Description
Metanicotine, also known as RJR-2403 and TC-2403, is a neuronal nicotinic receptor agonist, showing high selectivity for the α4β2 subtype. Metanicotine has high affinity to rat brain cortex (Ki = 26 +/- 3 nM). Metanicotine is comparable to nicotine in activating rat thalamic synaptosomes (EC50 = 732 +/- 155 nM and Emax = 91 +/- 8% for RJR-2403; EC50 = 591 +/- 120 nM and Emax = 100 +/- 25% for nicotine) . Chronic administration of RJR-2403 in combination with low-dose of 17beta-estradiol corrects passive avoidance learning in ovariectomized rats. RJR-2403 compensates the impairment of eyeblink conditioning produced by the noncompetitive NMDA-receptor antagonist MK-801.
Product information
Molecular Weight: 207.25
Formula: C22H30N4O4
Synonym:
Rivanicline
Rivanicline hemioxalate
Metanicotine hemioxalate
RJR 2403 hemioxalate
RJR2403 hemioxalate
Related CAS Number:
15585-43-0 (free base)
220662-95-3 (RJR-2403 oxalate(1:1))
Chemical Name: (E)-N-methyl-4-(pyridin-3-yl)but-3-en-1-amine hemioxalate
Smiles: CNCC/C=C/C1=CN=CC=C1.CNCC/C=C/C1=CN=CC=C1.OC(=O)C(O)=O
InChiKey: VWROAWUIKILZJB-ITOWEXLMSA-N
InChi: InChI=1S/2C10H14N2.C2H2O4/c2*1-11-7-3-2-5-10-6-4-8-12-9-10;3-1(4)2(5)6/h2*2,4-6,8-9,11H,3,7H2,1H3;(H,3,4)(H,5,6)/b2*5-2+;
Technical Data
Appearance: Solid Power
Purity: ≥98% (or refer to the Certificate of Analysis)
Solubility: DMSO : 50 mg/mL (241.28 mM; Need ultrasonic)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis
Storage Condition: Dry, dark and -20 oC for 1 year or refer to the Certificate of Analysis.
Shelf Life: ≥12 months if stored properly.
Stock Solution Storage: 0 - 4 oC for 1 month or refer to the Certificate of Analysis.
Drug Formulation: To be determined
HS Tariff Code: 382200
References:
- Bencherif M, et al. RJR-2403: a nicotinic agonist with CNS selectivity I. In vitro characterization. J Pharmacol Exp Ther. 1996 Dec;279(3):1413-21.
- Lippiello PM, et al. RJR-2403: a nicotinic agonist with CNS selectivity II. In vivo characterization. J Pharmacol Exp Ther. 1996 Dec;279(3):1422-9.
- Damaj MI, et al. Antinociceptive and pharmacological effects of metanicotine, a selective nicotinic agonist. J Pharmacol Exp Ther. 1999 Oct;291(1):390-8.
Products are for research use only. Not for human use.
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