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SML0238

Sigma-Aldrich

WEB2086

≥98% (HPLC)

Synonyme(s) :

3-[4-(2-Chlorophenyl)-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-2-yl]-1-(4-morpholinyl)-1-propanone, Apafant, WEB 2086BS

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About This Item

Formule empirique (notation de Hill):
C22H22ClN5O2S
Numéro CAS:
105219-56-5
Poids moléculaire :
455.96
Numéro MDL:
MFCD00865271
Code UNSPSC :
12352200
ID de substance PubChem :
329825250
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Conditions de stockage

desiccated

Couleur

white to beige

Solubilité

DMSO: 10 mg/mL (clear solution)

Température de stockage

2-8°C

Chaîne SMILES 

Cc1nnc2CN=C(c3ccccc3Cl)c4cc(CCC(=O)N5CCOCC5)sc4-n12

InChI

1S/C22H22ClN5O2S/c1-14-25-26-19-13-24-21(16-4-2-3-5-18(16)23)17-12-15(31-22(17)28(14)19)6-7-20(29)27-8-10-30-11-9-27/h2-5,12H,6-11,13H2,1H3

Clé InChI

JGPJQFOROWSRRS-UHFFFAOYSA-N

Actions biochimiques/physiologiques

WEB 2086 inhibits PAF mediated chemotaxis and leukotriene C4 production in eosinophils. It prevents surge in airway resistance and cardiovascular side effects mediated by PAF inhalation.
WEB2086 is a very potent, selective platelet-activating factor (PAF) antagonist (IC50 = 16 nM). WEB2086 inhibits the proliferation of tumor cells and slows tumor growth in xenograft tumor models, and has been shown to inhibit angiogenesis.

Caractéristiques et avantages

This compound is featured on the PAF Receptor page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Evandro M M Machado et al.
Journal of insect physiology, 52(7), 685-692 (2006-06-17)
The effects of the triazolodiazepine WEB 2086, a platelet-activating factor (PAF) antagonist, on hemocyte microaggregation and prophenoloxidase (proPO)-activating system in the hemolymph, hemocoelic infection and mortality in fifth-instar larvae of Rhodnius prolixus inoculated with Trypanosoma rangeli were investigated. Hemocoelic injection
Eduardo Tibiriçá et al.
Journal of ethnopharmacology, 111(1), 50-55 (2006-12-08)
We investigated the vascular effects of a crude aqueous extract (AEEG) of Echinodorus grandiflorus (Alismataceae) using the in vitro experimental models of the rabbit isolated aorta and perfused kidney. Echinodorus grandiflorus, a native semi-aquatic plant widely distributed in Brazil, has
Inhibitory effects of the new PAF acether antagonist WEB-2086 on pharmacologic changes induced by PAF inhalation in human beings
Adamus WS, et al.
Clinical Pharmacology, 47(4), 456-462 (1990)
Marcela B Figueiredo et al.
Journal of insect physiology, 54(2), 344-350 (2007-11-27)
The hemocytes phagocytosis in response to microorganisms may play an important role in the cellular immune responses of insects. Here, we have evaluated the effects of the platelet-activating factor (PAF) and eicosanoids in the phagocytosis of hemocyte monolayers of Rhodnius
Yoichi Ajiro et al.
American journal of physiology. Heart and circulatory physiology, 301(6), H2395-H2401 (2011-09-29)
Sodium-hydrogen exchanger (NHE), the principal sarcolemmal acid extruder in ventricular myocytes, is stimulated by a variety of autocrine/paracrine factors and contributes to myocardial injury and arrhythmias during ischemia-reperfusion. Platelet-activating factor (PAF; 1-o-alkyl-2-acetyl-sn-glycero-3-phosphocholine) is a potent proinflammatory phospholipid that is released
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