(±)-Nornicotine
(±)-Nornicotine structure
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Common Name | (±)-Nornicotine | ||
|---|---|---|---|---|
| CAS Number | 5746-86-1 | Molecular Weight | 148.20500 | |
| Density | 1,074 g/cm3 | Boiling Point | 107-108°C 2mm | |
| Molecular Formula | C9H12N2 | Melting Point | N/A | |
| MSDS | Chinese USA | Flash Point | 101°C | |
| Symbol |
GHS07 |
Signal Word | Warning | |
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6'-Methylpyrido[3,4-b]norhomotropane: synthesis and outstanding potency in relation to the alpha4beta2 nicotinic receptor pharmacophore model.
Bioorg. Med. Chem. Lett. 15 , 877-81, (2005) 6'-Methylpyrido[3,4-b]norhomotropane [synthesis as the racemate reported here] is more potent at the alpha4beta2 nicotinic receptor than any previous bridged nicotinoid. The two nitrogens and 6'-methyl substituent are superimposable on the two nitrogens and 6... |
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3-(2-Aminoethyl)pyridine analogs as alpha4beta2 nicotinic cholinergic receptor ligands.
Bioorg. Med. Chem. Lett. 15 , 4308-12, (2005) An examination of several 3-(2-aminoethyl)pyridine analogs suggests that they likely orient at alpha4beta2 nicotinic cholinergic receptors in a different fashion than their correspondingly substituted nicotine analogs. |
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Abuse potential of non-nicotine tobacco smoke components: acetaldehyde, nornicotine, cotinine, and anabasine.
Nicotine Tob. Res. 15(3) , 622-32, (2013) This review identified published animal studies evaluating the possible abuse potential of acetaldehyde, nornicotine, cotinine, and anabasine based on five commonly used paradigms. These include their effects on midbrain dopamine (DA) levels, drug discriminat... |
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The analgesic and toxic effects of nornicotine enantiomers alone and in interaction with morphine in rodent models of acute and persistent pain.
Pharmacol. Biochem. Behav. 94(3) , 352-62, (2010) Neuronal nicotinic acetylcholinic receptors (nAChR) are promising targets for the development of novel analgesics. Nicotine and other nAChR-agonists produce profound analgesia in rodent models of acute and persistent pain. However, significant side-effects ar... |
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A novel pathway for nicotine degradation by Aspergillus oryzae 112822 isolated from tobacco leaves.
Res. Microbiol. 161(7) , 626-33, (2010) An efficient nicotine-degrading fungus was isolated from tobacco leaves and identified as Aspergillus oryzae 112822 based on morphological characteristics and sequence analysis of 18S rDNA, 5.8S rDNA and the internal transcribed spacer (5.8S-ITS region). When... |
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Nornicotine-organocatalyzed aqueous reduction of alpha,beta-unsaturated aldehydes.
Chem. Commun. (Camb.) (46) , 4952-4, (2007) Nornicotine, a native component of tobacco and minor nicotine metabolite, was found to catalyze the chemoselective reduction of alpha,beta-unsaturated aldehydes under homogeneous aqueous conditions. |
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Nicotine and metabolites in paired umbilical cord tissue and meconium specimens.
Ther. Drug Monit. 33(1) , 80-5, (2011) Umbilical cord tissue was studied as a means of detecting prenatal exposure to nicotine. This was accomplished by comparing the presence and concentration of nicotine as well as nicotine metabolites in both umbilical cord tissue and paired meconium samples wi... |
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Non-functionalization of two CYP82E nicotine N-demethylase genes abolishes nornicotine formation in Nicotiana langsdorffii.
Plant Cell Physiol. 53(12) , 2038-46, (2012) Nornicotine is formed from nicotine by nicotine N-demethylase, a CYP82E family monooxygenase, and accumulates to high levels in some tobacco (Nicotiana tabacum) cultivars and many wild Nicotiana species. Nicotiana langsdorffii does not form nornicotine, where... |
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Enantioselective demethylation of nicotine as a mechanism for variable nornicotine composition in tobacco leaf.
J. Biol. Chem. 287(51) , 42804-11, (2012) Nicotine and its N-demethylation product nornicotine are two important alkaloids in Nicotiana tabacum L. (tobacco). Both nicotine and nornicotine have two stereoisomers that differ from each other at 2'-C position on the pyrrolidine ring. (S)-Nicotine is the ... |
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Nicotine metabolism in pregnant and nonpregnant rabbits.
Nicotine Tob. Res. 10(8) , 1385-90, (2008) Smoking during pregnancy remains a major public health concern and is associated with numerous adverse effects. Recently the clearance of nicotine and cotinine was shown to be substantially increased in pregnant women compared with nonpregnant controls. The p... |