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SML0238

WEB2086

Name: WEB2086
Brand: SIGMA

≥98% (HPLC), Platelet-activating factor antagonist, powder

Synonym(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

Empirical Formula (Hill Notation):

C₂₂H₂₂ClN₅O₂S

CAS Number:

105219-56-5

Molecular Weight:

455.96

UNSPSC Code:

12352200

PubChem Substance ID:

329825250

NACRES:

NA.77

MDL number:

MFCD00865271

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

Storage condition:

desiccated

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Product Name

WEB2086, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 10 mg/mL (clear solution)

storage temp.

2-8°C

SMILES string

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

InChI key

JGPJQFOROWSRRS-UHFFFAOYSA-N

Related Categories

Bioactive Small Molecules

Biochem/physiol Actions

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.

WEB2086 is a very potent, selective platelet-activating factor (PAF) antagonist.

Features and Benefits

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number

0000476232

0000472408

0000417555

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Blockades of phospholipase A(2) and platelet-activating factor receptors reduce the hemocyte phagocytosis in Rhodnius prolixus: in vitro experiments.

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

Platelet-activating factor stimulates sodium-hydrogen exchange in ventricular myocytes.

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

WEB 2086, a platelet-activating factor antagonist, inhibits prophenoloxidase-activating system and hemocyte microaggregation reactions induced by Trypanosoma rangeli infection in Rhodnius prolixus hemolymph.

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

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)

Mechanisms underlying the nociceptive responses induced by platelet-activating factor (PAF) in the rat paw.

Denise M Marotta et al.

Biochemical pharmacology, 77(7), 1223-1235 (2009-03-14)

Platelet-activating factor (PAF) is an inflammatory mediator widely known to exert relevant pathophysiological functions. However, the relevance of PAF in nociception has received much less attention. Herein, we have investigated the mechanisms underlying PAF-induced spontaneous nociception and mechanical hypersensitivity in

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Global Trade Item Number

SKU	GTIN
SML0238-5MG	04061837077463
SML0238-25MG	04061833222256

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