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Short Note

Dichloro{4-(4-chlorophenoxy)phthalazin-1-yl} methylphosphonic dichloride

1
Aix Marseille Univ, CNRS, ICR UMR 7273, Equipe Pharmaco-Chimie Radicalaire, Faculté de Pharmacie, CEDEX 05, 13385 Marseille, France
2
APHM, Hôpital Conception, Service Central de la Qualité et de l’Information Pharmaceutiques, 13005 Marseille, France
*
Authors to whom correspondence should be addressed.
Academic Editors: Stefano D’Errico and Annalisa Guaragna
Molbank 2022, 2022(3), M1439; https://doi.org/10.3390/M1439
Received: 12 August 2022 / Revised: 1 September 2022 / Accepted: 2 September 2022 / Published: 5 September 2022
(This article belongs to the Special Issue Molecules from Side Reactions II)
As part of our ongoing scaffold-hopping work on an antiplasmodial 2-trichloromethylquinazoline scaffold, we aimed to explore the 1-trichloromethylphthalazine scaffold as a potential new antimalarial series. Using previously chlorination conditions described by our lab to obtain a trichloromethyl group from a methyl group, we did not obtain the target compound; instead, we obtained a dichloro methylphosphonic dichloride side product 3. The nature of this compound was then characterized by NMR, HRMS and X-ray crystallography. The same issue was previously reported by Kato et al., starting from the 2-methyl-3-nitropyridine. Finally, compound 3, although not cytotoxic, was not active against P. falciparum, the parasite responsible for human malaria. View Full-Text
Keywords: phthalazine; chlorination; side product; phosphonic dichloride; P. falciparum; HepG2 phthalazine; chlorination; side product; phosphonic dichloride; P. falciparum; HepG2
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MDPI and ACS Style

Amrane, D.; Khoumeri, O.; Vanelle, P.; Primas, N. Dichloro{4-(4-chlorophenoxy)phthalazin-1-yl} methylphosphonic dichloride. Molbank 2022, 2022, M1439. https://doi.org/10.3390/M1439

AMA Style

Amrane D, Khoumeri O, Vanelle P, Primas N. Dichloro{4-(4-chlorophenoxy)phthalazin-1-yl} methylphosphonic dichloride. Molbank. 2022; 2022(3):M1439. https://doi.org/10.3390/M1439

Chicago/Turabian Style

Amrane, Dyhia, Omar Khoumeri, Patrice Vanelle, and Nicolas Primas. 2022. "Dichloro{4-(4-chlorophenoxy)phthalazin-1-yl} methylphosphonic dichloride" Molbank 2022, no. 3: M1439. https://doi.org/10.3390/M1439

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