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Merck
CN

B7559

BW A4C

≥98% (HPLC)

Synonym(s):

N-[(E)-3-(3-Phenoxyphenyl)prop-2-enyl]acetohydroxamic acid

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About This Item

Empirical Formula (Hill Notation):
C17H17NO3
CAS Number:
Molecular Weight:
283.32
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352202
MDL number:
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Product Name

BW A4C, ≥98% (HPLC)

InChI key

CEUDWZXMLMKPNN-SOFGYWHQSA-N

SMILES string

CC(=O)N(O)C\C=C\c1cccc(Oc2ccccc2)c1

InChI

1S/C17H17NO3/c1-14(19)18(20)12-6-8-15-7-5-11-17(13-15)21-16-9-3-2-4-10-16/h2-11,13,20H,12H2,1H3/b8-6+

assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

white

mp

79.3-80.1 °C (lit.)

solubility

DMSO: 20 mg/mL

storage temp.

2-8°C

Quality Level

Gene Information

human ... ALOX5(240)
rat ... Alox5(25290)

Biochem/physiol Actions

Selective 5-lipoxygenase (5-LOX) inhibitor. Inhibits synthesis of LTB4.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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H J Hussey et al.
British journal of cancer, 70(1), 6-10 (1994-07-01)
The effect of the polyunsaturated fatty acids (PUFAs) linoleic acid (LA) and arachidonic acid (AA) on the growth of two murine colon adenocarcinoma cell lines (MAC26 and MAC13) has been determined both in vitro and in vivo. When the serum
G Ciabattoni et al.
British journal of pharmacology, 109(1), 243-250 (1993-05-01)
1. Exogenous vasoactive intestinal polypeptide (VIP) infused into the pulmonary artery of isolated and ventilated lungs of guinea-pigs decreased, in a dose-dependent fashion (1.0-10.0 nmol), airway resistance and thromboxane B2 (TXB2, the stable hydrolysis product of TXA2) release in the
G D Jones et al.
Biochemistry, 35(22), 7197-7203 (1996-06-04)
We have used stopped-flow rapid reaction methods, employing both fluorescence and absorbance monitoring, together with HPLC analysis of the products to study the activation of soybean 15-lipoxygenase by 13(S)-hydroperoxy-9, 11(E,Z)-octadecadienoic acid (13-HPOD). When lipoxygenase is mixed with an equimolar concentration
O Werz et al.
Naunyn-Schmiedeberg's archives of pharmacology, 356(4), 441-445 (1998-01-24)
Differentiation of HL-60 cells along the granulocytic lineage by DMSO in the presence of transforming growth factor-beta and low concentrations of 1,25-dihydroxyvitamin D3 leads to the upregulation of 5-lipoxygenase activity in 100,000 g supernatants and intact cells to levels which
H J Hussey et al.
British journal of cancer, 74(5), 683-687 (1996-09-01)
The potential involvement of lipoxygenase metabolites in the tumour growth stimulatory activity of arachidonic and linoleic acid has been studied using the 5-lipoxygenase inhibitors, BWA4C, BWB70C and Zileuton. In vitro the former two agents were relatively potent inhibitors of growth

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