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139262

Sigma-Aldrich

4-Chlorophenylacetic acid

ReagentPlus®, 99%

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About This Item

Linear Formula:
ClC6H4CH2CO2H
CAS Number:
1878-66-6
Molecular Weight:
170.59
Beilstein:
1072816
EC Number:
217-521-6
MDL number:
MFCD00004344
UNSPSC Code:
12352100
PubChem Substance ID:
24848401
NACRES:
NA.22

Quality Level

100

product line

ReagentPlus®

Assay

99%

mp

102-105 °C (lit.)

solubility

ethanol: soluble 100 mg/mL, clear, faintly yellow

SMILES string

OC(=O)Cc1ccc(Cl)cc1

InChI

1S/C8H7ClO2/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4H,5H2,(H,10,11)

InChI key

CDPKJZJVTHSESZ-UHFFFAOYSA-N

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General description

4-Chlorophenylacetic acid possess anticancer properties. It is a novel therapeutic agent which can be useful in prevention or treatment of estrogen-sensitive breast cancer. It acts as carbon and energy supplement and is degraded by Pseudomonas sp. strain CBS3.

Application

4-Chlorophenylacetic acid was used to study the mechanism of aerobic degradation of 1,1-dichloro-2,2-bis(4-chlorophenyl)ethane by Ralstonia eutropha A5.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H312 + H332,H315,H319

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Hay et al.
FEMS microbiology ecology, 31(3), 249-253 (2000-03-17)
Evidence is presented demonstrating the ability of Ralstonia eutropha A5 to degrade 1,1-dichloro-2,2-bis(4-chlorophenyl)ethane (DDD) aerobically. Strain A5 was able to effect significant transformation of [(14)C]DDD: the hexane extractable radioactivity decreased to approximately 50% of the controls while more than 25%
S Sawatsri et al.
International journal of cancer, 93(5), 687-692 (2001-07-31)
The aromatic fatty acid phenylacetate (PA) and its analogs have come under intense investigation due to their ability to cause the growth arrest of a variety of neoplasia, including human breast cancer. We have determined that PA and its halide
N Sidell et al.
British journal of cancer, 89(2), 412-419 (2003-07-17)
We have investigated the effects of the low-toxic retinoid, all-trans retinoyl beta-glucuronide (RAG) alone and in combination with the phenylacetate (PA) derivative 4-chloro-phenylacetate (4-CPA) on the human neuroblastoma cell line, LA-N-5. In vitro studies demonstrated that RAG and 4-CPA treatments
A Markus et al.
Hoppe-Seyler's Zeitschrift fur physiologische Chemie, 363(4), 431-437 (1982-04-01)
Pseudomonas spec. CBS 3 converts 4-chlorophenylacetic acid partly into 3-chloro-4-hydroxy-, 4-chloro-3-hydroxy-, and 4-chloro-2-hydroxyphenylacetic acid by the action of monooxygenases. However, these compounds are not intermediates in the degradation of 4-chlorophenylacetic acid. Pseudomonas spec. CBS 3 is not able to grow
U Klages et al.
Journal of bacteriology, 146(1), 64-68 (1981-04-01)
Pseudomonas sp. strain CBS3 was able to utilize 4-chlorophenylacetic acid as the sole source of carbon and energy. When this strain was grown with 4-chlorophenylacetic acid, homoprotocatechuic acid was found to be an intermediate which was further metabolized by the
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