alpha-Nicotyrine

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 591845

CAS#: 487-19-4

Description: alpha-Nicotyrine is a Metabolite of tobacco alkaloids in liver.


Chemical Structure

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alpha-Nicotyrine
CAS# 487-19-4

Theoretical Analysis

MedKoo Cat#: 591845
Name: alpha-Nicotyrine
CAS#: 487-19-4
Chemical Formula: C10H10N2
Exact Mass: 158.0844
Molecular Weight: 158.2
Elemental Analysis: C, 75.92; H, 6.37; N, 17.71

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: alpha-Nicotyrine

IUPAC/Chemical Name: 3-(1-Methylpyrrol-2-yl)pyridine

InChi Key: RYFOJXFXERAMLS-UHFFFAOYSA-N

InChi Code: InChI=1S/C10H10N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2-8H,1H3

SMILES Code: CN1C(C2=CC=CN=C2)=CC=C1

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.03.00

Preparing Stock Solutions

The following data is based on the product molecular weight 158.2 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Martinez RE, Dhawan S, Sumner W, Williams BJ. On-Line Chemical Composition Analysis of Refillable Electronic Cigarette Aerosol-Measurement of Nicotine and Nicotyrine. Nicotine Tob Res. 2015 Oct;17(10):1263-9. doi: 10.1093/ntr/ntu334. Epub 2014 Dec 26. PubMed PMID: 25542921.

2: Kramlinger VM, von Weymarn LB, Murphy SE. Inhibition and inactivation of cytochrome P450 2A6 and cytochrome P450 2A13 by menthofuran, β-nicotyrine and menthol. Chem Biol Interact. 2012 May 30;197(2-3):87-92. doi: 10.1016/j.cbi.2012.03.009. Epub 2012 Apr 1. PubMed PMID: 22486895; PubMed Central PMCID: PMC3362486.

3: Clayton P, Lu A, Bishop L. The pyrolysis of (-)-(S)-nicotine: racemization and decomposition. Chirality. 2010 May 5;22(4):442-6. doi: 10.1002/chir.20760. PubMed PMID: 19644958; PubMed Central PMCID: PMC2978920.

4: Denton TT, Zhang X, Cashman JR. Nicotine-related alkaloids and metabolites as inhibitors of human cytochrome P-450 2A6. Biochem Pharmacol. 2004 Feb 15;67(4):751-6. PubMed PMID: 14757175.

5: Liu X, Castagnoli K, Van Der Schyf CJ, Castagnoli N Jr. Studies on the in vivo biotransformation of the tobacco alkaloid beta-nicotyrine. Chem Res Toxicol. 2000 May;13(5):336-41. PubMed PMID: 10813649.

6: Liu X, Zang L, Van der Schyf CJ, Igarashi K, Castagnoli K, Castagnoli N Jr. Studies on the pyrrolinone metabolites derived from the tobacco alkaloid 1-methyl-2-(3-pyridinyl)pyrrole (beta-nicotyrine). Chem Res Toxicol. 1999 Jun;12(6):508-12. PubMed PMID: 10368313.

7: Shigenaga MK, Kim BH, Caldera-Munoz P, Cairns T, Jacob P 3rd, Trevor AJ, Castagnoli N Jr. Liver and lung microsomal metabolism of the tobacco alkaloid beta-nicotyrine. Chem Res Toxicol. 1989 Sep-Oct;2(5):282-7. PubMed PMID: 2519819.

8: Stålhandske T, Slanina P. Nicotyrine inhibits in vivo metabolism of nicotine without increasing its toxicity. Toxicol Appl Pharmacol. 1982 Sep 30;65(3):366-72. PubMed PMID: 7157369.