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MedKoo Cat#: 558477 | Name: 2-Acetylpyrazine
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Description:

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

2-Acetylpyrazine is a pyrazine and a ketone. It is a yellow-brown powder at room temperature.

Chemical Structure

2-Acetylpyrazine
2-Acetylpyrazine
CAS#22047-25-2

Theoretical Analysis

MedKoo Cat#: 558477

Name: 2-Acetylpyrazine

CAS#: 22047-25-2

Chemical Formula: C6H6N2O

Exact Mass: 122.0500

Molecular Weight: 122.13

Elemental Analysis: C, 59.01; H, 4.95; N, 22.94; O, 13.10

Price and Availability

Size Price Availability Quantity
5g USD 250.00 2 Weeks
25g USD 650.00 2 Weeks
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Related CAS #
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Synonym
2-Acetylpyrazine; 2 Acetylpyrazine; 2Acetylpyrazine; 1-Pyrazinylethanone; 2-Acetylpyrazine; Acetylpyrazine;
IUPAC/Chemical Name
Ethanone, 1-(2-pyrazinyl)-
InChi Key
DBZAKQWXICEWNW-UHFFFAOYSA-N
InChi Code
InChI=1S/C6H6N2O/c1-5(9)6-4-7-2-3-8-6/h2-4H,1H3
SMILES Code
CC(C1=NC=CN=C1)=O
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 122.13 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: Zhang N, Tai Y, Li M, Ma P, Zhao J, Niu J. Main group bismuth(III), gallium(III) and diorganotin(IV) complexes derived from bis(2-acetylpyrazine)thiocarbonohydrazone: synthesis, crystal structures and biological evaluation. Dalton Trans. 2014 Apr 7;43(13):5182-9. doi: 10.1039/c4dt00077c. PubMed PMID: 24504550. 2: Li MX, Zhang LZ, Yang M, Niu JY, Zhou J. Synthesis, crystal structures, in vitro biological evaluation of zinc(II) and bismuth(III) complexes of 2-acetylpyrazine N(4)-phenylthiosemicarbazone. Bioorg Med Chem Lett. 2012 Apr 1;22(7):2418-23. doi: 10.1016/j.bmcl.2012.02.024. Epub 2012 Feb 17. PubMed PMID: 22401862. 3: Li MX, Chen CL, Ling CS, Zhou J, Ji BS, Wu YJ, Niu JY. Cytotoxicity and structure-activity relationships of four alpha-N-heterocyclic thiosemicarbazone derivatives crystal structure of 2-acetylpyrazine thiosemicarbazone. Bioorg Med Chem Lett. 2009 May 15;19(10):2704-6. doi: 10.1016/j.bmcl.2009.03.135. Epub 2009 Mar 29. PubMed PMID: 19369075. 4: Liang J, Xie J, Hou L, Zhao M, Zhao J, Cheng J, Wang S, Sun BG. Aroma Constituents in Shanxi Aged Vinegar before and after Aging. J Agric Food Chem. 2016 Oct 12;64(40):7597-7605. Epub 2016 Sep 28. PubMed PMID: 27641774. 5: Milczarska B, Foks H, Trapkowski Z, Milzyńska-Kołaczek A, Janowiec M, Zwolska Z, Andrzejczyk Z. Studies on pyrazine derivatives. XXXII. Synthesis and tuberculostatic activity of acetylpyrazine thiosemicarbazone derivatives. Acta Pol Pharm. 1998 Jul-Aug;55(4):289-95. PubMed PMID: 9821394. 6: Kowol CR, Berger R, Eichinger R, Roller A, Jakupec MA, Schmidt PP, Arion VB, Keppler BK. Gallium(III) and iron(III) complexes of alpha-N-heterocyclic thiosemicarbazones: synthesis, characterization, cytotoxicity, and interaction with ribonucleotide reductase. J Med Chem. 2007 Mar 22;50(6):1254-65. Epub 2007 Feb 22. PubMed PMID: 17315858. 7: Ahmetaj S, Velikanje N, Grošelj U, Šterbal I, Prek B, Golobič A, Kočar D, Dahmann G, Stanovnik B, Svete J. Parallel synthesis of 7-heteroaryl-pyrazolo[1,5-a]pyrimidine-3-carboxamides. Mol Divers. 2013 Nov;17(4):731-43. doi: 10.1007/s11030-013-9469-3. Epub 2013 Aug 22. PubMed PMID: 23975596. 8: Wilson JT, Jiang X, McGill BC, Lisic EC, Deweese JE. Examination of the Impact of Copper(II) α-(N)-Heterocyclic Thiosemicarbazone Complexes on DNA Topoisomerase IIα. Chem Res Toxicol. 2016 Apr 18;29(4):649-58. doi: 10.1021/acs.chemrestox.5b00471. Epub 2016 Mar 23. PubMed PMID: 26982206. 9: Opletalova V, Dolezel J, Kunes J, Buchta V, Vejsova M, Kucerova-Chlupacova M. Synthesis and Antifungal Screening of 2-{[1-(5-Alkyl/arylalkylpyrazin-2-yl)ethylidene]hydrazono}-1,3-thiazolidin-4-ones . Molecules. 2016 Nov 23;21(11). pii: E1592. PubMed PMID: 27886119. 10: Majcher MA, Jeleń HH. Identification of potent odorants formed during the preparation of extruded potato snacks. J Agric Food Chem. 2005 Aug 10;53(16):6432-7. PubMed PMID: 16076130. 11: Milczarska B, Foks H, Sokołowska J, Janowiec M, Zwolska Z, Andrzejczyk Z. Studies on pyrazine derivatives. XXXIII. Synthesis and tuberculostatic activity of 1-[1-(2-pyrazinyl)-ethyl]-4-N-substituted thiosemicarbazide derivatives. Acta Pol Pharm. 1999 Mar-Apr;56(2):121-6. PubMed PMID: 10635356. 12: Liu YF, Liu YP, Zhang KK, Ren QL, Qin J. Mononuclear and three-dimensional metal complexes based on a multidentate hydrazone ligand. Acta Crystallogr C Struct Chem. 2015 Feb;71(Pt 2):116-21. doi: 10.1107/S2053229615000698. Epub 2015 Jan 17. PubMed PMID: 25652278. 13: Gijs L, Chevance F, Jerkovic V, Collin S. How low pH can intensify beta-damascenone and dimethyl trisulfide production through beer aging. J Agric Food Chem. 2002 Sep 25;50(20):5612-6. PubMed PMID: 12236686. 14: Majcher MA, Jeleń HH. Effect of cysteine and cystine addition on sensory profile and potent odorants of extruded potato snacks. J Agric Food Chem. 2007 Jul 11;55(14):5754-60. Epub 2007 Jun 14. PubMed PMID: 17567142. 15: Opletalová V, Kalinowski DS, Vejsová M, Kunes J, Pour M, Jampílek J, Buchta V, Richardson DR. Identification and characterization of thiosemicarbazones with antifungal and antitumor effects: cellular iron chelation mediating cytotoxic activity. Chem Res Toxicol. 2008 Sep;21(9):1878-89. doi: 10.1021/tx800182k. Epub 2008 Aug 13. PubMed PMID: 18698850. 16: Easmon J, Puerstinger G, Roth T, Fiebig HH, Jenny M, Jaeger W, Heinisch G, Hofmann J. 2-benzoxazolyl and 2-benzimidazolyl hydrazones derived from 2-acetylpyridine: a novel class of antitumor agents. Int J Cancer. 2001 Oct 1;94(1):89-96. PubMed PMID: 11668483. 17: Milczarska B, Foks H, Mikołajczyk K, Janowiec M, Zwolska Z, Andrzejczyk Z. Studies on pyrazine derivatives--XXXIV. Synthesis and tuberculostatic activity of alpha-oxo ketene dithioacetals pyrazine derivatives. Acta Pol Pharm. 2000 Jul-Aug;57(4):307-10. PubMed PMID: 11126620. 18: Zhang TH, Wang GW, Lu P, Li YJ, Peng RF, Liu YC, Murata Y, Komatsu K. Solvent-free reactions of C60 with active methylene compounds, either with or without carbon tetrabromide, in the presence of bases under high-speed vibration milling conditions. Org Biomol Chem. 2004 Jun 21;2(12):1698-702. Epub 2004 May 20. PubMed PMID: 15188036. 19: Chen J, Ho CT. Comparison of volatile generation in serine/threonine/glutamine-ribose/glucose/fructose model systems. J Agric Food Chem. 1999 Feb;47(2):643-7. PubMed PMID: 10563946. 20: Shan S, Huang YL, Guo HQ, Li DF, Sun J. Benzyl 3-[(E)-1-(pyrazin-2-yl)ethyl-idene]dithio-carbazate. Acta Crystallogr Sect E Struct Rep Online. 2011 Aug 1;67(Pt 8):o2105. doi: 10.1107/S1600536811028480. Epub 2011 Jul 23. PubMed PMID: 22091124; PubMed Central PMCID: PMC3213547.