82923-76-0

Upstream product

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

Downstream Products

• 82923-95-3 (S)-1-(4-Carboxy-2-methyl-pentanoyl)-2,3-dihydro-1H-indole-2-carboxylic acid 
• 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 

Relevant academic research and scientific papers

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-(carbamyl, thiocarbamyl, and iminocarbamyl)-indoline derivatives

1-(Carbamyl, thiocarbamyl, and iminocarbamyl)-indoline derivatives of the formula STR1 where each R1 is independently alkyl, alkoxy, acyloxy, hydroxy, halo or trifluoromethyl, n is 0, 1, 2 or 3, R2 and R3 are independently hydroxy, alkoxy, amino or substituted amino, R4 and R5 are independently hydrogen, alkyl or substituted alkyl, R6 is hydrogen, alkyl or substituted alkyl, and Y is O, S or N--R7 where R7 is hydrogen, alkyl, cyano or substituted alkyl, and salts thereof, which are useful as antihypertensive and cardioactive agents, methods of preparing the same, and pharmaceutical compositions thereof, are provided.

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.

1-Carboxyalkanoylindoline-2-carboxylic acids

1-Carboxy-(alkanoyl or aralkanoyl)-indoline-2-carboxylic acids, e.g., those of the formula STR1 R=H, alkyl, alkoxy, halogeno or CF3 ; R'=H or R-phenyl; m=0 or 1; p,q=0 to 2; and 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.

1-CARBOXYALKANOYLINDOLINE-2-CARBOXYLIC ACIDS

1-Carboxy-(alkanoyl or aralkanoyl)-indoline-2-carboxylic acids, e.g., those of the formula STR1 R=H, alkyl, alkoxy, halogeno or CF. sub.3 ; R'=H or R-phenyl;m=0 or 1;p, q=0 to 2; and functional derivatives thereof, are antihypertensive a