623582-99-0

Basic information

• Product Name: (S)-AMINO-(1-METHYL-1H-INDOL-3-YL)-ACETIC ACID
• Synonyms: (S)-AMINO-(1-METHYL-1H-INDOL-3-YL)-ACETIC ACID
• CAS NO: 623582-99-0
• Molecular Formula: C11H12N2O2
• Molecular Weight: 204.23
• Product Categories: pharmacetical
• Mol File: 623582-99-0.mol

Chemical Properties

• Boiling Point: 416.2°C at 760 mmHg
• Flash Point: 205.5°C
• Appearance: /
• Density: 1.32g/cm³
• Vapor Pressure: 1.13E-07mmHg at 25°C
• Refractive Index: 1.641
• CAS DataBase Reference: (S)-AMINO-(1-METHYL-1H-INDOL-3-YL)-ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-AMINO-(1-METHYL-1H-INDOL-3-YL)-ACETIC ACID(623582-99-0)
• EPA Substance Registry System: (S)-AMINO-(1-METHYL-1H-INDOL-3-YL)-ACETIC ACID(623582-99-0)

Safety Data

• Hazardous Substances Data: 623582-99-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(S)-AMINO-(1-METHYL-1H-INDOL-3-YL)-ACETIC ACID is used as an inhibitor for the enzyme indoleamine 2,3-dioxygenase (IDO) for its potential therapeutic applications in the treatment of cancer, autoimmune diseases, and other conditions where IDO is overexpressed. By inhibiting IDO, (S)-AMINO-(1-METHYL-1H-INDOL-3-YL)-ACETIC ACID can modulate immune responses and potentially improve patient outcomes in these diseases.
Used in Neuroprotective Applications:
(S)-AMINO-(1-METHYL-1H-INDOL-3-YL)-ACETIC ACID is used as a neuroprotective agent due to its potential to protect neurons from damage and degeneration. This property makes it an interesting target for further drug development and research in the treatment of neurodegenerative diseases such as Alzheimer's, Parkinson's, and multiple sclerosis.
Used in Analgesic Applications:
(S)-AMINO-(1-METHYL-1H-INDOL-3-YL)-ACETIC ACID is also used as an analgesic agent, which can help in the development of new pain relief medications. Its ability to alleviate pain makes it a promising candidate for the treatment of various types of pain, including chronic and acute pain conditions.

InChI:InChI=1/C11H12N2O2/c1-13-6-8(10(12)11(14)15)7-4-2-3-5-9(7)13/h2-6,10H,12H2,1H3,(H,14,15)/t10-/m0/s1

Upstream product

• 603-76-9 1-methylindole 
• 4746-62-7 2-amino-2-hydroxyacetic acid 
• 51584-18-0 2-(1-Methyl-1H-indol-3-yl)-2-oxoacetic acid 

Relevant articles and documents

Highly diastereoselective synthesis of 3-indolyl-N-substituted glycine derivatives via TFA-promoted Friedel-crafts type reaction of indoles with chiral cyclic glyoxylate imine

A method based on the highly diastereoselective Friedel-Crafts type reaction of indoles with chiral cyclic glyoxylate imines in the presence of TFA toward the stereoselective synthesis of 3-indolyl-N-substituted glycine derivatives is presented. The absolute configuration of the newly formed chiral center was determined by a single-crystal X-ray analysis.

Scope and limitations of reductive amination catalyzed by half-sandwich iridium complexes under mild reaction conditions

The conversion of aldehydes and ketones to 1° amines could be promoted by half-sandwich iridium complexes using ammonium formate as both the nitrogen and hydride source. To optimize this method for green chemical synthesis, we tested various carbonyl substrates in common polar solvents at physiological temperature (37 °C) and ambient pressure. We found that in methanol, excellent selectivity for the amine over alcohol/amide products could be achieved for a broad assortment of carbonyl-containing compounds. In aqueous media, selective reduction of carbonyls to 1° amines was achieved in the absence of acids. Unfortunately, at Ir catalyst concentrations of 1 mM in water, reductive amination efficiency dropped significantly, which suggest that this catalytic methodology might be not suitable for aqueous applications where very low catalyst concentration is required (e.g., inside living cells).

Hf(OTf)4-doped Me3SiCl-catalyzed aminomethylation of arenes with N,O-acetals: Facile approach to non-natural aromatic amino acid precursors

The authors demonstrated a Hf(OTf)4-Me3SiCl-system- catalyzed aminomethylation of an aromatic compound, such as a heterocycle or an electron-rich arene, with several new types of N,O-acetals having both a cyano group and a cyclic ami