ChemicalBook > CAS DataBase List > 4-AMINO-6-BROMO (1H)INDAZOLE

4-AMINO-6-BROMO (1H)INDAZOLE

Product Name
4-AMINO-6-BROMO (1H)INDAZOLE
CAS No.
885518-50-3
Chemical Name
4-AMINO-6-BROMO (1H)INDAZOLE
Synonyms
4-AMINO-6-BROMOINDAZOLE;Indazol-4-amine, 6-bromo-;6-broMo-1H-indazol-4-aMine;6-Bromo-1H-indazole-4-amino;1H-Indazol-4-aMine, 6-broMo-;4-AMINO-6-BROMO (1H)INDAZOLE;6-Bromo-1H-indazol-4-ylamine;4-AMINO-6-BROMO (1H)INDAZOLE ISO 9001:2015 REACH
CBNumber
CB8286707
Molecular Formula
C7H6BrN3
Formula Weight
212.05
MOL File
Mol file
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4-AMINO-6-BROMO (1H)INDAZOLE Property

Boiling point:
426.5±25.0 °C(Predicted)
Density 
1.867±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
pka
14.39±0.40(Predicted)
Appearance
Yellow to brown Solid
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
B683735
Product name
6-Bromo-1H-indazol-4-amine
Packaging
1g
Price
$385
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA59685
Product name
4-Amino-6-bromo-1H-indazole
Packaging
1g
Price
$385
Updated
2021/12/16
AK Scientific
Product number
Z5266
Product name
6-Bromo-1H-indazol-4-amine
Packaging
5g
Price
$392
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA59685
Product name
4-Amino-6-bromo-1H-indazole
Packaging
100mg
Price
$80
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA59685
Product name
4-Amino-6-bromo-1H-indazole
Packaging
250mg
Price
$160
Updated
2021/12/16
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4-AMINO-6-BROMO (1H)INDAZOLE Chemical Properties,Usage,Production

Uses

6-Bromo-1H-indazol-4-amine is used as a reagent in the synthesis of indazole derivatives as PI3 kinase inhibitors useful in the treatment of PI3 kinase-mediated diseases.

Synthesis

885518-46-7

885518-50-3

General procedure for the synthesis of 4-amino-6-bromo-1H-indazole from 4-nitro-6-bromo-1H-indazole: 4-nitro-1H-indazole (commercially available, CAS: 2942-40-7, 1.4 g, 8.26 mmol) or 6-bromo-4-nitro-1H-indazole (commercially available, CAS: 885518-46-7, 2.0 g, 8.26 mmol) in a round-bottomed flask containing ethanol (20 mL) and water (10 mL) as the solvent mixture. Ammonium chloride (221.5 mg, 4.13 mmol) was added and stirred for 5 min at room temperature. Subsequently, iron powder (Part I: 1.3 g, 23.46 mmol; Part II: 1.0 g, 17.86 mmol) was added in batches and stirred at 80 °C for 5 min and 20 min, respectively. Immediately after completion of the reaction, the reaction mixture was filtered and the filtrate was washed with ethanol (10 mL). The filtrate was concentrated under reduced pressure and then dissolved in ethyl acetate (8 mL). The organic phase was washed with brine, dried over anhydrous Na2SO4 and concentrated again. The resulting solid was purified by silica gel column chromatography using petroleum ether with ethyl acetate (8:1) as eluent to afford the target product 4-amino-6-bromo-1H-indazole (10a: 379.0 mg, 93% yield; or 10b: 1.62 g, 92% yield) as a yellow solid.

References

[1] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 23, p. 6194 - 6205
[2] Patent: CN107805221, 2018, A. Location in patent: Paragraph 0083; 0084; 0085; 0087
[3] Patent: CN108689937, 2018, A. Location in patent: Paragraph 0138; 0149; 0154; 0155; 0156
[4] Patent: WO2017/68064, 2017, A1. Location in patent: Page/Page column 186

4-AMINO-6-BROMO (1H)INDAZOLE Preparation Products And Raw materials

Raw materials

Preparation Products

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4-AMINO-6-BROMO (1H)INDAZOLE Suppliers

Shanghai Hanhong Scientific Co.,Ltd.
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021-54306202 13764082696
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China
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Wuhan ariel chemical Co., LTD.
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18986259541
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Hangzhou Sage Chemical Co., Ltd.
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+86057186818502 13588463833
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Wuhan TCASChem Technology Co., Ltd.
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Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.
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Shanghai Devinchem Ltd
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Shanghai Run-Biotech Co., Ltd.
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021-57171705 13817537615
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QQ3095748324
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Shanghai Hong-chuang Pharma Tech Co., Ltd.
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View Lastest Price from 4-AMINO-6-BROMO (1H)INDAZOLE manufacturers

Career Henan Chemical Co
Product
4-AMINO-6-BROMO (1H)INDAZOLE 885518-50-3
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200kg
Release date
2020-01-03