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3-(3-Indolyl)-2-oxopropanoic acid

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Products Intro: Product Name:3-(3-Indolyl)-2-oxopropanoic acid
CAS:392-12-1
Purity:0.98 Package:1KG;10KG;50KG
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Products Intro: Product Name:3-(1H-Indol-3-yl)-2-oxopropanoic acid
CAS:392-12-1
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Products Intro: Product Name:3-(3-Indolyl)-2-oxopropanoic acid
CAS:392-12-1
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Products Intro: Product Name:Indole-3-pyruvic acid
CAS:392-12-1

3-(3-Indolyl)-2-oxopropanoic acid manufacturers

3-(3-Indolyl)-2-oxopropanoic acid Basic information
Synthesis
Product Name:3-(3-Indolyl)-2-oxopropanoic acid
Synonyms:INDOLE PYRUVIC ACID;INDOLE-3-PYRUVIC ACID;indol-3-ylpyruvicacid;Indole-3-pyruvate;indole-3-pyruvic;Indolyl-3-pyruvate;TIMTEC-BB SBB003515;indole-3-(2-oxo)-propanoic acid
CAS:392-12-1
MF:C11H9NO3
MW:203.19
EINECS:206-874-1
Product Categories:Building Blocks;C11;Carbohydrate;Chemical Synthesis;Indoles and derivatives;IndoleDerivative;Indole;Heterocyclic Building Blocks;Indoles;Metabolic Pathways;Metabolites and Cofactors on the Metabolic Pathways Chart;Metabolomics
Mol File:392-12-1.mol
3-(3-Indolyl)-2-oxopropanoic acid Structure
3-(3-Indolyl)-2-oxopropanoic acid Chemical Properties
Melting point 215 °C (dec.)(lit.)
Boiling point 341.49°C (rough estimate)
density 1.2621 (rough estimate)
refractive index 1.4950 (estimate)
storage temp. -20°C
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka2.61±0.54(Predicted)
color light yellow
BRN 172966
CAS DataBase Reference392-12-1(CAS DataBase Reference)
NIST Chemistry ReferenceIndole-3-pyruvic acid(392-12-1)
EPA Substance Registry SystemIndole-3-pyruvic acid (392-12-1)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-24/25
WGK Germany 3
RTECS NM1880000
8-10-23
HS Code 2933998090
MSDS Information
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3-(3-Indolyl)-2-oxopropanoic acid English
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3-(3-Indolyl)-2-oxopropanoic acid Usage And Synthesis
SynthesisThe indolemethylene hydantoin and NaOH solution are mixed and reacted until the solution is transparent, the pH is adjusted to 8.0~9.0. Then the mixtrue was extracted with ether and acetone respectively, and treated with glacial acetic acid, filtered, washed, and dried to give  3-(3-Indolyl)-2-oxopropanoic acid.
Description3-(3-Indolyl)-2-oxopropanoic acid is an important organic compound and an important precursor for the preparation of tryptophan. Tryptophan and D-tryptophan, and DL-tryptophan can also be synthesized by amination hydrogenation. In addition, 3-(3-Indolyl)-2-oxopropanoic acid is an intermediate in the conversion of tryptophan to indoleacetic acid in plants. Indoleacetic acid is an important growth hormone in plants and also plays an important role in regulating plant growth.
Chemical Propertieslight beige to light brown powder
UsesIndole-3-pyruvic acid can be used:
  • As a precursor for the synthesis of chromopyrrolic acid by a heme-containing enzyme.
  • As a reactant in the Biginelli-like scaffold syntheses.

DefinitionChEBI: A 2-oxo monocarboxylic acid that is pyruvic acid substituted by a 1H-indol-3-yl group at position 3. It has been found in Lycopersicon esculentum
Purification MethodsRecrystallise the acid from Me2CO/*C6H6, EtOAc/CHCl3, Me2CO/AcOH (crystals have 1 molecule of AcOH) and dioxane/*C6H6 (with 0.5 molecule of dioxane) [Shaw et al. J Org Chem 23 1171 1958, Kaper & Veldstra Biochim Biophys Acta 30 401 1958]. The ethyl ester has m 133o (from Et2O), and its 2,4-dinitro-phenylhydrazone has m 255o (from Me2CO). [Baker J Chem Soc 461 1946.] The oxime has m 157o(dec, from EtOAc/Et2O) and pK2 0 3.40 [Ahmad & Spenser Canad J Chem 39 1340 1961]. [Beilstein 22 II 250, 22 III/IV 3080, 22/6 V 324.]
3-(3-Indolyl)-2-oxopropanoic acid Preparation Products And Raw materials
Preparation ProductsPyruvic acid
Tag:3-(3-Indolyl)-2-oxopropanoic acid(392-12-1) Related Product Information
Indole-3-acetone INDOLE-2,4,5,6,7-D5-3-ACETIC ACID EC 2.7.1.40 METHYL 3-INDOLYLACETATE Indole-3-propionic-2,2-d2 Acid METHYL INDOLE-2,4,5,6,7-D5-3-ACETATE Indole-3-butyric-2,2-d2 Acid INDOXYL ACETATE Indole-3-carboxaldehyde INDOLE-2-ACETIC ACID Methyl indole-4-carboxylate IMIDAZO[1,2-A]PYRAZINE Ethyl indole-3-carboxylate 2,3-DIHYDRO-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER 3H-indol-3-one Methyl indoline-2-carboxylate hydrochloride 2,3-Dihydro-1H-indol-2-ylmethanol INDOLE-3-PROPIONAMIDE