2-Quinolinol - ≥98% , CAS No.59-31-4

CAS: 59-31-4 Cat. No.: Q160822 Molecular Weight: 145.16 Beilstein Registry Number: 21(3/4)1057 EC Number: 200-420-6 PubChem CID: 6038

GRADE & PURITY ≥98%

Synonyms

2-Hydroxyquinoline | STR05548 | alpha-Hydroxyquinoline | DB04745 | AKOS003297745 | W-104563 | C06338 | CCRIS 4327 | 2(1H)-Quinolone | 2-Chinolinol | Quinolones | 2-(1H)-QUINOLINONE | 2(1H)-Quinolinone | Quinolin-2-ol | CHEBI:16365 | 2-Hydroxyquinoline, 98

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

2-Hydroxyquinoline is a specific inhibitor of plaque paraoxonase1 (PON1).
2-Hydroxyquinoline was used to obtain the design of the platinum(IV) complexes with intense bands shifted towards longer wavelengths. The Pt(IV) complexes are inert stable prodrugs that were photoactivated to produce Pt(II) species with promising anticancer activity.

Specifications

Synonyms

2-Hydroxyquinoline | STR05548 | alpha-Hydroxyquinoline | DB04745 | AKOS003297745 | W-104563 | C06338 | CCRIS 4327 | 2(1H)-Quinolone | 2-Chinolinol | Quinolones | 2-(1H)-QUINOLINONE | 2(1H)-Quinolinone | Quinolin-2-ol | CHEBI:16365 | 2-Hydroxyquinoline, 98

Specifications & Purity

≥98%

Storage

Argon charged, Room temperature

Shipped In

Normal

Action Type

INHIBITOR

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488179992
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488179992
• Canonical Smiles: C1=CC=C2C(=C1)C=CC(=O)N2
• IUPAC Name: 1H-quinolin-2-one
• InChIKey: LISFMEBWQUVKPJ-UHFFFAOYSA-N
• INCHI: 1S/C9H7NO/c11-9-6-5-7-3-1-2-4-8(7)10-9/h1-6H,(H,10,11)
• Isomeric SMILES: C1=CC=C2C(=C1)C=CC(=O)N2
• WGK Germany: 3
• RTECS: FG7175000
• Alternate CAS: 70254-42-1
• PubChem CID: 6038
• Molecular Weight: 145.16
• Beilstein: 21(3/4)1057
• Reaxy-Rn: 386285

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Quinolines and derivatives
• Subclass: Quinolones and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Hydroquinolones
• Alternative Parents: Hydroquinolines Pyridinones Benzenoids Heteroaromatic compounds Lactams Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Dihydroquinolone - Dihydroquinoline - Pyridinone - Pyridine - Benzenoid - Heteroaromatic compound - Lactam - Azacycle - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as hydroquinolones. These are compounds containing a hydrogenated quinoline bearing a ketone group.
• External Descriptors: a small molecule

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)

CA5A Tclin Carbonic anhydrase 5A, mitochondrial (2 Activities)

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CA5B Tclin Carbonic anhydrase 5B, mitochondrial (2 Activities)

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CA6 Tclin Carbonic anhydrase 6 (2 Activities)

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CA13 Tclin Carbonic anhydrase 13 (2 Activities)

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CA3 Tclin Carbonic anhydrase 3 (2 Activities)

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CA4 Tclin Carbonic anhydrase 4 (2 Activities)

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CA12 Tclin Carbonic anhydrase 12 (3 Activities)

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CA14 Tclin Carbonic anhydrase 14 (2 Activities)

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CA9 Tclin Carbonic anhydrase 9 (3 Activities)

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CA7 Tclin Carbonic anhydrase 7 (2 Activities)

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CA2 Tclin Carbonic anhydrase II (17698 Activities)

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ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)

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TYR Tclin Tyrosinase (717 Activities)

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CA3 Tclin Carbonic anhydrase III (753 Activities)

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CA6 Tclin Carbonic anhydrase VI (993 Activities)

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CA1 Tclin Carbonic anhydrase I (13240 Activities)

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CA5B Tclin Carbonic anhydrase VB (957 Activities)

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CA5A Tclin Carbonic anhydrase VA (1168 Activities)

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CA14 Tclin Carbonic anhydrase XIV (1305 Activities)

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MMP3 Tchem Matrix metalloproteinase 3 (3433 Activities)

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MMP8 Tchem Matrix metalloproteinase 8 (1942 Activities)

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CA12 Tclin Carbonic anhydrase XII (6231 Activities)

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CA9 Tclin Carbonic anhydrase IX (8255 Activities)

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MMP1 Tchem Matrix metalloproteinase-1 (7046 Activities)

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HepG2 (196354 Activities)

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POLK Tbio DNA polymerase kappa (8653 Activities)

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TNKS2 Tchem Tankyrase-2 (1531 Activities)

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NCF1 Tbio Neutrophil cytosol factor 1 (245 Activities)

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Associated Targets(non-human)

Ca7 Carbonic anhydrase VII (3 Activities)

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Ca13 Carbonic anhydrase XIII (322 Activities)

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CA4 Carbonic anhydrase IV (1713 Activities)

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Nos2 Nitric oxide synthase, inducible (3573 Activities)

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Mmp2 Matrix metalloproteinase-2 (12 Activities)

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Mmp9 Matrix metalloproteinase 9 (38 Activities)

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Tec Tyrosine-protein kinase TEC (25 Activities)

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Leishmania infantum (5912 Activities)

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Trypanosoma brucei brucei (13300 Activities)

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Leishmania donovani (89745 Activities)

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J774.A1 (2436 Activities)

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RAW264.7 (28094 Activities)

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lef Anthrax lethal factor (7585 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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Rorc Nuclear receptor ROR-gamma (89407 Activities)

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fba Putative fructose-1,6-bisphosphate aldolase (15559 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: light & air sensitive
• Melt Point(°C): 194.0 to 201.0 °C
• Molecular Weight: 145.160 g/mol
• XLogP3: 1.300
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 145.053 Da
• Monoisotopic Mass: 145.053 Da
• Topological Polar Surface Area: 29.100 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 198.000
• 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. Shuo Yang, Yufeng Cai, Sizhe Tang, Yujie Song, Bing Li, Dongyan Tang, Ming Liu.  (2023)  Self-Cleaning Red-Toned Perylene Poly(aryl ether) Film with Superior NIR Reflectance for Passive Radiative Cooling.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.3c03488]

2. Junhua Chen, Gu Shi, Chong Yan.  (2023)  Portable biosensor for on-site detection of kanamycin in water samples based on CRISPR-Cas12a and an off-the-shelf glucometer.  SCIENCE OF THE TOTAL ENVIRONMENT,      [PMID:36801336] [10.1016/j.scitotenv.2023.162279]

3. Chenhua Shu, Lina Wang, Peijun Kong, Meizhu Gao.  (2019)  Adsorptive removal of nitrogen compounds from fuel oil by a poly ionic liquid PVIm-PXDC.  SEPARATION SCIENCE AND TECHNOLOGY,      [PMID:] [10.1080/01496395.2018.1548482]

4. Yong Liu, Qiong Luo, Hao Lu, Zhao Wang.  (2019)  The influencing factors of hydrothermal synthesis of ZSM-5 zeolite and its adsorption of phenol, quinoline and indole.  Materials Research Express,  6  (11): (115540).  [PMID:] [10.1088/2053-1591/ab4e45]

5. Ruikun Wang, Qianqian Ma, Xuemin Ye, Chunxi Li, Zhenghui Zhao.  (2018)  Preparing coal slurry from coking wastewater to achieve resource utilization: Slurrying mechanism of coking wastewater–coal slurry.  SCIENCE OF THE TOTAL ENVIRONMENT,      [PMID:30273727] [10.1016/j.scitotenv.2018.09.329]

6. Bing Xia, Yuanji Gao, Baocheng Ji, Fengwei Ma, Lisheng Ding, Yan Zhou.  (2018)  Analysis of Compounds Dissolved in Nonpolar Solvents by Electrospray Ionization on Conductive Nanomaterials.  JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY,      [PMID:29372550] [10.1007/s13361-017-1873-y]

7. Qingyi Zeng, Yumei Wang, Qingyan Zhang, Jiayu Hu, Yanjun Wen, Jin Wang, Rongzhong Wang, Shuaifei Zhao.  (2022)  Activity and mechanism of vanadium sulfide for organic contaminants oxidation with peroxymonosulfate.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:36599235] [10.1016/j.jcis.2022.12.110]