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439398

Sigma-Aldrich

(4-Hydroxyphenoxy)acetic acid

98%

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About This Item

Linear Formula:
HOC6H4OCH2CO2H
CAS Number:
1878-84-8
Molecular Weight:
168.15
EC Number:
217-525-8
MDL number:
MFCD00014362
UNSPSC Code:
12352100
PubChem Substance ID:
24867503
NACRES:
NA.22

Quality Level

100

Assay

98%

mp

154-157 °C (lit.)

SMILES string

OC(=O)COc1ccc(O)cc1

InChI

1S/C8H8O4/c9-6-1-3-7(4-2-6)12-5-8(10)11/h1-4,9H,5H2,(H,10,11)

InChI key

PKGWLCZTTHWKIZ-UHFFFAOYSA-N

General description

(4-Hydroxyphenoxy)acetic acid along with formaldehyde ammonium salt forms a polyaromatic anionic compound RG-13577. RG-13577 mimics the synthetic heparin and specifically binds to the vascular smooth muscle cells (SMCs) and inhibits their proliferative growth. In the molecules of (4-hydroxyphenoxy)acetic acid, the carboxyl groups are held together by R22(8) hydrogen bonds.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

439398-BULK:
439398-1G:
439398-VAR:
439398-5G:

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Certificates of Analysis (COA)

Lot/Batch Number
10310DJ
08425HH
04108MC
09117BI
11013DI

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(4-Hydroxyphenoxy) acetic acid.
Byres M and Cox PJ.
Acta Crystallographica Section E, Structure Reports Online, 63(6), o2931-o2931 (2007)
Yun-Loung Lin et al.
Bioorganic & medicinal chemistry letters, 12(13), 1709-1713 (2002-06-18)
An epoxybenzoquinone, 4-hydroxyphenoxypropionic acid, and 2-hydroxy-3-phenyl-3-butenoic acid derivatives have been designed, synthesized, and evaluated for in vitro inhibition activity against 4-hydroxyphenylpyruvate dioxygenase (4-HPPD) from pig liver by the spectrophotometric enol-borate method. The biological data demonstrated that neither epoxybenzoquinone ester nor
M Benezra et al.
Journal of cellular biochemistry, 81(1), 114-127 (2001-02-17)
A synthetic heparin-mimicking polyaromatic anionic compound RG-13577 (polymer of 4-hydroxyphenoxy acetic acid and formaldehyde ammonium salt, Mr approximately 5800) exhibits specific binding to vascular smooth muscle cells (SMCs) and inhibits their proliferative response to growth promoting factors. Receptor binding of
B Palotás et al.
Analytical biochemistry, 179(2), 288-290 (1989-06-01)
A fast and sensitive spectrophotometric method has been developed to measure the level of hydroxylated by-products (p-hydroxyphenoxyacetic acid and p-hydroxypenicillin V) in penicillin V fermentations. The method is based on a color reaction of the above-mentioned phenolic by-products with nitrous
Choolakadavil Khalid Najeeb et al.
Colloids and surfaces. B, Biointerfaces, 102, 95-101 (2012-09-26)
Individual dispersion of single-walled carbon nanotubes (SWNTs) in biocompatible media is of particular interest for diverse biomedical and nanomedicine applications. Herein we present, for the first time, a neutral pH water-soluble chitosan derivative, chitosan-hydroxyphenyl acetamide (CHPA), prepared by functionalizing the

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