DL-Kynurenine

The DL-Kynurenine, with the CAS registry number of 343-65-7, is also known as Alanine, 3-anthraniloyl- and Benzenebutanoic acid, alpha, 2-diamino-gamma-oxo-. It belongs to the product categories of Various Metabolites and Impurities; Amino Acids; Intermediates & Fine Chemicals; Metabolites & Impurities; Pharmaceuticals. Its EINECS registry number is 206-445-9. This chemical's molecular formula is C₁₀H₁₂N₂O₃ and molecular weight is 208.21. What's more, its IUPAC name is 2-Amino-4-(2-aminophenyl)-4-oxobutanoic acid. In addition, it must be stored in airtight containers and placed in a dry, cool place. Besides, ensure the work place is well-ventilated.

Physical properties about DL-Kynurenine are: (1)ACD/LogP: 0.58; (2)# of Rule of 5 Violations: 1; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 1; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 5; (8)#H bond donors: 5; (9)#Freely Rotating Bonds: 6; (10)Polar Surface Area: 106.41 Å²; (11)Index of Refraction: 1.626; (12)Molar Refractivity: 54.841 cm³; (13)Molar Volume: 154.937 cm³; (14)Surface Tension: 68.706 dyne/cm; (15)Density: 1.344 g/cm³; (16)Flash Point: 235.965 °C; (17)Enthalpy of Vaporization: 76.739 kJ/mol; (18)Boiling Point: 466.556 °C at 760 mmHg; (19)Vapour Pressure: 0 mmHg at 25 °C.

Preparation: this chemical is prepared by 2-Amino-3-(2-oxo-indolin-3-yl)-propionic acid. The reaction time is 20 minutes with reaction temperature of 50-60 °C. The yield is about 61 %.

Uses: (1)it is a Tryptophan metabolite, and is a precursor of kynurenic acid, which is an antagonist of N-Methyl-aspartate receptor. In addition, it is an amino acid produced in the body from Tryptophan. (2)it is used to produce other chemicals. For example, it is used to produce 3-Amino-1-(2-amino-phenyl)-propan-1-one. This reaction will need reagent Pyridoxal 5'-phosphate and catalyst Aromatic L-amino acid decarboxylase. Meanwhile, it needs various solvents. Other condition of this reaction is reaction time of 48 hours at 30 °C. The yield is about 94 %.

You can still convert the following datas into molecular structure:
(1) SMILES: c1ccc(c(c1)C(=O)CC(C(=O)O)N)N
(2) 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)
(3) InChIKey: YGPSJZOEDVAXAB-UHFFFAOYAS