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

Synthesis

Product Name: 3-(3-Indolyl)-2-oxopropanoic acid
CAS No.: 392-12-1
Chemical Name: 3-(3-Indolyl)-2-oxopropanoic acid
Synonyms: indole-3-pyruvic;Indole-3-pyruvate;Indole-3-pyrubate;Indolyl-3-pyruvate;INDOLE PYRUVIC ACID;TIMTEC-BB SBB003515;3-INDOLEPYRUVIC ACID;b-Indolepyruvic acid;indol-3-ylpyruvicacid;INDOLE-3-PYRUVIC ACID
CBNumber: CB0364922
Molecular Formula: C11H9NO3
Formula Weight: 203.19
MOL File: 392-12-1.mol

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

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
pka: 2.61±0.54(Predicted)
color: light yellow
BRN: 172966
CAS DataBase Reference: 392-12-1(CAS DataBase Reference)
NIST Chemistry Reference: Indole-3-pyruvic acid(392-12-1)
EPA Substance Registry System: Indole-3-pyruvic acid (392-12-1)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36-24/25
WGK Germany: 3
RTECS: NM1880000
F: 8-10-23
HS Code: 2933998090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: I7017
Product name: Indole-3-pyruvic acid
Purity: ≥97%
Packaging: 1g
Price: $200
Updated: 2024/03/01

Sigma-Aldrich

Product number: I7017
Product name: Indole-3-pyruvic acid
Purity: ≥97%
Packaging: 5g
Price: $951
Updated: 2024/03/01

Usbiological

Product number: 280611
Product name: Indole-3-pyruvic acid
Packaging: 1g
Price: $433
Updated: 2021/12/16

TRC

Product number: I627180
Product name: Indole-3-pyruvic acid
Packaging: 100mg
Price: $95
Updated: 2021/12/16

Matrix Scientific

Product number: 139129
Product name: 3-(1H-Indol-3-yl)-2-oxopropanoic acid
Purity: 95%+
Packaging: 1g
Price: $144
Updated: 2021/12/16

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3-(3-Indolyl)-2-oxopropanoic acid Chemical Properties,Usage,Production

Synthesis

The 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.

Description

3-(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 Properties

light beige to light brown powder

Uses

Indole-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.

Definition

ChEBI: 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 Methods

Recrystallise 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

Raw materials

Preparation Products

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View Lastest Price from 3-(3-Indolyl)-2-oxopropanoic acid manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: 3-(3-Indolyl)-2-oxopropanoic acid 392-12-1
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2022-10-13

Zhuozhou Wenxi import and Export Co., Ltd

Product: 3-(3-Indolyl)-2-oxopropanoic acid 392-12-1
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-08-11

Career Henan Chemical Co

Product: 3-(3-Indolyl)-2-oxopropanoic acid 392-12-1
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 200kgs
Release date: 2020-01-29

392-12-1, 3-(3-Indolyl)-2-oxopropanoic acidRelated Search:

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

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

indole-3-pyruvic acid monohydrate

Indole-3-PyruvicAcid96%

Indole-3-Pyruvic Acid 96%

Indole-3-Acetylformic Acid

3-INDOLEPYRUVIC ACID

3-INDOLYLPYRUVIC ACID

ALPHA-OXO-1H-INDOLE-3-PROPANOIC ACID

INDOLE-3-PYRUVIC ACID (IPiA)

Indole-3-pyruvic acid,97%

Indole-3-pyruvic acidalpha-Oxo-1H-indole-3-propanoic acid

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

1H-Indole-3-pyruvic acid

b-Indolepyruvic acid

2-(1H-Indole-3-ylmethyl)glyoxylic acid

2-Oxo-3-(1H-indole-3-yl)propionic acid

α-Oxo-1H-indole-3-propanoic acid

Indole-3-pyruvic acid, >=98%

3-(indol-3-yl)pyruvic acid

3-[3-INDOLYL]-2-OXOPROPANOIC ACID

3-(1H-INDOL-3-YL)-2-OXOPROPANOIC ACID

1H-Indole-3-propanoic acid, alpha-oxo-

3-Indolylpyroracemic acid

3-indolylpyroracemicacid

alpha-oxo-1h-indole-3-propanoicaci

beta-Indolepyruvic acid

beta-indolepyruvicacid

beta-Indolylpyruvic acid

beta-indolylpyruvicacid

1H-Indole-3-propanoic acid, α-oxo-

Indole-3-pyrubate

392-12-1

C8H6NCH2COCOOH

Carbohydrate

BioChemical

Building Blocks

Heterocyclic Building Blocks

Indoles

Metabolic Pathways

Metabolites and Cofactors on the Metabolic Pathways Chart

Metabolomics

Building Blocks

C11

Carbohydrate

Chemical Synthesis

Indoles and derivatives

IndoleDerivative

Indole

Heterocyclic Building Blocks

Indoles

Metabolic Pathways