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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:
106328-57-8
Molecular Weight:
283.32
NACRES:
NA.32
PubChem Substance ID:
24724425
UNSPSC Code:
12352202
MDL number:
MFCD00869694

Key Documents

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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

100

Gene Information

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

Related Categories

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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Certificates of Analysis (COA)

Lot/Batch Number
061M4632V
055K4623
073K4611

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S H Oliveira et al.
International archives of allergy and immunology, 111(3), 244-252 (1996-11-01)
Recently we demonstrated that the eosinophil migration into rat peritoneal cavities induced by a large volume of saline is mediated by LTB4 released by the resident macrophages and mast cells. In the present study, we have investigated the involvement of
S A Yasin et al.
Journal of neuroendocrinology, 6(2), 179-184 (1994-04-01)
Interleukin-1 (IL-1) and interleukin-6 (IL-6) have been reported to stimulate the release of corticotrophin-releasing hormone (CRH) in vitro, the response being antagonized by the cyclo-oxygenase inhibitor, indomethacin. The effects of cytokines on the other major ACTH-releasing hormone, vasopressin (AVP), and
I D Brodowsky et al.
European journal of pharmacology, 254(1-2), 43-47 (1994-03-11)
Linoleic acid is converted to 8R-hydroperoxylinoleic acid by the soluble 8R-dioxygenase of the fungus Gaeumannomyces graminis. Effects of different lipoxygenase inhibitors on the 8R-dioxygenase were evaluated. Three hydroxamic acid derivatives were investigated. BW A4C (N-(3-phenoxycinnamyl)acetohydroxamic acid) was the most potent
Inhibition of leucotriene-synthesis improves dorsal skin flap survival in the rat.
L Törkvist et al.
Acta physiologica Scandinavica, 154(4), 511-512 (1995-08-01)
C Franchi-Miller et al.
Bone, 17(2), 185-191 (1995-08-01)
The role of leukotrienes on bone resorption was tested in a well-standardized model of bone remodeling by inhibiting their biosynthesis with BWA4C, a specific inhibitor of 5-lipoxygenase. After extraction of their upper molars unilaterally, 30 Wistar rats were divided into
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