MedKoo Cat#: 591845 | Name: alpha-Nicotyrine

Description:

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

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

Chemical Structure

alpha-Nicotyrine
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: 158.20

Elemental Analysis: C, 75.92; H, 6.37; N, 17.71

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 158.20 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
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.