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B7559

Sigma-Aldrich

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
MDL number:
MFCD00869694
UNSPSC Code:
12352202
PubChem Substance ID:
24724425
NACRES:
NA.32

Quality Level

100

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

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+

InChI key

CEUDWZXMLMKPNN-SOFGYWHQSA-N

Gene Information

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

Biochem/physiol Actions

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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K Nakahama et al.
Prostaglandins, leukotrienes, and essential fatty acids, 51(3), 177-182 (1994-09-01)
The role of endogenously produced arachidonic acid metabolites on glomerulonephritis was investigated using cultured rat mesangial cells. The cultured mesangial cells could produce prostaglandin (PG) E2 and F2 alpha and 12-hydroxyeicosatetraenoic acid (12-HETE). The treatment of the mesangial cells with
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
S Gök et al.
General pharmacology, 29(5), 789-792 (1997-11-05)
1. The effects of a lipoxygenase inhibitor, BW A4C, on digoxin-induced arrhythmias and cardiac dynamics (contractile force, perfusion pressure, heart rate) were investigated in Langendorff-perfused isolated guinea-pig hearts. In the control group, arrhythmias were induced by 25 micrograms/ml digoxin at
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
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