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914311-50-5

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914311-50-5 Usage

Description

3-AMINO-4-BROMO-1H-INDAZOLE is a chemical compound derived from the 1H-indazole family, characterized by the presence of an amino group at the 3-position and a bromine atom at the 4-position. This structural feature endows it with unique chemical and biological properties, making it a versatile molecule for various applications in different fields.

Uses

Used in Organic Synthesis:
3-AMINO-4-BROMO-1H-INDAZOLE is used as a synthetic intermediate for the preparation of various organic compounds. Its amino and bromo substituents allow for further functionalization and modification, enabling the synthesis of a wide range of molecules with diverse properties and applications.
Used in Pharmaceutical Industry:
3-AMINO-4-BROMO-1H-INDAZOLE is used as a building block for the development of pharmaceutical compounds. Its unique structure and reactivity make it a promising candidate for the design and synthesis of new drugs with potential therapeutic applications.
Used in Chemical Research:
3-AMINO-4-BROMO-1H-INDAZOLE is used as a research tool in chemical investigations. Its distinct chemical properties and reactivity provide valuable insights into various chemical processes and reactions, contributing to the advancement of chemical knowledge and understanding.
Synthesis:
3-AMINO-4-BROMO-1H-INDAZOLE can be synthesized through a series of reactions starting from 2-halobenzaldehydes or 2-haloacetophenones. Microwave heating of these compounds with phenylhydrazines at 160°C for 10 minutes quantitatively yields the arylhydrazones. These arylhydrazones can then be cyclized to form 1-aryl-1H-indazoles via CuI/diamine-catalyzed N-arylation under microwave heating (160°C, 10 minutes). This method provides good to excellent yields for 2-iodo, 2-bromo, and 2-chloro benzaldehydes or acetophenones, making it a reliable and efficient synthetic route for the production of 3-AMINO-4-BROMO-1H-INDAZOLE and its derivatives.

Check Digit Verification of cas no

The CAS Registry Mumber 914311-50-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 9,1,4,3,1 and 1 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 914311-50:
(8*9)+(7*1)+(6*4)+(5*3)+(4*1)+(3*1)+(2*5)+(1*0)=135
135 % 10 = 5
So 914311-50-5 is a valid CAS Registry Number.
InChI:InChI=1/C7H6BrN3/c8-4-2-1-3-5-6(4)7(9)11-10-5/h1-3H,(H3,9,10,11)

914311-50-5 Well-known Company Product Price

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  • Alfa Aesar

  • (H33460)  3-Amino-4-bromo-1H-indazole, 97%   

  • 914311-50-5

  • 250mg

  • 818.0CNY

  • Detail
  • Alfa Aesar

  • (H33460)  3-Amino-4-bromo-1H-indazole, 97%   

  • 914311-50-5

  • 1g

  • 2275.0CNY

  • Detail
  • Alfa Aesar

  • (H33460)  3-Amino-4-bromo-1H-indazole, 97%   

  • 914311-50-5

  • 5g

  • 6234.0CNY

  • Detail

914311-50-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Bromo-1H-indazol-3-amine

1.2 Other means of identification

Product number -
Other names 4-bromo-1H-indazol-3-amine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:914311-50-5 SDS

914311-50-5Downstream Products

914311-50-5Relevant articles and documents

Combination of mTOR inhibitors and P13-kinase inhibitors, and uses thereof

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Page/Page column 361, (2016/04/26)

The present invention provides for a method for treating a disease condition associated with PI3-kinase α and/or mTOR in a subject. In another aspect, the invention provides for a method for treating a disease condition associated with PI3-kinase α and/or mTOR in a subject. In yet another aspect, a method of inhibiting phosphorylation of both Akt (S473) and Akt (T308) in a cell is set forth.

COMBINATION OF KINASE INHIBITORS AND USES THEREOF

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Paragraph 00641, (2014/10/04)

The present invention provides for a method for treating a disease condition associated with PI3-kinase a and/or mTOR in a subject. In another aspect, the invention provides for a method for treating a disease condition associated with PI3-kinase a and/or mTOR in a subject. In yet another aspect, a method of inhibiting phosphorylation of both Akt (S473) and Akt (T308) in a cell is set forth. The present invention also provides a pharmaceutical kit effective for treating a disease condition associated with PI3 -kinase α and/or mTOR in a subject.

New practical synthesis of indazoles via condensation of o-fluorobenzaldehydes and their O-methyloximes with hydrazine

Lukin, Kirill,Hsu, Margaret C.,Fernando, Dilinie,Leanna, M. Robert

, p. 8166 - 8172 (2007/10/03)

The reaction of o-fluorobenzaldehydes and their O-methyloximes with hydrazine has been developed as a new practical synthesis of indazoles. Utilization of the methyloxime derivatives of benzaldehydes (in the form of the major E-isomers) in this condensation effectively eliminated a competitive Wolf-Kishner reduction to fluorotoluenes, which was observed in the direct preparations of indazoles from aldehydes. Reaction of Z-isomers of methyloximes with hydrazine resulted in the formation of 3-aminoindazoles via a benzonitrile intermediate.

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