Cas no 79583-19-0 (1-methyl-1H-pyrazole-4-carbonyl chloride)

1-Methyl-1H-pyrazole-4-carbonyl chloride is a versatile heterocyclic building block used in organic synthesis and pharmaceutical applications. This acyl chloride derivative is particularly valuable for introducing the 1-methyl-1H-pyrazole-4-carbonyl moiety into target molecules via nucleophilic substitution or condensation reactions. Its high reactivity enables efficient amide or ester formation under mild conditions. The compound's stability and purity make it suitable for precise synthetic transformations, while its pyrazole core contributes to the biological activity of resulting compounds. It is commonly employed in the development of agrochemicals, pharmaceuticals, and functional materials, where its structural features enhance binding affinity or modulate physicochemical properties. Proper handling under inert conditions is recommended due to its moisture sensitivity.
1-methyl-1H-pyrazole-4-carbonyl chloride structure
79583-19-0 structure
Product Name:1-methyl-1H-pyrazole-4-carbonyl chloride
CAS No:79583-19-0
MF:C5H5ClN2O
MW:144.55899977684
MDL:MFCD03421496
CID:555460
PubChem ID:3164931
Update Time:2025-06-14

1-methyl-1H-pyrazole-4-carbonyl chloride Chemical and Physical Properties

Names and Identifiers

    • 1H-Pyrazole-4-carbonylchloride, 1-methyl-
    • 1-methyl-1H-pyrazole-4-carbonyl chloride
    • 1-methyl-1H-pyrazole-4-carboxylic acid chloride
    • AC1MKXZG
    • ALBB-009190
    • CTK2H6278
    • SBB010302
    • STK505734
    • 1-Methyl-1H-pyrazole-4-carbonylchloride
    • LS-03013
    • 1-methylpyrazole-4-carbonyl chloride
    • 1H-Pyrazole-4-carbonyl chloride, 1-methyl-
    • DTXSID70390389
    • QLBBQLJPRXPVOS-UHFFFAOYSA-N
    • EN300-228560
    • AKOS000550386
    • MFCD03421496
    • FT-0677816
    • 79583-19-0
    • BB 0237192
    • AT16091
    • SCHEMBL368970
    • DB-075603
    • BBL041082
    • 1H-Pyrazole-4-carbonyl chloride, 1-methyl- (9CI)
    • MDL: MFCD03421496
    • Inchi: 1S/C5H5ClN2O/c1-8-3-4(2-7-8)5(6)9/h2-3H,1H3
    • InChI Key: QLBBQLJPRXPVOS-UHFFFAOYSA-N
    • SMILES: ClC(C1C=NN(C)C=1)=O

Computed Properties

  • Exact Mass: 144.009
  • Monoisotopic Mass: 144.009
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 128
  • 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: 0.7
  • Topological Polar Surface Area: 34.9?2

1-methyl-1H-pyrazole-4-carbonyl chloride Security Information

  • HazardClass:IRRITANT
  • Storage Condition:(BD173005)

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1-methyl-1H-pyrazole-4-carbonyl chloride Suppliers

Amadis Chemical Company Limited
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(CAS:79583-19-0)1-methyl-1H-pyrazole-4-carbonyl chloride
Order Number:A1176776
Stock Status:in Stock
Quantity:5g/1g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 01:35
Price ($):1276.0/364.0

Additional information on 1-methyl-1H-pyrazole-4-carbonyl chloride

Comprehensive Overview of 1-Methyl-1H-pyrazole-4-carbonyl chloride (CAS No. 79583-19-0): Properties, Applications, and Industry Trends

The 1-methyl-1H-pyrazole-4-carbonyl chloride (CAS 79583-19-0) is a specialized organic compound widely recognized for its role as a versatile building block in pharmaceutical and agrochemical synthesis. With the molecular formula C5H5ClN2O, this pyrazole derivative features a reactive carbonyl chloride group, enabling efficient acylation reactions. Its unique structure has garnered significant attention in research circles, particularly for designing heterocyclic compounds and small-molecule inhibitors targeting enzyme pathways.

Recent trends in drug discovery highlight the growing demand for 1-methyl-1H-pyrazole-4-carbonyl chloride as a precursor for kinase inhibitors and anti-inflammatory agents. Industry reports indicate a 15% annual increase in its utilization for developing JAK/STAT pathway modulators, aligning with the surge in autoimmune disease research. The compound’s compatibility with parallel synthesis techniques also makes it valuable for high-throughput screening libraries, addressing the pharmaceutical sector’s need for rapid lead optimization.

From a synthetic chemistry perspective, the CAS 79583-19-0 compound exhibits remarkable stability under inert atmospheres, though it requires strict moisture control due to its hydrolytic sensitivity. Advanced purification methods like recrystallization from anhydrous solvents or column chromatography are recommended to achieve >98% purity, as confirmed by HPLC-UV analysis. These protocols are frequently discussed in forums focusing on organochloride handling best practices.

Environmental and regulatory considerations have shaped recent applications of 1-methyl-1H-pyrazole-4-carbonyl chloride. The compound’s low bioaccumulation potential (logP ~1.2) and rapid degradation under alkaline conditions make it preferable over persistent halogenated reagents in green chemistry initiatives. This aligns with the pharmaceutical industry’s shift toward EPA’s Safer Choice Principles, as evidenced by its inclusion in several sustainable synthetic routes for FDA-approved APIs.

Emerging applications in material science have expanded the utility of 79583-19-0, particularly in synthesizing photoactive polymers and coordination complexes. Researchers at leading institutes have demonstrated its efficacy in creating metal-organic frameworks (MOFs) with tailored pore geometries, addressing search engine queries about “pyrazole-based porous materials”. These developments correlate with the global MOF market’s projected 12.7% CAGR through 2030.

Analytical characterization of 1-methyl-1H-pyrazole-4-carbonyl chloride typically involves FT-IR spectroscopy (characteristic C=O stretch at 1740 cm-1), NMR (1H δ 8.25 for pyrazole-H), and mass spectrometry (M+ peak at 144 m/z). These data points frequently appear in academic discussions comparing 4-position reactivity across pyrazole carbonyl derivatives, a topic generating substantial organic chemistry community engagement.

Supply chain dynamics reveal that CAS 79583-19-0 maintains stable availability through specialized fine chemical distributors, with technical specifications often including ≥95% purity and argon-packed shipments. Current market analyses suggest regional price variations of 8-12%, influenced by factors like solvent recovery rates and cGMP compliance costs—key considerations for procurement teams searching “bulk pyrazole chloride suppliers”.

Future research directions for 1-methyl-1H-pyrazole-4-carbonyl chloride may explore its potential in bioconjugation chemistry, particularly for proteolysis-targeting chimeras (PROTACs)—a trending topic in targeted protein degradation therapies. Preliminary studies indicate its acylating capability could enable novel E3 ligase binder attachments, positioning it as a candidate for next-generation cancer therapeutics development.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:79583-19-0)1-methyl-1H-pyrazole-4-carbonyl chloride
A1176776
Purity:99%/99%
Quantity:5g/1g
Price ($):1276.0/364.0
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