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(2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER is an organic compound that serves as an intermediate in the synthesis of various boronic acid derivatives. It is characterized by its unique chemical structure, which includes a boron atom bonded to a phenyl group and a bromomethyl group, as well as a pinacol ester group. (2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER is known for its reactivity and versatility in chemical reactions, making it a valuable building block in the development of new pharmaceuticals and other applications.

377780-72-8

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377780-72-8 Usage

Uses

Used in Pharmaceutical Industry:
(2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER is used as an intermediate for the synthesis of [(fluorophenylcarbamoyl)pyridinylsulfanylmethyl]phenylboronic acid, which is a key component in the development of novel pharmaceuticals. (2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER has potential applications in the treatment of various diseases and conditions due to its unique chemical properties and reactivity.
Used in Drug Development:
(2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER is also used as a noncompetitive boronic acid antagonist of CXCR1 and CXCR2. These are chemokine receptors that play a role in various immune responses and inflammatory processes. By acting as an antagonist, (2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER can potentially modulate these receptors and be used in the development of drugs targeting conditions related to immune system dysregulation and inflammation.

Check Digit Verification of cas no

The CAS Registry Mumber 377780-72-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,7,7,7,8 and 0 respectively; the second part has 2 digits, 7 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 377780-72:
(8*3)+(7*7)+(6*7)+(5*7)+(4*8)+(3*0)+(2*7)+(1*2)=198
198 % 10 = 8
So 377780-72-8 is a valid CAS Registry Number.
InChI:InChI=1/C13H18BBrO2/c1-12(2)13(3,4)17-14(16-12)11-8-6-5-7-10(11)9-15/h5-8H,9H2,1-4H3

377780-72-8 Well-known Company Product Price

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  • TCI America

  • (T3393)  2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl Bromide  >98.0%(GC)(T)

  • 377780-72-8

  • 1g

  • 1,680.00CNY

  • Detail
  • TCI America

  • (T3393)  2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl Bromide  >98.0%(GC)(T)

  • 377780-72-8

  • 5g

  • 5,890.00CNY

  • Detail
  • Alfa Aesar

  • (H53217)  2-(Bromomethyl)benzeneboronic acid pinacol ester, 98%   

  • 377780-72-8

  • 250mg

  • 613.0CNY

  • Detail
  • Alfa Aesar

  • (H53217)  2-(Bromomethyl)benzeneboronic acid pinacol ester, 98%   

  • 377780-72-8

  • 1g

  • 1862.0CNY

  • Detail
  • Aldrich

  • (716235)  2-Bromomethylphenylboronicacidpinacolester  95%

  • 377780-72-8

  • 716235-1G

  • 1,769.04CNY

  • Detail

377780-72-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Bromomethylphenylboronic acid, pinacol ester

1.2 Other means of identification

Product number -
Other names 2-Bromomethylphenylboronic 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:377780-72-8 SDS

377780-72-8Relevant academic research and scientific papers

Mononuclear Copper(I) complexes based on phenanthroline derivatives P^N^N^P tetradentate ligands: Syntheses, crystal structure, photochemical properties

Chen, Hao,Xu, Liang-Xuan,Yan, Li-Juan,Liu, Xue-Fen,Xu, Dan-Dan,Yu, Xiao-Cong,Fan, Jin-Xuan,Wu, Qing-An,Luo, Shu-Ping

, (2019/11/26)

Two novel heteroleptic Cu(I) complexes with the single tetradentate ligands have been designed and synthesized from phenanthroline. The complexes having one copper structure were fully characterized by NMR, ESI-MS and the single-crystal X-ray structures. Their photoelectric chemical properties were investigated by using cyclic voltammetry, UV/vis and fluorescence spectroscopy. Compared with the classic Cu(P^P)(N^N) complexes, this distorted tetrahedral coordination structure of Cu(P^N^N^P) complexes showed a wider excitation wavelength and a red-shifted about 100 nm emission peak, due to the link function between phenanthroline and phosphorus ligands. Moreover, the copper complex B having the naphthyl link groups displayed high red-emissive photoluminescence quantum efficiency (PLQY), which was up to 3.8%.

Phenanthroline tetradentate copper complex and preparation method and application thereof

-

Paragraph 0042-0045, (2020/05/30)

The invention relates to a phenanthroline PNNP type tetradentate copper complex and a preparation method thereof, and application of the phenanthroline PNNP type tetradentate copper complex in the field of photocatalysis. The invention discloses the phenanthroline-derived PNNP type tetradentate copper complex as shown in a formula (I) which is described in the specification. According to the preparation method, compounds as shown in formulas (III), (IV) and (V) which are described in the specification are subjected to a series of six-step reactions including a boric acid esterification reaction, a halogenation reaction, a nucleophilic substitution reaction, a Suzuki coupling reaction, a reduction reaction and an in-situ copper coordination reaction to obtain the target phenanthroline tetradentate copper complex. The phenanthroline tetradentate copper complex can be applied to the fields of photosensitive materials, catalytic materials and the like.

PHARMACEUTICALLY ACTIVE PYRAZOLO-TRIAZINE AND/OR PYRAZOLO-PYRIMIDINE DERIVATIVES

-

Page/Page column 33; 50; 52, (2019/11/04)

The present invention relates to pyrazolo [1,5 -a] [1,3,5 ]triazine and pyrazolo[1,5-a] pyrimidine derivatives and/or pharmaceutically acceptable salts thereof, the use of these derivatives as pharmaceutically active agents, especially for the prophylaxis and/or treatment of cell proliferative diseases, inflammatory diseases, immunological diseases, cardiovascular diseases and infectious diseases. Furthermore, the present invention is directed towards pharmaceutical compositions containing at least one of the pyrazo lo [1,5-a][1,3,5 ]triazine and pyrazolo [1,5-a]pyrimidine derivatives and/or pharmaceutically acceptable salts thereof.

Naphthalimide-based fluorescent nanoprobes for the detection of saccharides

Qiao, Zichun,Chen, Zhaoyang,Zhang, Shuo,Cui, Zepeng,Xu, Zhuoran,Zhang, Weibing,Qian, Junhong

, p. 16428 - 16435 (2018/10/24)

Three kinds of fluorescent nano probes SN-A, SN-B and SN-C, based on the photo-induced electron transfer mechanism, were synthesized for the detection of saccharides, in which small fluorescent probes with 1,8-naphthalimide as the fluorophore and phenylboronic acid as the receptor were covalently bound to SiO2 nanoparticles. The fluorescent nano particles were characterized by TEM, IR, UV-Vis and fluorescence spectra. The results showed that the particle diameter exerted a significant influence on the performance of the nanoprobes; however, the length of the linker affected the spectral response to a much lesser extent. The fluorescence intensity at 530 nm (I530) of SN-B exhibited a good linear relationship with the fructose/sorbitol concentration and was employed in the detection of the fructose content in drinks.

Glucose selective bis-boronic acid click-fluor

Zhai, Wenlei,Male, Louise,Fossey, John S.

, p. 2218 - 2221 (2017/02/23)

Four novel bis-boronic acid compounds were synthesised via copper catalysed azide-alkyne cycloaddition (CuAAC) reactions. Glucose selectivity was observed for a particular structural motif. Moreover, a new glucose selective fluorescent sensor was designed

Phenyl borate compound and benzoyl peroxide detection kit containing same

-

Paragraph 0058; 0063; 0064; 0065; 0066; 0067; 0068, (2017/12/27)

The invention relates to the technical field of benzoyl peroxide detection and in particular relates to a phenyl borate compound and a benzoyl peroxide detection kit containing the same. The benzoyl peroxide detection kit comprises a reagent stock solution a and a reagent stock solution b, wherein the reagent stock solution a is a phosphate buffer solution of ethanol, which has the pH (Potential of Hydrogen) value of 6 to 8; the reagent stock solution b is an organic solvent solution of the phenyl borate compound. The reagent stock solution b in the benzoyl peroxide detection kit provided by the invention has relatively weak fluorescence; after the reagent stock solution b reacts with benzoyl peroxide, the fluorescence intensity is remarkably enhanced and strong absorption is generated at a part with the wavelength of 690nm to 750nm; the fluorescence is remarkably enhanced at the part with the wavelength of 706nm; a fluorescence emission waveband is a near-infrared light region and has less background interference, so that the accuracy and the sensitivity are relatively high; a fluorescent probe has specificity on the benzoyl peroxide and is free from interference of other common inorganic salt ions and oxidization species.

Naphthalimide-based fluorescent photoinduced electron transfer sensors for saccharides

Liu, Shanshan,Bai, Hongyan,Sun, Qian,Zhang, Weibing,Qian, Junhong

, p. 2837 - 2843 (2015/02/05)

The design and synthesis of two novel fluorescent sensors based on the photoinduced electron transfer (PET) mechanism for the detection of saccharides in aqueous medium is described. These sensors are based on the 4-amino-1,8-naphthalimide fluorophore, wh

Substituent effects on oxidation-induced formation of quinone methides from arylboronic ester precursors

Cao, Sheng,Christiansen, Robin,Peng, Xiaohua

, p. 9050 - 9058 (2013/07/26)

A series of arylboronic esters containing different aromatic substituents and various benzylic leaving groups (Br or N+Me3Br -) have been synthesized. The substituent effects on their reactivity with H2O2 and formation of quinone methide (QM) have been investigated. NMR spectroscopy and ethyl vinyl ether (EVE) trapping experiments were used to determine the reaction mechanism and QM formation, respectively. QMs were not generated during oxidative cleavage of the boronic esters but by subsequent transformation of the phenol products under physiological conditions. The oxidative deboronation is facilitated by electron-withdrawing substituents, such as aromatic F, NO2, or benzylic N+Me 3Br-, whereas electron-donating substituents or a better leaving group favor QM generation. Compounds containing an aromatic CH 3 or OMe group, or a good leaving group (Br), efficiently generate QMs under physiological conditions. Finally, a quantitative relationship between the structure and activity has been established for the arylboronic esters by using a Hammett plot. The reactivity of the arylboronic acids/esters and the inhibition or facilitation of QM formation can now be predictably adjusted. This adjustment is important as some applications may benefit and others may be limited by QM generation. Tunable quinone methide formation: Aromatic substituents and the benzylic leaving group strongly affect the H 2O2-induced formation of quinone methides (QMs) from arylboronic esters (see scheme). The reactivity of arylboronic esters can be predictably adjusted by varying substituents. Copyright

"Click-fluors": Modular fluorescent saccharide sensors based on a 1,2,3-triazole ring

Scrafton, David K.,Taylor, James E.,Mahon, Mary F.,Fossey, John S.,James, Tony D.

, p. 2871 - 2874 (2008/09/19)

(Chemical Equation Presented) A carbohydrate sensing "click- fluor" is reported which displays a nontypical binding preference with sample saccharides. That a fluorescent sensor is generated as a result of triazole formation (click reaction), rather than

Inhibition of RANTES/CCR1-mediated chemotaxis by cosalane and related compounds

Howard,Dong, Hui Fang,Oppenheim, Joost J.,Insaf, Shabana,Santhosh, Kalpathy C.,Paul, Gitendra,Cushman, Mark

, p. 59 - 62 (2007/10/03)

The anti-HIV agent cosalane and several of its analogues inhibited RANTES-induced migration of human monocytes, but they did not inhibit migration induced by MIP1α or MIP1β. RANTES-induced migration of single receptor CCR1-HEK transfectants was also inhib

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