82923-76-0

Basic information

• Product Name: S)-(-)-Indoline-2-carboxylic acid hydrochloride
• Synonyms: S)-(-)-Indoline-2-carboxylic acid hydrochloride
• CAS NO: 82923-76-0
• Molecular Formula: C₉H₉NO₂*ClH
• Molecular Weight: 199.63
• Mol File: 82923-76-0.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: S)-(-)-Indoline-2-carboxylic acid hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: S)-(-)-Indoline-2-carboxylic acid hydrochloride(82923-76-0)
• EPA Substance Registry System: S)-(-)-Indoline-2-carboxylic acid hydrochloride(82923-76-0)

Safety Data

• Hazardous Substances Data: 82923-76-0(Hazardous Substances Data)

Upstream product

• 10441-26-6 N-acetyl-indole-2-carboxylic acid 
• 82923-75-9 N-acetyl-(S)-2,3-dihydro-1H-indole-2-carboxylic acid 
• 79815-20-6 (S)-indoline-2-carboxylic acid 
• 1477-50-5 Indole-2-carboxylic acid 
• 82950-72-9 1-acetyl-2,3-indoline-2-carboxylic acid 

Downstream Products

• 82950-75-2 CGS 13934 
• 82924-03-6 1-<(2R,4R)-4-(ethoxycarbonyl)-2,4-dimethylbutyryl>indoline-2(S)-carboxylic acid 
• 141410-06-2 (S)-indoline-2-carboxylic acid methyl ester 
• 97975-44-5 1-indoline-2(S)-carboxylic acid 
• 97975-39-8 1-(N-carbobenzoxy-N-benzyl-γ-D-glutamyl)indoline-2(S)-carboxylic acid 
• 97975-37-6 1-[N-(p-tolylsulfonyl)-γ-D-glutamyl]indoline-2(S)-carboxylic acid 
• 97975-54-7 1-[4-(N-carbobenzoxyamino)-4-ethoxycarbonyl-4(R)-butyryl]indoline-2(S)-carboxylic acid 
• 97975-38-7 1-[N-(benzylsulfonyl)-γ-D-glutamyl]indoline-2(S)-carboxylic acid 
• 97975-34-3 1-(N-carbophenethyl-γ-D-glutamyl)indoline-2(S)-carboxylic acid 
• 97975-36-5 1-[N-(phenylcarbamoyl)-γ-D-glutamyl]indoline-2(S)-carboxylic acid 
• 97975-35-4 (S)-1-(N-benzoyl-γ-D-glutamyl)-2,3-dihydro-1H-indole-2-carboxylic acid 
• 97975-42-3 1-(N-benzyl-γ-D-glutamyl)indoline-2(S)-carboxylic acid 
• 97975-53-6 ethyl 1-<4-(N-carbobenzoxyamino)-4-carboethoxy-4(R)-butyryl>indoline-2(S)-carboxylic acid 
• 97975-32-1 (S)-1-((S)-4-Benzyloxycarbonylamino-4-carboxy-butyryl)-2,3-dihydro-1H-indole-2-carboxylic acid 

Relevant articles and documents

Process for the preparation of enantiomerically enriched indoline-2-carboxylic acid

The present invention relates to a process for the preparation of an enantiomerically enriched optionally substituted indoline-2-carboxylic acid or a salt thereof, said process comprising subjecting an enantiomerically enriched chiral 2-amino-3-(2-X-substituted aryl)-propionic acid or 2-yl-substituted-amino -3-(2-X-substituted aryl)-propionic acid or a salt thereof, wherein X is a leaving group, to cyclisation, preferably at a temperature of below about 140°C, and in case of the yl-substituted compound, removing said yl-substituent by hydrolysis either prior to or after said cyclisation.

1-mercaptoalkanoylindoline-2-carboxylic acids

1-Mercaptoalkanoylindoline-2-carboxylic acids, e.g., those of the formula STR1 and functional derivatives thereof, are antihypertensive and cardioactive agents.

Angiotensin converting enzyme inhibitors: N-substituted monocyclic and bicyclic amino acid derivatives

The synthesis of N-(3-mercaptopropionyl)-N-arylglycines (14a-x), -N-arylalanines (15a,b), -N-cycloalkylglycines (16a-k), and -1,2,3,4-tetrahydroisoquinoline-3-carboxylic acids (17a-d), -1,2,3,4-tetrahydroquinoline-2-carboxylic acids (18a-f), and -indoline-2-carboxylic acids (19a-k) is described. In vitro inhibition of angiotensin converting enzyme (ACE) is reported for each compound, and the structure-activity relationship for each series is discussed. The in vivo inhibition of ACE and antihypertensive effects of representative compounds from each series are discussed. The most potent compound, 19d, had an in vitro ACE IC50 of 2.6 x 10-9 M and lowered blood pressure in spontaneous hypertensive rats 85 mm at a dose of 10 mg/kg po.