8-Hydroxy-2-quinolinecarboxaldehyde - ≥96% , CAS No.14510-06-6

CAS: 14510-06-6 Cat. No.: W684670 Peso molecular: 173.17 Beilstein Registry Number: 127519 Número EC: 627-898-2

GRADE & PURITY ≥96%

Synonyms

8-Hydroxyquinoline-2-carboxaldehyde | 2-Formyl-8-hydroxyquinoline | 8-Hydroxyquinoline-2-aldehyde | 2-Formyl-8-quinolinol

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Descripción general

This is a building block for the synthesis of complexing agents.

8-Hydroxy-2-quinolinecarboxaldehyde can be prepared from 2-methylquinolin-8-ol via oxidation using selenium dioxide.
Application
8-Hydroxy-2-quinolinecarboxaldehyde (8-hydroxyquinoline-2-carbaldehyde) may be used in the preparation of:
8-hydroxy-2-quinoline-1-aminopyrene by Schiff-base reaction with 1-aminopyrene
(E)-2-((2-(pyridin-2-yl)hydrazono)methyl)quinolin-8-ol by coupling with 2-hydrazinopyridine
8-hydroxyquinoline-2-carbaldehyde oxime
2-[(8-Hydroxyquinoline)-2-methylaminoethyl]-β-D-glucopyranoside

Specifications

Sinónimos

8-Hydroxyquinoline-2-carboxaldehyde | 2-Formyl-8-hydroxyquinoline | 8-Hydroxyquinoline-2-aldehyde | 2-Formyl-8-quinolinol

Especificaciones y pureza

≥96%

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C, Argon charged

Enviado en

Wet ice

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥96%

Nombres e identificadores

• Sonrisas canónicas: C1=CC2=C(C(=C1)O)N=C(C=C2)C=O
• IUPAC Name: 8-hydroxyquinoline-2-carbaldehyde
• InChIKey: SLBPIHCMXPQAIQ-UHFFFAOYSA-N
• INCHI: 1S/C10H7NO2/c12-6-8-5-4-7-2-1-3-9(13)10(7)11-8/h1-6,13H
• Isómeros SMILES: C1=CC2=C(C(=C1)O)N=C(C=C2)C=O
• WGK Alemania: 3
• Peso molecular: 173.17
• Beilstein: 127519

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Quinolines and derivatives
      • Subclass Hydroxyquinolines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Quinolines and derivatives
• Subclass: Hydroxyquinolines
• Intermediate Tree Nodes: Not available
• Direct Parent: Hydroxyquinolines
• Alternative Parents: 8-hydroxyquinolines Pyridine carboxaldehydes Aryl-aldehydes 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Hydroxyquinoline - 8-hydroxyquinoline - 2-pyridine carboxaldehyde - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Aryl-aldehyde - Pyridine - Benzenoid - Heteroaromatic compound - Azacycle - Aldehyde - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as hydroxyquinolines. These are compounds containing a quinoline moiety bearing a hydroxyl group.
• External Descriptors: Not available

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

Objetivos asociados (humanos)

K562 (73714 Activities)

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SAOS-2 (672 Activities)

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SK-HEP1 (1155 Activities)

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A549 (127892 Activities)

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T47D (39041 Activities)

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MDA-MB-231 (73002 Activities)

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Objetivos asociados (no humanos)

Staphylococcus aureus (210822 Activities)

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Mecanismos de acción

Propiedades químicas y físicas

• Sensibilidad: Air Sensitive；Moisture sensitive
• Punto de fusión (°C): 96-100℃
• Peso molecular: 173.170 g/mol
• XLogP3: 1.600
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 173.048 Da
• Monoisotopic Mass: 173.048 Da
• Topological Polar Surface Area: 50.200 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 195.000
• 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. Xiaoyu Gao, Wenru Fan, Wei Zhu, Gao Jiuwei, Pengfang Zhang, Chen Wang, Xuewen Wang, Hesheng Xia, Zhenhua Wang, Wei Huang.  (2022)  Tough and Healable Elastomers via Dynamic Integrated Moiety Comprising Covalent and Noncovalent Interactions.  CHEMISTRY OF MATERIALS,      [PMID:] [10.1021/acs.chemmater.1c03813]

2. Hai-Tang Wang, Jin-Rong Pu, Xin Li, Yue Zhang, Ying Zhang, Li Li, Ming Fang.  (2021)  A novel Dy4 cluster constructed by an 8‑hydroxyquinoline Schiff base showing remarkable single molecule magnet behavior.  POLYHEDRON,      [PMID:] [10.1016/j.poly.2021.115117]

3. Xuexue Xu, Shuang Wang, Yaxuan Mi, Huaqian Zhao, Zebao Zheng, Xiaolong Zhao.  (2019)  A hydroxyquinoline-appended ruthenium(II)-polypyridyl complex that induces and stabilizes G-quadruplex DNA.  JOURNAL OF COORDINATION CHEMISTRY,      [PMID:] [10.1080/00958972.2018.1548703]