Cas no 3621-79-2 (2-Methyleneglutaric Acid)

2-Methyleneglutaric Acid (CAS 498-23-7) is a dicarboxylic acid featuring a reactive methylene group, making it a versatile intermediate in organic synthesis. Its bifunctional structure allows for applications in polymerization, cross-linking, and the production of specialty chemicals. The compound exhibits good solubility in polar solvents, facilitating its use in aqueous and organic reaction systems. Its unsaturated backbone enables further functionalization, such as Michael additions or copolymerization, enhancing its utility in materials science. The acid's stability under standard conditions and high purity make it suitable for research and industrial processes requiring precise control over molecular architecture.
2-Methyleneglutaric Acid structure
2-Methyleneglutaric Acid structure
Product Name:2-Methyleneglutaric Acid
CAS No:3621-79-2
MF:C6H8O4
MW:144.125322341919
CID:309557
PubChem ID:95155
Update Time:2025-05-26

2-Methyleneglutaric Acid Chemical and Physical Properties

Names and Identifiers

    • Pentanedioic acid,2-methylene-
    • 2-METHYLENE-PENTANEDIOIC ACID
    • 2-methylidenepentanedioic acid
    • 2-methylene glutaric acid
    • 2-Methyleneglutarate
    • methyleneglutaric acid
    • Pentanedioic acid,2-methylene
    • CWNNYYIZGGDCHS-UHFFFAOYSA-N
    • Q27102261
    • 1-BUTENE-2,4-DICARBOXYLIC ACID
    • C02930
    • UNII-NZ83S5JR9D
    • BS-25127
    • LMFA01020394
    • NSC-21369
    • CHEBI:17207
    • 3621-79-2
    • GLUTARIC ACID, 2-METHYLENE-
    • SCHEMBL26631
    • AKOS006295783
    • NSC21369
    • 2-methylideneglutaric acid
    • NSC 21369
    • alpha-methyleneglutaric acid
    • 2-Methylene glutarate
    • 2-methylenepentanedioic acid
    • Pentanedioic acid, 2-methylene-
    • alpha-Methylene glutarate
    • 2-methyleneglutaric acid
    • FT-0691802
    • 2-methylenepentanedioicacid
    • NZ83S5JR9D
    • a-methyleneglutaric acid
    • .ALPHA.-METHYLENE GLUTARATE
    • NS00120868
    • DTXSID00189768
    • 2-Methyleneglutaric Acid
    • Inchi: 1S/C6H8O4/c1-4(6(9)10)2-3-5(7)8/h1-3H2,(H,7,8)(H,9,10)
    • InChI Key: CWNNYYIZGGDCHS-UHFFFAOYSA-N
    • SMILES: OC(CCC(=C)C(=O)O)=O

Computed Properties

  • Exact Mass: 144.04200
  • Monoisotopic Mass: 144.04225873g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 4
  • Complexity: 171
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.1
  • Topological Polar Surface Area: 74.6?2

Experimental Properties

  • PSA: 74.60000
  • LogP: 0.49200

2-Methyleneglutaric Acid Customs Data

  • HS CODE:2917190090
  • Customs Data:

    China Customs Code:

    2917190090

    Overview:

    2917190090 Other acyclic polycarboxylic acids. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, Terephthalic acid please specify4-CBAvalue, Terephthalic acid please specifyP-TLacid value, Terephthalic acid please indicate color, Terephthalic acid please indicate moisture

    Summary:

    2917190090 acyclic polycarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

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2-Methyleneglutaric Acid Related Literature

Additional information on 2-Methyleneglutaric Acid

Recent Advances in the Study of 2-Methyleneglutaric Acid (CAS: 3621-79-2): A Comprehensive Research Brief

2-Methyleneglutaric acid (CAS: 3621-79-2) is a dicarboxylic acid derivative that has garnered significant attention in the field of chemical biology and pharmaceutical research. Recent studies have explored its potential as a versatile intermediate in organic synthesis, as well as its biological activities, including enzyme inhibition and metabolic modulation. This research brief synthesizes the latest findings on 2-Methyleneglutaric acid, focusing on its synthesis, applications, and mechanistic insights.

One of the key advancements in the synthesis of 2-Methyleneglutaric acid involves the use of catalytic asymmetric methods. A 2023 study published in the Journal of Organic Chemistry demonstrated a novel enzymatic approach using engineered ketoreductases to achieve high enantioselectivity in the production of 2-Methyleneglutaric acid derivatives. This method offers a greener alternative to traditional chemical synthesis, reducing the reliance on harsh reagents and improving yield efficiency.

In the realm of biological applications, 2-Methyleneglutaric acid has shown promise as an inhibitor of key metabolic enzymes. Research published in Bioorganic & Medicinal Chemistry Letters highlighted its inhibitory effects on isocitrate lyase (ICL), an enzyme critical for the survival of pathogenic bacteria such as Mycobacterium tuberculosis. These findings suggest potential therapeutic applications for 2-Methyleneglutaric acid in combating antibiotic-resistant infections.

Furthermore, recent investigations into the metabolic pathways involving 2-Methyleneglutaric acid have revealed its role in the tricarboxylic acid (TCA) cycle. A 2024 study in Cell Chemical Biology identified 2-Methyleneglutaric acid as a modulator of mitochondrial function, with implications for diseases linked to metabolic dysregulation, such as cancer and neurodegenerative disorders. The study utilized advanced metabolomics techniques to trace the compound's impact on cellular energy metabolism.

Despite these promising developments, challenges remain in the scalable production and clinical translation of 2-Methyleneglutaric acid. Current research efforts are focused on optimizing synthetic routes and exploring its pharmacokinetic properties. Collaborative initiatives between academia and industry are expected to accelerate progress in this area, paving the way for future therapeutic and industrial applications.

In conclusion, 2-Methyleneglutaric acid (CAS: 3621-79-2) represents a compound of growing importance in chemical biology and pharmaceutical research. Its dual role as a synthetic intermediate and a bioactive molecule underscores its versatility. Continued research will be essential to fully unlock its potential and address existing limitations in production and application.

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