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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

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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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Santiago Nahuel Villegas et al.
Cell reports, 22(10), 2541-2549 (2018-03-08)
The PI3K/Akt signaling pathway, Notch, and other oncogenes cooperate in the induction of aggressive cancers. Elucidating how the PI3K/Akt pathway facilitates tumorigenesis by other oncogenes may offer opportunities to develop drugs with fewer side effects than those currently available. Here
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
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
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
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
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