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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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G Valen et al.
Free radical biology & medicine, 15(1), 27-35 (1993-07-01)
The role of arachidonic acid metabolites in the cardiac effects of toxic oxygen metabolites (TOM) was investigated in buffer-perfused rat hearts (Langendorff model). Hydrogen peroxide (H2O2, 200 microM) was given for 10 min to generate TOM, followed by 30 min
Francisco Airton Castro da Rocha et al.
European journal of pharmacology, 497(1), 81-86 (2004-08-24)
We investigated whether leukotrienes mediate cell influx and articular incapacitation in zymosan-induced arthritis. Rats received 1 mg zymosan intra-articularly (i.a.). The hyperalgesia was measured using the rat articular incapacitation test. Cell influx, leukotriene B(4) and prostaglandin E(2) levels were assessed
M Ayyub Khan et al.
Leukemia research, 17(3), 241-245 (1993-03-01)
The proliferation of malignant hemopoietic cell lines is inhibited by antagonists of 5-lipoxygenase, suggesting that the endogenous generation of leukotrienes via the action of this enzyme may play some role in the proliferation of these cells (Snyder D. S., Castro
R G Cooke et al.
Research in veterinary science, 64(3), 263-264 (1998-08-05)
The effect of an intra-luteal injection of the 5-lipoxygenase (5-LO) inhibitor BWA4C (2 mg in 50 microl DMSO) on the secretion of oxytocin (OT) from the corpus luteum in response to a close-arterial infusion of prostaglandin (PG)-F2alpha (5 ng min(-1))
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

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