2,3-Dihidroxibenzaldehídos - ≥97% , CAS No.24677-78-9

CAS: 24677-78-9 Cat. No.: D122910 Peso molecular: 138.12 Beilstein Registry Number: 2041781 Número EC: 246-398-1

GRADE & PURITY ≥97%

Synonyms

h-pro-ome hcl | BCP25752 | NSC146456 | NSC-146456 | o-Pyrocatechualdehyde | A817431 | DIHYDROXYBENZALDEHYDE, 2,3- | 2,3-dihydroxy benzaldehyde | EINECS 246-398-1 | BDBM111044 | SCHEMBL36440 | 3-hydroxysalicylaldehyde | 5,6-Dihydroxybenzaldehyde | Methanam

Storage

Conservar a 2-8°C,cargado con argón

Shipped In

Hielo húmedo

Descripción general

Un agente antifúngico y antimicrobiano. En un estudio, el 2,3-dihidroxibenzaldehído se identificó como un potente agente quimiosensibilizante dirigido contra la pared celular. Además, otro estudio confirmó que el 2,3-dihidroxibenzaldehído interrumpía la vía MAPK a través del gen SOD2. El mismo estudio también descubrió que, cuando se utilizaba con otros agentes antifúngicos como el fludioxonil, impedía que los mutantes fúngicos desarrollaran tolerancia al fludioxonil. También se descubrió su utilidad en la síntesis de resinas Amberlite XAD que pueden utilizarse para preconcentrar metales de muestras de suelo.

el 2,3-Dihidroxibenzaldehído se ha utilizado para sintetizar el complejo de cobre(II) de la base de Schiff. También se utiliza para sintetizar el ácido 2etoxi-3-hidroxi-4-nitrobenzoico

Specifications

Sinónimos

h-pro-ome hcl | BCP25752 | NSC146456 | NSC-146456 | o-Pyrocatechualdehyde | A817431 | DIHYDROXYBENZALDEHYDE, 2, 3- | 2, 3-dihydroxy benzaldehyde | EINECS 246-398-1 | BDBM111044 | SCHEMBL36440 | 3-hydroxysalicylaldehyde | 5, 6-Dihydroxybenzaldehyde | Methanam

Especificaciones y pureza

≥97%

Condiciones de almacenamiento de almacenamiento

Conservar a 2-8°C, cargado con argón

Enviado en

Hielo húmedo

Pureza

≥97%

Nombres e identificadores

• Pubchem Sid: 504756037
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504756037
• Sonrisas canónicas: C1=CC(=C(C(=C1)O)O)C=O
• IUPAC Name: 2,3-dihydroxybenzaldehyde
• InChIKey: IXWOUPGDGMCKGT-UHFFFAOYSA-N
• INCHI: 1S/C7H6O3/c8-4-5-2-1-3-6(9)7(5)10/h1-4,9-10H
• Isómeros SMILES: C1=CC(=C(C(=C1)O)O)C=O
• WGK Alemania: 3
• Peso molecular: 138.12
• Beilstein: 2041781
• Reaxy-Rn: 2041781
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2041781&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Clase Organooxygen compounds
      • Subclass Carbonyl compounds
        • Level5 Aldehydes
          • Level6 Aryl-aldehydes
            • Level7 Benzaldehydes
              • Level8 Hydroxybenzaldehydes

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Clase: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Aldehydes - Aryl-aldehydes - Benzaldehydes
• Direct Parent: Hydroxybenzaldehydes
• Alternative Parents: Catechols Benzoyl derivatives 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Vinylogous acids Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Hydroxybenzaldehyde - Catechol - Benzoyl - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Benzenoid - Monocyclic benzene moiety - Vinylogous acid - Organic oxide - Hydrocarbon derivative - Aromatic homomonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as hydroxybenzaldehydes. These are organic aromatic compounds containing a benzene ring carrying an aldehyde group and a hydroxyl group.
• External Descriptors: dihydroxybenzaldehyde

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Insoluble in water.
• Sensibilidad: air sensitive
• Punto de ebullición (°C): 120°C/16mmHg
• Punto de fusión (°C): 107°C
• Peso molecular: 138.120 g/mol
• XLogP3: 1.500
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 138.032 Da
• Monoisotopic Mass: 138.032 Da
• Topological Polar Surface Area: 57.500 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 124.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referencias

1. Haitao Zhu, Houcong Li, Yuxin Ji, Min Hou, Qingling Yang, Lili Liang, Wenge Li.  (2024)  In vitro and in vivo studies of a decanuclear Ni(II) complex as a potential anti-breast cancer agent.  BIOORGANIC CHEMISTRY,      [PMID:39546934] [10.1016/j.bioorg.2024.107949]

2. Jiaojiao Wang, Yanyan Gao, Yuexing Zhang, Dongmei Xu, Zongxin Li, Yifei Su, Fang Wang, Ning Zhang, Daopeng Zhang, Kang Wang, Yuting Chen.  (2025)  Multisite-complexation-regulating solvent-dependent monomolecular chemosensor for the quantification of Fe3+/ClO− and rapid detection of Al3+/Cr3+/Cu2+.  NEW JOURNAL OF CHEMISTRY,      [PMID:] [10.1039/D5NJ00879D]

3. Donghui Wang, Yuanyuan Liu, Ningning Li, Wei Liu, Yang Li, Yiming Zhang.  (2026)  Template derivatization-mediated synthesis of highly ordered paper-based imprinted chip for enhanced sulfadiazine analysis.  FOOD CHEMISTRY,      [PMID:41719668] [10.1016/j.foodchem.2026.148493]