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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Pyrazoles

Introduction to 5-Ethynyl-1-methyl-1H-pyrazole (CAS No. 19762-15-3)

5-Ethynyl-1-methyl-1H-pyrazole, identified by its Chemical Abstracts Service (CAS) number 19762-15-3, is a heterocyclic organic compound that has garnered significant attention in the field of medicinal chemistry and drug discovery. This compound belongs to the pyrazole family, a class of molecules known for their diverse biological activities and structural versatility. The presence of an ethynyl group and a methyl substituent at the 5-position and 1-position, respectively, imparts unique chemical properties that make it a valuable scaffold for developing novel therapeutic agents.

The structural framework of 5-Ethynyl-1-methyl-1H-pyrazole consists of a six-membered ring containing two nitrogen atoms, which is characteristic of pyrazole derivatives. The ethynyl group (–C≡CH) introduces a site for further functionalization, enabling the attachment of various pharmacophores, while the methyl group (–CH?) contributes to steric and electronic modulation. These features make the compound a promising candidate for exploring new chemical entities (NCEs) with potential applications in pharmaceuticals.

In recent years, there has been growing interest in pyrazole derivatives due to their broad spectrum of biological activities. Studies have demonstrated that these compounds exhibit antimicrobial, anti-inflammatory, anticancer, and antiviral properties. The ethynyl moiety in 5-Ethynyl-1-methyl-1H-pyrazole can be further modified through cross-coupling reactions, such as Suzuki-Miyaura or Sonogashira couplings, to introduce aryl or vinyl groups, thereby expanding its pharmacological potential.

One of the most compelling aspects of 5-Ethynyl-1-methyl-1H-pyrazole is its utility as a building block in medicinal chemistry. Researchers have leveraged its scaffold to design and synthesize novel compounds with improved pharmacokinetic profiles and enhanced target specificity. For instance, recent studies have shown that derivatives of this compound exhibit promising activity against certain types of cancer by inhibiting key signaling pathways involved in tumor growth and progression.

The pharmaceutical industry has also explored the use of 5-Ethynyl-1-methyl-1H-pyrazole in the development of small-molecule inhibitors targeting enzymes and receptors implicated in various diseases. Its ability to interact with biological targets through hydrogen bonding and hydrophobic interactions makes it an attractive candidate for drug design. Additionally, the compound’s favorable solubility and metabolic stability further enhance its suitability for therapeutic applications.

Recent advancements in computational chemistry have facilitated the rapid screening of virtual libraries containing 5-Ethynyl-1-methyl-1H-pyrazole derivatives, enabling high-throughput virtual screening (HTVS) to identify lead compounds with desired biological activities. This approach has accelerated the drug discovery process by allowing researchers to prioritize promising candidates for experimental validation.

The synthesis of 5-Ethynyl-1-methyl-1H-pyrazole can be achieved through multiple routes, including condensation reactions between appropriate precursors under controlled conditions. The use of palladium-catalyzed cross-coupling reactions has been particularly effective in introducing functional groups at specific positions on the pyrazole ring. These synthetic strategies highlight the compound’s versatility as a chemical scaffold for medicinal chemistry applications.

In conclusion, 5-Ethynyl-1-methyl-1H-pyrazole (CAS No. 19762-15-3) represents a significant advancement in the field of pharmaceutical research. Its unique structural features and broad biological activity profile make it a valuable tool for developing new drugs targeting various diseases. As research continues to uncover new applications for this compound, it is likely to remain a cornerstone in medicinal chemistry and drug discovery efforts worldwide.

• 1072-91-9(1,3,5-Trimethylpyrazole)
• 26037-11-6(pyrazole, 5-butadiynyl-1-methyl- (8ci))
• 61514-59-8(3-ethynyl-1-methyl-1H-pyrazole)
• 694-31-5(1,5-Dimethylpyrazole)
• 20668-15-9(1H-Pyrazole,3,5-diethynyl-1-methyl-)
• 898256-56-9(1H-Pyrazole, 1,3,5-trimethyl-, monohydrobromide)
• 65447-61-2(1H-PYRAZOLE, 5-(CHLOROETHYNYL)-1-METHYL-)
• 94989-99-8(5-ethynyl-1,3-dimethyl-1H-pyrazole)
• 25832-47-7(1H-Pyrazole,3-(1,3-butadiyn-1-yl)-1-methyl-)
• 61514-58-7(1H-Pyrazole, 3-(chloroethynyl)-1-methyl-)