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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

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%
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
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
Neil Sidell et al.
Cancer letters, 251(2), 302-310 (2007-01-12)
Treatment of estrogen-sensitive breast cancer with selective estrogen selective modulators (SERMs) and, more recently, aromatase inhibitors has met with wide success. However, antagonism of estrogen receptor (ER) activity in breast carcinomas by SERMs such as tamoxifen has been associated with
A Markus et al.
Journal of bacteriology, 160(2), 618-621 (1984-11-01)
In cell-free extracts from Pseudomonas sp. strain CBS3 the conversion of 4-chlorophenylacetate to 3,4-dihydroxyphenylacetate was demonstrated. By Sephacryl S-200 chromatography two protein fractions, A and B, were obtained which both were essential for enzyme activity. Fe2+ and NADH were cofactors
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