4-Bromo-1H-indazole
- CAS No.
- 186407-74-9
- Chemical Name:
- 4-Bromo-1H-indazole
- Synonyms
- 4-BROMOINDAZOLE;broMo-1H-indazole;4-Bromoindazole >4-BROMO (1H)INDAZOLE;1H-Indazole, 4-bromo-;4-BroMo-1H-indazole, 97+%;4-Bromo-1H-indazole;4-bromo-1H-indazole￡4-Bromoindazole;186407-74-9
- CBNumber:
- CB4442606
- Molecular Formula:
- C7H5BrN2
- Molecular Weight:
- 197.03
- MOL File:
- 186407-74-9.mol
- Modify Date:
- 2025/4/17 18:22:24
| Melting point | 165-167° |
|---|---|
| Boiling point | 333.8±15.0 °C(Predicted) |
| Density | 1.770±0.06 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| solubility | soluble in Ethanol |
| form | Solid |
| pka | 12.78±0.40(Predicted) |
| color | Off-white |
| InChI | InChI=1S/C7H5BrN2/c8-6-2-1-3-7-5(6)4-9-10-7/h1-4H,(H,9,10) |
| InChIKey | KJIODOACRIRBPB-UHFFFAOYSA-N |
| SMILES | N1C2=C(C(Br)=CC=C2)C=N1 |
| CAS DataBase Reference | 186407-74-9(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS06 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H301-H315-H319-H335 | |||||||||
| Precautionary statements | P301+P310+P330-P302+P352-P305+P351+P338 | |||||||||
| Hazard Codes | Xi,T | |||||||||
| Risk Statements | 25-36/37/38 | |||||||||
| Safety Statements | 26-45 | |||||||||
| RIDADR | 2811 | |||||||||
| WGK Germany | 3 | |||||||||
| HazardClass | 6.1 | |||||||||
| HazardClass | IRRITANT | |||||||||
| PackingGroup | Ⅲ | |||||||||
| HS Code | 2933998090 | |||||||||
| NFPA 704 |
|
4-Bromo-1H-indazole price More Price(4)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | 776610 | 4-Bromo-1H-indazole 95% | 186407-74-9 | 1G | ₹4070.2 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 776610 | 4-Bromo-1H-indazole 95% | 186407-74-9 | 5G | ₹11528.63 | 2022-06-14 | Buy |
| TCI Chemicals (India) | B4631 | 4-Bromoindazole min. 98.0 % | 186407-74-9 | 1G | ₹5600 | 2022-05-26 | Buy |
| TCI Chemicals (India) | B4631 | 4-Bromoindazole min. 98.0 % | 186407-74-9 | 5G | ₹23500 | 2022-05-26 | Buy |
4-Bromo-1H-indazole Chemical Properties,Uses,Production
Description
4-Bromo-1H-indazole is a derivative indazole which has a heterocyclic structure made up of benzene and pyrazole rings. Indazoles are an important class of heterocyclic compounds with a wide range of application as biologic and pharmaceutic agents. Indazole derivatives have a wide range of biological activities. For instance, indazole derivatives show vasorelaxant and anti-aggregator activities by stimulating NO release and increasing cGMP levels. Recent medical research and development studies resulted in the production of indazole derivatives for the treatment of osteoporosis, inflammatory diseases and neurodegenerative disorders. 4-bromo-1H indazole molecule is a much stronger inhibitor of 6-bromo-1H indazole and 7-bromo-1H indazole. 4-Bromo-1H-indazole may be strong inhibitor candidate for LPO and that caution should be exercised when using medicines containing indazole derivatives[1].
Chemical Properties
brown powder
Synthesis
To N-Acetyl-4-bromo-1H-indazole (1.6 g, 6.69 mmol) was added methanol (25.9 mL) and then 6 N HCl (15.6 mL). The resulting solution was stirred at room temperature until the reaction was completed after 7 h (monitored by TLC, petroleum ether/ethyl acetate 2:1). After evaporation of methanol in vacuo, the residue was extracted with ethyl acetate (50 mL*3). The combined organic layers were dried over anhydrous Na2SO4 and concentrated in vacuo. The crude was purified by flash chromatography (petroleum ether/ethyl acetate, 5:1) to yield 4-bromo-1H-indazole (0.8 g) as milky white solid, mp 164–166°C, yield 67.1%[2].
References
[1] Koksal Z, et al. Lactoperoxidase, an antimicrobial enzyme, is inhibited by some indazoles. Drug and Chemical Toxicology, 2018; 43: 22-26.
[2] Wang Y, et al. Synthesis and Antibacterial Activity of Novel 4-Bromo-1H-Indazole Derivatives as FtsZ Inhibitors. Archiv der Pharmazie, 2015; 348: 266-274.
4-Bromo-1H-indazole Preparation Products And Raw materials
Raw materials
Preparation Products
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