Synthesis of chloroquine from 4 7 dichloroquinoline

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    Synthesis of chloroquine from 4 7 dichloroquinoline


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    Synthesis of 4,7-Dichloroquinoline CAS NO. which is also known as, 4,7-dichloro-, could be produced through the following synthetic routes. A. Ethyl α-carbethoxy-β-m-chloroanilinoacrylate. A few boiling chips are added to a mixture of 127.5 g. 1.0 mole of m-chloroaniline and 233 g. One of the earliest and most effective antimalarials is chloroquine, in whose synthesis 4, 7-dichloroquinoline prepared from 7-chloro-4-quinolone is the key intermediate. Chloroquine is readily absorbed from the gastrointestinal tract and about 50% in the circulation is bound to plasma protein. Chloroquine Related Compound A United States Pharmacopeia USP Reference Standard Synonym 4,7-Dichloroquinoline CAS Number 86-98-6. Empirical Formula Hill Notation C 9 H 5 Cl 2 N. Molecular Weight 198.05. Beilstein/REAXYS Number 125359. MDL number MFCD00006774. PubChem Substance ID 329749321. NACRES NA.24

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    Synthesis of chloroquine from 4 7 dichloroquinoline

    Chloroquine - an overview ScienceDirect Topics, Chloroquine - ScienceDirect

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  6. Chloroquine and its metabolites were prepared from 7‐chloro‐1,2,3,4‐tetrahydroquinolin‐4‐one through an aryl substitution with the corresponding amines; and the amodiaquine and its metabolites were prepared from 4,7‐dichloroquinoline in a similar fashion.

    • Synthesis of stable isotope–labeled chloroquine and..
    • Chloroquine Related Compound A - 4,7-Dichloroquinoline.
    • Synthesis of Quinoline-Chemosensitizer Hybrid Molecule for..

    Chloroquine enters the red blood cell, inhibiting the parasite cell and digestive vacuole by simple diffusion. Chloroquine then becomes protonated to CQ2+, as the digestive vacuole is known to be acidic pH 4.7; chloroquine then cannot leave by diffusion. Some new 4-aminoquinoline derivatives were synthesized, characterized by their analytical and spectral data IR, 1HNMR, 13CNMR and MS, and screened for in vitro antimalarial activity against a chloroquine-sensitive strain of Plasmodium falciparum 3D7. Results clearly reveal that all the synthesized compounds possess in vitro antimalarial activity at the tested dose which, however, was. The bulk common intermediate 3 was prepared using a modification of De's method in which 4,7-dichloroquinoline was allowed to react with neat diaminopropane to afford 3. 17 In initial studies we consistently achieved lower yields then reported due to the formation of a coarse particulate precipitate during the wash step of the work-up.

     
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