6-Hydroxyquinoline - ≥96% , CAS No.580-16-5

CAS: 580-16-5 Cat. No.: H301096 Molecular Weight: 145.16 Beilstein Registry Number: 113196 EC Number: 209-454-6

GRADE & PURITY ≥96%

Synonyms

AC-907/25014237 | InChI=1/C9H7NO/c11-8-3-4-9-7(6-8)2-1-5-10-9/h1-6,11H | 1H-1,6-Epoxyquinoline | OVYWMEWYEJLIER-UHFFFAOYSA- | 6-Quinolinoloxine | BRN 0113196 | 6-Chinolinol | CCRIS 4331 | CCRIS-4331 | 2,6-Dihydroxyquinoline;6-Hydroxy-2(1h)-quinolinone | E

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

6-Hydroxyquinoline is an ideal photoacid system for exploring excited-state proton transfer (ESPT) reactions. The excited-state proton transfer and geminate recombination of 6-hydroxyquinoline encaged in catalytic Na+-exchanged faujasite zeolites X and Y have been explored by measuring steady-state and picosecond time-resolved spectra.

Specifications

Synonyms

AC-907/25014237 | InChI=1/C9H7NO/c11-8-3-4-9-7(6-8)2-1-5-10-9/h1-6, 11H | 1H-1, 6-Epoxyquinoline | OVYWMEWYEJLIER-UHFFFAOYSA- | 6-Quinolinoloxine | BRN 0113196 | 6-Chinolinol | CCRIS 4331 | CCRIS-4331 | 2, 6-Dihydroxyquinoline;6-Hydroxy-2(1h)-quinolinone | E

Specifications & Purity

≥96%

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥96%

Names and Identifiers

• Canonical Smiles: C1=CC2=C(C=CC(=C2)O)N=C1
• IUPAC Name: quinolin-6-ol
• InChIKey: OVYWMEWYEJLIER-UHFFFAOYSA-N
• INCHI: 1S/C9H7NO/c11-8-3-4-9-7(6-8)2-1-5-10-9/h1-6,11H
• Isomeric SMILES: C1=CC2=C(C=CC(=C2)O)N=C1
• WGK Germany: 3
• RTECS: VC4130000
• Molecular Weight: 145.16
• Beilstein: 113196
• Reaxy-Rn: 113196
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=113196&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Quinolines and derivatives
• Subclass: Hydroxyquinolines
• Intermediate Tree Nodes: Not available
• Direct Parent: Hydroxyquinolines
• Alternative Parents: 1-hydroxy-2-unsubstituted benzenoids Pyridines and derivatives Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Hydroxyquinoline - 1-hydroxy-2-unsubstituted benzenoid - Benzenoid - Pyridine - Heteroaromatic compound - Azacycle - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: 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: monohydroxyquinoline

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

Associated Targets(Human)

IDO1 Tchem Indoleamine 2,3-dioxygenase (6650 Activities)

Discover Target: IDO1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: air sensitive ;light sensitive
• Melt Point(°C): 188-190°C
• Molecular Weight: 145.160 g/mol
• XLogP3: 1.800
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 145.053 Da
• Monoisotopic Mass: 145.053 Da
• Topological Polar Surface Area: 33.100 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 138.000
• 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

References

1. Lifang Gao, Xin Lin, Anqi Zheng, E. Shuang, Jianhua Wang, Xuwei Chen.  (2020)  Real-time monitoring of intracellular pH in live cells with fluorescent ionic liquid.  ANALYTICA CHIMICA ACTA,      [PMID:32312389] [10.1016/j.aca.2020.03.050]