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Key Documents

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Safety Information

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
061M4632V
055K4623
073K4611

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C Zuany-Amorim et al.
British journal of pharmacology, 110(2), 917-924 (1993-10-01)
1. The intraperitoneal (i.p.) injection of 1 or 10 micrograms ovalbumin to sensitized Balb/c mice led to an acute histamine release, firstly evidenced 1 min after the challenge and returning to basal levels 30 min thereafter. This phenomenon was unaccompanied
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
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 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
Lutz Fischer et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 17(8), 949-951 (2003-04-03)
Nonredox-type 5-lipoxygenase (5-LO) inhibitors such as ZM230487 or L-739.010 potently suppress leukotriene biosynthesis at low cellular peroxide tone. Here, we show that inhibition of 5-LO product formation by nonredox-type 5-LO inhibitors in human isolated polymorphonuclear leukocytes (PMNL) depends on the
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