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Key Documents

159549

Sigma-Aldrich

4-(Bromomethyl)benzoic acid

97%

Synonym(s):

α-Bromo-p-toluic acid

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About This Item

Linear Formula:
BrCH2C6H4CO2H
CAS Number:
Molecular Weight:
215.04
Beilstein:
1862870
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

solid

mp

224-229 °C (lit.)

functional group

bromo
carboxylic acid

SMILES string

OC(=O)c1ccc(CBr)cc1

InChI

1S/C8H7BrO2/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4H,5H2,(H,10,11)

InChI key

CQQSQBRPAJSTFB-UHFFFAOYSA-N

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Application

4-(Bromomethyl)benzoic acid was used in the chemical modification of 5,10,15,20-tetra(m-hydroxyphenyl)chlorin (temoporfin), second generation photosensitizer. It was also used in the synthesis of 4-(5-arylidene-2,4-dioxothiazolidin-3-yl) methylbenzoic acids.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Q Yu et al.
Chemical communications (Cambridge, England), 50(81), 12150-12153 (2014-09-02)
LiYF4:Tm(3+)/Yb(3+) upconverting nanoparticles (UCNPs) were functionalized with the second generation photosensitizer 5,10,15,20-tetra(m-hydroxyphenyl)chlorin (m-THPC, Temoporfin, Foscan®). m-THPC was modified using 4-(bromomethyl)benzoic acid, which induced a bathochromic shift of the m-THPC blue absorption peak. The nanoconstruct causes up to 70% cell death
Rosanna Maccari et al.
Bioorganic & medicinal chemistry, 15(15), 5137-5149 (2007-06-05)
4-(5-Arylidene-2,4-dioxothiazolidin-3-yl)methylbenzoic acids (2) were synthesized and evaluated in vitro as inhibitors of PTP1B and LMW-PTP, two protein tyrosine phosphatases (PTPs) which act as negative regulators of the metabolic and mitotic signalling of insulin. The synthesis of compounds 2 represents an
Marcela S Lopes et al.
European journal of medicinal chemistry, 46(11), 5443-5447 (2011-09-24)
A series of nitroaromatic compounds was synthesized and evaluated as potential antileishmanial and trypanocidal agents. Five compounds exerted significant anti-leishmanial activity in vitro against promastigotes forms of Leishmania (L.) amazonensis, with IC(50) in the range of 23-59 μmol L(-1), but
Salvatore Lombardo et al.
Langmuir : the ACS journal of surfaces and colloids, 33(22), 5473-5481 (2017-05-13)
The interaction of bovine serum albumin (BSA) with sulfated, carboxylated, and pyridinium-grafted cellulose nanocrystals (CNCs) was studied as a function of the degree of substitution by determining the adsorption isotherm and by directly measuring the thermodynamics of interaction. The adsorption
Zhimei He et al.
Small (Weinheim an der Bergstrasse, Germany), 15(4), e1804131-e1804131 (2018-12-20)
During photodynamic therapy (PDT), severe hypoxia often occurs as an undesirable limitation of PDT owing to the O2 -consuming photodynamic process, compromising the effectiveness of PDT. To overcome this problem, several strategies aiming to improve tumor oxygenation are developed. Unlike

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