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4-Bromo-1H-indazole

Product Name
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
Formula Weight
197.03
MOL File
186407-74-9.mol
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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)
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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 
HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
776610
Product name
4-Bromo-1H-indazole
Purity
95%
Packaging
5g
Price
$113
Updated
2024/03/01
Sigma-Aldrich
Product number
776610
Product name
4-Bromo-1H-indazole
Purity
95%
Packaging
1g
Price
$29
Updated
2023/06/20
TCI Chemical
Product number
B4631
Product name
4-Bromoindazole
Purity
>98.0%(GC)
Packaging
1g
Price
$55
Updated
2024/03/01
TCI Chemical
Product number
B4631
Product name
4-Bromoindazole
Purity
>98.0%(GC)
Packaging
5g
Price
$217
Updated
2024/03/01
Alfa Aesar
Product number
H64527
Product name
4-Bromo-1H-indazole, 97+%
Packaging
5g
Price
$71.65
Updated
2024/03/01
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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

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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4-Bromo-1H-indazole Suppliers

ACETO France SAS
Tel
--
Fax
--
Email
gsaint-clair@fr.aceto.com
Country
France
ProdList
211
Advantage
58
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View Lastest Price from 4-Bromo-1H-indazole manufacturers

R&D Scientific Inc.
Product
4-Bromoindazole 186407-74-9
Price
US $950.00/g
Min. Order
1g
Purity
98
Supply Ability
500 Kg
Release date
2024-03-19
Huida Pharmaceutical Technology (Shanghai) Co., Ltd.
Product
4-BROMO (1H)INDAZOLE 186407-74-9
Price
US $0.00-0.00/kg
Min. Order
0.10000000149011612kg
Purity
98%
Supply Ability
100kg
Release date
2023-03-07
Henan Bao Enluo International TradeCo.,LTD
Product
4-BROMO (1H)INDAZOLE 186407-74-9
Price
US $20.00/kg
Min. Order
1kg
Purity
99.99%
Supply Ability
50000tons
Release date
2023-08-15