Cas no 1170514-87-0 (methyl 1-(2-methylpropyl)-1H-pyrazole-5-carboxylate)

Methyl 1-(2-methylpropyl)-1H-pyrazole-5-carboxylate is a pyrazole-based ester compound with applications in pharmaceutical and agrochemical synthesis. Its structure features a carboxylate ester group at the 5-position and a 2-methylpropyl substituent at the 1-position of the pyrazole ring, offering versatility as an intermediate in heterocyclic chemistry. The compound's stability and reactivity make it suitable for further functionalization, including hydrolysis, reduction, or nucleophilic substitution. Its lipophilic side chain may enhance bioavailability in drug development contexts. The ester moiety allows for straightforward derivatization, enabling its use in constructing more complex molecular frameworks. Proper handling under inert conditions is recommended due to potential sensitivity to moisture or strong bases.
methyl 1-(2-methylpropyl)-1H-pyrazole-5-carboxylate structure
1170514-87-0 structure
Product Name:methyl 1-(2-methylpropyl)-1H-pyrazole-5-carboxylate
CAS No:1170514-87-0
MF:C9H14N2O2
MW:182.219662189484
MDL:MFCD09701504
CID:3158979
PubChem ID:25247621
Update Time:2025-05-24

methyl 1-(2-methylpropyl)-1H-pyrazole-5-carboxylate Chemical and Physical Properties

Names and Identifiers

    • methyl 1-isobutyl-1H-pyrazole-5-carboxylate
    • 1H-Pyrazole-5-carboxylic acid, 1-(2-methylpropyl)-, methyl ester
    • methyl 1-(2-methylpropyl)-1H-pyrazole-5-carboxylate
    • Methyl1-isobutyl-1H-pyrazole-5-carboxylate
    • 1170514-87-0
    • methyl 2-(2-methylpropyl)pyrazole-3-carboxylate
    • EN300-231444
    • AKOS005167581
    • F30998
    • STK351868
    • MDL: MFCD09701504
    • Inchi: 1S/C9H14N2O2/c1-7(2)6-11-8(4-5-10-11)9(12)13-3/h4-5,7H,6H2,1-3H3
    • InChI Key: YEVRJBXFSNBJDY-UHFFFAOYSA-N
    • SMILES: N1(CC(C)C)C(C(OC)=O)=CC=N1

Computed Properties

  • Exact Mass: 182.105527694Da
  • Monoisotopic Mass: 182.105527694Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 4
  • Complexity: 182
  • 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: 1.7
  • Topological Polar Surface Area: 44.1?2

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Additional information on methyl 1-(2-methylpropyl)-1H-pyrazole-5-carboxylate

Methyl 1-(2-Methylpropyl)-1H-Pyrazole-5-Carboxylate: A Comprehensive Overview

Methyl 1-(2-methylpropyl)-1H-pyrazole-5-carboxylate, identified by the CAS number 1170514-87-0, is a compound of significant interest in the fields of organic chemistry and materials science. This compound belongs to the class of pyrazole derivatives, which have garnered attention due to their diverse applications in pharmaceuticals, agrochemicals, and advanced materials. The structure of methyl 1-(2-methylpropyl)-1H-pyrazole-5-carboxylate is characterized by a pyrazole ring substituted with a methyl group at position 5 and a 2-methylpropyl group at position 1. This substitution pattern imparts unique electronic and steric properties to the molecule, making it a versatile building block for further chemical transformations.

Recent studies have highlighted the potential of pyrazole derivatives as precursors for the synthesis of advanced materials, such as metal-organic frameworks (MOFs) and coordination polymers. For instance, researchers have demonstrated that methyl 1-(2-methylpropyl)-1H-pyrazole-5-carboxylate can act as a ligand in the construction of MOFs with high surface area and porosity, which are valuable for gas storage and catalysis applications. These findings underscore the importance of understanding the coordination chemistry of this compound and its derivatives.

In addition to its role in materials science, methyl 1-(2-methylpropyl)-1H-pyrazole-5-carboxylate has shown promise in biological applications. Pyrazole-containing compounds are known for their ability to modulate various biological pathways, including enzyme activity and receptor binding. Recent research has explored the potential of this compound as a lead molecule for drug discovery, particularly in the development of anti-inflammatory and anticancer agents. For example, studies have shown that certain pyrazole derivatives exhibit selective inhibition of cyclooxygenase (COX) enzymes, which are key players in inflammation-related diseases.

The synthesis of methyl 1-(2-methylpropyl)-1H-pyrazole-5-carboxylate typically involves multi-step organic reactions, including nucleophilic substitution, condensation, and oxidation processes. Researchers have optimized these reaction conditions to achieve high yields and purity levels. For instance, one common approach involves the reaction of an appropriate aldehyde with hydrazine followed by cyclization to form the pyrazole ring. Subsequent functionalization steps allow for the introduction of the methyl and 2-methylpropyl groups at specific positions on the ring.

From an environmental standpoint, the development of sustainable synthetic routes for methyl 1-(2-methylpropyl)-1H-pyrazole-5-carboxylate is a growing area of interest. Green chemistry principles are being increasingly applied to minimize waste generation and reduce energy consumption during synthesis. For example, catalytic methods using transition metal catalysts or enzymes are being explored as alternatives to traditional reaction conditions that rely on harsh reagents or high temperatures.

In conclusion, methyl 1-(2-methylpropyl)-1H-pyrazole-5-carboxylate represents a valuable compound with diverse applications across multiple disciplines. Its unique chemical properties make it an attractive candidate for further research in areas such as materials science, drug discovery, and sustainable synthesis methodologies. As new findings emerge from ongoing studies, this compound is expected to play an increasingly important role in advancing both fundamental and applied research in organic chemistry.

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