Cas no 721943-77-7 (1-amino-3,4-dimethyl-1H-pyrrole-2-carboxamide)

1-Amino-3,4-dimethyl-1H-pyrrole-2-carboxamide is a heterocyclic organic compound featuring a pyrrole core substituted with amino and carboxamide functional groups, along with methyl groups at the 3- and 4-positions. This structure confers versatility in synthetic applications, particularly in pharmaceutical and agrochemical research, where it serves as a key intermediate for the development of biologically active molecules. Its well-defined reactivity profile allows for selective modifications, facilitating the synthesis of complex derivatives. The compound’s stability under standard conditions and compatibility with common reaction conditions enhance its utility in multistep synthetic routes. Analytical characterization is straightforward due to its distinct spectroscopic properties, ensuring reliable quality control in research and industrial settings.
1-amino-3,4-dimethyl-1H-pyrrole-2-carboxamide structure
721943-77-7 structure
Product Name:1-amino-3,4-dimethyl-1H-pyrrole-2-carboxamide
CAS No:721943-77-7
MF:C7H11N3O
MW:153.181740999222
CID:880093
PubChem ID:45084350
Update Time:2025-05-24

1-amino-3,4-dimethyl-1H-pyrrole-2-carboxamide Chemical and Physical Properties

Names and Identifiers

    • 1H-Pyrrole-2-carboxamide,1-amino-3,4-dimethyl-(9CI)
    • 1-amino-3,4-dimethyl-1H-Pyrrole-2-carboxamide
    • FT-0724622
    • SCHEMBL3054450
    • CS-0055684
    • 721943-77-7
    • SB12959
    • P11739
    • DB-074531
    • 1-amino-3,4-dimethyl-1H-pyrrole-2-carboxamide
    • Inchi: 1S/C7H11N3O/c1-4-3-10(9)6(5(4)2)7(8)11/h3H,9H2,1-2H3,(H2,8,11)
    • InChI Key: CRAIERWZHKRDOK-UHFFFAOYSA-N
    • SMILES: O=C(C1=C(C)C(C)=CN1N)N

Computed Properties

  • Exact Mass: 153.09000
  • Monoisotopic Mass: 153.090211983g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 171
  • 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: 0.9
  • Topological Polar Surface Area: 74?2

Experimental Properties

  • PSA: 74.04000
  • LogP: 1.19910

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Additional information on 1-amino-3,4-dimethyl-1H-pyrrole-2-carboxamide

1-Amino-3,4-Dimethyl-1H-Pyrrole-2-Carboxamide: A Comprehensive Overview

The compound with CAS No. 721943-77-7, commonly referred to as 1-amino-3,4-dimethyl-1H-pyrrole-2-carboxamide, is a fascinating molecule that has garnered significant attention in the fields of organic chemistry and materials science. This compound is characterized by its unique structure, which combines an amino group with a pyrrole ring substituted with methyl groups and a carboxamide functional group. The pyrrole ring serves as the central framework, while the amino and carboxamide groups contribute to its versatile reactivity and potential applications.

Recent studies have highlighted the importance of 1-amino-3,4-dimethyl-1H-pyrrole-2-carboxamide in the development of advanced materials. Researchers have explored its role in the synthesis of novel polymers and hybrid materials, leveraging its ability to form strong hydrogen bonds and coordinate with metal ions. These properties make it a promising candidate for applications in areas such as drug delivery systems, sensors, and electronic devices.

The synthesis of 1-amino-3,4-dimethyl-1H-pyrrole-2-carboxamide involves a multi-step process that typically begins with the preparation of the pyrrole derivative. Recent advancements in catalytic methods have enabled more efficient and selective syntheses, reducing production costs and environmental impact. For instance, the use of transition metal catalysts has been shown to significantly enhance the yield of the compound while maintaining high purity levels.

One of the most intriguing aspects of this compound is its ability to participate in various chemical reactions. The amino group can act as a nucleophile in substitution reactions, while the carboxamide group can undergo condensation reactions to form amides or imides. These reactivity patterns have been exploited in the design of bioactive molecules and functional polymers. For example, researchers have successfully incorporated this compound into polymer networks to create stimuli-responsive materials that can respond to changes in temperature or pH.

In terms of physical properties, 1-amino-3,4-dimethyl-1H-pyrrole-2-carboxamide exhibits a melting point of approximately 200°C and is soluble in common organic solvents such as dichloromethane and dimethylformamide. Its solubility characteristics make it suitable for use in solution-based chemical processes, including chromatography and electrophoresis. Additionally, the compound demonstrates moderate stability under thermal conditions, making it suitable for applications that require prolonged exposure to elevated temperatures.

The application of 1-amino-3,4-dimethyl-1H-pyrrole-2-carboxamide extends beyond traditional chemical synthesis. Recent studies have explored its potential as a building block for supramolecular assemblies. By exploiting its ability to form hydrogen bonds and π–π interactions, researchers have constructed self-assembled monolayers and nanocomposites with tailored properties. These assemblies hold promise for use in nanotechnology and biotechnology applications.

Furthermore, the compound has been investigated for its role in medicinal chemistry. Its unique structure allows for interactions with biological targets such as enzymes and receptors, making it a valuable tool in drug discovery efforts. Preclinical studies have demonstrated that derivatives of this compound exhibit potent inhibitory activity against certain enzymes associated with neurodegenerative diseases. These findings underscore its potential as a lead compound for therapeutic development.

In conclusion, 1-amino-3,4-dimethyl-1H-pyrrole-2-carboxamide (CAS No. 721943-77-7) is a versatile molecule with a wide range of applications across multiple disciplines. Its unique chemical structure, reactivity patterns, and physical properties make it an invaluable tool for researchers working in organic chemistry, materials science, and medicinal chemistry. As ongoing research continues to uncover new insights into its potential uses, this compound is poised to play an increasingly important role in both academic and industrial settings.

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