| Identification | Back Directory | [Name]
Apafant | [CAS]
105219-56-5 | [Synonyms]
Apafant
WEB 208
WEB 2086
WEB 2086BS
4-[3-[4[(2-CHLOROPHENYL)-9-METHYL-6H-THIENO[3,2-F][1,2,4]TRIAZOLO[4,3-A]DIAZEPIN-2-YL]-1-OXOPROPYL]]MORPHOLINE
4-(2-Chlorophenyl)-9-methyl-2-(3-morpholino-3-oxopropyl)-6H-thieno[3,2- f] [1,2,4]triazolo[4,3-a][1,4]diazepine
4-[3-[4-(2-Chlorophenyl)-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-2-yl]-1-oxopropyl]-morpholine
4-[3-[4-(2-Chlorophenyl)-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-α][1,4]diazepin-2-yl]-1-oxopropyl]-morpholine
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 | [Molecular Formula]
C22H22ClN5O2S | [MDL Number]
MFCD00865271 | [MOL File]
105219-56-5.mol | [Molecular Weight]
455.96 |
| Chemical Properties | Back Directory | [Appearance]
White Solid | [Melting point ]
186-188°C | [Boiling point ]
720.2±70.0 °C(Predicted) | [density ]
1.48 | [storage temp. ]
Desiccate at +4°C | [solubility ]
DMSO: soluble10mg/mL (clear solution) | [form ]
powder | [pka]
2.36±0.40(Predicted) | [color ]
white to beige | [Stability:]
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months. | [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 | [InChIKey]
JGPJQFOROWSRRS-UHFFFAOYSA-N | [SMILES]
Cc1nnc2CN=C(c3ccccc3Cl)c4cc(CCC(=O)N5CCOCC5)sc4-n12 |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
Platelet activating factor (PAF) antagonist. | [Uses]
Tool to evaluate the role of PAF in experimental models of human disease. | [Biological Activity]
Potent, selective platelet-activating factor (PAF) receptor antagonist (K i = 16.3 nM). Displays anti-inflammatory, antiangiogenic and anticancer activity. Inhibits growth and proliferation of MCF-7 breast cancer cells. | [Description]
WEB-2086 (105219-56-5) is a potent and selective antagonist of the platelet activating factor (PAF) receptor (Ki = 16.3 nM).1?Displays an activity profile which includes antiinflammatory, antiangiogenesis and anticancer activity.2?Along with leukotriene antagonists, WEB-2086 cooperatively provides a robust antiinflammatory effect regulating PMNL migration and edema formation.3?Displays analgesic effects in animal models of neuropathic pain.4?Active in vivo. | [Definition]
ChEBI: LSM-2613 is an organonitrogen heterocyclic compound and an organosulfur heterocyclic compound. | [Biochem/physiol Actions]
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. | [storage]
Desiccate at +4°C | [References]
1) Dent et al. (1989), Characterization of PAF receptors on human neutrophils using the specific antagonist WEB 2086. Correlation between receptor binding and function; FEBS Lett., 244 365
2) Cellai et al. (2006), Growth inhibition and differentiation of human breast cancer cells by PAFR antagonist WEB-2086; Br. J. Cancer, 94 1637
3) Bitencourt et al. (2013), Cooperative role of endogenous leucotrienes and platelet-activating factor in ischaemia-reperfusion-mediated tissue injury; J. Cell. Mol. Med., 17 1554
4) Motoyama et al. (2013), Pain-releasing action of platelet-activating factor (PAF) antagonists in neuropathic pain animal models and the mechanisms of action; Eur. J. Pain, 17 1156 |
| Safety Data | Back Directory | [WGK Germany ]
3 | [Storage Class]
11 - Combustible Solids | [Toxicity]
LD50 in mice (mg/kg): 540 i.v.; 4600 orally (Casals-Stenzel) |
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| Company Name: |
Sigma-Aldrich
|
| Tel: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
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