105518-47-6

Basic information

• Product Name: 3-carbamoyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylic acid
• CAS NO: 105518-47-6
• Molecular Weight: 245.238
• Mol File: 105518-47-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-carbamoyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-carbamoyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylic acid(105518-47-6)
• EPA Substance Registry System: 3-carbamoyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylic acid(105518-47-6)

Safety Data

• Hazardous Substances Data: 105518-47-6(Hazardous Substances Data)

Usage

Description

3-carbamoyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylic acid is an organic compound with a complex molecular structure, characterized by its carbamoyl and indole groups. It is a derivative of the pyrroloindole family, which is known for its potential applications in various fields due to its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
3-carbamoyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylic acid is used as a key intermediate in the synthesis of non-nucleoside reverse transcriptase inhibitors (NNRTIs) for the treatment of HIV infection. These inhibitors play a crucial role in blocking the replication of the HIV virus, thus helping to manage the progression of the disease in patients.
In the context of HIV treatment, 3-carbamoyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylic acid serves as a building block for the development of new and more effective NNRTIs. Its unique chemical structure allows for the creation of compounds with improved pharmacological properties, such as enhanced potency, selectivity, and reduced side effects. This makes it a valuable asset in the ongoing efforts to combat HIV and improve the quality of life for those affected by the virus.

Upstream product

• 105518-45-4 3,6,7,8-tetrahydrobenzo<1,2-b:4,3-b'>dipyrrole-2-carboxylic acid, ethyl ester 
• 105518-46-5 6-(aminocarbonyl)-3,6,7,8-tetrahydrobenzo<1,2-b:4,3-b'>dipyrrole-2-carboxylic acid, ethyl ester 
• 107474-64-6 methyl 2-azido-3-(1H-indol-4-yl)acrylate 
• 107474-65-7 methyl pyrrolo<3,2-e>indole-2-carboxylate 
• 107474-63-5 methyl 1,2-dihydro-3H-pyrrolo<3,2-e>indole-7-carboxylate 
• 1074-86-8 4-formyl indole 
• 107474-57-7 methyl 3-carbamoyl-1,2-dihydro-3H-pyrrolo<3,2-e>indole-7-carboxylate 

Downstream Products

• 119907-66-3 (+/-)-CI-CDPI₁ 
• 277317-75-6 5-(benzyloxy)-1-(chloromethyl)-1,2-dihydro-3-[(3-carbamoyl-1,2-dihydro-3H-pyrrolo[3,2-e]indol-7-yl)carbonyl]-3H-pyrrolo[3,2-e]indole 
• 114251-19-3 (+)-CPI-CDPI2 
• 114928-21-1 (1S)-seco-CPI-CDPI₂ 

Relevant articles and documents

Studies on the Total Synthesis of CC-1065: Preparation of a Synthetic, Simplified 3-Carbamoyl-1,2-dihydro-3H-pyrroloindole Dimer/Trimer/Tetramer (CDPI Dimer/Trimer/Tetramer) and Development of Methodolodgy for PDE-I Dimer Methyl Ester Formation

Two synthetic preparations of 3-carbamaoyl-1,2-dihydro-3H-pyrroloindole-7-carboxylic acid (2b, CDPI) and the investigation and development of methodology for the preparation of 3-carbamoyl-1,2-dihydro-3H-pyrroloindole dimer 3 (CDPI dimer) constituting the simplified and stable PDE-I dimer skeleton possessing the B-DNA minor groove complementary shape of the natural product CC-1065 are detailed.The extension of this methodology to the preparation of 3-carbamoyl-1,2-dihydro-3H-pyrroloindole trimer 4 and tetramer 5 (CDPI trimer and tetramer) are described and constitute synthetic, potentially selective, high affinity, noncovalent B-DNA minor groove binding agents.

Photocyclization strategy for the synthesis of antitumor agent CC-1065: Synthesis of dideoxy PDE-I and PDE-II. Synthesis of thiophene and furan analogues of dideoxy PDE-I and PDE-II

-