Cas no 50561-16-5 (1H-Pyrrole-3-carboxylicacid, hydrazide)

1H-Pyrrole-3-carboxylic acid hydrazide is a versatile heterocyclic compound featuring a pyrrole core functionalized with a carboxylic acid hydrazide group. This structure imparts reactivity suitable for applications in organic synthesis, particularly as a building block for pharmaceuticals, agrochemicals, and coordination chemistry. The hydrazide moiety enables condensation reactions, facilitating the formation of hydrazones and other derivatives, while the pyrrole ring contributes to electron-rich properties useful in metal coordination or heterocyclic elaboration. Its balanced polarity enhances solubility in common organic solvents, aiding purification and further functionalization. The compound’s stability under standard conditions makes it a practical intermediate for research and industrial applications requiring precise molecular modifications.
1H-Pyrrole-3-carboxylicacid, hydrazide structure
50561-16-5 structure
Product Name:1H-Pyrrole-3-carboxylicacid, hydrazide
CAS No:50561-16-5
MF:C5H7N3O
MW:125.128580331802
CID:384753
PubChem ID:254652
Update Time:2025-05-21

1H-Pyrrole-3-carboxylicacid, hydrazide Chemical and Physical Properties

Names and Identifiers

    • 1H-Pyrrole-3-carboxylicacid, hydrazide
    • 1H-pyrrole-3-carbohydrazide
    • 3-pyrrolecarboxylic acid hydrazide
    • AC1L5QOY
    • AC1Q5PTW
    • AR-1C3926
    • CTK1H4593
    • NSC79157
    • Pyrrol-3-carbonsaeurehydrazid
    • Pyrrol-3-carbonsaeure-hydrazid
    • pyrrole-3-carboxylic acid hydrazide
    • SureCN6224947
    • NSC-79157
    • DTXSID30291924
    • SCHEMBL6224947
    • AKOS006347309
    • 50561-16-5
    • EN300-3181342
    • Inchi: 1S/C5H7N3O/c6-8-5(9)4-1-2-7-3-4/h1-3,7H,6H2,(H,8,9)
    • InChI Key: MVRONBWFNOKGNT-UHFFFAOYSA-N
    • SMILES: O=C(C1C=CNC=1)NN

Computed Properties

  • Exact Mass: 125.05901
  • Monoisotopic Mass: 125.059
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 115
  • 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: -0.8
  • Topological Polar Surface Area: 70.9?2

Experimental Properties

  • Density: 1.313
  • Boiling Point: °Cat760mmHg
  • Flash Point: °C
  • Refractive Index: 1.614
  • PSA: 70.91
  • LogP: 0.70940

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Additional information on 1H-Pyrrole-3-carboxylicacid, hydrazide

Comprehensive Overview of 1H-Pyrrole-3-carboxylicacid, hydrazide (CAS No. 50561-16-5): Properties, Applications, and Industry Insights

1H-Pyrrole-3-carboxylicacid, hydrazide (CAS No. 50561-16-5) is a specialized organic compound that has garnered significant attention in pharmaceutical and agrochemical research due to its unique structural features. This heterocyclic hydrazide derivative belongs to the pyrrole family, characterized by a five-membered aromatic ring containing nitrogen. The presence of both carboxylic acid hydrazide and pyrrole moieties makes it a versatile intermediate for synthesizing bioactive molecules, particularly in drug discovery and material science applications.

In recent years, the demand for pyrrole-based compounds like 1H-Pyrrole-3-carboxylicacid, hydrazide has surged, driven by their role in developing antimicrobial agents and anticancer scaffolds. Researchers frequently search for "CAS 50561-16-5 solubility" or "synthesis route for pyrrole hydrazide derivatives," reflecting its technical relevance. The compound's molecular formula C5H7N3O2 and molecular weight 141.13 g/mol are critical parameters for laboratory applications, often queried in analytical chemistry forums.

The compound's crystal structure and hydrogen bonding patterns have been extensively studied, as evidenced by publications in journals like Journal of Heterocyclic Chemistry. Its melting point (210-215°C) and stability under ambient conditions make it suitable for industrial-scale reactions. Notably, the 3-position carboxylic hydrazide group enables selective modifications, a feature highlighted in patents covering kinase inhibitors and bioconjugation techniques.

From an SEO perspective, trending queries such as "1H-Pyrrole-3-carboxylicacid hydrazide suppliers" and "50561-16-5 spectral data" indicate commercial and analytical interest. The compound aligns with green chemistry trends due to its potential as a biodegradable chelating agent, addressing environmental concerns in metal ion sequestration. Recent studies explore its utility in fluorescent probes for cellular imaging, tapping into the growing bioimaging materials market.

Quality control protocols for CAS 50561-16-5 emphasize HPLC purity analysis (typically ≥98%) and residual solvent screening, crucial for pharmaceutical GMP compliance. The compound's logP value (~0.5) suggests moderate lipophilicity, influencing its ADMET properties in medicinal chemistry projects. Regulatory databases confirm its non-hazardous status under standard handling conditions, though proper laboratory PPE is recommended during manipulation.

Innovative applications include its use as a ligand in catalytic systems for cross-coupling reactions, particularly in palladium-catalyzed transformations. The pyrrole nitrogen and hydrazide oxygen atoms provide excellent coordination sites, as documented in Organometallics journal. Furthermore, its derivatives show promise in polymeric materials for electronic devices, responding to industry demands for organic semiconductors with tunable band gaps.

For researchers investigating structure-activity relationships (SAR), this compound serves as a key building block for N-acylhydrazone pharmacophores. Patent landscapes reveal its incorporation in anti-inflammatory compounds targeting COX-2 enzymes, with several clinical candidates in preclinical stages. The global market for such intermediates is projected to grow at 6.2% CAGR (2023-2030), per recent market analysis reports.

Technical bulletins often highlight the compound's compatibility with microwave-assisted synthesis, reducing reaction times from hours to minutes. This aligns with industrial priorities for process intensification. Storage recommendations include protection from moisture in amber glass containers at 2-8°C, with stable performance confirmed over 24-month stability studies under these conditions.

Emerging research explores 1H-Pyrrole-3-carboxylicacid, hydrazide in nanotechnology applications, particularly as a capping agent for metal nanoparticles. Its dual functional groups enable precise size control during nanoparticle synthesis, addressing a critical need in catalytic nanomaterial production. Collaborative studies between academia and industry continue to uncover novel applications, reinforcing its status as a valuable multipurpose chemical entity in modern synthetic chemistry.

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