BW-B 70C

Names

[ Name ]:
BW-B 70C

[Synonym ]:
70C
1-[(E)-4-[3-(4-fluorophenoxy)phenyl]but-3-en-2-yl]-1-hydroxyurea
N-[3-[3-4(-Fluorophenoxy)phenyl]-1-methyl-2-propenyl]-N-hydroxyurea

Biological Activity

[Description]:

BW B70C is a potent, selective and orally activearachidonic acid 5-lipoxygenase inhibitor. BW B70C inhibits both acute and allergic bronchoconstriction and late-phase eosinophil accumulation subsequent to allergen inhalation in guinea-pigs. BW B70C prevents leukotriene C4 synthesis and reduces leucocyte migration to the airways lumen as well as albumin microvascular leakage. BW B70C has the potential for the research of anti-asthma drug[1][2][3].

[Related Catalog]:

Research Areas >> Others

[In Vivo]

BW B70C (30 mg/kg; i.p.) prevents leukotriene C4 synthesis by alveolar macrophages and reduces leucocyte migration to the airways lumen as well as albumin microvascular leakage but did not affect the endotoxin-induced increase in the blood level of TNF-alpha and of secreted phospholipase A2[2].

[References]

[1]. Yeadon M, et al. Effect of BW B70C, a novel inhibitor of arachidonic acid 5-lipoxygenase, on allergen-induced bronchoconstriction and late-phase lung eosinophil accumulation in sensitised guinea-pigs. Agents Actions. 1993 Jan;38(1-2):8-18.

[2]. Bureau MF, et al. 5-Lipoxygenase and endotoxin-induced microvascular albumin exchanges and leucocyte recruitment in guinea-pig lungs. Eur J Pharmacol. 1997 Apr 11;324(1):89-98.

[3]. Payne AN, et al. Hydroxamic acids and hydroxyureas as novel, selective 5-lipoxygenase inhibitors for possible use in asthma. Agents Actions Suppl. 1991;34:189-99.

Chemical & Physical Properties

[ Density]:
1.295g/cm3

[ Boiling Point ]:
498.9ºC at 760 mmHg

[ Molecular Formula ]:
C₁₇H₁₇FN₂O₃

[ Molecular Weight ]:
316.32700

[ Flash Point ]:
255.5ºC

[ Exact Mass ]:
316.12200

[ PSA ]:
75.79000

[ LogP ]:
4.48990

[ Vapour Pressure ]:
8.96E-11mmHg at 25°C

[ Index of Refraction ]:
1.627

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: YT3976666

CHEMICAL NAME :: Urea, N-(3-(3-(4-fluorophenoxy)phenyl)-1-methyl-2-propenyl) -N-hydroxy-

CAS REGISTRY NUMBER :: 134470-38-5

LAST UPDATED :: 199803

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C17-H17-F-N2-O3

MOLECULAR WEIGHT :: 316.36

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 700 mg/kg/14D-I

TOXIC EFFECTS :: Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis) Kidney, Ureter, Bladder - interstitial nephritis

REFERENCE :: ARTODN Archives of Toxicology. (Springer-Verlag, Heidelberger Pl. 3, D-1000 Berlin 33, Fed. Rep. Ger.) V.32- 1974- Volume(issue)/page/year: 69,480,1995

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 700 mg/kg/7D-I

TOXIC EFFECTS :: Kidney, Ureter, Bladder - changes primarily in glomeruli Kidney, Ureter, Bladder - proteinuria Blood - other changes

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 146,299,1997

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;half-mask respirator (US);multi-purpose combination respirator cartridge (US)

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
YT3976666

Articles

Lyprinol inhibits LTB4 production by human monocytes.

Allerg. Immunol. (Paris.) 32(7) , 284-9, (2000)

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)...

Participation of leukotriene C(4) in the regulation of suicidal erythrocyte death.

J. Physiol. Pharmacol. 60(3) , 135-43, (2009)

Eryptosis, the suicidal death of erythrocytes, is characterized by cell shrinkage and cell membrane scrambling with phosphatidylserine exposure at the erythrocyte surface. Eryptosis is triggered by in...

Allergen-induced glycoconjugate secretion in guinea-pig trachea in vivo: modulation by indomethacin, BW B70C and ZD-2138.

Pulm. Pharmacol. 8(1) , 53-63, (1995)

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...

Related Compounds

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