| Identification | Back Directory | [Name]
EPIBOXIDINE HCL | [CAS]
188895-96-7 | [Synonyms]
EPIBOXIDINE HCL
(+-)-epiboxidine
exo-7-azabicyclo(2.2.1)heptan
EPIBOXIDINE HYDROCHLORIDE \ POTENT NICOT
5-[(1S,3S,4R)-7-azabicyclo[2.2.1]heptan-3-yl]-3-methyl-1,2-oxazole
7-Azabicyclo[2.2.1]heptane, 2-(3-methyl-5-isoxazolyl)-, (1R,2S,4S)-rel- | [Molecular Formula]
C10H14N2O | [MDL Number]
MFCD01321042 | [MOL File]
188895-96-7.mol | [Molecular Weight]
178.23 |
| Chemical Properties | Back Directory | [Melting point ]
200-205 °C (decomp) | [Boiling point ]
313.1±27.0 °C(Predicted) | [density ]
1.130±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
H2O: 22 mg/mL | [pka]
10.14±0.40(Predicted) | [color ]
yellow | [Water Solubility ]
H2O: 22mg/mL | [InChI]
1S/C10H14N2O.ClH/c1-6-4-10(13-12-6)8-5-7-2-3-9(8)11-7;/h4,7-9,11H,2-3,5H2,1H3;1H/t7-,8-,9+;/m0./s1 | [InChIKey]
NSMIYECGCNTSSS-CTERPIQNSA-N | [SMILES]
Cl.Cc1cc(on1)[C@H]2C[C@@H]3CC[C@H]2N3 |
| Hazard Information | Back Directory | [Uses]
Epiboxidine is a potent and selective neural nAChR agonist with Kis of 0.46 nM and 1.2 nM for rat and human α4β2 nAChRs, respectively. Epiboxidine is a methylisoxazole analog of the alkaloid Epibatidine, and is also an analog of another nAChR agonist, ABT 418[1]. | [Biochem/physiol Actions]
Potent nicotinic acetylcholine receptor agonist; analog of epibatidine | [in vivo]
Epiboxidine (20 μg/kg; ip; once) treatment shows marked analgetic activity in mice[1].
Epiboxidine (50 and 100 mg/kg; intraperitoneal injected; once) causes marked antinociception as measured in the hot-plate assay[2].
Epiboxidine inhibits [3H]nicotine binding in rat cerebral cortical membranes, with a Ki of 0.6 nM[2]. | Animal Model: | Adult male NIH Swiss strain mice (25-30 g)[2] | | Dosage: | 50 and 100 mg/kg | | Administration: | I.p.; once | | Result: | Caused a dose-related Straub tail, hypomotility, hypoventilation and piloerection.
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| [References]
[1] Fitch RW, et al. Homoepiboxidines: further potent agonists for nicotinic receptors. Bioorg Med Chem. 2004;12(1):179-190. DOI:10.1016/j.bmc.2003.10.015
[2] Badio B, et al. Synthesis and nicotinic activity of epiboxidine: an isoxazole analogue of epibatidine. Eur J Pharmacol. 1997;321(2):189-194. DOI:10.1016/s0014-2999(96)00939-9 |
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| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Sigma-Aldrich
|
| Telephone: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
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