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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

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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Consulter la Bibliothèque de documents

C Cellai et al.
British journal of cancer, 94(11), 1637-1642 (2006-05-25)
WEB-2086 -- an antagonist of platelet-activating factor receptor (PAFR) with known anti-inflammatory, antiangiogenic and antileukaemic properties -- also proved to inhibit the proliferation in human solid tumour cell lines of different histology, and with much higher efficacy than in normal
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
Valérie Declerck et al.
The Journal of organic chemistry, 74(5), 2004-2007 (2009-02-10)
The 1,3-dipolar cycloaddition of linear azido alkynes derived from protected beta-amino esters proceeds via diastereomeric differentiation to provide trans-disubstituted triazolodiazepines in good yields.
A Laurenzana et al.
Leukemia, 19(3), 390-395 (2005-01-28)
PAF-receptor antagonists WEB-2086 and WEB-2170 (WEBs) have been previously shown to induce differentiation in murine and human leukemia cells. The present study describes the apoptotic-differentiative effect of WEBs in all-trans-retinoic acid (ATRA)-sensitive (NB4) and -resistant (NB4-007-6 and NB4-MR4) acute promyelocytic
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
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