3-(3-Indolyl)-2-oxopropanoic acid
- CAS No.
- 392-12-1
- Chemical Name:
- 3-(3-Indolyl)-2-oxopropanoic acid
- Synonyms
- INDOLE-3-PYRUVIC ACID;Indole-3-pyruvate;ALPHA-OXO-1H-INDOLE-3-PROPANOIC ACID;indole-3-pyruvic;Indole-3-pyrubate;Indolyl-3-pyruvate;TIMTEC-BB SBB003515;INDOLE PYRUVIC ACID;3-INDOLEPYRUVIC ACID;b-Indolepyruvic acid
- CBNumber:
- CB0364922
- Molecular Formula:
- C11H9NO3
- Molecular Weight:
- 203.19
- MDL Number:
- MFCD00005640
- MOL File:
- 392-12-1.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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 |
| InChI | 1S/C11H9NO3/c13-10(11(14)15)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H,14,15) |
| InChIKey | RSTKLPZEZYGQPY-UHFFFAOYSA-N |
| SMILES | OC(=O)C(=O)Cc1c[nH]c2ccccc12 |
| CAS DataBase Reference | 392-12-1(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | 4QM0LT13A8 |
| NIST Chemistry Reference | Indole-3-pyruvic acid(392-12-1) |
| EPA Substance Registry System | Indole-3-pyruvic acid (392-12-1) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 | |||||||||
| target organs | Respiratory system | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Gloves | |||||||||
| 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 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
|||||||||
| NFPA 704 |
|
3-(3-Indolyl)-2-oxopropanoic acid price More Price(54)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | I7017 | Indole-3-pyruvic acid ≥97% | 392-12-1 | 1g | $219 | 2026-04-30 | Buy |
| Sigma-Aldrich | I7017 | Indole-3-pyruvic acid ≥97% | 392-12-1 | 5g | $1040 | 2026-04-30 | Buy |
| Cayman Chemical | 29876 | Indole-3-pyruvic Acid ≥98% | 392-12-1 | 250mg | $70 | 2026-04-30 | Buy |
| Cayman Chemical | 29876 | Indole-3-pyruvic Acid ≥98% | 392-12-1 | 500mg | $124 | 2026-04-30 | Buy |
| Cayman Chemical | 29876 | Indole-3-pyruvic Acid ≥98% | 392-12-1 | 1g | $179 | 2026-04-30 | Buy |
3-(3-Indolyl)-2-oxopropanoic acid Chemical Properties, Uses, 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
3-(3-Indolyl)-2-oxopropanoic acid Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shenzhen Gre-syn Chemical Technology Co., Ltd. | 13226079980 | 761330897@qq.com | China | 1159 | 55 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 18930552037 | 3bsc@sina.com | China | 15813 | 69 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
| Chemsky（shanghai）International Co.,Ltd. | 021-50135380 | shchemsky@sina.com | China | 32273 | 50 |
| China DongFan Chemical Co.,LTD | 86-0571-85151182 | China | 5681 | 66 | |
| Syntechem Co.,Ltd | info@syntechem.com | China | 12973 | 57 | |
| China Langchem Inc. | 0086-21-58956006 | China | 7798 | 57 | |
| RYSS TECH LTD | 400-188-0725 +86 21 34310725 13611771617 | China | 1999 | 57 |
View Latest Price from 3-(3-Indolyl)-2-oxopropanoic acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-04-04 | 3-(3-Indolyl)-2-oxopropanoic acid
392-12-1
|
1KG | 98% | 1ton | Henan Aochuang Chemical Co.,Ltd. | ||
 |
2021-08-12 | 3-(3-Indolyl)-2-oxopropanoic acid
392-12-1
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd | ||
 |
2020-02-01 | 3-(3-Indolyl)-2-oxopropanoic acid
392-12-1
|
$1.00 | 1KG | 99% | 200kgs | Career Henan Chemical Co |
-
- 3-(3-Indolyl)-2-oxopropanoic acid
392-12-1
- 98%
- Henan Aochuang Chemical Co.,Ltd.
-
- 3-(3-Indolyl)-2-oxopropanoic acid
392-12-1
- $10.00-15.00
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
-
- 3-(3-Indolyl)-2-oxopropanoic acid
392-12-1
- $1.00
- 99%
- Career Henan Chemical Co
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