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5-BROMO-3-METHYL-1H-INDAZOLE is a heterocyclic aromatic compound belonging to the indazole family. It is a derivative of indazole, featuring a bromine atom at the 5-position and a methyl group at the 3-position. This chemical compound is known for its unique chemical structure and reactivity, making it a valuable building block in the synthesis of pharmaceuticals and agrochemicals.

552331-16-5

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552331-16-5 Usage

Uses

Used in Pharmaceutical Industry:
5-BROMO-3-METHYL-1H-INDAZOLE is used as a building block for the synthesis of various pharmaceuticals due to its unique chemical structure and reactivity. It contributes to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical industry, 5-BROMO-3-METHYL-1H-INDAZOLE serves as a key component in the synthesis of agrochemicals, such as pesticides and herbicides. Its incorporation enhances the effectiveness of these products in controlling pests and weeds.
Used in Antiviral and Antibacterial Applications:
5-BROMO-3-METHYL-1H-INDAZOLE has been studied for its potential biological activities, including its role as an antiviral and antibacterial agent. Its unique chemical properties allow it to target and inhibit the replication of viruses and bacteria, making it a promising candidate for the development of new antiviral and antibacterial treatments.
Used in Materials Science:
5-BROMO-3-METHYL-1H-INDAZOLE has been investigated for its use in materials science due to its unique chemical structure. Its properties can be harnessed to develop new materials with specific characteristics, such as improved stability, reactivity, or conductivity.
Used in Organic Synthesis:
In the field of organic synthesis, 5-BROMO-3-METHYL-1H-INDAZOLE is utilized as a versatile intermediate for the synthesis of various organic compounds. Its reactivity and structural features enable the formation of a wide range of products with diverse applications in various industries.

Check Digit Verification of cas no

The CAS Registry Mumber 552331-16-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 5,5,2,3,3 and 1 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 552331-16:
(8*5)+(7*5)+(6*2)+(5*3)+(4*3)+(3*1)+(2*1)+(1*6)=125
125 % 10 = 5
So 552331-16-5 is a valid CAS Registry Number.
InChI:InChI=1/C8H7BrN2/c1-5-7-4-6(9)2-3-8(7)11-10-5/h2-4H,1H3,(H,10,11)

552331-16-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-Bromo-3-Methyl-1H-Indazole

1.2 Other means of identification

Product number -
Other names 5-bromo-3-methyl-2H-indazole

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:552331-16-5 SDS

552331-16-5Relevant academic research and scientific papers

THYROID HORMONE RECEPTOR BETA AGONIST COMPOUNDS

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Paragraph 0126, (2021/03/05)

Provided herein are compounds, preferably thyroid hormone receptor beta (THR beta) agonist compounds, compositions thereof, and methods of their preparation, and methods of agonizing THR beta and methods for treating disorders mediated by THR beta.

Design, Synthesis, and Pharmacological Evaluation of Novel Multisubstituted Pyridin-3-amine Derivatives as Multitargeted Protein Kinase Inhibitors for the Treatment of Non-Small Cell Lung Cancer

Zhu, Wei,Chen, Hui,Wang, Yulan,Wang, Jiang,Peng, Xia,Chen, Xianjie,Gao, Yinglei,Li, Chunpu,He, Yulong,Ai, Jing,Geng, Meiyu,Zheng, Mingyue,Liu, Hong

, p. 6018 - 6035 (2017/08/02)

A novel series of pyridin-3-amine derivatives were designed, synthesized, and evaluated as multitargeted protein kinase inhibitors for the treatment of non-small cell lung cancer (NSCLC). Hit 1 was first disclosed by in silico screening against fibroblast

A 1H-indazole derivatives preparation method

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Paragraph 0033; 0034, (2017/02/24)

The invention provides a method for preparing 3-methyl-5-R-1H-indazole easily, safely and efficiently without performing any hydrazine hydrate reflux heating reaction or purifying a product and making the product pass through a column. The method at least comprises the following steps of: a, performing a diazo-reaction on 2-amino-5-R-hypnone serving as a raw material or an intermediate under the condition of an acid solution to generate a diazo salt; b, slowly adding a stannous chloride-hydrate hydrochloric acid solution into the diazo salt obtained in the step a for reacting to generate a 3-methyl-5-R-1H-indazole solution; and c, cooling the solution obtained in the step b under the condition that the pH value is 8-9, and precipitating a product out, wherein R in the steps above represents H or a halogen element.

DGAT1 INHIBITOR AND PREPARATION METHOD AND USE THEREOF

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, (2016/08/23)

The present invention discloses a novel DGAT1 inhibitor, especially the compound of formula (I) or a pharmaceutically acceptable salt thereof, preparation and pharmaceutical composition thereof, as well as their uses in the preparation of a medicament for the prevention and treatment of Familial hyperchylomicronemia (FCS), obesity, hyperlipoproteinemia or hypertriglyceridemia.

HETEROCYCLIC COMPOUNDS FOR THE INHIBITION OF PASK

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Paragraph 0175, (2014/05/24)

Disclosed herein are new heterocyclic compounds and compositions and their application as pharmaceuticals for the treatment of disease. Methods of inhibiting PAS Kinase (PASK) activity in a human or animal subject are also provided for the treatment of diseases such as diabetes mellitus.

PYRIDOPYRAZINES AS ANTICANCER AGENTS

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Page/Page column 12, (2014/07/22)

The present invention relates to pyridopyrazine derivatives and solvates, hydrates and pharmaceutically acceptable salts thereof, the use of them in the prevention and/or the treatment of cancer diseases, as well as pharmaceutical compositions containing at least one of them as pharmaceutically active agent(s) together with pharmaceutically acceptable carrier, excipient and/or diluents, especially for the prevention and/or treatment of cancer diseases.˙

HETEROCYCLIC COMPOUNDS FOR THE INHIBITION OF PASK

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Page/Page column 100-101, (2012/09/21)

Disclosed herein are new heterocyclic compounds and compositions and their application as pharmaceuticals for the treatment of disease. Methods of inhibiting PAS Kinase (PASK) activity in a human or animal subject are also provided for the treatment of diseases such as diabetes mellitus.

Maximizing lipophilic efficiency: The use of Free-Wilson analysis in the design of inhibitors of acetyl-CoA carboxylase

Freeman-Cook, Kevin D.,Amor, Paul,Bader, Scott,Buzon, Leanne M.,Coffey, Steven B.,Corbett, Jeffrey W.,Dirico, Kenneth J.,Doran, Shawn D.,Elliott, Richard L.,Esler, William,Guzman-Perez, Angel,Henegar, Kevin E.,Houser, Janet A.,Jones, Christopher S.,Limberakis, Chris,Loomis, Katherine,McPherson, Kirk,Murdande, Sharad,Nelson, Kendra L.,Phillion, Dennis,Pierce, Betsy S.,Song, Wei,Sugarman, Eliot,Tapley, Susan,Tu, Meihua,Zhao, Zhengrong

supporting information; experimental part, p. 935 - 942 (2012/03/11)

This paper describes the design and synthesis of a novel series of dual inhibitors of acetyl-CoA carboxylase 1 and 2 (ACC1 and ACC2). Key findings include the discovery of an initial lead that was modestly potent and subsequent medicinal chemistry optimization with a focus on lipophilic efficiency (LipE) to balance overall druglike properties. Free-Wilson methodology provided a clear breakdown of the contributions of specific structural elements to the overall LipE, a rationale for prioritization of virtual compounds for synthesis, and a highly successful prediction of the LipE of the resulting analogues. Further preclinical assays, including in vivo malonyl-CoA reduction in both rat liver (ACC1) and rat muscle (ACC2), identified an advanced analogue that progressed to regulatory toxicity studies.

2-Aminothiadiazole inhibitors of AKT1 as potential cancer therapeutics

Zeng, Qingping,Bourbeau, Matthew P.,Wohlhieter, G. Erich,Yao, Guomin,Monenschein, Holger,Rider, James T.,Lee, Matthew R.,Zhang, Shiwen,Lofgren, Julie,Freeman, Daniel,Li, Chun,Tominey, Elizabeth,Huang, Xin,Hoffman, Douglas,Yamane, Harvey,Tasker, Andrew S.,Dominguez, Celia,Viswanadhan, Vellarkad N.,Hungate, Randall,Zhang, Xiaoling

scheme or table, p. 1652 - 1656 (2010/07/15)

A series of 2-aminothiadiazole of inhibitors of AKT1 is described. SAR relationships are discussed, along with selectivity for protein kinase A (PKA) and cyclin-dependent kinase 2 (CDK2). Moderate selectivity observed in several compounds for AKT1 versus PKA is rationalized by X-ray crystallographic analysis. Key compounds showed activity in cellular assays measuring phosphorylation of two AKT substrates, PRAS40 and FKHRL1. Compound 30 was advanced to a mouse liver PD assay, where it showed dose-dependent inhibition of AKT activity, as measured by the inhibition of phospho-PRAS40.

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