1H-INDAZOLE-3-CARBALDEHYDE Chemical Properties

Melting point:

131-132 °C(Solv: benzene (71-43-2); ligroine (8032-32-4))

Boiling point:

358.3±15.0 °C(Predicted)

Density 

1.368±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

crystalline powder

pka

12.04±0.40(Predicted)

color 

Light yellow

CAS DataBase Reference

5235-10-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

36/37/38-22

Safety Statements 

26-36/37/39

HS Code 

2933998090

1H-INDAZOLE-3-CARBALDEHYDE Usage And Synthesis

Antimicrobial activity

1H-Indazole-3-carbaldehyde has been shown to have antibacterial activity by inhibiting bacterial cell wall synthesis and fluorescence probe activity. It also interacts with 3-hydroxybenzoic acid, which may lead to fluorescent microscopy and efficient methods.

Synthesis

The general procedure for the synthesis of 3-formylindazole from 3-hydroxymethylindazole is as follows: 1. (1H-indazol-3-yl)-methanol (200 mg, 1.35 mmol) was dissolved in dichloromethane (10 mL). 2. manganese dioxide (MnO?, 1.3 g, 13.46 mmol) was added to the above solution. 3. The reaction mixture was stirred at room temperature for 16 hours. 4. 4. Upon completion of the reaction, the mixture was filtered to remove the solid catalyst. 5. The filtrate was concentrated to give 1H-indazole-3-carbaldehyde (150 mg, 76% yield). Product characterization data: - Mass spectrum (MS): m/z = 145.0 (API-). - 1H-NMR (400 MHz, DMSO-d6): δ (ppm) = 7.37 (t, 1H), 7.51 (t, 1H), 7.71 (d, 1H), 8.14 (d, 1H), 10.20 (s, 1H, aldehydic hydrogen), 14.17 (br, 1H, indazole NH).

References

[1] Patent: US2006/142247, 2006, A1. Location in patent: Page/Page column 28
[2] Patent: WO2005/9958, 2005, A1. Location in patent: Page 100-101
[3] Patent: US2005/9894, 2005, A1. Location in patent: Page 18; 27

1H-INDAZOLE-3-CARBALDEHYDE(5235-10-9)Related Product Information

• GRANISETRON IMPURITY B
• 7-Hydroxygranisetron
• 1-Methylindazole-3-carboxylic acid
• Granisetron hydrochloride
• Xinidamine
• Indazole-3-carboxylic acid
• Lonidamine
• 1H-INDAZOLE-3-CARBOXYLIC ACID ETHYL ESTER
• 6-BROMO-1H-INDAZOLE-3-CARBALDEHYDE
• 5-METHYL-1H-INDAZOLE-3-CARBALDEHYDE
• 5-CHLORO-1H-INDAZOLE-3-CARBALDEHYDE,5-Chloro-1H-indazole-3-carbaldehyde ,97%
• 1-METHYL-1H-INDAZOLE-3-CARBALDEHYDE
• 6-NITRO-1H-INDAZOLE-3-CARBALDEHYDE
• 5-BROMO-1H-INDAZOLE-3-CARBALDEHYDE, 95+%,5-BROMO-1H-INDAZOLE-3-CARBALDEHYDE
• 6-METHOXY-1H-INDAZOLE-3-CARBALDEHYDE
• 1-Methyl-1H-indazole-4-carbaldehyde
• 7-METHYL-1H-INDAZOLE-3-CARBALDEHYDE
• 5-METHOXY-1H-INDAZOLE-3-CARBALDEHYDE, 95+%,5-METHOXY-1H-INDAZOLE-3-CARBALDEHYDE