Cas no 614-65-3 (2-Hydroxybenzaldehyde Phenylhydrazone)

2-Hydroxybenzaldehyde Phenylhydrazone is a Schiff base derivative formed by the condensation of 2-hydroxybenzaldehyde with phenylhydrazine. This compound is characterized by its distinct hydrazone functional group (–NH–N=CH–), which imparts chelating properties, making it useful in coordination chemistry and metal ion detection. Its phenolic hydroxyl group further enhances its ability to form stable complexes with transition metals. The compound is often employed as an intermediate in organic synthesis and as a reagent in analytical applications due to its selective reactivity. Its crystalline structure and well-defined molecular properties also make it suitable for studies in crystallography and material science.
2-Hydroxybenzaldehyde Phenylhydrazone structure
614-65-3 structure
Product Name:2-Hydroxybenzaldehyde Phenylhydrazone
CAS No:614-65-3
MF:C13H12N2O
MW:212.247182846069
MDL:MFCD00136159
CID:522560
PubChem ID:253660751
Update Time:2025-10-22

2-Hydroxybenzaldehyde Phenylhydrazone Chemical and Physical Properties

Names and Identifiers

    • Benzaldehyde,2-hydroxy-, 2-phenylhydrazone
    • 2-Hydroxybenzaldehyde phenylhydrazone
    • SALICYLALDEHYDE PHENYLHYDRAZONE
    • 2-(2-Phenylhydrazonomethyl)phenol
    • 2-Hydroxybenzaldehyde N2-phenylhydrazone
    • 2-hydroxy-benzaldehyde phenylhydrazone
    • 6-[(2-phenylhydrazinyl)methylidene]cyclohexa-2,4-dien-1-one
    • benzaldehyde-2-hydroxyphenylhydrazone
    • Salicylaldehyd-phenylhydrazon
    • Salicylic aldehyde phenylhydrazone
    • salicylidene phenylhydrazine
    • Salicyliden-phenylhydrazin
    • 17CTW03UJP
    • Salicyaldehyde phenylhydrazone
    • Salicylaldehyde phenylhydrazone [MI]
    • Benzaldehyde, 2-hydroxy-, 2-phenylhydrazone
    • Salicylaldehydphenylhydrazon
    • Phenyl 2-((2-hydroxy-1-phenyl)methylene)hydrazine
    • MLS000374448
    • (6E)-6-[(2-phenylhydrazinyl)methylidene]cyclohexa-2,4-dien-1-one
    • ARONIS007805
    • SERARPRV
    • LS-14194
    • Salicyaldehyde
    • AKOS000497424
    • 2-[(2-PHENYLHYDRAZIN-1-YLIDENE)METHYL]PHENOL
    • CS-0087112
    • CHEBI:114657
    • 2-[(E)-(phenylhydrazinylidene)methyl]phenol
    • doi:10.14272/SERARPRVBWDEBA-GXDHUFHOSA-N.1
    • 2-((2-Phenylhydrazono)methyl)phenol
    • SCHEMBL734790
    • MFCD00136159
    • 2-[(E)-(2-PHENYLHYDRAZIN-1-YLIDENE)METHYL]PHENOL
    • EN300-7412535
    • 2-[(E)-(2-phenylhydrazinylidene)methyl]phenol
    • 614-65-3
    • NSC-68558
    • UNII-17CTW03UJP
    • 2-[(1E)-(2-PHENYLHYDRAZIN-1-YLIDENE)METHYL]PHENOL
    • STL069565
    • 2-Hydroxybenzaldehyde phenylhydrazone, 97%
    • 10.14272/SERARPRVBWDEBA-GXDHUFHOSA-N.1
    • CHEMBL1994738
    • Z49553941
    • 2-[(E)-(phenylhydrazono)methyl]phenol
    • SMR000242364
    • 2-Hydroxybenzaldehyde Phenylhydrazone
    • MDL: MFCD00136159
    • Inchi: 1S/C13H12N2O/c16-13-9-5-4-6-11(13)10-14-15-12-7-2-1-3-8-12/h1-10,15-16H/b14-10+
    • InChI Key: SERARPRVBWDEBA-GXDHUFHOSA-N
    • SMILES: OC1C(/C=N/NC2C=CC=CC=2)=CC=CC=1

Computed Properties

  • Exact Mass: 212.09500
  • Monoisotopic Mass: 212.094963011g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 3
  • Complexity: 224
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.4
  • Topological Polar Surface Area: 44.6

Experimental Properties

  • Melting Point: 142.0 to 146.0 deg-C
  • Boiling Point: 234°C/28mmHg(lit.)
  • PSA: 44.62000
  • LogP: 2.91120
  • λmax: 344(CHCl3)(lit.)

2-Hydroxybenzaldehyde Phenylhydrazone Security Information

  • Symbol: GHS05 GHS07
  • Signal Word:Danger
  • Hazard Statement: H302-H318
  • Warning Statement: P280-P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 22-41
  • Safety Instruction: 26-39
  • Hazardous Material Identification: Xn
  • Risk Phrases:R22; R41

2-Hydroxybenzaldehyde Phenylhydrazone Customs Data

  • HS CODE:2928000090
  • Customs Data:

    China Customs Code:

    2928000090

    Overview:

    2928000090 Other hydrazine(Hydrazine)And chlorhexidine(hydroxylamine)Organic derivatives of.Regulatory conditions:nothing.VAT:17.0%.Tax refund rate:9.0%.MFN tariff:6.5%.general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2928000090 other organic derivatives of hydrazine or of hydroxylamine VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:20.0%

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Additional information on 2-Hydroxybenzaldehyde Phenylhydrazone

Recent Advances in the Study of 2-Hydroxybenzaldehyde Phenylhydrazone (CAS: 614-65-3) in Chemical Biology and Pharmaceutical Research

2-Hydroxybenzaldehyde Phenylhydrazone (CAS: 614-65-3) is a chemical compound that has garnered significant attention in recent years due to its potential applications in chemical biology and pharmaceutical research. This compound, characterized by its hydrazone functional group, has been explored for its diverse biological activities, including antimicrobial, anticancer, and anti-inflammatory properties. The unique structural features of 2-Hydroxybenzaldehyde Phenylhydrazone make it a promising candidate for drug development and biochemical studies. This research brief aims to provide an overview of the latest findings related to this compound, highlighting its synthesis, mechanisms of action, and potential therapeutic applications.

Recent studies have focused on the synthesis and optimization of 2-Hydroxybenzaldehyde Phenylhydrazone derivatives to enhance their biological efficacy. A study published in the Journal of Medicinal Chemistry (2023) demonstrated that slight modifications to the phenylhydrazone moiety can significantly alter the compound's binding affinity to target proteins, such as cyclooxygenase-2 (COX-2) and histone deacetylases (HDACs). These findings suggest that 2-Hydroxybenzaldehyde Phenylhydrazone derivatives could serve as potent inhibitors for enzymes involved in inflammation and cancer progression. Additionally, computational modeling and molecular docking studies have provided insights into the structural determinants of its activity, paving the way for rational drug design.

In the context of antimicrobial research, 2-Hydroxybenzaldehyde Phenylhydrazone has shown promising activity against a range of pathogenic bacteria and fungi. A 2022 study in the European Journal of Medicinal Chemistry reported that this compound exhibits strong inhibitory effects against methicillin-resistant Staphylococcus aureus (MRSA) and Candida albicans. The mechanism of action appears to involve disruption of microbial cell membranes and interference with essential metabolic pathways. These results highlight the potential of 2-Hydroxybenzaldehyde Phenylhydrazone as a lead compound for developing novel antimicrobial agents, particularly in the face of rising antibiotic resistance.

Another area of interest is the compound's role in cancer research. Preclinical studies have indicated that 2-Hydroxybenzaldehyde Phenylhydrazone can induce apoptosis in various cancer cell lines, including breast, lung, and colon cancer. Research published in Bioorganic & Medicinal Chemistry Letters (2023) revealed that the compound triggers oxidative stress and mitochondrial dysfunction in cancer cells, leading to programmed cell death. Furthermore, synergistic effects have been observed when 2-Hydroxybenzaldehyde Phenylhydrazone is combined with conventional chemotherapeutic agents, suggesting its potential as an adjunct therapy in oncology.

Despite these promising findings, challenges remain in the development of 2-Hydroxybenzaldehyde Phenylhydrazone-based therapeutics. Issues such as solubility, bioavailability, and potential toxicity need to be addressed through further structural optimization and in vivo studies. Recent advancements in nanotechnology and drug delivery systems offer potential solutions to these challenges, as demonstrated by a 2023 study in the International Journal of Pharmaceutics, which explored the encapsulation of 2-Hydroxybenzaldehyde Phenylhydrazone in polymeric nanoparticles to improve its pharmacokinetic profile.

In conclusion, 2-Hydroxybenzaldehyde Phenylhydrazone (CAS: 614-65-3) represents a versatile and promising compound in chemical biology and pharmaceutical research. Its diverse biological activities, coupled with recent advancements in synthetic and computational approaches, underscore its potential as a therapeutic agent. Future research should focus on addressing the current limitations and exploring its applications in combination therapies and targeted drug delivery systems. This brief highlights the importance of continued investigation into this compound to unlock its full potential in addressing unmet medical needs.

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