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Key Documents

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439398

Sigma-Aldrich

(4-Hydroxyphenoxy)acetic acid

98%

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About This Item

Fórmula lineal:
HOC6H4OCH2CO2H
Número de CAS:
1878-84-8
Peso molecular:
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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
10310DJ
08425HH
04108MC
11013DI
10519BB

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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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