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1200-07-3

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1200-07-3 Usage

Description

4-Bromocinnamic acid is an organic compound characterized by its white solid appearance. It is a derivative of cinnamic acid with a bromine atom substitution at the 4th position, which imparts unique chemical properties to the molecule.

Uses

Used in Chemical Synthesis:
4-Bromocinnamic acid is used as a key intermediate in the synthesis of various organic compounds for different applications. Its reactivity and structural features make it a valuable building block in the preparation of complex molecules.
Used in Pharmaceutical Industry:
4-Bromocinnamic acid is used as a starting material for the synthesis of pharmaceutical compounds, such as (E)-β-bromo-4-bromostyrene, 2-amino-7-(piperidin-4-yl)isoquinoline, and brominated dansyl derivative (4-bromophenyl)-4-(5-(dimethylamino)naphthalene-1-sulfonamido)butanoic acid. These compounds have potential applications in the development of new drugs and therapeutic agents.
Used in Chemical Research:
Due to its unique chemical properties, 4-Bromocinnamic acid is also utilized in academic and industrial research for studying various chemical reactions and exploring new synthetic pathways. It serves as a model compound for understanding the behavior of similar molecules and their potential applications in various fields.

Check Digit Verification of cas no

The CAS Registry Mumber 1200-07-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,2,0 and 0 respectively; the second part has 2 digits, 0 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 1200-07:
(6*1)+(5*2)+(4*0)+(3*0)+(2*0)+(1*7)=23
23 % 10 = 3
So 1200-07-3 is a valid CAS Registry Number.
InChI:InChI=1/C9H7BrO2/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6H,(H,11,12)/p-1/b6-3+

1200-07-3 Well-known Company Product Price

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  • (Code)Product description
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  • Alfa Aesar

  • (A11503)  4-Bromocinnamic acid, predominantly trans, 98+%   

  • 1200-07-3

  • 5g

  • 257.0CNY

  • Detail
  • Alfa Aesar

  • (A11503)  4-Bromocinnamic acid, predominantly trans, 98+%   

  • 1200-07-3

  • 25g

  • 1015.0CNY

  • Detail
  • Alfa Aesar

  • (A11503)  4-Bromocinnamic acid, predominantly trans, 98+%   

  • 1200-07-3

  • 100g

  • 3446.0CNY

  • Detail

1200-07-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Bromocinnamic acid

1.2 Other means of identification

Product number -
Other names 4-BROMO CINNAMIC ACID

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:1200-07-3 SDS

1200-07-3Relevant articles and documents

Artificial Ligands of Streptavidin (ALiS): Discovery, Characterization, and Application for Reversible Control of Intracellular Protein Transport

Terai, Takuya,Kohno, Moe,Boncompain, Gaelle,Sugiyama, Shigeru,Saito, Nae,Fujikake, Ryo,Ueno, Tasuku,Komatsu, Toru,Hanaoka, Kenjiro,Okabe, Takayoshi,Urano, Yasuteru,Perez, Franck,Nagano, Tetsuo

, p. 10464 - 10467 (2015)

Artificial ligands of streptavidin (ALiS) with association constants of 106 M-1 were discovered by high-throughput screening of our chemical library, and their binding characteristics, including X-ray crystal structure of the streptavidin complex, were determined. Unlike biotin and its derivatives, ALiS exhibits fast dissociation kinetics and excellent cell permeability. The streptavidin-ALiS system provides a novel, practical compound-dependent methodology for repeated reversible cycling of protein localization between intracellular organella.

Design, synthesis and neuroprotective activities of novel cinnamide derivatives containing benzylpiperazine moiety

Zhong, Yan,Li, Xiaofeng,Zhang, Aixia,Xu, Yi,Li, Ping,Wu, Bin

, p. 1366 - 1373 (2018)

A new series of cinnamide derivatives 6a–l were synthesized by the reaction of acyl chlorides with various substituted benzylpiperazines. The structures were characterized by 1H NMR, 13C NMR, and HRMS. The potential neuroprotective activities of cinnamide analogs were evaluated in differentiated rat pheochromocytoma cells (PC12 cells) and in mice subjected to acute cerebral ischemia. Among the series, 6a, 6b, and 6c, featuring a 1,3-benzodioxole moiety, showed potent neuroprotection both in vivo and in vitro. The three compounds were selected and further studied to determine their mechanism of action. MTT assay, Hoechst 33342/PI double staining, and high content screening (HCS) revealed that pretreatment of the cells with 6a, 6b, and 6c has significantly decreased the extent of cell apoptosis in a dose-dependent manner. The results of western blot analysis demonstrated these compounds suppressed apoptosis of glutamate-induced PC12 cells via caspase-3 pathway. These compounds can be lead compounds for further discovery of neuroprotective agents for treating cerebral ischemic stroke.

A Simple and straightforward synthesis of cinnamic acids and ylidene malononitriles via knoevenagel condensation employing dabco as catalyst

Nagalakshmi,Diwakar,Govindh,Gopal Reddy,Venu,Bhargavi,Prasanna Devi,Murthy,Siddaiah

, p. 1561 - 1564 (2017)

An efficient method for the synthesis of substituted cinnamic acid and ylidene malanonitriles is developed via Knoevenagel condensation of aromatic aldehydes with malonic acid and malononitrile in the presence of catalytic amounts of DABCO. This method has many advantages, such as mild reaction conditions, excellent yields, short reaction times and no furthur purification required.

Diphenylamino-substituted tristyryl: Vs. triphenyl isocyanurates: Improved conjugation has minimal impact on two-photon absorption

Triadon, Amédée,Ngo Ndimba, Alphonsine,Richy, Nicolas,Amar, Anissa,Boucekkine, Abdou,Roisnel, Thierry,Cifuentes, Marie P.,Humphrey, Mark G.,Blanchard-Desce, Mireille,Mongin, Olivier,Paul, Frédéric

, p. 11289 - 11293 (2018)

This contribution reports the synthesis of C87H60N6O3 (3-NPh2), the tristyryl analogue of the triphenylisocyanurate C81H54N6O3 (2-NPh2) which was previously demonstrated to be an active two-photon absorber. Contrary to expectation, planarization and extension of the central π-system does not lead to a marked improvement of the two-photon absorption cross-section.

Dual Nickel/Ruthenium Strategy for Photoinduced Decarboxylative Cross-Coupling of α,β-Unsaturated Carboxylic Acids with Cycloketone Oxime Esters

Gao, Ang,Jiang, Run-Chuang,Liu, Chuang-Chuang,Liu, Qi-Le,Lu, Xiao-Yu,Xia, Ze-Jie

supporting information, p. 8829 - 8842 (2021/06/30)

Herein, a dual nickel/ruthenium strategy is developed for photoinduced decarboxylative cross-coupling between α,β-unsaturated carboxylic acids and cycloketone oxime esters. The reaction mechanism is distinct from previous photoinduced decarboxylation of α,β-unsaturated carboxylic acids. This reaction might proceed through a nickelacyclopropane intermediate. The C(sp2)-C(sp3) bond constructed by the aforementioned reaction provides an efficient approach to obtaining various cyanoalkyl alkenes, which are synthetically valuable organic skeletons in organic and medicinal chemistry, under mild reaction conditions. The protocol tolerates many critical functional groups and provides a route for the modification of complex organic molecules.

Design, Synthesis, and Anticancer Activity of Cinnamoylated Barbituric Acid Derivatives

Li, Peng-Xiao,Liu, Guo-Yun,Liu, Ren-Min,Liu, Yue,Mu, Wen-Wen,Sun, Ya-Lei,Yang, Jie

, (2022/01/13)

This work deals with the design and synthesis of 18 barbituric acid derivatives bearing 1,3-dimethylbarbituric acid and cinnamic acid scaffolds to find potent anticancer agents. The target molecules were obtained through Knoevenagel condensation and acylation reaction. The cytotoxicity was assessed by the MTT assay. Flowcytometry was performed to determine the cell cycle arrest, apoptosis, ROS levels and the loss of MMP. The ratios of GSH/GSSG and the MDA levels were determined by using UV spectrophotometry. The results revealed that introducing substitutions (CF3, OCF3, F) on the meta- of the benzyl ring of barbituric acid derivatives led to a considerable increase in the antiproliferative activities compared with that of corresponding ortho- and para-substituted barbituric acid derivatives. Mechanism investigation implied that the 1c could increase the ROS and MDA level, decrease the ratio of GSH/GSSG and MMP, and lead to cell cycle arrest. Further research is needed for structural optimization to enhance hydrophilicity, thereby improve the biological activity of these compounds.

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