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2-Methylindazole-5-boronic acid pinacol ester is a boronic acid derivative characterized by its unique structure and versatile applications in organic synthesis and medicinal chemistry. It is recognized for its role as a building block in the preparation of pharmaceutical compounds and agrochemicals, with the pinacol ester group providing stability and enhancing the reactivity of the boronic acid. This makes it a valuable reagent for Suzuki-Miyaura cross-coupling reactions and a promising candidate for enzyme inhibition and fluorescent probe applications in biological imaging studies.

1189746-27-7

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1189746-27-7 Usage

Uses

Used in Organic Synthesis:
2-Methylindazole-5-boronic acid pinacol ester is used as a building block for the synthesis of various pharmaceutical compounds and agrochemicals, leveraging its stability and reactivity to facilitate the creation of complex organic molecules.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 2-Methylindazole-5-boronic acid pinacol ester is used as a reagent in Suzuki-Miyaura cross-coupling reactions, which are crucial for the formation of carbon-carbon bonds in the synthesis of biologically active molecules.
Used as an Enzyme Inhibitor:
2-Methylindazole-5-boronic acid pinacol ester is utilized as an inhibitor of various enzymes, demonstrating its potential in the development of drugs targeting specific enzymatic pathways.
Used in Biological Imaging Studies:
As a fluorescent probe, 2-Methylindazole-5-boronic acid pinacol ester is employed in biological imaging to visualize and study cellular processes and interactions, contributing to a deeper understanding of biological systems.
Used in Chemical Biology:
Its unique structure and applications make 2-Methylindazole-5-boronic acid pinacol ester a valuable tool in chemical biology, where it aids in the exploration of molecular interactions and the development of new chemical probes and therapeutic agents.

Check Digit Verification of cas no

The CAS Registry Mumber 1189746-27-7 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,1,8,9,7,4 and 6 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 1189746-27:
(9*1)+(8*1)+(7*8)+(6*9)+(5*7)+(4*4)+(3*6)+(2*2)+(1*7)=207
207 % 10 = 7
So 1189746-27-7 is a valid CAS Registry Number.

1189746-27-7 Well-known Company Product Price

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  • Aldrich

  • (SYX00057)  2-Methyl-2H-indazole-5-boronic acid pinacol ester  AldrichCPR

  • 1189746-27-7

  • SYX00057-1G

  • 3,221.01CNY

  • Detail

1189746-27-7SDS

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 2-Methylindazole-5-boronic acid pinacol ester

1.2 Other means of identification

Product number -
Other names 2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-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:1189746-27-7 SDS

1189746-27-7Downstream Products

1189746-27-7Relevant academic research and scientific papers

Discovery of N-(4-(3-isopropyl-2-methyl-2 H-indazol-5-yl)pyrimidin-2-yl)-4-(4-methylpiperazin-1-yl)quinazolin-7-amine as a Novel, Potent, and Oral Cyclin-Dependent Kinase Inhibitor against Haematological Malignancies

Huang, Jianhang,Wang, Xinren,Dong, Ruinan,Liu, Xiaoyue,Li, Hongmei,Zhang, Tianyi,Xu, Junyu,Liu, Chenhe,Zhang, Yanmin,Hou, Shaohua,Tang, Weifang,Lu, Tao,Chen, Yadong

, p. 12548 - 12571 (2021/09/11)

Hematologic malignancies (HM) start in blood forming tissue or in the cells of the immune system. Cyclin-dependent kinases (CDKs) regulate cell cycle progression, and some of them control cellular transcription. CDK inhibition can trigger apoptosis and could be particularly useful in hematological malignancies. Herein, we describe our efforts toward the discovery of a novel series of quinazoline derivatives as CDK inhibitors. Intensive structural modifications lead to the identification of compound 37d as the most active inhibitors of CDKs 1, 2, 4, 8 and 9 with balancing potency and selectivity against CDKs. Further biological studies revealed that compound 37d can arrest the cell cycle and induce apoptosis via activating PARP and caspase 3. More importantly, compound 37d showed good antitumor efficacy in multiple HM mice xenograft models with no obvious toxicity. These results indicated that CDK 1, 2, 4, 8, and 9 inhibitors could be potentially used to treat certain hematologic malignancies.

HETEROBICYCLIC COMPOUNDS FOR INHIBITING THE ACTIVITY OF SHP2

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Paragraph 0577-0579; 0580; 0581, (2020/02/16)

A compound of formula (I):wherein Ring A, Q, R1,R2, R3, R4, R5, R6, R7, R8, R9, R10, R11,X, a,b, c and d are as defined in the specification.

SUBSTITUTED QUINOXALINE DERIVATIVES

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Page/Page column 244; 345, (2016/12/01)

The present invention relates to substituted quinoxaline derivatives. These compounds are useful for the prevention and/or treatment of several medical conditions including hyperproliferative disorders and diseases.

Heterocyclic compound with Wnt signal path inhibitory activity and application thereof

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, (2016/10/08)

The invention provides a heterocyclic compound with Wnt signal path inhibitory activity. The heterocyclic compound and chemically acceptable salt, isotope, isomer and a crystal structure thereof are provided with a structure shown as the general formula I (see the formula in the description). The invention further provides application of the heterocyclic compound with the Wnt signal path inhibitory activity. The heterocyclic compound with the Wnt signal path inhibitory activity serves as effective antagonist of a Wnt signal path, and can be used for treating or preventing diseases caused by abnormity of the Wnt signal path.

3-INDAZOLYL-4-PYRIDYLISOTHIAZOLES

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Page/Page column 6, (2009/10/18)

The present invention provides 3-indazoyl-4-pyridylisothiazoles or a pharmaceutically acceptable salt thereof, pharmaceutical compositions thereof, and methods of using the same, as well as processes for preparing the same, and intermediates thereof.

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