| Identification | Back Directory | [Name]
2-(CYCLOHEXYLAMINO)-5-NITRO-N-[(PENTYLAMINO)CARBONYL]-BENZENESULFONAMIDE | [CAS]
284464-77-3 | [Synonyms]
BM 567
1-[2-(cyclohexylamino)-5-nitrophenyl]sulfonyl-3-pentylurea
2-(CYCLOHEXYLAMINO)-5-NITRO-N-[(PENTYLAMINO)CARBONYL]-BENZENESULFONAMIDE
Benzenesulfonamide, 2-(cyclohexylamino)-5-nitro-N-[(pentylamino)carbonyl]- | [Molecular Formula]
C18H28N4O5S | [MDL Number]
MFCD08062219 | [MOL File]
284464-77-3.mol | [Molecular Weight]
412.5 |
| Chemical Properties | Back Directory | [storage temp. ]
Store at -20°C | [solubility ]
≤10mg/ml in ethanol;20mg/ml in DMSO;20mg/ml in dimethyl formamide | [form ]
crystalline solid |
| Hazard Information | Back Directory | [Definition]
ChEBI: BM 567 is a sulfonamide and a member of benzenes. | [Biological Activity]
bm 567 is acting as an inhibitor of thromboxane a2 (txa2) synthase and an antagonist of the tp receptor.thromboxane a2 (txa2), a potent thrombogenic and vasoconstrictor eicosanoid, is produced in large quantities by activated platelets. txa2 has been reported as a causal factor in the onset of stroke and myocardial infarction. | [in vitro]
bm 567 was identified as a dual acting antithrombogenic agent, acting as an inhibitor of thromboxane a2 (txa2) synthase and an antagonist of the tp receptor, the g protein-coupled receptor mediating txa2 activity in platelets and vascular smooth muscle. bm 567 antagonized the vascular smooth muscle tp receptor with an ic50 value of 1.1 nm. bm 567 was also able to inhibit platelet tx synthase with an ic50 value of 12 nm. in addition, by comparing crystallographic and electronic properties of bm567 and terbogrel, two compounds with dual action (txra and txsi), two essential anchoring identified: sulfonyl and nitro group for bm567 and carboxylate and pyridine nitrogen for terbogrel [1]. | [IC 50]
1.1 nm for txa2 receptor antagonism | [References]
[1] michaux, c. ,rolin, s.,dogné, j.m., et al. structure determination and comparison of bm567, a sulfonylurea, with terbogrel, two compounds with dual action, thromboxane receptor antagonism, and thromboxane synthase inhibition. bioorganic & medicinal chemistry letters 11, 1019-1022 (2001). |
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