Cas no 100114-57-6 (3-Cyclopropyl-1H-pyrazole)

3-Cyclopropyl-1H-pyrazole is a heterocyclic compound featuring a pyrazole core substituted with a cyclopropyl group at the 3-position. This structure imparts unique steric and electronic properties, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The cyclopropyl moiety enhances metabolic stability and influences the compound's binding affinity, while the pyrazole ring offers versatility for further functionalization. Its rigid framework is advantageous in designing bioactive molecules, particularly in the development of kinase inhibitors and antimicrobial agents. The compound's well-defined reactivity profile allows for precise modifications, facilitating its use in targeted drug discovery and material science applications.
3-Cyclopropyl-1H-pyrazole structure
3-Cyclopropyl-1H-pyrazole structure
Product Name:3-Cyclopropyl-1H-pyrazole
CAS No:100114-57-6
MF:C6H8N2
MW:108.141120910645
MDL:MFCD04970938
CID:123957
PubChem ID:7017816
Update Time:2025-10-28

3-Cyclopropyl-1H-pyrazole Chemical and Physical Properties

Names and Identifiers

    • 3-Cyclopropyl-1H-pyrazole
    • 1H-Pyrazole,3-cyclopropyl-
    • 5-Cyclopropyl-1H-pyrazole
    • 5-cyclopropylpyrazole
    • 1H-Pyrazole, 3-cyclopropyl-
    • 3-cyclopropylpyrazole
    • 3-cyclopropyl-2H-pyrazole
    • 1H-pyrazole, 5-cyclopropyl-
    • TXWDVWSJMDFNQY-UHFFFAOYSA-N
    • BCP02748
    • STK349804
    • SBB022440
    • BBL016261
    • 8385AC
    • SB16019
    • A25432
    • Z336080424
    • FH-0702
    • MFCD10001553
    • AB01187101-03
    • MFCD04970938
    • W-204347
    • NCGC00340626-01
    • 100114-57-6
    • CS-0006099
    • FT-0730544
    • EN300-54201
    • A895694
    • AM808021
    • 3-Cyclopropyl-1H-pyrazole, AldrichCPR
    • FT-0687742
    • SCHEMBL1608843
    • DTXSID10905214
    • MFCD06739298
    • SY004983
    • 3-Cyclopropyl-1H-pyrazole;5-Cyclopropylpyrazole
    • AKOS002160523
    • AKOS000311146
    • 1071497-79-4
    • DB-022297
    • DB-014101
    • ALBB-018009
    • pyrazole, 3(5)-cyclopropyl-
    • MDL: MFCD04970938
    • Inchi: 1S/C6H8N2/c1-2-5(1)6-3-4-7-8-6/h3-5H,1-2H2,(H,7,8)
    • InChI Key: TXWDVWSJMDFNQY-UHFFFAOYSA-N
    • SMILES: N1C(=CC=N1)C1CC1

Computed Properties

  • Exact Mass: 108.06900
  • Monoisotopic Mass: 108.069
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 1
  • Complexity: 88.5
  • 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: 28.7
  • XLogP3: 0.8

Experimental Properties

  • Density: 1.215±0.06 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 112-114 oC (8 Torr)
  • Flash Point: 126.9±11.7 oC,
  • Refractive Index: 1.608
  • Solubility: Very slightly soluble (0.76 g/l) (25 o C),
  • PSA: 28.68000
  • LogP: 1.28710

3-Cyclopropyl-1H-pyrazole Pricemore >>

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3-Cyclopropyl-1H-pyrazole Production Method

Additional information on 3-Cyclopropyl-1H-pyrazole

3-Cyclopropyl-1H-pyrazole: A Comprehensive Overview

The compound with CAS No. 100114-57-6, commonly referred to as 3-Cyclopropyl-1H-pyrazole, is a heterocyclic aromatic compound that has garnered significant attention in the fields of organic chemistry and pharmacology. This molecule belongs to the pyrazole family, which is a five-membered ring containing two nitrogen atoms. The cyclopropyl substituent attached at the 3-position of the pyrazole ring introduces unique electronic and steric properties, making it a valuable compound for various applications.

Pyrazoles are known for their versatility in organic synthesis and their ability to act as building blocks for more complex molecules. The 3-cyclopropyl substitution in this compound adds an additional layer of complexity, enabling it to participate in a wide range of chemical reactions. Recent studies have highlighted its potential as a precursor in the synthesis of bioactive compounds, particularly in the pharmaceutical industry.

One of the most notable applications of 3-Cyclopropyl-1H-pyrazole is its role in drug discovery. Researchers have explored its ability to modulate various biological targets, including enzymes and receptors, which are implicated in diseases such as cancer, inflammation, and neurodegenerative disorders. For instance, a study published in 2023 demonstrated that derivatives of this compound exhibit potent anti-inflammatory activity by inhibiting cyclooxygenase (COX) enzymes.

In addition to its pharmacological applications, 3-Cyclopropyl-1H-pyrazole has also found use in agrochemicals. Its ability to act as a fungicide has been extensively studied, with recent findings indicating that certain analogs can effectively combat plant pathogens without causing harm to crops. This dual functionality underscores the compound's importance in both medicinal and agricultural sciences.

The synthesis of 3-Cyclopropyl-1H-pyrazole involves a series of well-established organic reactions, including cyclization and substitution processes. Recent advancements in catalytic methods have enabled more efficient and environmentally friendly routes to this compound. For example, the use of palladium catalysts has been reported to significantly enhance the yield and purity of the product.

From a structural perspective, the cyclopropyl group attached to the pyrazole ring imparts rigidity and strain, which can influence the molecule's reactivity and selectivity. This property has been exploited in designing novel materials with unique physical and chemical characteristics. For instance, researchers have investigated its potential as a component in advanced polymer systems for electronic applications.

Looking ahead, the continued exploration of 3-Cyclopropyl-1H-pyrazole is expected to yield further insights into its biological and chemical properties. Collaborative efforts between academic institutions and industry players are likely to accelerate its translation into practical applications. As such, this compound remains at the forefront of scientific innovation in organic chemistry.

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