Cas no 66121-72-0 (1-Methyl-1H-pyrazole-5-carbonitrile)

1-Methyl-1H-pyrazole-5-carbonitrile is a heterocyclic organic compound featuring a pyrazole ring substituted with a nitrile group at the 5-position and a methyl group at the 1-position. This structure imparts versatility in synthetic applications, particularly as a key intermediate in pharmaceuticals, agrochemicals, and specialty chemicals. The nitrile functionality offers reactivity for further derivatization, enabling the formation of amides, carboxylic acids, or heterocyclic scaffolds. Its stability and well-defined reactivity profile make it suitable for use in multi-step synthesis. The compound is typically handled under standard laboratory conditions, though proper precautions should be taken due to the potential toxicity of nitrile-containing compounds.
1-Methyl-1H-pyrazole-5-carbonitrile structure
66121-72-0 structure
Product Name:1-Methyl-1H-pyrazole-5-carbonitrile
CAS No:66121-72-0
MF:C5H5N3
MW:107.113300085068
MDL:MFCD09701708
CID:1069797
PubChem ID:13464587
Update Time:2025-06-08

1-Methyl-1H-pyrazole-5-carbonitrile Chemical and Physical Properties

Names and Identifiers

    • 1-Methyl-1H-pyrazole-5-carbonitrile
    • 1H-Pyrazole-5-carbonitrile,1-methyl
    • 1-Methyl-5-cyano-pyrazol
    • 1-methylpyrazole-5-carbonitrile
    • 1-Methylpyrazole-5-carboxylic acid nitrile
    • 2-methyl-2H-pyrazole-3-carbonitrile
    • 5-cyano-1-methylpyrazole
    • 1H-Pyrazole-5-carbonitrile, 1-methyl-
    • 2-methylpyrazole-3-carbonitrile
    • 1-methyl-pyrazol-5-carbonitrile
    • WMZMVWZFGUVSTA-UHFFFAOYSA-N
    • STK352071
    • 7596AE
    • BBL000380
    • SBB025129
    • PB25151
    • ST45134725
    • 1-Methyl-1H-pyrazole-5-carbonitril
    • DTXSID10541494
    • CS-W013676
    • ALBB-017923
    • A867523
    • EN300-231541
    • 1-Methyl-1H-pyrazole-5-carbonitrile, AldrichCPR
    • MFCD09701708
    • AKOS005167909
    • DA-41760
    • CS-17362
    • 1-METHYL-1H-PYRAZOL-5-YL CYANIDE
    • 66121-72-0
    • AMY32780
    • SCHEMBL1997702
    • DTXCID60492280
    • MDL: MFCD09701708
    • Inchi: 1S/C5H5N3/c1-8-5(4-6)2-3-7-8/h2-3H,1H3
    • InChI Key: WMZMVWZFGUVSTA-UHFFFAOYSA-N
    • SMILES: N1(C)C(C#N)=CC=N1

Computed Properties

  • Exact Mass: 107.04800
  • Monoisotopic Mass: 107.048347172 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 0
  • Complexity: 123
  • 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
  • Molecular Weight: 107.11
  • XLogP3: 0.3
  • Topological Polar Surface Area: 41.6

Experimental Properties

  • PSA: 41.61000
  • LogP: 0.29178

1-Methyl-1H-pyrazole-5-carbonitrile Security Information

  • Symbol: GHS06
  • Signal Word:Danger
  • Hazard Statement: H301
  • Warning Statement: P301+P310
  • Hazardous Material transportation number:UN 2811 6.1 / PGIII
  • Hazard Category Code: 25
  • Safety Instruction: 45
  • Hazardous Material Identification: T

1-Methyl-1H-pyrazole-5-carbonitrile Customs Data

  • HS CODE:2933199090
  • Customs Data:

    China Customs Code:

    2933199090

    Overview:

    2933199090. Other structurally non fused pyrazole ring compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933199090. other compounds containing an unfused pyrazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

1-Methyl-1H-pyrazole-5-carbonitrile Pricemore >>

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1-Methyl-1H-pyrazole-5-carbonitrile Production Method

Production Method 1

Reaction Conditions
1.1 Solvents: Methanol
Reference
Anodic cyanation of 1-methylpyrazole
Yoshida, Kunihisa; Toyo-oka, Yoshimasa; Takeda, Kazusada, Journal of Heterocyclic Chemistry, 1995, 32(2), 701-2

1-Methyl-1H-pyrazole-5-carbonitrile Raw materials

1-Methyl-1H-pyrazole-5-carbonitrile Preparation Products

1-Methyl-1H-pyrazole-5-carbonitrile Suppliers

Suzhou Senfeida Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:66121-72-0)1-Methyl-1H-pyrazole-5-carbonitrile
Order Number:sfd9593
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:35
Price ($):discuss personally

Additional information on 1-Methyl-1H-pyrazole-5-carbonitrile

Recent Advances in the Study of 1-Methyl-1H-pyrazole-5-carbonitrile (CAS: 66121-72-0) and Its Applications in Chemical Biology and Pharmaceutical Research

1-Methyl-1H-pyrazole-5-carbonitrile (CAS: 66121-72-0) is a heterocyclic compound that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound, characterized by its pyrazole core and nitrile functional group, serves as a key intermediate in the synthesis of various bioactive molecules. Recent studies have explored its potential in drug discovery, particularly in the development of kinase inhibitors, antimicrobial agents, and anti-inflammatory compounds. This research brief aims to summarize the latest findings related to 1-Methyl-1H-pyrazole-5-carbonitrile, highlighting its synthetic routes, biological activities, and therapeutic potential.

In the context of synthetic chemistry, 1-Methyl-1H-pyrazole-5-carbonitrile has been employed as a building block for the construction of more complex heterocyclic systems. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its utility in the synthesis of novel pyrazolo[3,4-d]pyrimidine derivatives, which exhibited potent inhibitory activity against cyclin-dependent kinases (CDKs). The study reported that the nitrile group in 1-Methyl-1H-pyrazole-5-carbonitrile facilitated the introduction of additional functional groups, enabling the optimization of drug-like properties such as solubility and metabolic stability. These findings underscore the compound's importance in medicinal chemistry and its role in the development of targeted therapies for cancer and other diseases.

Beyond its applications in kinase inhibitor development, 1-Methyl-1H-pyrazole-5-carbonitrile has also been investigated for its antimicrobial properties. A recent study in Bioorganic & Medicinal Chemistry Letters explored the compound's derivatives as potential agents against drug-resistant bacterial strains. The researchers synthesized a series of 1-Methyl-1H-pyrazole-5-carbonitrile analogs and evaluated their efficacy against methicillin-resistant Staphylococcus aureus (MRSA). The results indicated that certain derivatives exhibited promising antibacterial activity, with minimal cytotoxicity to human cells. This suggests that 1-Methyl-1H-pyrazole-5-carbonitrile could serve as a scaffold for the development of new antibiotics to address the growing challenge of antimicrobial resistance.

In addition to its antimicrobial and anticancer potential, 1-Methyl-1H-pyrazole-5-carbonitrile has been studied for its anti-inflammatory effects. A 2022 publication in European Journal of Medicinal Chemistry described the synthesis of pyrazole-based compounds derived from 1-Methyl-1H-pyrazole-5-carbonitrile, which demonstrated significant inhibition of pro-inflammatory cytokines such as TNF-α and IL-6. The study utilized molecular docking simulations to elucidate the interactions between these compounds and their biological targets, providing insights into their mechanism of action. These findings highlight the compound's potential as a lead structure for the development of anti-inflammatory drugs with improved efficacy and safety profiles.

Despite these promising developments, challenges remain in the optimization and clinical translation of 1-Methyl-1H-pyrazole-5-carbonitrile-based therapeutics. Issues such as bioavailability, toxicity, and scalability of synthesis must be addressed to fully realize the compound's potential. Future research directions may include the exploration of novel synthetic methodologies, structure-activity relationship (SAR) studies, and preclinical evaluations of lead compounds. Collaborative efforts between chemists, biologists, and pharmacologists will be essential to advance this field and bring new therapies to market.

In conclusion, 1-Methyl-1H-pyrazole-5-carbonitrile (CAS: 66121-72-0) represents a valuable scaffold in chemical biology and pharmaceutical research. Its diverse applications in drug discovery, ranging from kinase inhibitors to antimicrobial and anti-inflammatory agents, underscore its versatility and importance. Continued investigation into its synthetic pathways and biological activities will likely yield further breakthroughs, contributing to the development of innovative therapeutics for a wide range of diseases.

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Suzhou Senfeida Chemical Co., Ltd
(CAS:66121-72-0)1-Methyl-1H-pyrazole-5-carbonitrile
sfd9593
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
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