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3-Aminocarbonylphenylboronic acid, pinacol ester is a boronic acid derivative that plays a significant role in organic synthesis and medicinal chemistry. It is characterized by the presence of a boron atom attached to a phenyl group and a pinacol (2,3-dimethyl-2,3-butanediol) ester group. 3-AMINOCARBONYLPHENYLBORONIC ACID, PINACOL ESTER is recognized for its versatility as a building block in the synthesis of a wide array of organic compounds, including pharmaceuticals and agrochemicals. Its boronic acid functionality allows it to engage in reactions with various nucleophiles, making it a valuable reagent in the field of organic chemistry.

188665-74-9

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188665-74-9 Usage

Uses

Used in Organic Synthesis:
3-Aminocarbonylphenylboronic acid, pinacol ester is used as a versatile building block for the synthesis of various organic compounds. Its ability to react with a range of nucleophiles makes it an essential component in the creation of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-Aminocarbonylphenylboronic acid, pinacol ester is utilized as a key intermediate in the development of new drugs. Its unique chemical properties facilitate the synthesis of bioactive molecules with potential therapeutic applications.
Used in Agrochemical Industry:
3-Aminocarbonylphenylboronic acid, pinacol ester is also employed in the agrochemical sector, where it serves as a precursor for the synthesis of agrochemicals, such as pesticides and herbicides, that are designed to protect crops and enhance agricultural productivity.
Used in Cancer Research and Treatment:
3-Aminocarbonylphenylboronic acid, pinacol ester has been studied for its potential applications in the treatment of cancer and other diseases. Its unique chemical structure allows for the development of targeted therapies that can selectively interact with cancer cells, offering a promising avenue for the advancement of cancer treatment strategies.

Check Digit Verification of cas no

The CAS Registry Mumber 188665-74-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,8,8,6,6 and 5 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 188665-74:
(8*1)+(7*8)+(6*8)+(5*6)+(4*6)+(3*5)+(2*7)+(1*4)=199
199 % 10 = 9
So 188665-74-9 is a valid CAS Registry Number.
InChI:InChI=1/C13H18BNO3/c1-12(2)13(3,4)18-14(17-12)10-7-5-6-9(8-10)11(15)16/h5-8H,1-4H3,(H2,15,16)

188665-74-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-Aminocarbonylphenylboronic acid, pinacol ester

1.2 Other means of identification

Product number -
Other names 3-Carbamoylphenylboronic acid pinacol ester

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:188665-74-9 SDS

188665-74-9Relevant academic research and scientific papers

Design, synthesis and biological evaluation of 1H-indazole derivatives as novel ASK1 inhibitors

Hou, Shaohua,Yang, Xiping,Yang, Yuejing,Tong, Yu,Chen, Quanwei,Wan, Boheng,Wei, Ran,Lu, Tao,Chen, Yadong,Hu, Qinghua

, (2021/05/10)

Apoptosis signal-regulating kinase 1 (ASK1, MAP3K5), a member of the mitogen-activated protein kinase (MAPK) signaling pathway, is involved in cell survival, differentiation, stress response, and apoptosis. ASK1 kinase inhibition has emerged as a promisin

Amide Effects in C?H Activation: Noncovalent Interactions with L-Shaped Ligand for meta Borylation of Aromatic Amides

Bisht, Ranjana,Hoque, Md Emdadul,Chattopadhyay, Buddhadeb

supporting information, p. 15762 - 15766 (2018/11/10)

A new concept for the meta-selective borylation of aromatic amides is described. It has been demonstrated that while esters gave para borylations, amides lead to meta borylations. For achieving high meta selectivity, an L-shaped bifunctional ligand has been employed and engages in an O???K noncovalent interaction with the oxygen atom of the moderately distorted amide carbonyl group. This interaction provides exceptional control for meta C?H activation/borylation.

Noncovalent Interactions in Ir-Catalyzed C-H Activation: L-Shaped Ligand for Para-Selective Borylation of Aromatic Esters

Hoque, Md Emdadul,Bisht, Ranjana,Haldar, Chabush,Chattopadhyay, Buddhadeb

supporting information, p. 7745 - 7748 (2017/06/21)

An efficient strategy for the para-selective borylation of aromatic esters is described. For achieving high para-selectivity, a new catalytic system has been developed modifying the core structure of the bipyridine. It has been proposed that the L-shaped ligand is essential to recognize the functionality of the oxygen atom of the ester carbonyl group via noncovalent interaction, which provides an unprecedented controlling factor for para-selective C-H activation/borylation.

Synthesis and antitumor activities evaluation of m-(4-morpholinoquinazolin-2-yl)benzamides in vitro and in vivo

Wang, Xiao-Meng,Xin, Min-Hang,Xu, Jing,Kang, Bo-Rui,Li, Yan,Lu, She-Min,Zhang, San-Qi

, p. 382 - 395 (2015/05/05)

In the present study, a series of m-(4-morpholinoquinazolin-2-yl)benzamides were designed, synthesized and characterized. The antiproliferative activities of the synthesized compounds were evaluated against two human cell lines (HCT-116 and MCF-7). Compounds with IC50 values below 4 μM were further evaluated against U-87 MG and A549 cell lines. Among these evaluated compounds, compound T10 displayed a remarkable antiproliferative effect in vitro. The hoechst staining assay showed that compound T10 caused morphological changes. The cell cycle and apoptosis assay further indicated that compound T10 can arrest HCT-116 cells in G2/M and G0/G1 phase and induce apoptosis. PI3K enzyme assays indicated that compounds T7 and T10 selectively inhibit PI3K±. A Western bolt assay further suggested that compound T10 can block the PI3K/Akt/mTOR pathway. Moreover, compound T10 inhibited tumor growth on a mice S180 homograft model. These findings directly identify m-(4-morpholinoquinazolin-2-yl)benzamide derivatives as novel anticancer agents.

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