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
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关于此项目
经验公式（希尔记法）:
C22H35NO2
化学文摘社编号:
分子量:
345.52
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
SMILES string
[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
assay
~98% (GC)
form
powder
optical activity
[α]/D +51.4°, c = 1.01 in chloroform(lit.)
color
off-white
solubility
ethanol: 50 mg/mL, H2O: insoluble
Gene Information
rat ... Chrm1(25229), Chrm2(81645)
Biochem/physiol Actions
Selective M2/M4 muscarinic acetylcholine receptor antagonist.
Disclaimer
Hygroscopic
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
法规信息
新产品
此项目有
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
Himbacine analogs as muscarinic receptor antagonists--effects of tether and heterocyclic variations.
Samuel Chackalamannil et al.
Bioorganic & medicinal chemistry letters, 14(15), 3967-3970 (2004-07-01)
A number of analogs of the natural product himbacine were synthesized employing variations at the heterocyclic unit and the tether that links the heterocyclic unit to the tricyclic motif. Several of these analogs had M(2) affinity and M(1)/M(2) selectivity comparable
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.
J H Miller et al.
The Journal of pharmacology and experimental therapeutics, 263(2), 663-667 (1992-11-01)
The binding potencies for the putative M2-selective antagonist himbacine were determined in radioligand binding and in functional response assays in neuronal tissue and Chinese hamster ovary cells containing transfected muscarinic receptors. Himbacine was shown to bind to all five cloned
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