ChemicalBook > CAS DataBase List > 5-Bromoindole-2-carboxylic acid

5-Bromoindole-2-carboxylic acid

Product Name
5-Bromoindole-2-carboxylic acid
CAS No.
7254-19-5
Chemical Name
5-Bromoindole-2-carboxylic acid
Synonyms
5-BROMO-1H-INDOLE-2-CARBOXYLIC ACID;NSC 73384;AKOS JY2082545;Orforglipron impurity 35;5-Bromo-2-carboxy-1H-indole;5-BROMOINDOLE-2-CARBOXYLIC ACID;5-BROMO-2-INDOLECARBOXYLIC ACID;5-Bromoindazole-2-carboxylic acid;5-Bromoindole-2-carboxylicAcid>5-BroMo-1H-indol-2-carboxylic acid
CBNumber
CB0242185
Molecular Formula
C9H6BrNO2
Formula Weight
240.05
MOL File
7254-19-5.mol
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5-Bromoindole-2-carboxylic acid Property

Melting point:
287-288
Boiling point:
470.9±25.0 °C(Predicted)
Density 
1.838±0.06 g/cm3(Predicted)
storage temp. 
-20°C
pka
4.25±0.30(Predicted)
form 
Solid
color 
White to Light yellow to Light orange
InChI
InChI=1S/C9H6BrNO2/c10-6-1-2-7-5(3-6)4-8(11-7)9(12)13/h1-4,11H,(H,12,13)
InChIKey
YAULOOYNCJDPPU-UHFFFAOYSA-N
SMILES
N1C2=C(C=C(Br)C=C2)C=C1C(O)=O
CAS DataBase Reference
7254-19-5(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39-36/37/39
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29339980
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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.

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

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
B2761
Product name
5-Bromoindole-2-carboxylic acid
Purity
98%
Packaging
1g
Price
$136
Updated
2025/07/31
TCI Chemical
Product number
B3836
Product name
5-Bromoindole-2-carboxylic Acid
Purity
>98.0%(T)
Packaging
1g
Price
$101
Updated
2025/07/31
TRC
Product number
B688993
Product name
5-Bromoindole-2-carboxylic Acid
Packaging
1g
Price
$75
Updated
2021/12/16
Matrix Scientific
Product number
038225
Product name
5-Bromo-1H-indole-2-carboxylic acid
Packaging
1g
Price
$19
Updated
2021/12/16
SynQuest Laboratories
Product number
4H21-9-Y6
Product name
5-Bromo-1H-indole-2-carboxylic acid
Packaging
1g
Price
$28
Updated
2021/12/16
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5-Bromoindole-2-carboxylic acid Chemical Properties,Usage,Production

Uses

Reactant involved in studies of biologically active molecules including:

  • Discovery of indole inhibitors of MMP-13 for treatment of arthritic diseases
  • Synthesis of indolyl ethanones as indoleamine 2,3-dioxygenase inhibitors
  • cis-Diaminocyclohexane derivatives prepared for use as factor Xa inhibitors
  • Synthesis of tubulin polymerization inhibitors and cancer cell growth inhibitors
  • Preparation of dual PPARγ/δ agonists
  • Synthesis of chemical probes to examine the role of hFPRL1 receptor in inflammation

Uses

5-Bromoindole-2-carboxylic acid,Reactant involved in studies of biologically active molecules including:Discovery of indole inhibitors of MMP-13 for treatment of arthritic diseases1;Synthesis of indolyl ethanones as indoleamine 2,3-dioxygenase inhibitors2 ;cis-Diaminocyclohexane derivatives prepared for use as factor Xa inhibitors3 ;Synthesis of tubulin polymerization inhibitors and cancer cell growth inhibitors4 ;Preparation of dual PPARγ/δ agonists5;Synthesis of chemical probes to examine the role of hFPRL1 receptor .

Synthesis

16732-70-0

7254-19-5

The general procedure for the synthesis of 5-bromoindole-2-carboxylic acid from ethyl 5-bromoindole-2-carboxylate was as follows: 134 g of ethyl 5-bromoindole-2-carboxylate was dissolved in a solvent mixture of 31.25 g of 96% methanol and 183 mL of water, and was heated and refluxed for 0.5 h. The reaction was completed with the addition of 10% hydrochloric acid. After completion of the reaction, it was cooled to 40 °C and the pH was adjusted to 3-4 by slowly adding 10% hydrochloric acid solution.Subsequently, the reaction mixture was filtered to give 109.1 g of off-white solid 5-bromoindole-2-carboxylic acid in 91% yield, which was analyzed by high-performance liquid chromatography (HPLC) and showed ≥96% purity.

References

[1] Journal of Medicinal Chemistry, 2009, vol. 52, # 23, p. 7512 - 7527
[2] Advanced Synthesis and Catalysis, 2016, vol. 358, # 24, p. 3938 - 3942
[3] Patent: CN104402795, 2017, B. Location in patent: Paragraph 0050; 0053

5-Bromoindole-2-carboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 5-Bromoindole-2-carboxylic acid manufacturers

Jinan Jianfeng Chemical Co., Ltd
Product
5-Bromoindole-2-carboxylic acid 7254-19-5
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-08-07
Henan Aochuang Chemical Co.,Ltd.
Product
5-Bromoindole-2-carboxylic acid 7254-19-5
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-19
Shaanxi Dideu New Materials Co. Ltd
Product
5-Bromoindole-2-carboxylic acid 7254-19-5
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
10000KGS
Release date
2025-03-20

7254-19-5, 5-Bromoindole-2-carboxylic acidRelated Search:


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  • Orforglipron impurity 35
  • 7254-19-5
  • Br1C9H6N1O2
  • C9H6BrNO2
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