Weight | 148.209 g/mol |
---|---|
Formula | C9H12N2 |
Hydrogen Acceptors | 2 |
Hydrogen Donors | 1 |
Aromatic Rings | 1 |
Rotatable Bonds | 1 |
3-(pyrrolidin-2-yl)pyridine (494-97-3, 5746-86-1)
nornicotine · nornicotine, (R)-isomer · nornicotine tartrate, (S)-(R-(R*,R*))-isomer
Score:
#514 in Neuroscience
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#894 in Biochemistry
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#2382 in Biology
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#2956 in Chemistry
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- Conversion of nicotine to nornicotine in Nicotiana tabacum is mediated by CYP82E4, a cytochrome P450 monooxygenase (Proceedings of the National Academy of Sciences of the United States of America, 2005)
- Nornicotine is self-administered intravenously by rats (Psychopharmacology, 1999)
- Resolution of (.+-.)-5-bromonornicotine. Synthesis of (R)- and (S)-nornicotine of high enantiomeric purity (Journal of Organic Chemistry, 1982)
- Metabolites of Nicotine in Rat Brain After Peripheral Nicotine Administration: Cotinine, Nornicotine, and Norcotinine (Drug Metabolism and Disposition, 1997)
- Genetic Engineering of Nicotiana tabacum for Reduced Nornicotine Content (Journal of Agricultural and Food Chemistry, 2006)
- Acute and chronic effects of nornicotine on locomotor activity in rats : altered response to nicotine (Psychopharmacology, 1999)
-
Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. - nornicotine
- nornicotine, (R)-isomer
- nornicotine tartrate, (S)-(R-(R*,R*))-isomer
- nornicotine, (S)-isomer
- 3-(2-pyrrolidinyl)pyridine
-
SMILESC1CC(NC1)C2=CN=CC=C2
-
InChIKeyMYKUKUCHPMASKF-UHFFFAOYSA-N
- Pubchem - 3-(pyrrolidin-2-yl)pyridine
- Wikipedia - (RS)-nornicotine
Nornicotine is an alkaloid found in various plants including Nicotiana, the tobacco plant. It is chemically similar to nicotine, but does not contain a methyl group. It is a precursor to the carcinogen N-nitrosonornicotine that is produced during the curing and processing of tobacco.
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Synthesis
1-(3-pyridinyl)-1-propanamine
+
Reactant
(Alkylation of primary amines)
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