Nicotine and Nicotine Derivatives

Stability Light Sensitive
Applications Labelled (RS)-Nornicotine (N757000). (RS)-Nornicotine is a tobacco alkaloid and the major Nicotine (N412420) metabolite in brain. Nornicotine appears to activate different nAChR subtypes, has a better pharmacokinetic profile, and produces less toxicity than Nicotine. Nornicotine shows a significant analgesic activity.
References Hecht, S., et al.: Carcinogenesis, 9, 875 (1988), Rivenson, A., et al.: Cancer Res., 48, 6912 (1988), Hoffmann, D., et al.: Chem. Res. Toxicol., 14, 767 (2001), Kool, J., et al.: J. Med. Chem., 49, 3287 (2006), Kool, J., et al.: Drug Metab. Dispos., 35, 640 (2007),

Applications Used in the preparation of 2-Aminodihydro[1,3]thiazines as BACE 2 inhibitors and their preparation and use in the treatment of diabetes.
References Denny, W., et al.: J. Med. Chem., 33, 814 (1990), Maurya, M., et al.: J. Chem. Res., 446 (1998),

Applications S)-(-)-Nicotine-d3 is an isotope labelled compound of (S)-(-)-Nicotine (N412450). (S)-(-)-Nicotine is a prototype nicotinic acetylcholine receptor agonist. (S)-(-)-Nicotine is a naturally occurring isomer. Nicotine can be absorbed through the alimentary canal, respiratory tract and intact skin. Nicotine is used in the treatment of smoking withdrawal syndrome. Nicotine has been used as an anthelmintic.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Geffken, D., et al.: Am. J. Epidemiol., 153, 242 (2001), Bolego, C., et al.: Cardiovasc. Res., 53, 568 (2002), Leone, A., et al.: Curr. Pharm. Des., 1, 2199 (2005),

Applications 2-Chloro-rac-Nicotine is a metabolite of rac-Nicotine (N412420); an active stimulant having both addictive and carcinogenic properties.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Lowry, T., et al.: J. Chem. Soc., 319 (1931);

Impurity Nicotine USP Related Compound F (3-(pyrrolidine-2-yl)pyridine)
Stability Light Sensitive
Applications (RS)-Nornicotine is a tobacco alkaloid and the major Nicotine (N412420) metabolite in brain. Nornicotine appears to activate different nAChR subtypes, has a better pharmacokinetic profile, and produces less toxicity than Nicotine. Nornicotine shows a significant analgesic activity. Nicotine USP Related Compound F (3-(pyrrolidine-2-yl)pyridine).
References Hecht, S., et al.: Carcinogenesis, 9, 875 (1988), Rivenson, A., et al.: Cancer Res., 48, 6912 (1988), Hoffmann, D., et al.: Chem. Res. Toxicol., 14, 767 (2001), Kool, J., et al.: J. Med. Chem., 49, 3287 (2006), Kool, J., et al.: Drug Metab. Dispos., 35, 640 (2007),

Applications Nicotine Salicylate is used for treatment of smoking withdrawal syndrome.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Eneroth, P., et al.: Med. Biol., 55, 158 (1977),

Applications (R)-Anabasine is a minor tobacco alkaloid from Nicotiana tabacum that is known to have nicotinic receptor agonist activity.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Lee, S.T., et al.: Neurotoxicol. Teratol., 28, 220 (2006); Ayers, J.T., et al.: AAPS J., 4, E752 (2005)

Applications A labelled major metabolite of nicotine in humans. Carcinogen.
References Sugasawa, S., et al.: Pharma. Bull., et al.: 2, 39 (1954), Thompson, J.A., et al.: J. Chromatog., 231, 53 (1982); Seeman, J.I., et al.: J. Org. Chem., 51, 1548 (1986)

Stability Very Hygroscopic
Applications Nicotine N-β-D-Glucuronide is a Nicotine (N412420) metabolite in rat brain. Nicotine N-β-D-Glucuronide is used as a Nicotine biomarker in rat brain.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Alexandrov, K., et al.: Toxicol. Lett., 198, 63 (2010), Huang, L., et al.: J. Neurochem., 109, 826 (2009), Quik, M., et al.: Biochem. Pharmacol., 78, 677 (2009), Weems, J., et al.: Chem. Res. Toxicol., 23, 696 (2010),

Applications Labelled Nicotinic acid. It is a precursor of the coenzymes NAD and NADP. Widely distributed in nature; appreciable amounts are found in liver , fish, yeast and cereal grains. Dietary deficiency is associated with pellagra. The term “niacin” has also been applied to nicotinamide or to other derivatives exhibiting the biological activity of nicotinic acid. Vitamin (enzyme cofactor).
References Darby, W.J., et al.: Nutr. Rev., 33, 289 (1975), Black, A., et al.: Eur. J. Clin. Nutr., 54, 395 (2000), Cole, T., et al.: Br. Med. J., 320, 1240 (2000), Forshee, R., et al.: J. Nutr., 134, 2733 (2004),

Stability Hygroscopic, Light Sensitive
Applications (R,S)-Anatabine is a metabolite of Nicotine (N412420).
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Quan, P.M., et al.: J. Org. Chem., 30, 2769 (1965), Maciuk, A., et al.: J. Pharm. Biomed. Anal., 48, 238 (2008),

Stability Hygroscopic
Applications Labelled (R,S)-Anatabine is a metabolite of Nicotine (N412420).
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Quan, P.M., et al.: J. Org. Chem., 30, 2769 (1965), Maciuk, A., et al.: J. Pharm. Biomed. Anal., 48, 238 (2008),

Applications Sorbicillin analog. A bioactive secondary metabolites from terrestrial Streptomyces species TN262.
References Ma, L. et al. : J. Anitibiot. 64, 645 (2011); Elleuch, L. et al.: Appl. Biochem. Biotech. 162, 579 (2010)

Applications (S)-Anabasine is a nicotinic receptor agonist.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Keeler, R., et al.: Clin. Toxicol., 12, 49 (1978); Aceto, M., et al.: J. Med. Chem., 22, 17 (1979); Brand, J., et al.: J. Chem. Ecol., 19, 1315 (1993)

Applications A major metabolite of Nicotine in humans. Carcinogen.
References Sugasawa, S., et al.: Pharma. Bull., et al.: 2, 39 (1954), Thompson, J.A., et al.: J. Chromatog., 231, 53 (1982); Seeman, J.I., et al.: J. Org. Chem., 51, 1548 (1986)

Stability Hygroscopic
Applications rac-Cotinine-d3 N-β-D-Glucuronide is a labelled racemic analogue of Cotinine N-β-D-Glucuronide (C725175), a major metabolite of Nicotine (N412420) in humans. Carcinogen.
References Benowitz, N., et al.: Clin. Pharmacol. Ther., 56, 483 (1994), Nakajima, M., et al.: Drug Metab. Dispos., 24, 1212 (1996), Messina, E., et al.: J. Pharmacol. Exp. Ther., 282, 1608 (1997), Oscarson, M., et al.: Hum. Mutat., 20, 275 (2002),

Applications (S)-1-Methylnicotinium Iodide exhibits antinociceptive activity. A nicotinic receptor antagonist and a metabolite of Nicotine.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Aceto, M. D., et al.: Br. J. Pharmacol., 79, 869-876 (1983); Wilkins, L. H., et al.: J. Pharm. Exp. Ther., 304, 400-410 (2003); Seeman, J.I. and Whidby, J.F.: J. Org. Chem., 41, 24, 3824 (1976), Oldendorf, W.H., et al.: Proc. Natl. Acad. Sci., USA, 90, 307 (1993)

Stability Light Sensitive
Applications (±)-Nicotine-d7 (N-methyl-d3; pyridine-d4) is the labelled version of Nicotine (N412420(M)) is an alkaloid isolated from plants. Nicotine is an active stimulant, having both addictive and carcinogenic properties. Nicotine can be absorbed through the alimentary canal, respiratory tract and intact skin. Nicotine is used in the treatment of smoking withdrawal syndrome. Nicotine has been used as an anthelmintic.
References Ferretti, G., et al.: J. Med. Chem., 45, 4724 (2002), Guillen, M., et al.: J. Agric. Food Chem., 53, 1093 (2005), Ramunno, A., et al.: Bioorg. Med. Chem. Lett., 15, 3237 (2005), Alburges, M., et al.: Eur. J. Pharmacol., 573, 124 (2007),