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B4558

Sigma-Aldrich

BW B70C

>98% (HPLC), solid

Synonym(s):

N-[3-[3-4(-Fluorophenoxy)phenyl]-1-methyl-2-propenyl]-N-hydroxyurea

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About This Item

Empirical Formula (Hill Notation):
C17H17FN2O3
CAS Number:
134470-38-5
Molecular Weight:
316.33
MDL number:
MFCD00890868
UNSPSC Code:
51111800
PubChem Substance ID:
24278269
NACRES:
NA.77

Assay

>98% (HPLC)

form

solid

color

white

solubility

DMSO: soluble 22 mg/mL

storage temp.

2-8°C

SMILES string

CC(\C=C\c1cccc(Oc2ccc(F)cc2)c1)N(O)C(N)=O

InChI

1S/C17H17FN2O3/c1-12(20(22)17(19)21)5-6-13-3-2-4-16(11-13)23-15-9-7-14(18)8-10-15/h2-12,22H,1H3,(H2,19,21)/b6-5+

InChI key

UAIYNMRLUHHRMF-AATRIKPKSA-N

Gene Information

human ... ALOX5AP(241)

Application

BW B70C has been used as a 5-lipoxygenase inhibitor to study its effects on eryptosis in erythrocytes.

Biochem/physiol Actions

BW B70C exhibits anti-inflammatory and anti-tumorigenic activities. It exhibits therapeutic effects against hepatocellular carcinoma. BW B70C plays a role in allergen-induced bronchoconstriction by reducing the allergic airway closure and glycoconjugate secretion.
Selective 5-lipoxygenase inhibitor.

Storage Class Code

10 - Combustible liquids

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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N J Lane et al.
Transplantation, 58(12), 1303-1308 (1994-12-27)
Compound BW B70C, a selective 5-lipoxygenase inhibitor was tested for its ability to reduce inflammatory damage in an in vivo rabbit model of renal storage and transplantation. Kidneys were stored at 0-2 degrees C for 48 hr prior to autografting.
M F Bureau et al.
European journal of pharmacology, 324(1), 89-98 (1997-04-11)
The interference of the 5-lipoxygenase inhibitor, BW B70C ((E)-N-(3-[3-(4-fluorophenoxy)phenyl]-1(R,S)-methyl prop-2-enyl)-N-hydroxyurea), with Escherichia coli lipopolysaccharide (endotoxin)-induced lung leucocyte sequestration and microvascular albumin exchanges was evaluated in the anaesthetised guinea-pig using radioactive tracers, in parallel to the effects on cell counts in
T J Morley et al.
Toxicology and applied pharmacology, 146(2), 299-308 (1997-11-05)
In a study of structure-activity relationship with drug-induced nephropathy two lipoxygenase inhibitors, the N-hydroxyurea derivative 70C ((E)-N-{3-[3-(4-fluorophenoxy) phenyl]-1-(R, S)-methylprop-2-enyl}-N-hydroxyurea) and the N-hydroxamic acid analogue 360C ((E)-N-{3-[3-(4-fluorophenoxy) phenyl]-1-(R, S)-methylprop-2-enyl}-N-hydroxamic acid), were administered to rats. 70C and 360C were dosed to female
B Dugas
Allergie et immunologie, 32(7), 284-289 (2000-11-30)
The effect of Lyprinol was evaluated on LTB4-induced human monocytes (normal and allergic donors) activation. Peripheral blood normal monocyte-derived monocytes when stimulated by Interleukin-4 (IL-4) produced high amounts of leukotriene B4 (LTB4) through the activation of the 5-lipoxygenase pathway. Maximal
M Yeadon et al.
Pulmonary pharmacology, 8(1), 53-63 (1995-02-01)
A method has been established for measurement of tracheal secretions in anaesthetized, ventilated guinea-pigs. The upper trachea was cannulated and perfused with saline. The perfusate was analysed for protein using the Lowry assay and for glycoconjugates ('mucus') by a procedure
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