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About This Item
Empirical Formula (Hill Notation):
C22H35NO2
CAS Number:
Molecular Weight:
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
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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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.
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
Thrombin receptor (protease activated receptor-1) antagonists as potent antithrombotic agents with strong antiplatelet effects.
Samuel Chackalamannil
Journal of medicinal chemistry, 49(18), 5389-5403 (2006-09-01)
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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