Cas no 1001500-05-5 (3-(4-Chloro-1H-pyrazol-1-yl)propanenitrile)

3-(4-Chloro-1H-pyrazol-1-yl)propanenitrile is a versatile chemical intermediate primarily used in pharmaceutical and agrochemical synthesis. Its pyrazole core, functionalized with a chloro substituent and a nitrile-bearing side chain, offers reactivity for further derivatization, making it valuable in heterocyclic chemistry. The compound exhibits good stability under standard conditions, facilitating handling and storage. Its structural features enable applications in the development of biologically active molecules, including potential drug candidates and crop protection agents. The nitrile group provides a handle for additional transformations, while the chloro substituent enhances selectivity in cross-coupling reactions. This compound is particularly useful in medicinal chemistry for constructing complex heterocyclic scaffolds.
3-(4-Chloro-1H-pyrazol-1-yl)propanenitrile structure
1001500-05-5 structure
Product Name:3-(4-Chloro-1H-pyrazol-1-yl)propanenitrile
CAS No:1001500-05-5
MF:C6H6ClN3
MW:155.584939479828
MDL:MFCD04969177
CID:3056965
PubChem ID:7017486
Update Time:2025-06-13

3-(4-Chloro-1H-pyrazol-1-yl)propanenitrile Chemical and Physical Properties

Names and Identifiers

    • 3-(4-Chloro-1H-pyrazol-1-yl)propanenitrile
    • AKOS B018699
    • AKOS PAO-1086
    • ART-CHEM-BB B018699
    • 3-(4-CHLORO-PYRAZOL-1-YL)-PROPIONITRILE
    • 3-(4-chloropyrazol-1-yl)propanenitrile
    • ALBB-004619
    • EN300-229369
    • CS-0266358
    • AKOS000309397
    • BBL038804
    • 1001500-05-5
    • STK312580
    • MDL: MFCD04969177
    • Inchi: 1S/C6H6ClN3/c7-6-4-9-10(5-6)3-1-2-8/h4-5H,1,3H2
    • InChI Key: DLPSTMNNCCEIGU-UHFFFAOYSA-N
    • SMILES: ClC1C=NN(C=1)CCC#N

Computed Properties

  • Exact Mass: 155.0250249Da
  • Monoisotopic Mass: 155.0250249Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 150
  • 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: 0.5
  • Topological Polar Surface Area: 41.6?2

3-(4-Chloro-1H-pyrazol-1-yl)propanenitrile Security Information

  • HazardClass:IRRITANT

3-(4-Chloro-1H-pyrazol-1-yl)propanenitrile Pricemore >>

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Additional information on 3-(4-Chloro-1H-pyrazol-1-yl)propanenitrile

Recent Advances in the Study of 3-(4-Chloro-1H-pyrazol-1-yl)propanenitrile (CAS: 1001500-05-5) in Chemical Biology and Pharmaceutical Research

3-(4-Chloro-1H-pyrazol-1-yl)propanenitrile (CAS: 1001500-05-5) is a chemical compound that has garnered significant attention in recent years due to its potential applications in medicinal chemistry and drug discovery. This compound, characterized by its pyrazole core and nitrile functional group, has been explored for its role as a versatile intermediate in the synthesis of biologically active molecules. Recent studies have highlighted its utility in the development of kinase inhibitors, antimicrobial agents, and other therapeutic candidates.

One of the key areas of research involving 3-(4-Chloro-1H-pyrazol-1-yl)propanenitrile is its application in the design of kinase inhibitors. Kinases are critical regulators of cellular signaling pathways, and their dysregulation is implicated in various diseases, including cancer and inflammatory disorders. Recent publications have demonstrated that derivatives of this compound exhibit potent inhibitory activity against specific kinases, such as JAK2 and EGFR, which are prominent targets in oncology. These findings suggest that 3-(4-Chloro-1H-pyrazol-1-yl)propanenitrile could serve as a valuable scaffold for the development of next-generation kinase inhibitors.

In addition to its role in kinase inhibition, this compound has also been investigated for its antimicrobial properties. A 2023 study published in the Journal of Medicinal Chemistry reported that derivatives of 3-(4-Chloro-1H-pyrazol-1-yl)propanenitrile displayed significant activity against drug-resistant bacterial strains, including methicillin-resistant Staphylococcus aureus (MRSA). The study attributed this activity to the compound's ability to disrupt bacterial cell wall synthesis, highlighting its potential as a lead compound for novel antibiotics.

Another notable application of 3-(4-Chloro-1H-pyrazol-1-yl)propanenitrile is in the field of agrochemicals. Recent research has explored its use as a precursor for the synthesis of herbicides and fungicides. The compound's structural flexibility allows for the introduction of various substituents, enabling the optimization of its physicochemical properties for agricultural applications. A 2022 study in the journal Pest Management Science demonstrated that certain derivatives exhibited high efficacy against common crop pathogens, with minimal environmental toxicity.

The synthetic accessibility of 3-(4-Chloro-1H-pyrazol-1-yl)propanenitrile has also been a focus of recent investigations. Advances in green chemistry have led to the development of more sustainable and efficient synthetic routes for this compound. For example, a 2023 paper in Organic Process Research & Development described a novel catalytic method that significantly reduces the use of hazardous reagents and improves yield. Such innovations are critical for scaling up production while adhering to environmental and safety regulations.

Despite these promising developments, challenges remain in the optimization of 3-(4-Chloro-1H-pyrazol-1-yl)propanenitrile-based compounds. Issues such as metabolic stability, bioavailability, and off-target effects need to be addressed to fully realize their therapeutic potential. Ongoing research is focused on structure-activity relationship (SAR) studies to refine the compound's properties and enhance its efficacy and safety profiles.

In conclusion, 3-(4-Chloro-1H-pyrazol-1-yl)propanenitrile (CAS: 1001500-05-5) represents a versatile and promising compound in chemical biology and pharmaceutical research. Its applications span kinase inhibition, antimicrobial therapy, and agrochemical development, supported by a growing body of scientific evidence. Continued exploration of its derivatives and synthetic methodologies will likely yield further breakthroughs, solidifying its role in the advancement of drug discovery and related fields.

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