Cas no 131661-41-1 (5-methyl-1H-pyrazole-4-carbonitrile)

5-Methyl-1H-pyrazole-4-carbonitrile is a versatile heterocyclic compound featuring a pyrazole core substituted with a methyl group at the 5-position and a nitrile functional group at the 4-position. This structure imparts reactivity suitable for further derivatization, making it valuable in pharmaceutical and agrochemical synthesis. The nitrile group offers a handle for nucleophilic addition or cyclization reactions, while the pyrazole scaffold is known for its bioisosteric properties. The compound's stability and well-defined reactivity profile facilitate its use as a building block in medicinal chemistry, particularly in the development of biologically active molecules. Its purity and consistent performance underscore its utility in research and industrial applications.
5-methyl-1H-pyrazole-4-carbonitrile structure
131661-41-1 structure
Product Name:5-methyl-1H-pyrazole-4-carbonitrile
CAS No:131661-41-1
MF:C5H5N3
MW:107.113300085068
MDL:MFCD20318373
CID:1031844
PubChem ID:1382043
Update Time:2025-06-14

5-methyl-1H-pyrazole-4-carbonitrile Chemical and Physical Properties

Names and Identifiers

    • 3-Methyl-1H-pyrazole-4-carbonitrile
    • 5-methyl-1H-pyrazole-4-carbonitrile
    • 3-Methyl-4-cyanopyrazole
    • 3-methylpyrazole-4-carbonitrile
    • ZERO/005572
    • SBHYNBAKHDSUKT-UHFFFAOYSA-N
    • 3-Methyl-1H-pyrazol-4-yl cyanide
    • 3-methyl-1H-pyrazol-4-carbonitrile
    • SBB013488
    • 5870AA
    • STK691768
    • SB15977
    • 1H-Pyrazole-4-carbonitrile, 3-methyl-
    • ST092016
    • ST240
    • SY114414
    • SCHEMBL3358649
    • MFCD05664572
    • CS-0040904
    • P12753
    • DS-16565
    • Z1966569994
    • EN300-195741
    • SCHEMBL11948731
    • DTXSID90362548
    • A888391
    • AKOS005604134
    • AKOS013464775
    • 131661-41-1
    • F8888-3292
    • DB-083008
    • MDL: MFCD20318373
    • Inchi: 1S/C5H5N3/c1-4-5(2-6)3-7-8-4/h3H,1H3,(H,7,8)
    • InChI Key: SBHYNBAKHDSUKT-UHFFFAOYSA-N
    • SMILES: N1C(C)=C(C#N)C=N1

Computed Properties

  • Exact Mass: 107.04800
  • Monoisotopic Mass: 107.048347172g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • 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
  • Topological Polar Surface Area: 52.5
  • XLogP3: 0.3

Experimental Properties

  • PSA: 52.47000
  • LogP: 0.58978

5-methyl-1H-pyrazole-4-carbonitrile Security Information

  • Signal Word:Warning
  • Hazard Statement: H302
  • Warning Statement: P280-P305+P351+P338
  • Storage Condition:Sealed in dry,Room Temperature

5-methyl-1H-pyrazole-4-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%

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Additional information on 5-methyl-1H-pyrazole-4-carbonitrile

Recent Advances in the Study of 5-methyl-1H-pyrazole-4-carbonitrile (CAS: 131661-41-1) and Its Applications in Chemical Biology and Pharmaceutical Research

5-methyl-1H-pyrazole-4-carbonitrile (CAS: 131661-41-1) 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 serves as a key intermediate in the synthesis of various biologically active molecules, including kinase inhibitors, antimicrobial agents, and anti-inflammatory drugs. Recent studies have explored its potential in drug discovery and development, particularly in targeting specific enzymatic pathways and modulating protein-protein interactions. This research brief aims to summarize the latest findings related to 5-methyl-1H-pyrazole-4-carbonitrile, highlighting its synthetic utility, biological activities, and therapeutic potential.

One of the most notable advancements in the study of 5-methyl-1H-pyrazole-4-carbonitrile is its role in the development of kinase inhibitors. Kinases are critical regulators of cellular signaling pathways, and their dysregulation is often associated with cancer and other diseases. Researchers have successfully utilized 5-methyl-1H-pyrazole-4-carbonitrile as a scaffold to design potent and selective kinase inhibitors. For instance, a recent study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibited strong inhibitory activity against cyclin-dependent kinases (CDKs), which are implicated in cell cycle progression and tumor growth. The study reported IC50 values in the nanomolar range, suggesting high potency and specificity.

In addition to its applications in kinase inhibition, 5-methyl-1H-pyrazole-4-carbonitrile has also been investigated for its antimicrobial properties. A 2023 study in the European Journal of Medicinal Chemistry revealed that certain derivatives of this compound displayed broad-spectrum activity against Gram-positive and Gram-negative bacteria, including drug-resistant strains such as methicillin-resistant Staphylococcus aureus (MRSA). The researchers attributed this activity to the compound's ability to disrupt bacterial cell wall synthesis and inhibit essential enzymes involved in bacterial metabolism. These findings underscore the potential of 5-methyl-1H-pyrazole-4-carbonitrile as a lead compound for the development of novel antibiotics.

Another area of interest is the anti-inflammatory potential of 5-methyl-1H-pyrazole-4-carbonitrile derivatives. A recent preclinical study published in Bioorganic & Medicinal Chemistry Letters explored the effects of these compounds on inflammatory mediators such as cyclooxygenase-2 (COX-2) and tumor necrosis factor-alpha (TNF-α). The results indicated that certain derivatives significantly reduced inflammation in animal models, with minimal side effects. This suggests that 5-methyl-1H-pyrazole-4-carbonitrile-based compounds could serve as promising candidates for the treatment of chronic inflammatory diseases, such as rheumatoid arthritis and inflammatory bowel disease.

The synthetic versatility of 5-methyl-1H-pyrazole-4-carbonitrile has also been a focal point of recent research. Advances in organic chemistry have enabled the development of efficient and scalable synthetic routes for this compound and its derivatives. For example, a 2022 study in Organic Letters described a novel one-pot synthesis method that significantly improved the yield and purity of 5-methyl-1H-pyrazole-4-carbonitrile. This methodological innovation has facilitated the rapid exploration of its chemical space, allowing researchers to generate diverse libraries of derivatives for biological screening.

Despite these promising developments, challenges remain in the clinical translation of 5-methyl-1H-pyrazole-4-carbonitrile-based therapeutics. Issues such as bioavailability, metabolic stability, and toxicity need to be addressed through further optimization and preclinical testing. However, the growing body of research on this compound underscores its potential as a valuable tool in drug discovery. Future studies are expected to focus on structure-activity relationship (SAR) analyses, pharmacokinetic profiling, and in vivo efficacy evaluations to advance these compounds toward clinical trials.

In conclusion, 5-methyl-1H-pyrazole-4-carbonitrile (CAS: 131661-41-1) represents a versatile and promising scaffold in chemical biology and pharmaceutical research. Its applications in kinase inhibition, antimicrobial activity, and anti-inflammatory effects highlight its broad therapeutic potential. Continued research and development efforts are likely to yield novel drug candidates based on this compound, addressing unmet medical needs in oncology, infectious diseases, and inflammatory disorders. This research brief provides a snapshot of the current state of knowledge and underscores the importance of further investigation into this intriguing molecule.

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