153247-93-9

Basic information

• Product Name: 1-ACETYLINDOLINE-5-CARBOXYLIC ACID
• Synonyms: 1-ACETYLINDOLINE-5-CARBOXYLIC ACID;1-acetyl-2,3-dihydro-1H-indole-5-carboxylic acid;N-Acetylindoline-5-carboxylic acid
• CAS NO: 153247-93-9
• Molecular Formula: C₁₁H₁₁NO₃
• Molecular Weight: 205.21
• Mol File: 153247-93-9.mol

Chemical Properties

• Boiling Point: 508.9±50.0 °C(Predicted)
• Appearance: /
• Density: 1.338±0.06 g/cm3(Predicted)
• PKA: 4.01±0.20(Predicted)
• CAS DataBase Reference: 1-ACETYLINDOLINE-5-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1-ACETYLINDOLINE-5-CARBOXYLIC ACID(153247-93-9)
• EPA Substance Registry System: 1-ACETYLINDOLINE-5-CARBOXYLIC ACID(153247-93-9)

Safety Data

• Hazardous Substances Data: 153247-93-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-Acetylindoline-5-carboxylic acid is utilized as a building block for the synthesis of various pharmaceutical drugs. Its unique structure and properties make it a valuable component in the development of new medications.
Used in Medicinal Chemistry Research:
Due to its certain biological activities, 1-Acetylindoline-5-carboxylic acid is of interest in medicinal chemistry research. It may contribute to the discovery and understanding of new therapeutic agents and their mechanisms of action.
Used in Organic Synthesis:
1-Acetylindoline-5-carboxylic acid has potential applications in the field of organic synthesis. Its chemical structure allows for various reactions and transformations, which can be harnessed to create new organic compounds.
Used in Material Science:
1-Acetylindoline-5-carboxylic acid's unique properties also make it a candidate for applications in material science. It may be used to develop new materials with specific characteristics, such as improved stability or reactivity, for use in various industries.

Upstream product

• 16078-30-1 1-Acetyl-2,3-dihydro-1H-indole 
• 141-82-2 malonic acid 
• 108-24-7 acetic anhydride 
• 15861-30-0 2,3-dihydro-1H-indole-5-formic acid 
• 1670-81-1 1H-Indole-5-carboxylic acid 
• 739366-09-7 benzyl 1-acetyl-1H-indole-5-carboxylate 
• 153497-12-2 methyl 1-acetylindoline-5-carboxylate 
• 141452-01-9 2,3-dihydro-1H-indole-5-carboxylic acid methyl ester 

Downstream Products

• 141452-01-9 2,3-dihydro-1H-indole-5-carboxylic acid methyl ester 
• 739365-22-1 1-acetyl-1H-indole-5-carboxylic acid 

Relevant articles and documents

Ring size changes in the development of class I HDAC inhibitors

Five pathways involving different ring structures led to generation of fourteen thienylbenzamides (7–20) which display the structure-activity relationships of class I HDAC inhibitors. All the synthesised compounds inhibit HDAC1 and HDAC2 selectively over other isoforms and many inhibit DLD1 and HCT116 cells more effectively than a parent compound. Compounds 8 and 16 inhibit HCT116 cells by activation of the apoptosis pathway.

COMPOUND INHIBITING DIPEPTIDYL PEPTIDASE IV

The invention aims to provide a dipeptidyl peptidase IV inhibitor which is satisfactory in respect of activity, stability and safety and has an excellent action as a pharmaceutical agent. The invention is directed to a compound represented by the following general formula or a pharmaceutically acceptable salt thereof: wherein R1 and R2 each represents hydrogen, an optionally substituted C1-6 alkyl group, or -COOR5 whereupon R5 represents hydrogen or an optionally substituted C1-6 alkyl group, or R1 and R2, together with a carbon atom to which they are bound, represent a 3- to 6-membered cycloalkyl group, R3 represents hydrogen or an optionally substituted C6-10 aryl group, R4 represents a hydrogen or a cyano group, D represents -CONR6-, -CO- or -NR6CO-, R6 represents hydrogen or an optionally substituted C1-6 alkyl group, E represents -(CH2)m- whereupon m is an integer of 1 to 3, -CH2OCH2-, or -SCH2-, n is an integer of 0 to 3, and A represents an optionally substituted bicyclic heterocyclic group or bicyclic hydrocarbon group.

A new photolabile linker for the photoactivation of carboxyl groups

A new photolabile linker enabling nucleophilic cleavage of a carboxyl functionality upon irradiation with UV light (>290 nm) was developed. When the photocleavage is carried out in the presence of primary or secondary amines, amides are obtained in high yields and purifies, while the intramolecular version of this reaction leads to heterocycles via a cyclorelease mechanism.

Manganese(III) Acetate Oxidation of 1-Acetylindole Derivatives

In the presence of malonic acid, the reaction of 1-acetylindole (2) with manganese(III) acetate resulted in the formation of 4-acetyl-3,3a,4,8b-tetrahydro-2H-furoindol-2-one (5).The same reaction of 1-acetyl-2,3-dimethylindole yielded a mixture of 2-acetoxymethyl-1-acetyl-3-methylindole and 4-acetyl-3a,8b-dimethyl-3,3a,4,8b-tetrahydro-2H-furoindol-2-one, furthermore, the oxidation of 1-acetylindoline proceeded to the formation of 2,5 and 1-acetylindoline-5-carboxylic acid.