343-65-7

Basic information

• Product Name: DL-KYNURENINE
• Synonyms: TIMTEC-BB SBB005347;2-Amino-4-(2-aminophenyl)-4-oxobutanoic acid;Alanine, 3-anthraniloyl-;Benzenebutanoic acid, alpha,2-diamino-gamma-oxo-;Kynurenin;Kynurenine;Quinurenine;3-ANTHRANILOYL-DL-ALANINE
• CAS NO: 343-65-7
• Molecular Formula: C₁₀H₁₂N₂O₃
• Molecular Weight: 208.21
• EINECS: 206-445-9
• Product Categories: Various Metabolites and Impurities;Amino Acids;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Inhibitors
• Mol File: 343-65-7.mol
• Article Data: 7

Chemical Properties

• Melting Point: ~235 °C (dec.)
• Boiling Point: 347.41°C (rough estimate)
• Flash Point: 235.965 °C
• Appearance: /
• Density: 1.343±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 1.66E-09mmHg at 25°C
• Refractive Index: 1.4830 (estimate)
• Storage Temp.: 2-8°C
• Solubility: Aqueous Acid (Slightly), Water (Slightly, Heated, Sonicated)
• PKA: 2.21±0.23(Predicted)
• Merck: 13,5343
• BRN: 2697333
• CAS DataBase Reference: DL-KYNURENINE(CAS DataBase Reference)
• NIST Chemistry Reference: DL-KYNURENINE(343-65-7)
• EPA Substance Registry System: DL-KYNURENINE(343-65-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 343-65-7(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 343-65-7 differently. You can refer to the following data:
1. A tryptophan metabolite, is a precursor of kynurenic acid, which is an antagonist of N-methyl-aspartate receptor. An amino acid produced in the body from tryptophan
2. vasodilator, immunomodulator
3. A tryptophan metabolite, is a precursor of kynurenic acid, which is an antagonist of N-methyl-aspartate receptor. An amino acid produced in the body from tryptophan.

Definition

ChEBI: A ketone that is alanine in which one of the methyl hydrogens is substituted by a 2-aminobenzoyl group.

Purification Methods

Crystallise it from H2O or aqueous AcOH. The picrate has m 188.5-189o(dec) after crystallisation from H2O. (±)-Kynurenine has m 218o. [Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 p2726 1961, Beilstein 14 III 1657, 14 IV 2562.]

InChI:InChI=1/C10H12N2O3/c11-7-4-2-1-3-6(7)9(13)5-8(12)10(14)15/h1-4,8H,5,11-12H2,(H,14,15)

Upstream product

• 61075-52-3 (o-nitrobenzoyl)alanine 
• 91559-82-9 2-hydroxyimino-4-(2-nitro-phenyl)-4-oxo-butyric acid ethyl ester 
• 32999-55-6 2-Amino-3-(2-oxo-2,3-dihydro-1H-indol-3-yl)-propionic acid 
• 73-22-3 L-tryptophan 
• 32999-55-6 oxindolylalanine 
• 152071-32-4 methylene blue 
• 54-12-6 Trp 
• 6851-99-6 2-bromo-1-(2-nitrophenyl)ethanone 
• 873963-67-8 (2-nitro-phenacyl)-phthalimido-malonic acid diethyl ester 
• 856808-22-5 3-bromo-4-(2-nitro-phenyl)-4-oxo-butyric acid 
• 90800-54-7 4-(2-nitro-phenyl)-4-oxo-crotonic acid 
• 52119-39-8 ethyl (2-nitrobenzoyl)acetate 
• 42075-26-3 4-(2-nitrophenyl)-4-oxobutanoic acid 
• 54-12-6 L(-)-tryptophan 

Downstream Products

• 65798-39-2 Nα-acetyl-N'-formylkynurenine 
• 2044-53-3 N-acetyl-DL-Kynurenine 

Relevant articles and documents

Products arising in the performic oxidation of tryptophan.

-

Composition for Topical Use

The use, as a dermatological or cosmetic medicament, of compounds capable of transiently interacting with the AhR receptor (aryl hydrocarbon receptor) as agents for modulating skin functions such as sebaceous function, skin healing, skin atrophy termed “dermatoporosis”, estrogen deprivation and defense against infection, without inducing other toxic effects of the TCDD type. The compounds that interact with the AhR receptor are chosen in that they have a metabolism favorable to the dissociation of these effects, in particular by virtue of in situ production from a precursor and/or metabolization modulated in situ.

Oxidative transformation of tryptophan to 3-(2-aminophenyl)-2-pyrrolidone and kynurenine

-