| Identification | Back Directory | [Name]
5-ISOTHIAZOLECARBOXYLIC ACID | [CAS]
10271-85-9 | [Synonyms]
5-ISOTHIAZOLECARBOXYLIC ACID
ISOTHIAZOLE-5-CARBOXYLIC ACID
1,2-thiazole-5-carboxylic acid
8-Isoquinoline-methaneaminedihydrochloride | [Molecular Formula]
C4H3NO2S | [MDL Number]
MFCD07369964 | [MOL File]
10271-85-9.mol | [Molecular Weight]
129.14 |
| Chemical Properties | Back Directory | [Melting point ]
196-200℃ (decomposition) | [Boiling point ]
178.4±23.0℃ (760 Torr) | [density ]
1.525±0.06 g/cm3 (20 ºC 760 Torr) | [Fp ]
61.7±22.6℃ | [storage temp. ]
2-8°C | [form ]
Solid | [pka]
1.23±0.10(Predicted) | [color ]
Off-white to light brown |
| Hazard Information | Back Directory | [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 |
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