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4-Bromo-1H-indazole

CAS No.186407-74-9
Chemical Name:4-Bromo-1H-indazole
CBNumber:CB4442606
Molecular Formula:C7H5BrN2
Formula Weight:197.03
MOL File:186407-74-9.mol

4-Bromo-1H-indazole Property

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)
UNSPSC Code 12352100
NACRES NA.22

Safety

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:

	1
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordDanger
Hazard statements H301-H315-H319-H335
Precautionary statements P301+P310+P330-P302+P352-P305+P351+P338

4-Bromo-1H-indazole Price More Price(4)

Brand: Sigma-Aldrich(India)
Product number: 776610
Product name : 4-Bromo-1H-indazole
Purity: 95%
Packaging: 1G
Price: ₹4070.2
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 776610
Product name : 4-Bromo-1H-indazole
Purity: 95%
Packaging: 5G
Price: ₹11528.63
Updated: 2022/06/14
Buy: Buy

Brand: TCI Chemicals (India)
Product number: B4631
Product name : 4-Bromoindazole
Purity: min. 98.0 %
Packaging: 1G
Price: ₹5600
Updated: 2022/05/26
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Brand: TCI Chemicals (India)
Product number: B4631
Product name : 4-Bromoindazole
Purity: min. 98.0 %
Packaging: 5G
Price: ₹23500
Updated: 2022/05/26
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4-Bromo-1H-indazole Chemical Properties,Usage,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
Uses 4-Bromo-1H-indazole is a biochemical reagent that can be used as a biological material or organic compound for life science related research.
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.