59-31-4 Usage
Description
2-Quinolinol, also known as 2-Hydroxyquinoline, is a quinolone compound that is 1,2-dihydroquinoline substituted by an oxo group at position 2. It is a white to light purple or purple-brownish powder and is a specific inhibitor of plaque paraoxonase1 (PON1).
Uses
Used in Anticancer Applications:
2-Quinolinol is used as a component in the design of platinum(IV) complexes, which are inert stable prodrugs. These complexes are photoactivated to produce platinum(II) species with promising anticancer activity. This application takes advantage of 2-Quinolinol's ability to shift the intense bands towards longer wavelengths, enhancing the effectiveness of the platinum(IV) complexes in cancer treatment.
Used in Enzyme Inhibition:
In the field of biochemistry and pharmacology, 2-Quinolinol is used as a specific inhibitor for plaque paraoxonase1 (PON1). This application is crucial for studying the function and role of PON1 in various biological processes and its potential involvement in disease mechanisms. By inhibiting PON1, researchers can better understand its impact on the body and develop targeted therapies for related conditions.
Synthesis Reference(s)
Synthesis, p. 739, 1975 DOI: 10.1055/s-1975-23918
Purification Methods
Crystallise it from MeOH. It has m 200-201o after sublimation in a vacuum. The picrate has m 132o after crystallisation from Et2O. [Gibson et al. J Chem Soc 4340 1955, Beilstein 21 III/IV 1057, 21/8 V 217.]
Check Digit Verification of cas no
The CAS Registry Mumber 59-31-4 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 9 respectively; the second part has 2 digits, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 59-31:
(4*5)+(3*9)+(2*3)+(1*1)=54
54 % 10 = 4
So 59-31-4 is a valid CAS Registry Number.
InChI:InChI=1/C9H7NO/c11-9-6-5-7-3-1-2-4-8(7)10-9/h1-6H,(H,10,11)
59-31-4Relevant articles and documents
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Miller et al.
, p. 4763 (1950)
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Manganese-Promoted Regioselective Direct C3-Phosphinoylation of 2-Pyridones
Chantarojsiri, Teera,Kittikool, Tanakorn,Phakdeeyothin, Kunita,Yotphan, Sirilata
supporting information, p. 3071 - 3078 (2021/07/22)
A highly efficient and regioselective manganese-induced radical oxidative direct C?P bond formation between 2-pyridones and secondary phosphine oxides was developed. The C3-selective phosphinoylation was conveniently achieved through a combination of substoichiometric manganese and persulfate oxidant under mild conditions. Various 3-phosphinoylated pyridone products can be obtained in moderate to high yields. Preliminary mechanistic studies suggest that the reaction is likely to involve a radical pathway induced by catalytically active Mn3+ species.
Iron-Catalyzed ?±,?-Dehydrogenation of Carbonyl Compounds
Zhang, Xiao-Wei,Jiang, Guo-Qing,Lei, Shu-Hui,Shan, Xiang-Huan,Qu, Jian-Ping,Kang, Yan-Biao
supporting information, p. 1611 - 1615 (2021/03/03)
An iron-catalyzed α,β-dehydrogenation of carbonyl compounds was developed. A broad spectrum of carbonyls or analogues, such as aldehyde, ketone, lactone, lactam, amine, and alcohol, could be converted to their α,β-unsaturated counterparts in a simple one-step reaction with high yields.
