Cas no 112193-41-6 (5-Bromopyridine-3-carbohydrazide)

5-Bromopyridine-3-carbohydrazide is a versatile heterocyclic compound featuring a bromine substituent at the 5-position and a carbohydrazide functional group at the 3-position of the pyridine ring. This structure imparts reactivity suitable for use as a key intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and coordination complexes. The bromine atom offers a handle for further functionalization via cross-coupling reactions, while the carbohydrazide group enables condensation reactions to form hydrazones or other nitrogen-containing derivatives. Its well-defined reactivity profile makes it valuable for constructing complex molecular architectures in medicinal chemistry and materials science research. The compound is typically handled under controlled conditions due to its potential sensitivity.
5-Bromopyridine-3-carbohydrazide structure
112193-41-6 structure
Product Name:5-Bromopyridine-3-carbohydrazide
CAS No:112193-41-6
MF:C6H6BrN3O
MW:216.035339832306
MDL:MFCD00173916
CID:185861
PubChem ID:696365
Update Time:2025-06-08

5-Bromopyridine-3-carbohydrazide Chemical and Physical Properties

Names and Identifiers

    • 3-Pyridinecarboxylicacid, 5-bromo-, hydrazide
    • 5-Bromonicotinohydrazide
    • 5-BROMOPYRIDINE-3-CARBOHYDRAZIDE
    • 5-Brom-nicotinsaeure-hydrazid
    • 5-bromo-3-pyridinecarbohydrazide
    • 5-bromo-nicotinic acid hydrazide
    • 5-bromo-nicotinoylhydrazide
    • bromonicotinohydrazide
    • SB85926
    • 112193-41-6
    • D81729
    • HMS558O07
    • Maybridge1_006123
    • A894637
    • MFCD00173916
    • SMR000427797
    • HMS2799D10
    • F1981-0037
    • VERXTAUONOFMLH-UHFFFAOYSA-N
    • 3-Pyridinecarboxylicacid,5-bromo-,hydrazide
    • SY317467
    • J-517185
    • EN300-317336
    • MLS001049163
    • 4Y-0719
    • J-002723
    • DTXSID10351297
    • FT-0620174
    • CHEMBL1534244
    • AKOS000268304
    • 5-bromonicotinic acid hydrazide
    • SCHEMBL758123
    • CS-0158587
    • STK040608
    • DB-041051
    • ALBB-029095
    • 3-Pyridinecarboxylic acid, 5-bromo-, hydrazide
    • 5-Bromopyridine-3-carbohydrazide
    • MDL: MFCD00173916
    • Inchi: 1S/C6H6BrN3O/c7-5-1-4(2-9-3-5)6(11)10-8/h1-3H,8H2,(H,10,11)
    • InChI Key: VERXTAUONOFMLH-UHFFFAOYSA-N
    • SMILES: BrC1=CN=CC(C(NN)=O)=C1

Computed Properties

  • Exact Mass: 214.96900
  • Monoisotopic Mass: 214.96942g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 153
  • 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: 0.1
  • Topological Polar Surface Area: 68?2

Experimental Properties

  • Melting Point: 198-202°C
  • PSA: 68.01000
  • LogP: 1.53880

5-Bromopyridine-3-carbohydrazide Security Information

5-Bromopyridine-3-carbohydrazide Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. 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:

    2933399090. other compounds containing an unfused pyridine 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-Bromopyridine-3-carbohydrazide Production Method

Additional information on 5-Bromopyridine-3-carbohydrazide

Recent Advances in the Application of 5-Bromopyridine-3-carbohydrazide (CAS: 112193-41-6) in Chemical Biology and Pharmaceutical Research

5-Bromopyridine-3-carbohydrazide (CAS: 112193-41-6) has emerged as a versatile scaffold in chemical biology and pharmaceutical research due to its unique structural features and reactivity. Recent studies have highlighted its potential as a key intermediate in the synthesis of bioactive compounds, particularly in the development of antimicrobial, anticancer, and anti-inflammatory agents. This research brief aims to provide an overview of the latest advancements in the application of this compound, focusing on its synthetic utility, mechanism of action, and therapeutic potential.

One of the most significant developments in the use of 5-Bromopyridine-3-carbohydrazide is its role in the synthesis of novel heterocyclic compounds. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its efficacy as a precursor in the construction of pyridine-based inhibitors targeting bacterial enzymes. The study reported that derivatives of 5-Bromopyridine-3-carbohydrazide exhibited potent inhibitory activity against Mycobacterium tuberculosis, with minimal cytotoxicity to human cells. This finding underscores the compound's potential in addressing the growing challenge of antibiotic resistance.

In the field of oncology, researchers have explored the anticancer properties of 5-Bromopyridine-3-carbohydrazide derivatives. A recent study in Bioorganic & Medicinal Chemistry Letters (2024) revealed that certain modifications to the carbohydrazide moiety resulted in compounds with selective cytotoxicity against breast cancer cell lines. The mechanism of action was linked to the inhibition of key signaling pathways involved in cell proliferation and survival. These findings open new avenues for the development of targeted cancer therapies with improved efficacy and reduced side effects.

The compound's utility extends to drug discovery platforms, where it serves as a valuable building block for combinatorial chemistry. A 2023 report in ACS Combinatorial Science highlighted its use in the generation of diverse chemical libraries for high-throughput screening. The study emphasized the compound's compatibility with various coupling reactions, enabling the rapid assembly of structurally complex molecules with potential pharmacological activity. This approach has accelerated the identification of lead compounds for multiple therapeutic areas.

From a synthetic chemistry perspective, recent advancements have focused on optimizing the preparation of 5-Bromopyridine-3-carbohydrazide and its derivatives. A 2024 publication in Organic Process Research & Development described an improved synthetic route that enhances yield and purity while reducing environmental impact. The new protocol employs greener solvents and catalytic conditions, aligning with the pharmaceutical industry's growing emphasis on sustainable chemistry practices.

Looking ahead, researchers are investigating the potential of 5-Bromopyridine-3-carbohydrazide in targeted drug delivery systems. Preliminary studies suggest that its chemical structure can be modified to create prodrugs with enhanced tissue specificity. Additionally, computational modeling approaches are being employed to predict the bioactivity of novel derivatives, potentially reducing the time and cost associated with empirical screening. These developments position 5-Bromopyridine-3-carbohydrazide as a promising candidate for next-generation therapeutic agents.

In conclusion, the growing body of research on 5-Bromopyridine-3-carbohydrazide (CAS: 112193-41-6) demonstrates its significant potential across multiple areas of pharmaceutical development. From its role as a synthetic building block to its direct therapeutic applications, this compound continues to offer valuable opportunities for drug discovery and chemical biology research. Future studies will likely focus on expanding its therapeutic applications and optimizing its pharmacological properties for clinical translation.

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