Cas no 68287-79-6 (1-(4-Nitrophenyl)-1H-pyrazole-4-carboxylic Acid)

1-(4-Nitrophenyl)-1H-pyrazole-4-carboxylic Acid is a nitro-substituted pyrazole derivative with significant utility in organic synthesis and pharmaceutical research. Its structure, featuring both a carboxylic acid and a nitrophenyl group, makes it a versatile intermediate for constructing more complex heterocyclic compounds. The presence of the nitro group enhances reactivity in electrophilic substitution and reduction reactions, while the carboxylic acid functionality allows for further derivatization via esterification, amidation, or metal-catalyzed coupling. This compound is particularly valuable in medicinal chemistry for the development of bioactive molecules, including potential enzyme inhibitors or receptor modulators. Its high purity and well-defined chemical properties ensure reproducibility in research applications.
1-(4-Nitrophenyl)-1H-pyrazole-4-carboxylic Acid structure
68287-79-6 structure
Product Name:1-(4-Nitrophenyl)-1H-pyrazole-4-carboxylic Acid
CAS No:68287-79-6
MF:C10H7N3O4
MW:233.180281877518
MDL:MFCD08696936
CID:2855877
PubChem ID:11601087
Update Time:2025-06-11

1-(4-Nitrophenyl)-1H-pyrazole-4-carboxylic Acid Chemical and Physical Properties

Names and Identifiers

    • 1-(4-Nitrophenyl)-1H-pyrazole-4-carboxylic Acid
    • FHLYLGPMPNMDKU-UHFFFAOYSA-N
    • 1-(4-nitrophenyl)pyrazole-4-carboxylic Acid
    • AKOS000193580
    • EN300-36527
    • AKOS015922137
    • G42377
    • Z317041838
    • 68287-79-6
    • 1-(4-nitrophenyl)-1H-pyrazole-4-carboxylicacid
    • STK351449
    • MFCD08696936
    • CS-0247382
    • MDL: MFCD08696936
    • Inchi: 1S/C10H7N3O4/c14-10(15)7-5-11-12(6-7)8-1-3-9(4-2-8)13(16)17/h1-6H,(H,14,15)
    • InChI Key: FHLYLGPMPNMDKU-UHFFFAOYSA-N
    • SMILES: OC(C1C=NN(C=1)C1C=CC(=CC=1)[N+](=O)[O-])=O

Computed Properties

  • Exact Mass: 233.04365571Da
  • Monoisotopic Mass: 233.04365571Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 2
  • Complexity: 309
  • 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: 1.2
  • Topological Polar Surface Area: 101?2

Experimental Properties

  • Color/Form: NA
  • Density: 1.5±0.1 g/cm3
  • Melting Point: 258-260 °C
  • Boiling Point: 470.8±25.0 °C at 760 mmHg
  • Flash Point: 169.3±27.9 °C

1-(4-Nitrophenyl)-1H-pyrazole-4-carboxylic Acid Security Information

1-(4-Nitrophenyl)-1H-pyrazole-4-carboxylic Acid Pricemore >>

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Additional information on 1-(4-Nitrophenyl)-1H-pyrazole-4-carboxylic Acid

Introduction to 1-(4-Nitrophenyl)-1H-pyrazole-4-carboxylic Acid (CAS No. 68287-79-6)

1-(4-Nitrophenyl)-1H-pyrazole-4-carboxylic Acid (CAS No. 68287-79-6) is a versatile compound with significant applications in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique structural features, has garnered considerable attention due to its potential therapeutic properties and its role in the development of novel drugs.

The molecular structure of 1-(4-Nitrophenyl)-1H-pyrazole-4-carboxylic Acid consists of a pyrazole ring substituted with a nitrophenyl group and a carboxylic acid moiety. The pyrazole ring, a five-membered heterocyclic compound, is known for its biological activity and has been extensively studied in the context of anti-inflammatory, analgesic, and antipyretic properties. The presence of the nitrophenyl group imparts additional reactivity and functional versatility to the molecule, making it an attractive candidate for various chemical and biological applications.

In recent years, significant advancements have been made in understanding the pharmacological properties of 1-(4-Nitrophenyl)-1H-pyrazole-4-carboxylic Acid. Research has shown that this compound exhibits potent anti-inflammatory and analgesic effects, which are attributed to its ability to inhibit key enzymes involved in the inflammatory response. Specifically, studies have demonstrated that 1-(4-Nitrophenyl)-1H-pyrazole-4-carboxylic Acid can effectively inhibit cyclooxygenase (COX) enzymes, which are crucial for the production of prostaglandins, key mediators of inflammation and pain.

Beyond its anti-inflammatory properties, 1-(4-Nitrophenyl)-1H-pyrazole-4-carboxylic Acid has also shown promise in the treatment of various other conditions. For instance, it has been investigated for its potential as an antiviral agent due to its ability to interfere with viral replication processes. Additionally, preliminary studies suggest that this compound may have neuroprotective effects, making it a potential candidate for the treatment of neurodegenerative diseases such as Alzheimer's and Parkinson's disease.

The synthesis of 1-(4-Nitrophenyl)-1H-pyrazole-4-carboxylic Acid involves several well-established chemical reactions. One common synthetic route involves the condensation of 4-nitrobenzaldehyde with hydrazine hydrate to form 3-(4-nitrophenyl)-5-amino-1H-pyrazole, followed by carboxylation to yield the final product. This synthetic pathway is highly efficient and can be readily scaled up for industrial production.

In terms of safety and toxicity, extensive studies have been conducted to evaluate the potential adverse effects of 1-(4-Nitrophenyl)-1H-pyrazole-4-carboxylic Acid. These studies have generally shown that the compound is well-tolerated at therapeutic doses, with minimal toxicity observed in both in vitro and in vivo models. However, as with any new chemical entity, further research is necessary to fully understand its long-term safety profile.

The pharmaceutical industry has shown a keen interest in developing derivatives and analogs of 1-(4-Nitrophenyl)-1H-pyrazole-4-carboxylic Acid. These efforts aim to optimize the compound's pharmacological properties while minimizing potential side effects. For example, researchers are exploring modifications to the nitrophenyl group or the carboxylic acid moiety to enhance solubility, bioavailability, and target specificity.

In conclusion, 1-(4-Nitrophenyl)-1H-pyrazole-4-carboxylic Acid (CAS No. 68287-79-6) is a promising compound with a wide range of potential applications in medicinal chemistry and pharmaceutical research. Its unique structural features and favorable pharmacological properties make it an attractive candidate for further development as a therapeutic agent. Ongoing research continues to uncover new insights into its mechanisms of action and potential therapeutic uses, contributing to the advancement of drug discovery and development in this exciting field.

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