10441-26-6

Usage

Uses

Used in Pharmaceutical Industry:
1-Acetylindole-2-carboxylic acid is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs with potential therapeutic applications. Its unique structure allows for the creation of molecules that can interact with biological targets, potentially leading to the discovery of novel treatments for a range of diseases.
Used in Agrochemical Industry:
In the agrochemical sector, 1-Acetylindole-2-carboxylic acid is utilized as a building block for the production of bioactive compounds that can be employed in pest control and crop protection. Its chemical properties make it suitable for the design of new agrochemicals that can enhance agricultural productivity while minimizing environmental impact.
Used in Organic Synthesis:
1-Acetylindole-2-carboxylic acid is used as a versatile starting material in organic synthesis, allowing chemists to construct complex organic molecules through various chemical reactions. Its presence in the synthesis process can lead to the creation of a diverse array of chemical products with different applications across various industries.
Used in Medicinal Chemistry Research:
As a valuable intermediate in medicinal chemistry research, 1-Acetylindole-2-carboxylic acid is instrumental in the exploration of new chemical entities with potential medicinal properties. Its unique structure and reactivity make it an attractive candidate for the development of innovative therapeutic agents and drug candidates.

InChI:InChI=1/C11H9NO3/c1-7(13)12-9-5-3-2-4-8(9)6-10(12)11(14)15/h2-6H,1H3,(H,14,15)

Upstream product

• 1477-50-5 Indole-2-carboxylic acid 
• 108-24-7 acetic anhydride 
• 3770-50-1 2-carbethoxyindole 
• 88-72-2 1-methyl-2-nitrobenzene 

Downstream Products

• 82923-75-9 N-acetyl-(S)-2,3-dihydro-1H-indole-2-carboxylic acid 
• 16851-56-2 indolin-2-yl carboxylic acid 
• 147003-33-6 2-[(2-Indolyl)carbonylamino]-5-bromo-4-phenylthiazole 
• 103476-80-8 1-acetyl-2,3-indoline-2-carboxylic acid 
• 82950-72-9 1-acetyl-2,3-indoline-2-carboxylic acid 
• 79854-42-5 ethyl (R)-indoline-2-carboxylate hydrochloride 
• 79854-42-5 ethyl indoline-2-carboxylate hydrochloride 
• 82923-76-0 (S)-5-methoxyindol-2,3-dihydro-2-carboxylic acid hydrochloride 
• 79854-42-5 Ethyl (S)-indoline-2-carboxylate hydrochloride 

Relevant academic research and scientific papers

PROCESS AND PRODUCT

A process of preparing perindopril of formula (I), or a pharmaceutically acceptable salt thereof which process comprises protecting a compound of formula (II) where R denotes a hydrogen atom, in the presence of benzene sulphonic acid as a catalyst, to obtain the benzene sulphonic acid salt of an ester of formula (III) where Rl is a carboxyl protecting group and reacting said ester of formula (III) with N-[(S)-1-carbethoxybutyl]-(S)-alanine to obtain a compound of formula (IV) where Rl is as defined above; and deprotecting a compound of formula (IV) to yield perindopril of formula (I), or a pharmaceutically acceptable salt thereof. There is also provided by the present invention the benzene sulphonic acid salt of an ester of formula (III), and perindopril or a pharmaceutically acceptable salt thereof prepared by the above process.

Heterocyclic substituted 2-acylamino-5-thiazoles, their preparation and pharmaceutical compositions containing them

A 2-Acylaminothiazole of formula: STR1 in which R1 is H, an alkyl or a substituted alkyl; RIV is a cycloalkyl, an aromatic group such as phenyl or a heterocyclic group which are unsubstituted or substituted; RV is a substituted alkyl, a substituted carboxy such as an ester or an amide; or RIV and RV together represent a phenoxyalkylene group which may be substituted on the phenyl; and Z is a heterocyclic e.g. indolyl group; or a salt of compound (I).

1,3-Dipolar Cycloaddition Reactions. Regioselective Synthesis of Heterocycles and Theoretical Studies

We report a 1,3-dipolar cycloaddition reaction between a oxazolium 5-oxide derivative with chloroacrylonitrile or ethyl propiolate as dipolarophiles, in order to obtain substituted pyrrolizidines.Experimentally we found that the reaction is regiospecific with chloroacrylonitrile and regioselective with ethyl propiolate.The secondary attractive orbital interactions from the Frontier Molecular Orbital Theory, the differences in stability of the possible biradical intermediaries postulated for the reaction and some hindrance effects, explain the regioselectivity observed experimentally.

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.