5-ISOTHIAZOLECARBOXYLIC ACID Chemical Properties

Melting point:

196-200℃ (decomposition)

Boiling point:

178.4±23.0℃ (760 Torr)

Density 

1.525±0.06 g/cm3 (20 ºC 760 Torr)

Flash point:

61.7±22.6℃

storage temp. 

2-8°C

form 

Solid

pka

1.23±0.10(Predicted)

color 

Off-white to light brown

Safety Information

HS Code 

2934208090

5-ISOTHIAZOLECARBOXYLIC ACID Usage And Synthesis

Uses

Isothiazole-5-carboxylic acid (8-Isoquinoline-methaneaminedihydrochloride) is an organic compound with antibacterial, anticancer and anti-inflammatory properties. Isothiazole-5-carboxylic acid can be used to develop novel compounds to combat various diseases. Isothiazole-5-carboxylic acid exhibits a wide range of potential pharmacological activities and helps improve existing inhibitory schemes.

Synthesis

Methyl isothiazole-5-carboxylate (0.50 g, 3.49 mmol) was dissolved in a THF/MeOH solvent mixture (20 mL/5 mL) at room temperature, followed by slow addition of 1N NaOH solution (5.24 mL, 5.24 mmol). The reaction mixture was stirred continuously for 16 h at room temperature and the completion of the reaction was confirmed by thin layer chromatography (TLC) monitoring. Upon completion of the reaction, the reaction mixture was acidified to pH 2 with 1N HCl solution, at which point a precipitate was observed to be generated. The precipitate was separated by filtration and dried to afford the target product isothiazole-5-carboxylic acid (Compound 2) as a beige solid in a yield of 0.35 g (76% yield). The structure of the product was confirmed by 1H-NMR (400 MHz, DMSO-d6) with chemical shifts of δ 8.69 (d, 1H) and 7.85 (d, 1H), respectively.

References

[1] Patent: US2007/105864, 2007, A1. Location in patent: Page/Page column 151-152
[2] Patent: US2007/117804, 2007, A1. Location in patent: Page/Page column 78

5-ISOTHIAZOLECARBOXYLIC ACID(10271-85-9)Related Product Information

• thiazol-3-one
• Isothiazolo[5,4-b]pyridin-3-amine
• isothiazole-3-carbonitrile
• Isothazole-4-boronic acid
• ISOTHIAZOLE-5-CARBOXYLIC ACID METHYL ESTER
• 4-Carboxyisothiazole
• Isothiazol-4-ylMethanaMine
• 3-Isothiazolecarboxamide
• isothiazol-3-ylMethanol
• ISOTHIAZOLE-5-CARBALDEHYDE
• Isothiazole-5-methanol
• isothiazole-3-carbaldehyde
• 5-Isothiazolecarboxamide
• 3-Isothiazolemethanamine
• isothiazol-3-aMine
• 3-Isothiazolecarboxylic acid
• 4-ISOTHIAZOLECARBOXAMIDE
• 4-Isothiazolecarboxylic acid, Methyl ester