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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-Bromoindazole;186407-74-9
CBNumber:
CB4442606
Molecular Formula:
C7H5BrN2
Molecular Weight:
197.03
MDL Number:
MFCD05664001
MOL File:
186407-74-9.mol
Last updated:2024-03-19 13:53:49

4-Bromo-1H-indazole Properties

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)  GHS hazard pictograms
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 
HS Code  2933998090
NFPA 704
1
2 0

4-Bromo-1H-indazole price More Price(43)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 776610 4-Bromo-1H-indazole 95% 186407-74-9 5g $113 2024-03-01 Buy
Sigma-Aldrich 776610 4-Bromo-1H-indazole 95% 186407-74-9 1g $29 2023-06-20 Buy
TCI Chemical B4631 4-Bromoindazole >98.0%(GC) 186407-74-9 1g $55 2024-03-01 Buy
TCI Chemical B4631 4-Bromoindazole >98.0%(GC) 186407-74-9 5g $217 2024-03-01 Buy
Alfa Aesar H64527 4-Bromo-1H-indazole, 97+% 186407-74-9 5g $71.65 2024-03-01 Buy
Product number Packaging Price Buy
776610 5g $113 Buy
776610 1g $29 Buy
B4631 1g $55 Buy
B4631 5g $217 Buy
H64527 5g $71.65 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].
4-Bromo-1H-indazole

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.

55289-36-6
186407-74-9
Synthesis of 4-Bromo-1H-indazole from 3-Bromo-2-methylaniline
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View Lastest Price from 4-Bromo-1H-indazole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-Bromoindazole pictures 2024-03-19 4-Bromoindazole
186407-74-9
US $950.00 / g 1g 98 500 Kg R&D Scientific Inc.
4-BROMO (1H)INDAZOLE pictures 2023-12-04 4-BROMO (1H)INDAZOLE
186407-74-9
US $0.00-0.00 / kg 0.10000000149011612kg 98% 100kg Huida Pharmaceutical Technology (Shanghai) Co., Ltd.
4-BROMO (1H)INDAZOLE pictures 2023-08-15 4-BROMO (1H)INDAZOLE
186407-74-9
US $20.00 / kg 1kg 99.99% 50000tons Henan Bao Enluo International TradeCo.,LTD
  • 4-BROMO (1H)INDAZOLE pictures
  • 4-BROMO (1H)INDAZOLE
    186407-74-9
  • US $0.00-0.00 / kg
  • 98%
  • Huida Pharmaceutical Technology (Shanghai) Co., Ltd.

4-Bromo-1H-indazole Spectrum

4-BROMO (1H)INDAZOLE 4-BROMOINDAZOLE 1H-Indazole, 4-bromo- 4-bromo-1H-indazole£4-Bromoindazole broMo-1H-indazole 4-BroMo-1H-indazole, 97+% 4-Bromoindazole > 186407-74-9 186407-74-9 Building Blocks Indazoles CHIRAL CHEMICALS pharmacetical Heterocycles series Indazole