenylpropyl]-L-alanine by the reaction with the appropriate amines.

A METHOD FOR THE PREPARATION OF (2S, 3AR, 7AS)-OCTAHYDRO-1H-INDOLE-2-CARBOXYLIC ACID AS KEY INTERMEDIATE IN THE PREPARATION OF TRANDOLAPRIL BY REACTING A CYCLOHEXYL AZIRIDINE WITH A DIALKYL MALONATE

A method for the synthesis of a compound of formula (I) as a mixture of enantiomers, formula (I) (wherein R1 is H or an acid protective group and H+A- indicates an optional acid with which the compound of formula (I) may form an ammonium salt) said method comprising; A) reacting a cyclohexyl aziridine with a dialkyl malonate, whereby to provide a trans-fused 3-alkylcarbonyl-octahydro-indol-2-one; B) decarbonylation at the 3-position, conversion of the ketone of the resulting trans-octahydro-indol-2-one to an optionally protected carboxylic acid group; and C) optionally removing any N-substitution if necessary.