Synthesis
ChemicalBook > CAS DataBase List > 3-(3-Indolyl)-2-oxopropanoic acid

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
More
Less

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)
More
Less

Safety

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
More
Less

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.

More
Less

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
More
Less

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

More
Less

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

Apin Chemicals Limited (UK)
Tel
--
Fax
--
Email
info@apinchemicals.com
Country
United Kingdom
ProdList
6184
Advantage
60
Apollo Scientific Ltd.
Tel
--
Fax
--
Email
sales@apolloscientific.co.uk
Country
United Kingdom
ProdList
6084
Advantage
88
Leancare Ltd.
Tel
--
Fax
--
Email
enquiry@leancare.co.uk
Country
United Kingdom
ProdList
6446
Advantage
42
CARBONE SCIENTIFIC CO.,LTD
Tel
--
Fax
--
Email
sales@carbonesci.com
Country
United Kingdom
ProdList
6666
Advantage
30
MOLEKULA Ltd.
Tel
--
Fax
--
Email
kevinbanks@molekula.com
Country
United Kingdom
ProdList
6140
Advantage
66
ETA SCIENTIFIC Co.,Ltd
Tel
--
Fax
--
Email
sales@etascientific.com
Country
United Kingdom
ProdList
6090
Advantage
34
UK GREEN SCIENTIFIC CO.,LIMITED
Tel
--
Fax
--
Email
sales@gs-chem.com
Country
United Kingdom
ProdList
6098
Advantage
47
ARIAC - Armenian Institute of Applied Chemistry
Tel
--
Fax
--
Email
ariac@web.am
Country
United Kingdom
ProdList
2466
Advantage
46
Apin Chemicals Ltd.
Tel
--
Fax
--
Email
info@apinchemicals.com
Country
United Kingdom
ProdList
6807
Advantage
42
VWR International
Tel
--
Fax
--
Email
solutions@vwr.com
Country
United Kingdom
ProdList
6548
Advantage
82
Eurolabs Limited
Tel
--
Fax
--
Country
United Kingdom
ProdList
6309
Advantage
46
More
Less

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 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