2-Acetylpyrazine - ≥99% , CAS No.22047-25-2

CAS: 22047-25-2 Cat. No.: A100996 Molecular Weight: 122.12 Beilstein Registry Number: 24(3/4)243 EC Number: 244-753-5

GRADE & PURITY ≥99%

Synonyms

PS-5458 | Pyrazin-1-ylethan-1-one | FT-0610980 | 1-(2-Pyrazinyl)ethanone | 1-(2-pyrazinyl)-ethanone | AB00602 | Acetylpyrazine | Acetylpyrazine, 97% | SY004986 | AM20070441 | DTXCID3027085 | Z513735920 | Ethanone, 1-pyrazinyl- | Q15726062 | 2-Acetylpyrazi

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

2-Acetylpyrazine has been identified as one of the volatile flavor constituents in popcorn, wheat and rye bread crust.

Specifications

Synonyms

PS-5458 | Pyrazin-1-ylethan-1-one | FT-0610980 | 1-(2-Pyrazinyl)ethanone | 1-(2-pyrazinyl)-ethanone | AB00602 | Acetylpyrazine | Acetylpyrazine, 97% | SY004986 | AM20070441 | DTXCID3027085 | Z513735920 | Ethanone, 1-pyrazinyl- | Q15726062 | 2-Acetylpyrazi

Specifications & Purity

≥99%

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 488183118
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488183118
• Canonical Smiles: CC(=O)C1=NC=CN=C1
• IUPAC Name: 1-pyrazin-2-ylethanone
• InChIKey: DBZAKQWXICEWNW-UHFFFAOYSA-N
• INCHI: 1S/C6H6N2O/c1-5(9)6-4-7-2-3-8-6/h2-4H,1H3
• Isomeric SMILES: CC(=O)C1=NC=CN=C1
• WGK Germany: 2
• Molecular Weight: 122.12
• Beilstein: 24(3/4)243
• Reaxy-Rn: 109630
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=109630&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbonyl compounds
        • Level5 Ketones
          • Level6 Aryl ketones
            • Level7 Aryl alkyl ketones

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Ketones - Aryl ketones
• Direct Parent: Aryl alkyl ketones
• Alternative Parents: Pyrazines Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Aryl alkyl ketone - Pyrazine - Heteroaromatic compound - Azacycle - Organoheterocyclic compound - Organic nitrogen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organonitrogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

Pseudomonas aeruginosa (123386 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Acinetobacter baumannii (41033 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: air sensitive
• Boil Point(°C): 78-79°/8mm
• Melt Point(°C): 75-78°C
• Molecular Weight: 122.120 g/mol
• XLogP3: 0.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 122.048 Da
• Monoisotopic Mass: 122.048 Da
• Topological Polar Surface Area: 42.900 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 114.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. LI-Juan Zhao, Meng-Ru Yin, Guo-Ping Yong.  (2023)  From isostructural to hetero-structural one-dimensional coordination polymers adjusted by changing the ligand substituent group from pyrazine to furan.  JOURNAL OF COORDINATION CHEMISTRY,      [PMID:] [10.1080/00958972.2023.2170231]

2. Shibin Deng, Heping Cui, Khizar Hayat, Yun Zhai, Qiang Zhang, Xiaoming Zhang, Chi-Tang Ho.  (2022)  Comparison of pyrazines formation in methionine/glucose and corresponding Amadori rearrangement product model.  FOOD CHEMISTRY,      [PMID:35245757] [10.1016/j.foodchem.2022.132500]

3. Shuqi Wang, Yuan Chang, Bing Liu, Haitao Chen, Baoguo Sun, Ning Zhang.  (2021)  Characterization of the Key Aroma-Active Compounds in Yongchuan Douchi (Fermented Soybean) by Application of the Sensomics Approach.  MOLECULES,  26  (10): (3048).  [PMID:34065280] [10.3390/molecules26103048]

4. Yating Rui, Jianfeng Wu, Qunyong Tang, Juan Pu, Wanpeng Wang, Shou-Nian Ding.  (2025)  Molecularly imprinted electrochemical sensor to sensitively detect tetramethylpyrazine in Baijiu.  ANALYST,  150  (5): (887-893).  [PMID:39874135] [10.1039/D4AN01559B]