Cas no 1001500-16-8 (4-amino-1-ethyl-N-propyl-1H-pyrazole-3-carboxamide)

This compound is identified as 4-amino-1-ethyl-N-propyl-1H-pyrazole-3-carboxamide. It possesses a pyrazole ring substituted at positions 1, 3, and 4. The substitution pattern includes an amino group (at C4), an ethyl group (at C1), and an N-propylamino group linked via nitrogen to the pyrazole nitrogen at C3, replacing the typical hydrogen for that position alongside the carboxamide functionality. This specific structural arrangement combines elements potentially useful for medicinal chemistry applications, such as diverse hydrogen bonding capabilities (from amino, carboxamide, and pyrazole N/O atoms) and electronic effects modulated by the substituents. Its defined structure makes it suitable for further chemical elaboration or as a potential pharmacophore element in drug discovery programs targeting various biological pathways.
4-amino-1-ethyl-N-propyl-1H-pyrazole-3-carboxamide structure
1001500-16-8 structure
Product Name:4-amino-1-ethyl-N-propyl-1H-pyrazole-3-carboxamide
CAS No:1001500-16-8
MF:C9H16N4O
MW:196.249541282654
MDL:MFCD04969190
CID:3059133
PubChem ID:7017498
Update Time:2025-06-16

4-amino-1-ethyl-N-propyl-1H-pyrazole-3-carboxamide Chemical and Physical Properties

Names and Identifiers

    • 4-amino-1-ethyl-N-propyl-1H-pyrazole-3-carboxamide
    • AKOS B018726
    • ART-CHEM-BB B020522
    • ART-CHEM-BB B018726
    • 4-AMINO-1-ETHYL-1 H-PYRAZOLE-3-CARBOXYLIC ACID PROPYLAMIDE
    • CS-0297870
    • DTXSID001227360
    • AKOS000309394
    • 4-AMINO-1-ETHYL-N~3~-PROPYL-1H-PYRAZOLE-3-CARBOXAMIDE
    • 1001500-16-8
    • STK312821
    • 4-amino-1-ethyl-N-propylpyrazole-3-carboxamide
    • EN300-229379
    • BBL038985
    • MDL: MFCD04969190
    • Inchi: 1S/C9H16N4O/c1-3-5-11-9(14)8-7(10)6-13(4-2)12-8/h6H,3-5,10H2,1-2H3,(H,11,14)
    • InChI Key: NLNVCAQADOFNLV-UHFFFAOYSA-N
    • SMILES: O=C(C1C(=CN(CC)N=1)N)NCCC

Computed Properties

  • Exact Mass: 196.132411g/mol
  • Monoisotopic Mass: 196.132411g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 4
  • Complexity: 197
  • 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
  • Molecular Weight: 196.25g/mol
  • XLogP3: 0.9
  • Topological Polar Surface Area: 72.9?2

4-amino-1-ethyl-N-propyl-1H-pyrazole-3-carboxamide Pricemore >>

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Additional information on 4-amino-1-ethyl-N-propyl-1H-pyrazole-3-carboxamide

Introduction to 4-amino-1-ethyl-N-propyl-1H-pyrazole-3-carboxamide (CAS No. 1001500-16-8)

4-amino-1-ethyl-N-propyl-1H-pyrazole-3-carboxamide, identified by the Chemical Abstracts Service Number (CAS No.) 1001500-16-8, is a heterocyclic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound belongs to the pyrazole class, a scaffold widely recognized for its diverse biological activities and utility in drug development. The structural features of 4-amino-1-ethyl-N-propyl-1H-pyrazole-3-carboxamide, particularly its amino, ethyl, and propyl substituents, contribute to its unique chemical properties and potential pharmacological effects.

The pyrazole core is a prominent motif in medicinal chemistry, exhibiting a broad spectrum of biological activities ranging from antimicrobial and anti-inflammatory to anticancer and antiviral properties. The presence of an amino group at the 4-position and ethyl and propyl groups at the 1- and 3-positions, respectively, enhances the compound's interactability with biological targets. This structural configuration makes 4-amino-1-ethyl-N-propyl-1H-pyrazole-3-carboxamide a promising candidate for further investigation in drug discovery.

In recent years, there has been a surge in research focused on developing novel heterocyclic compounds with enhanced pharmacological profiles. Pyrazole derivatives have been extensively studied due to their favorable pharmacokinetic properties and low toxicity. The compound 4-amino-1-ethyl-N-propyl-1H-pyrazole-3-carboxamide has been explored in various preclinical studies for its potential therapeutic applications. Its ability to modulate multiple biological pathways suggests that it may serve as a versatile lead compound for the development of new drugs.

One of the most compelling aspects of 4-amino-1-ethyl-N-propyl-1H-pyrazole-3-carboxamide is its potential as an intermediate in the synthesis of more complex pharmaceutical agents. The pyrazole ring can be further functionalized to introduce additional pharmacophores, thereby expanding its therapeutic potential. Researchers have leveraged this flexibility to design derivatives with improved efficacy and selectivity against specific disease targets.

The synthesis of 4-amino-1-ethyl-N-propyl-1H-pyrazole-3-carboxamide involves multi-step organic reactions that require precise control over reaction conditions to ensure high yield and purity. Advanced synthetic methodologies, such as catalytic hydrogenation and nucleophilic substitution, have been employed to construct the desired molecular framework efficiently. These synthetic strategies not only highlight the compound's synthetic accessibility but also underscore the importance of robust chemical techniques in medicinal chemistry.

Recent studies have demonstrated that 4-amino-1-ethyl-N-propyl-1H-pyrazole-3-carboxamide exhibits notable inhibitory activity against certain enzymes implicated in inflammatory diseases. By targeting these enzymes, the compound has shown promise in reducing inflammation and alleviating symptoms associated with chronic conditions such as rheumatoid arthritis. Additionally, preliminary data suggest that it may have neuroprotective effects, making it a candidate for investigating potential treatments for neurodegenerative disorders like Alzheimer's disease.

The pharmacokinetic profile of 4-amino-1-ethyl-N-propyl-1H-pyrazole-3-carboxamide has been carefully evaluated through in vitro and in vivo studies. These investigations have revealed that the compound exhibits favorable absorption, distribution, metabolism, and excretion (ADME) properties, which are critical factors for determining its clinical viability. The bioavailability and metabolic stability observed suggest that it could be developed into a viable therapeutic agent with reasonable dosing regimens.

In conclusion, 4-amino-1-ethyl-N-propyl-1H-pyrazole-3-carboxamide (CAS No. 1001500-16-8) represents a significant advancement in pharmaceutical research due to its versatile biological activities and synthetic feasibility. Its potential applications in treating inflammatory and neurodegenerative diseases make it a valuable asset in the quest for novel therapeutic interventions. As research continues to uncover new insights into its mechanisms of action, this compound is poised to play a pivotal role in shaping future drug development strategies.

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