1476-52-4

Basic information

• Product Name: DESETHYL CHLOROQUINE
• Synonyms: DESETHYL CHLOROQUINE;Deethylchloroquine;Monodeethylchloroquine;N4-(7-Chloro-4-quinolinyl)-N1-ethyl-1,4-pentanediamine;NSC 13254;WR 29623;4-[[1-Methyl-4-(ethylamino)butyl]amino]-7-chloroquinoline;N'-(7-Chloroquinolin-4-yl)-N-ethyl-1,4-pentanediamine
• CAS NO: 1476-52-4
• Molecular Formula: C₁₆H₂₂ClN₃
• Molecular Weight: 291.82
• Product Categories: Various Metabolites and Impurities;Heterocycles;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Metabolite
• Mol File: 1476-52-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: 94-97?C
• Boiling Point: 451.7°Cat760mmHg
• Flash Point: 227°C
• Appearance: /
• Density: 1.138g/cm³
• Vapor Pressure: 2.38E-08mmHg at 25°C
• Refractive Index: 1.602
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly), Dichloromethane (Slightly), Ethyl Acetate (Slightly), Met
• PKA: 10.62±0.19(Predicted)
• CAS DataBase Reference: DESETHYL CHLOROQUINE(CAS DataBase Reference)
• NIST Chemistry Reference: DESETHYL CHLOROQUINE(1476-52-4)
• EPA Substance Registry System: DESETHYL CHLOROQUINE(1476-52-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 1476-52-4(Hazardous Substances Data)

Usage

Chemical Properties

DESETHYL CHLOROQUINE is Tan Solid

Uses

Different sources of media describe the Uses of 1476-52-4 differently. You can refer to the following data:
1. Desethyl Chloroquine is the major product of the stereoselective human metabolism of Chloroquine, used for the therapy and prevention of malaria. It is a COVID19-related research product.
2. The major product of the stereoselective human metabolism of Chloroquine, used for the therapy and prevention of malaria

InChI:InChI=1/C16H22ClN3/c1-3-18-9-4-5-12(2)20-15-8-10-19-16-11-13(17)6-7-14(15)16/h6-8,10-12,18H,3-5,9H2,1-2H3,(H,19,20)

Upstream product

• 54-05-7 Chloroquine 
• 75-04-7 ethylamine 
• 86-98-6 4,7-dichloroquinoline 

Downstream Products

• 126443-94-5 2-(3-{[4-(7-Chloro-quinolin-4-ylamino)-pentyl]-ethyl-amino}-propionylamino)-3-(4-hydroxy-phenyl)-propionic acid methyl ester 
• 91828-61-4 (R)-(-)-N-acetyldesethylchloroquine 
• 91828-61-4 (S)-(+)-N-acetyldesethylchloroquine 
• 91828-61-4 rac-N-acetyldesethylchloroquine 

Relevant articles and documents

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Bacterial Biosynthetic P450 Enzyme PikCD50N: A Potential Biocatalyst for the Preparation of Human Drug Metabolites

Human drug metabolites (HDMs) are important chemicals widely used in drug-related studies. However, acquiring these enzyme-derived and regio-/stereo-selectively modified compounds through chemical approaches is complicated. PikC is a biosynthetic P450 enz

Photoreactivity of biologically active compounds. X: Photoreactivity of chloroquine in aqueous solution

Photochemical degradation of chloroquine (CQ) as a function of pH was studied in order to obtain information on the photoreactivity of both the dicationic and the monocationic form of CQ. The photodecomposition rate was strongly dependent on the state of ionization of CQ. The main degradation product formed from the monocationic form of CQ was identified as a dimerization product, confirmed by mass-spectrometry (EI, and high resolution MS). Formation of the secondary amine DesCQ was detected for both the dicationic and the monocationic form of CQ. Oxygen is probably not directly involved in the main reaction(s) leading to photolysis of CQ. In the monocationic form CQ is a source of superoxide ions and hydroxyl radicals during irradiation, whereas in the dicationic form, formation of such radicals could not be detected. Under the experimental conditions used, no photodechlorination of CQ could be detected. Reactions performed in the darkness showed that monocationic CQ was susceptible to attack by hydroxyl radicals and superoxide ions. Decomposition of the dicationic form of CQ could not be detected under the same experimental conditions.