Indole-6-carboxylic acid
- Product Name
- Indole-6-carboxylic acid
- CAS No.
- 1670-82-2
- Chemical Name
- Indole-6-carboxylic acid
- Synonyms
- 1H-INDOLE-6-CARBOXYLIC ACID;6-CARBOXYINDOLE;RARECHEM AL BO 0290;RARECHEM AL BE 1265;TIMTEC-BB SBB000134;6-Carboxy-1H-indole;Indole-6-methyl acid;LABOTEST-BB LT00441293;6-INDOLECARBOXYLIC ACID;Indole-6-carboylic acid
- CBNumber
- CB9368958
- Molecular Formula
- C9H7NO2
- Formula Weight
- 161.16
- MOL File
- 1670-82-2.mol
Indole-6-carboxylic acid Property
- Melting point:
- 249-253 °C(lit.)
- Boiling point:
- 287.44°C (rough estimate)
- Density
- 1.2480 (rough estimate)
- refractive index
- 1.5050 (estimate)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- pka
- 4.44±0.30(Predicted)
- form
- Powder
- color
- Yellow-beige to orange-brown
- BRN
- 123991
- InChI
- InChI=1S/C9H7NO2/c11-9(12)7-2-1-6-3-4-10-8(6)5-7/h1-5,10H,(H,11,12)
- InChIKey
- GHTDODSYDCPOCW-UHFFFAOYSA-N
- SMILES
- N1C2=C(C=CC(C(O)=O)=C2)C=C1
- CAS DataBase Reference
- 1670-82-2(CAS DataBase Reference)
Safety
- Hazard Codes
- Xn,Xi
- Risk Statements
- 36/37/38-21/22-20/21/22-51-36-22
- Safety Statements
- 22-24/25-37/39-26
- WGK Germany
- 3
- Hazard Note
- Irritant
- HS Code
- 29339900
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.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 576662
- Product name
- Indole-6-carboxylic acid
- Purity
- 97%
- Packaging
- 5g
- Price
- $155
- Updated
- 2023/01/07
- Product number
- I0663
- Product name
- Indole-6-carboxylic Acid
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 1g
- Price
- $51
- Updated
- 2025/07/31
- Product number
- I0663
- Product name
- Indole-6-carboxylic Acid
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 5g
- Price
- $154
- Updated
- 2025/07/31
- Product number
- I629018
- Product name
- Indole-6-carboxylic Acid
- Packaging
- 250mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- J92009
- Product name
- Indole-6-carboxylic Acid
- Packaging
- 1g
- Price
- $10
- Updated
- 2021/12/16
Indole-6-carboxylic acid Chemical Properties,Usage,Production
Chemical Properties
yellow-beige to orange-brown powder
Uses
• ;Reactant for preparation of D-glutamic acid-based inhibitors of E. coli MurD ligase1• ;Reactant for preparation of indolylindazoles and indolylpyrazolopyridines as interleukin-2 inducible T cell kinase inhibitors2• ;Reactant for preparation of amide conjugates with ketoprofen, as inhibitors of Gli1-mediated transcription in Hedgehog pathway3• ;Reactant for preparation of piperazine-bisamide analogs as human growth hormone secretagogue receptor antagonists for treatment of obesity4• ;Reactant for preparation of pyridinyl carboxylates via esterification with chlorohyd
Uses
Reactant for preparation of D-glutamic acid-based inhibitors of E. coli MurD ligase ? Reactant for preparation of indolylindazoles and indolylpyrazolopyridines as interleukin-2 inducible T cell kinase inhibitors ? Reactant for preparation of amide conju
Uses
- Reactant for preparation of D-glutamic acid-based inhibitors of E. coli MurD ligase
- Reactant for preparation of indolylindazoles and indolylpyrazolopyridines as interleukin-2 inducible T cell kinase inhibitors
- Reactant for preparation of amide conjugates with ketoprofen, as inhibitors of Gli1-mediated transcription in Hedgehog pathway
- Reactant for preparation of piperazine-bisamide analogs as human growth hormone secretagogue receptor antagonists for treatment of obesity
- Reactant for preparation of pyridinyl carboxylates via esterification with chlorohydroxypyridine as SARS-CoV 3CL proinhibitors
- Reactant for preparation of (indolecarbonyl)-D-phenylglycinamide amides as factor Xa inhibitors
Synthesis Reference(s)
Journal of Medicinal Chemistry, 35, p. 2419, 1992 DOI: 10.1021/jm00091a010
Synthesis
50820-65-0
1670-82-2
(c) Methyl indole-6-carboxylate (11.0 g) was dissolved in a solvent mixture of tetrahydrofuran (150 ml), methanol (150 ml) and water (63 ml) and lithium hydroxide monohydrate (15.8 g) was added. The reaction mixture was stirred at 60 °C for 6 h. After completion of the reaction, the organic solvent was removed by concentration under reduced pressure. The residue was dissolved in water and acidified with 50% (v/v) hydrochloric acid to pH < 3. The precipitate precipitated was collected by filtration and dried to give indole-6-carboxylic acid (9.6 g, 95% yield) as a tan powder with a melting point of 253°C-254°C. The NMR hydrogen spectroscopic (80 MHz, CDCl3) data were as follows: δ 6.51 (m, 1H, H-3) 8.04 (m, 1H, H-7), 11.43 (br s, 1H, NH), 12.42 (br s, 1H, OH).
References
[1] Journal of Medicinal Chemistry, 2015, vol. 58, # 17, p. 6819 - 6843
[2] Journal of Medicinal Chemistry, 1992, vol. 35, # 13, p. 2419 - 2439
[3] Patent: US4898863, 1990, A
[4] Patent: EP242167, 1991, B1
[5] Patent: US2007/60567, 2007, A1. Location in patent: Page/Page column 19
Indole-6-carboxylic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Indole-6-carboxylic acid manufacturers
- Product
- Indole-6-Carboxylic Acid 1670-82-2
- Price
- US $5.00-2.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10000kg
- Release date
- 2024-08-23
- Product
- 1H-Indole-6-carboxylic acid 1670-82-2
- Price
- US $122.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-01-11
- Product
- Indole-6-carboxylic acid 1670-82-2
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500tons/month
- Release date
- 2021-09-17