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3-Quinolinecarboxylic acid

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3-Quinolinecarboxylic acid Basic information

Product Name:
3-Quinolinecarboxylic acid
Synonyms:
  • 3-QUINOLINECARBOXYLIC ACID
  • AKOS BBS-00005333
  • RARECHEM AL BO 1256
  • QUINOLINE-3-CARBOXYLIC ACID
  • 3-Carboxyquinoline.
  • Quinoline-3-carboxylic acid 97%
  • 3-Quinolinecarboxylic acid,98%
  • Quinoline-3-carboxylic acid ,98%
CAS:
6480-68-8
MF:
C10H7NO2
MW:
173.17
EINECS:
229-337-3
Product Categories:
  • Carboxylic Acids
  • Quinolines, Isoquinolines & Quinoxalines
  • Quinoline Derivertives
  • Building Blocks
  • Heterocyclic Building Blocks
  • Quinolines
  • Carboxylic Acids
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Building Blocks
  • C8 to C10
  • Chemical Synthesis
  • Heterocyclic Building Blocks
  • Quinolines, Isoquinolines & Quinoxalines
  • Quinoline&Isoquinoline
Mol File:
6480-68-8.mol
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3-Quinolinecarboxylic acid Chemical Properties

Melting point:
277-280 °C (lit.)
Boiling point:
303.81°C (rough estimate)
Density 
1.2427 (rough estimate)
refractive index 
1.5200 (estimate)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Powder
pka
2.20±0.30(Predicted)
color 
White to slightly beige
BRN 
126542
InChI
InChI=1S/C10H7NO2/c12-10(13)8-5-7-3-1-2-4-9(7)11-6-8/h1-6H,(H,12,13)
InChIKey
DJXNJVFEFSWHLY-UHFFFAOYSA-N
SMILES
N1C2C(=CC=CC=2)C=C(C(O)=O)C=1
CAS DataBase Reference
6480-68-8(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38-36/38
Safety Statements 
22-24/25-37/39-26-37
WGK Germany 
3
HS Code 
29334900
Storage Class
11 - Combustible Solids

MSDS

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3-Quinolinecarboxylic acid Usage And Synthesis

Chemical Properties

WHITE TO SLIGHTLY BEIGE POWDER

Uses

A quinoline derivative with antimicrobial activity.

General Description

The antibacterial activity of 3-quinolinecarboxylic acid derivatives were evaluated.

Synthesis

In a Schlenk (50 mL) reaction flask with a carbon dioxide balloon attached at the stub, Cu(OAc)2.H2O (0.0125 mmol), 1,2-bis(diphenylphosphino)benzene (0.018 mmol), and 1,4-dioxane (2.0 mL) were added with stirring, and then the flask was placed at 60 C oil bath for 25 min under carbon dioxide atmosphere, followed by the sequential addition of toluene (8 mL), 3-bromoquinoline (1.0 mmol), Pd(OAc)2 (0.03 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethyloxanthene (0.06 mmol), Et3N (2.5 mmol, 2.5 equiva.) and then Carbon dioxide was removed and the reaction was carried out at 100 C until the raw material bromobenzene disappeared, cooled to room temperature and then sodium hydroxide solution (1M, 10.0 mL) was added, stirred for 10 min and then filtered, the solids were washed with water for 3 times, the filtrate was extracted with ethyl acetate (2 x 10 mL) leaving an aqueous layer, the aqueous layer was adjusted to pH 1-2 with hydrochloric acid solution (1 M), extracted with ethyl acetate (3 x 15 mL) and Anhydrous sodium sulfate was dried, and the solvent was removed to obtain quinoline-3-carboxylic acid in 98% yield.

3-Quinolinecarboxylic acid Preparation Products And Raw materials

Preparation Products

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