Cas no 50427-77-5 (5-amino-1-phenyl-1H-pyrazole-4-carboxamide)

5-Amino-1-phenyl-1H-pyrazole-4-carboxamide is a heterocyclic compound featuring a pyrazole core substituted with an amino group at the 5-position and a carboxamide moiety at the 4-position. This structure confers versatility in synthetic applications, particularly as a key intermediate in pharmaceutical and agrochemical research. The presence of both amino and carboxamide functional groups enhances its reactivity, enabling participation in condensation, cyclization, and other derivatization reactions. Its phenyl substitution at the 1-position contributes to stability and influences electronic properties, making it useful in the design of bioactive molecules. The compound is valued for its potential in developing pharmacophores with applications in medicinal chemistry.
5-amino-1-phenyl-1H-pyrazole-4-carboxamide structure
50427-77-5 structure
Product Name:5-amino-1-phenyl-1H-pyrazole-4-carboxamide
CAS No:50427-77-5
MF:C10H10N4O
MW:202.212601184845
MDL:MFCD00020732
CID:55806
PubChem ID:1802
Update Time:2025-06-10

5-amino-1-phenyl-1H-pyrazole-4-carboxamide Chemical and Physical Properties

Names and Identifiers

    • 5-Amino-1-phenylpyrazole-4-carboxamide
    • 5-Amino-1-phenyl-1H-pyrazole-4-carboxamide
    • 5-AMINO-1-PHENYLPYRAZOLE-4-CARBOXAMIDE,OFF-WHITE SOLID
    • 50427-77-5
    • 5-Amino-1-phenyl-1H-pyrazole-4-carboxamide #
    • MFCD00020732
    • Maybridge1_000861
    • J-516668
    • Z55410567
    • NSC11602
    • FT-0619964
    • SCHEMBL2743084
    • EU-0076114
    • CCG-131303
    • CHEMBL4544218
    • HMS543P03
    • AM9864
    • FT-0662018
    • NSC-11602
    • SR-01000474105
    • SDCCGMLS-0065430.P001
    • A828121
    • NSC50566
    • BDBM50504979
    • DTXSID90274334
    • EN300-16357
    • ChemDiv2_000805
    • FB-0729
    • F0016-1629
    • SR-01000474105-1
    • 5-Amino-1-phenyl-4-pyrazolecarboxamide
    • AKOS000345367
    • 1H-Pyrazole-4-carboxamide, 5-amino-1-phenyl-
    • HMS1371E13
    • 5-Amino-1-phenyl-1H-pyrazole-4-carboxylic acid amide
    • M2B
    • NSC-50566
    • F0863-0552
    • AG-690/12868753
    • STL020011
    • DB-071194
    • 5-amino-1-phenyl-1H-pyrazole-4-carboxamide
    • MDL: MFCD00020732
    • Inchi: 1S/C10H10N4O/c11-9-8(10(12)15)6-13-14(9)7-4-2-1-3-5-7/h1-6H,11H2,(H2,12,15)
    • InChI Key: UBKSUPKIDNXMMC-UHFFFAOYSA-N
    • SMILES: O=C(C1C=NN(C2C=CC=CC=2)C=1N)N

Computed Properties

  • Exact Mass: 202.08500
  • Monoisotopic Mass: 202.085
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 240
  • 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
  • Surface Charge: 0
  • Tautomer Count: 7
  • XLogP3: 1
  • Topological Polar Surface Area: 86.9A^2

Experimental Properties

  • Density: 1.41
  • Melting Point: 169-172
  • Boiling Point: 423.7°C at 760 mmHg
  • Flash Point: 210°C
  • Refractive Index: 1.699
  • PSA: 86.93000
  • LogP: 1.83490

5-amino-1-phenyl-1H-pyrazole-4-carboxamide Security Information

5-amino-1-phenyl-1H-pyrazole-4-carboxamide Customs Data

  • HS CODE:2933199090
  • Customs Data:

    China Customs Code:

    2933199090

    Overview:

    2933199090. Other structurally non fused pyrazole ring compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933199090. other compounds containing an unfused pyrazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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5-amino-1-phenyl-1H-pyrazole-4-carboxamide Production Method

5-amino-1-phenyl-1H-pyrazole-4-carboxamide Related Literature

Additional information on 5-amino-1-phenyl-1H-pyrazole-4-carboxamide

Recent Advances in the Study of 5-amino-1-phenyl-1H-pyrazole-4-carboxamide (CAS: 50427-77-5)

5-amino-1-phenyl-1H-pyrazole-4-carboxamide (CAS: 50427-77-5) is a pyrazole derivative that has garnered significant attention in the field of chemical biology and medicinal chemistry due to its potential therapeutic applications. Recent studies have explored its role as a key intermediate in the synthesis of bioactive compounds, particularly in the development of kinase inhibitors and antimicrobial agents. This research brief aims to provide an overview of the latest findings related to this compound, highlighting its chemical properties, biological activities, and potential applications in drug discovery.

A study published in the Journal of Medicinal Chemistry (2023) investigated the structural optimization of 5-amino-1-phenyl-1H-pyrazole-4-carboxamide to enhance its inhibitory activity against specific kinase targets. The researchers employed molecular docking and structure-activity relationship (SAR) analyses to identify key modifications that improve binding affinity and selectivity. The results demonstrated that introducing substituents at the phenyl ring significantly enhanced the compound's potency, with some derivatives exhibiting nanomolar IC50 values against target kinases.

In another recent study, the antimicrobial potential of 5-amino-1-phenyl-1H-pyrazole-4-carboxamide was explored. Researchers synthesized a series of analogs and evaluated their efficacy against a panel of Gram-positive and Gram-negative bacteria. The findings revealed that certain derivatives displayed broad-spectrum antibacterial activity, with minimal inhibitory concentrations (MICs) comparable to established antibiotics. Mechanistic studies suggested that these compounds interfere with bacterial cell wall synthesis, making them promising candidates for further development.

Additionally, the compound's role in cancer research has been a focal point of recent investigations. A 2024 study in Bioorganic & Medicinal Chemistry Letters reported that 5-amino-1-phenyl-1H-pyrazole-4-carboxamide derivatives exhibit potent antiproliferative effects against various cancer cell lines, including breast and lung cancer. The study highlighted the compound's ability to induce apoptosis and inhibit cell cycle progression, underscoring its potential as a scaffold for designing novel anticancer agents.

In conclusion, 5-amino-1-phenyl-1H-pyrazole-4-carboxamide (CAS: 50427-77-5) continues to be a versatile and valuable compound in chemical biology and drug discovery. Its structural flexibility and diverse biological activities make it a promising candidate for further research and development. Future studies should focus on optimizing its pharmacokinetic properties and exploring its therapeutic potential in preclinical models.

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