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2-METHYL-5-NITRO-2H-INDAZOLE is a chemical compound characterized by the molecular formula C9H7N3O2. It is an organic compound that features a nitro group and an indazole ring, presenting as a yellow solid with a melting point of 190-192°C. 2-METHYL-5-NITRO-2H-INDAZOLE is utilized in the synthesis of various pharmaceutical compounds and is recognized for its potential biological activity, particularly as an inhibitor of certain enzymes. It plays a significant role in medicinal chemistry and pharmaceutical research, where it is employed for the development of new drugs and therapeutic agents.

5228-48-8

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5228-48-8 Usage

Uses

Used in Pharmaceutical Synthesis:
2-METHYL-5-NITRO-2H-INDAZOLE is used as a key intermediate in the synthesis of pharmaceutical compounds for its ability to be incorporated into the molecular structures of potential drugs. Its presence in these compounds can influence their pharmacological properties, making it a valuable component in drug design.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 2-METHYL-5-NITRO-2H-INDAZOLE is used as a research tool to explore its potential as a biologically active molecule. Its role as an enzyme inhibitor is of particular interest, as it can provide insights into the development of drugs that target specific enzymes related to various diseases.
Used in Drug Development:
2-METHYL-5-NITRO-2H-INDAZOLE is utilized in the development of new drugs and therapeutic agents due to its potential to modulate biological processes. Its incorporation into drug candidates can lead to the creation of novel treatments for a range of medical conditions, highlighting its importance in advancing pharmaceutical innovation.
Used in Enzyme Inhibition Studies:
In biological research, 2-METHYL-5-NITRO-2H-INDAZOLE is used as an inhibitor of certain enzymes, providing a means to study enzyme function and the effects of enzyme inhibition on cellular processes. This application is crucial for understanding the mechanisms of diseases and the development of enzyme-targeting therapies.
Each of these uses underscores the versatility and importance of 2-METHYL-5-NITRO-2H-INDAZOLE in the realm of pharmaceuticals and medical research, emphasizing its potential to contribute to the advancement of human health.

Check Digit Verification of cas no

The CAS Registry Mumber 5228-48-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,2,2 and 8 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 5228-48:
(6*5)+(5*2)+(4*2)+(3*8)+(2*4)+(1*8)=88
88 % 10 = 8
So 5228-48-8 is a valid CAS Registry Number.
InChI:InChI=1/C8H7N3O2/c1-10-5-6-4-7(11(12)13)2-3-8(6)9-10/h2-5H,1H3

5228-48-8 Well-known Company Product Price

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  • (Code)Product description
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  • Alfa Aesar

  • (B22360)  2-Methyl-5-nitro-2H-indazole, 98+%   

  • 5228-48-8

  • 0.25g

  • 213.0CNY

  • Detail
  • Alfa Aesar

  • (B22360)  2-Methyl-5-nitro-2H-indazole, 98+%   

  • 5228-48-8

  • 1g

  • 673.0CNY

  • Detail
  • Alfa Aesar

  • (B22360)  2-Methyl-5-nitro-2H-indazole, 98+%   

  • 5228-48-8

  • 5g

  • 2852.0CNY

  • Detail

5228-48-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Methyl-5-nitro-2H-indazole

1.2 Other means of identification

Product number -
Other names 2-methyl-5-nitroindazole

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:5228-48-8 SDS

5228-48-8Relevant academic research and scientific papers

New nitroindazolylacetonitriles: Efficient synthetic access: Via vicarious nucleophilic substitution and tautomeric switching mediated by anions

Eddahmi, Mohammed,Moura, Nuno M. M.,Bouissane, Latifa,Gamouh, Ahmed,Faustino, Maria A. F.,Cavaleiro, José A. S.,Paz, Filipe A. A.,Mendes, Ricardo F.,Lodeiro, Carlos,Santos, Sérgio M.,Neves, Maria G. P. M. S.,Rakib, El Mostapha

, p. 14355 - 14367 (2019/09/30)

New N-Alkyl-nitroindazolylacetonitriles were efficiently obtained via vicarious nucleophilic substitution of N-methyl-nitroindazoles with 4-chlorophenoxyacetonitrile. All compounds were fully characterized by NMR and mass spectroscopy techniques and the structures of some of them were additionally confirmed by X-ray diffraction analysis data. Tautomeric switching was observed in this series of nitroindazolylacetonitriles upon addition of basic anions followed by UV-Vis spectrophotometric and 1H-NMR titrations. The formation of tautomeric species induced by anionic species was endorsed by Density Functional Theory calculations.

INHIBITORS OF LYSINE SPECIFIC DEMETHYLASE-1

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Paragraph 00146, (2016/01/25)

The present invention relates generally to compositions and methods for treating cancer and neoplastic disease. Provided herein are substituted heterocyclic derivative compounds and pharmaceutical compositions comprising said compounds. The subject compou

HEPARAN SULFATE BIOSYNTHESIS INHIBITORS FOR THE TREATMENT OF DISEASES

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Paragraph 000406, (2016/05/02)

Described herein are compounds of Formula I, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or conditions in need of inhibition of heparan sulfate biosynthesis.

SnCl2/EtOH-mediated Synthesis of Novel 4-Ethoxy-and 4-Chloroindazoles Bearing Sulfonamide Moieties

Chicha, Hakima,Bouissane, Latifa,El Ammari, Lahcen,Saadi, Mohamed,Baltas, Michel,El Mostapha, Rakib

supporting information, p. 2005 - 2013 (2015/08/18)

The treatment of N-alkyl-5-nitroindazole with stannous chloride in ethanol, aftercoupling of the obtained amines with arylsulfonyl chloride in pyridine, gave the new 4-ethoxy-and 4-chloroindazoles bearing sulfonamide in moderate to good yields. Chlorinati

THIENO[3,2-D]PYRIMIDINE DERIVATIVES HAVING INHIBITORY ACTIVITY FOR PROTEIN KINASES

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Paragraph 0659; 0668, (2015/01/06)

Provided are a thieno[3,2-d]pyrimidine derivative of formula (I) or a pharmaceutically acceptable salt thereof having inhibitory activity for protein kinase, and a pharmaceutical composition comprising same for prevention and treatment of abnormal cell growth diseases.

THIENO[3,2-d]PYRIMIDINE DERIVATIVES HAVING INHIBITORY ACTIVITY FOR PROTEIN KINASES

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Page/Page column 94; 95; 96, (2013/07/19)

Provided are a thieno[3,2-d]pyrimidine derivative of formula (I) or a pharmaceutically acceptable salt thereof having inhibitory activity for protein kinase, and a pharmaceutical composition comprising same for prevention and treatment of abnormal cell growth diseases

Regioselective methylation of indazoles using methyl 2,2,2- trichloromethylacetimidate

Baddam, Sudhakar Reddy,Uday Kumar,Panasa Reddy,Bandichhor, Rakeshwar

supporting information, p. 1661 - 1663 (2013/03/29)

An efficient and regio selective synthesis of substituted 2-methyl-2H-indazoles using a methyl 2,2,2-trichloroacetimidate is described.

An expedient, regioselective synthesis of novel 2-alkylamino- and 2-alkylthiothiazolo[5,4-e]- and -[4,5-g]indazoles and their anticancer potential

Chakrabarty, Manas,Kundu, Taraknath,Arima, Shiho,Harigaya, Yoshihiro

, p. 6711 - 6723 (2008/12/20)

Several novel 2-alkylamino- and 2-alkylthiothiazolo[5,4-e]- and -[4,5-g]indazoles and their 6-alkyl and 8-alkyl derivatives have been synthesised in high overall yields starting from 5-nitro and 6-nitroindazoles in a three-step route involving the regioselective cyclisation of thioureidoindazoles and indazolyl dithiocarbamates as the key steps. Some assorted thiazoloindazoles have been screened for anticancer properties, which demonstrated the anticancer potential of at least one product, justifying its further follow-up.

Reduction of nitroindazoles: Preparation of new amino and chloroamino derivatives

Miloudi, Abdellah,El Abed, Douniazed,Boyer, Gerard,Galy, Jean-Pierre

, p. 2595 - 2605 (2008/02/04)

The synthesis of chloroaminoindazoles by the reduction of the nitro group of indazoles using stannous chloride in alcoholic acid solution is reported. Using catalytic hydrogenation with palladium the expected reduction to amino-indazoles occur.{A figure is presented}. Indazole Nitro Reduction Chlorination Aminochloroindazole Heterocycle.

Efficient and regioselective synthesis of 2-alkyl-2H-indazoles

Cheung, Mui,Boloor, Amogh,Stafford, Jeffrey A.

, p. 4093 - 4095 (2007/10/03)

An efficient and regioselective synthesis of 2-methyl-2H-indazoles and 2-ethyl-2H-indazoles using trimethyloxonium tetrafluoroborate or triethyloxonium hexafluorophosphate is reported.

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