H4904
(+)-Himbacine
~98% (GC), powder, muscarinic receptor antagonist
别名:
(3S,3aR,4R,4aS,8aR,9aS)-4-[(1E)-2-[(2R,6S)-1,6-dimethyl-2-piperdinyl]ethenyl]decahydro-3-methyl-naphtho[2,3-c]furan-1(3H)-one
方案
~98% (GC)
表单
powder
旋光性
[α]/D +51.4°, c = 1.01 in chloroform(lit.)
颜色
off-white
溶解性
ethanol: 50 mg/mL
H2O: insoluble
SMILES字符串
[H][C@]12CCCC[C@]1([H])[C@@H](\C=C\[C@@H]3CCC[C@@H](C)N3C)[C@@]4([H])[C@H](C)OC(=O)[C@@]4([H])C2
基因信息
rat ... Chrm1(25229), Chrm2(81645)
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生化/生理作用
Selective M2/M4 muscarinic acetylcholine receptor antagonist.
免责声明
吸湿
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Gloves, type N95 (US)
法规信息
新产品
F Dörje et al.
The Journal of pharmacology and experimental therapeutics, 256(2), 727-733 (1991-02-01)
A variety of muscarinic antagonists are currently used as tools to pharmacologically subclassify muscarinic receptors into M1, M2 and M3 subtypes. In the present study, we have determined the affinity profiles of several of these antagonists at five cloned human
Martin C Clasby et al.
Bioorganic & medicinal chemistry letters, 17(13), 3647-3651 (2007-05-11)
The synthesis and biological activity of a novel series of thrombin receptor antagonists is described. This series of compounds showed excellent in vitro and in vivo potency. The most potent compound 40 had an IC(50) of 7.6 nM and showed
A Sagrada et al.
Life sciences, 54(17), PL305-PL310 (1994-01-01)
This study describes the antagonistic properties of himbacine, in comparison with those of pirenzepine, at muscarinic receptors mediating the depolarization of rat superior cervical ganglion, the inhibition of electrically-induced twitch contractions of rabbit vas deferens and the contraction of dog
Yan Xia et al.
Bioorganic & medicinal chemistry letters, 16(18), 4969-4972 (2006-07-11)
The structure-activity relationship (SAR) of the lactone ring of himbacine derived thrombin receptor (PAR-1) antagonists (e.g., 2-5) is described. The effect of the lactone carbonyl group on binding to PAR-1 is dependent on the substitution pattern of the pyridine ring.
D Doller et al.
Bioorganic & medicinal chemistry letters, 9(6), 901-906 (1999-04-17)
A parallel synthesis of racemic himbacine analogs was carried out by N-alkylation of various commercially available cyclic amine derivatives with the alkylating agent 4 which bears the tricyclic unit of himbacine. Several of these analogs have potency comparable to that
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