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Merck
CN

C5913

4-Chloromercuribenzoic acid

cysteine active site modifier

Synonym(s):

4-(Chloromercurio)benzoic acid, 4-(Hydroxymercuri)benzoic acid

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About This Item

Linear Formula:
ClHgC6H4CO2H
CAS Number:
Molecular Weight:
357.16
UNSPSC Code:
12352202
NACRES:
NA.77
PubChem Substance ID:
EC Number:
200-442-6
Beilstein/REAXYS Number:
3662892
MDL number:
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assay

≥98.5% (HPLC)

form

powder

mp

287 °C (dec.) (lit.)

solubility

1 M NaOH: 20 mg/mL, clear, colorless

SMILES string

OC(=O)c1ccc([Hg]Cl)cc1

InChI

1S/C7H5O2.ClH.Hg/c8-7(9)6-4-2-1-3-5-6;;/h2-5H,(H,8,9);1H;/q;;+1/p-1

InChI key

YFZOUMNUDGGHIW-UHFFFAOYSA-M

Application

Can be used to inhibit some enzymes that require unmodified cysteine residues (e.g., adenylyl cyclase).

Disclaimer

For U.S. Customers: Contains mercury; Do not place in trash - dispose according to local, state, or federal laws.


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Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - STOT RE 2

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Sravanthi Cheeti et al.
International journal of pharmaceutics, 325(1-2), 48-54 (2006-08-05)
This study was aimed to identify the monocarboxylate transporters (MCTs) in HeLa cells and to delineate their role in transportation of L-lactic acid. The functional role of MCTs in lactic acid transport was evaluated at various mucosal pHs (4.5-7.4) or
Gabriela Galicia-Vázquez et al.
Analytical biochemistry, 384(1), 180-188 (2008-10-18)
Protein-RNA interactions are involved in all facets of RNA biology. The identification of small molecules that selectively block such bimolecular interactions could provide insight into previously unexplored steps of gene regulation. Such is the case for regulation of eukaryotic protein
Vardan T Karamyan et al.
European journal of pharmacology, 590(1-3), 87-92 (2008-06-24)
In the present study the existence of a non-AT(1), non-AT(2) angiotensin (Ang) binding site unmasked by the organomercurial protease inhibitor p-chloromercuribenzoate (PCMB) was demonstrated in mouse brain membranes, consistent with observations previously reported in the rat (Karamyan and Speth, 2007b).