ChemicalBook > CAS DataBase List > Indole-6-carboxylic acid

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
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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)
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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
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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.

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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
576662
Product name
Indole-6-carboxylic acid
Purity
97%
Packaging
5g
Price
$155
Updated
2023/01/07
TCI Chemical
Product number
I0663
Product name
Indole-6-carboxylic Acid
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$51
Updated
2025/07/31
TCI Chemical
Product number
I0663
Product name
Indole-6-carboxylic Acid
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$154
Updated
2025/07/31
TRC
Product number
I629018
Product name
Indole-6-carboxylic Acid
Packaging
250mg
Price
$45
Updated
2021/12/16
Frontier Specialty Chemicals
Product number
JK217325
Product name
Indole-6-carboxylic Acid
Purity
98%
Packaging
5g
Price
$145
Updated
2021/12/16
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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

N,N-Dimethylformamide Palladium Tetrahydrofuran 4-Methyl-3-nitrobenzoic acid Hydrochloric acid Methanol Sodium hydroxide N,N-Dimethylformamide dimethyl acetal Pyrrolidine

Preparation Products

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View Lastest Price from Indole-6-carboxylic acid manufacturers

Hebei Chuanghai Biotechnology Co,.LTD
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
Henan Fengda Chemical Co., Ltd
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
Shanxi Naipu Import and Export Co.,Ltd
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

1670-82-2, Indole-6-carboxylic acidRelated Search:

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