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    PROCESS FOR PREPARATION OF TETRAHYDRO ACRIDONES
    1.
    发明授权
    PROCESS FOR PREPARATION OF TETRAHYDRO ACRIDONES 失效

    公开(公告)号：KR790000398B1

    公开(公告)日：1979-05-11

    申请号：KR740003254

    申请日：1974-08-01

    Applicant: HOECHST AG

    Inventor： DUERCKHEIMER W ,  RAETHER W ,  SELIGER H G

    Abstract: Tetrahydroacridones (R' = O or -N -NH2, R2 = R3 =R4 =R5 =R6 = R7 = phenyl substituted for H, C1-C4 alkyl, F, Cl, Br, I, trifluoromethly, NO2, CN, carbamyl, sulfamyl, acetyl, lower alkyl-sulfoxy and phenyl-sulfoxy, R8-R11 = H, F, Cl, Br, I trifluoromethyl, cyano, lower alkyl, lower alkoxy, R12 = H, OH, lower acyloxy), useful as antimalarial and coccidostatic, were prepd. by condensing nitrobenzaldehyde (II) with cyclohexadienones (III) in the hydrophilic org. solvent in the presense of inorg. acid.

    1-METHYL-2-(PHENYL-OXYMETHYL)-5-NITRO-IMIDAZOLES
    2.
    发明授权
    1-METHYL-2-(PHENYL-OXYMETHYL)-5-NITRO-IMIDAZOLES 失效

    公开(公告)号：KR800001418B1

    公开(公告)日：1980-12-05

    申请号：KR760001766

    申请日：1976-07-21

    Applicant: HOECHST AG

    Inventor： RAETHER W ,  WINKELMAN E

    IPC: A61K31/41 ,  C07D233/70

    Abstract: Title compds.(I; A = S, sulfoxide group, R1 = methyl, or ethyl; R2 = methyl, halogen), useful as protozoacides, were prepd. by reaction of nitroimidazole(II; X = halogen, acyloxy group, arylsulfonyloxy group) with phenol or its alkaline metal salt or ammonium salt(III; Y = H, alkaline metal, ammonium) followed by oxidation of intermediate sulfide compd. Thus, K2CO3 13.8 g and 1-methyl-2-chloromethyl-5-nitroimidazole 17.6 g were added in the 3-methyl-4-methylmercaptophenol 15.4 g in dimethylformamide 30ml soln. and stirred for1hr at 25≦̸C to give 1-methyl-2-(3-methyl-4-methylthiophenyl-oxymethyl)-5-nitroimidazole 21.7g.

    PROCESS FOR 1-METHYL-2-(PHENYL-OXYMETHYL)-5-NITRO-IMIDAZOLES
    3.
    发明授权
    PROCESS FOR 1-METHYL-2-(PHENYL-OXYMETHYL)-5-NITRO-IMIDAZOLES 失效

    公开(公告)号：KR800001476B1

    公开(公告)日：1980-12-17

    申请号：KR760000122

    申请日：1976-01-16

    Applicant: HOECHST AG

    Inventor： WINKELMANN E ,  RAETHER W

    IPC: A61K31/40 ,  C07D233/95

    Abstract: Title compds. (I, A = S or -SO-; R = C1-3 alkyl), useful as protozoaides, were prepd. by reacting nitro-imidazole(II; X = halogen, acyloxy, acryloxysulfonyloxy) and phenol(III; Y = H, alkaline metal ion or ammonium) or by alkylating nitroimidazole(IV) or by oxidizing I(A = S) to I(A = -SO-). Thus, 4-methylmercapto-phenol of 1-1:1-methyl-2-(4-methylthiophenyl-oxyethyl)-5-nitro-imidazole dissolved in DMF, powdered K2CO3 and 1-methyl-2-chloromethyl-5-nitro-imidazole were mixed under 35≦̸C to give 1-methyl-2-(4-methylthiophenyl-oxymethyl)-nitro-imdazole(m.p. 116≦̸C).

    PROCESS FOR PREPARING 1-ETHYL-2-(PHENYL-OXYMETHYL)-5-NITRO-IMIDAZOLES
    4.
    发明授权
    PROCESS FOR PREPARING 1-ETHYL-2-(PHENYL-OXYMETHYL)-5-NITRO-IMIDAZOLES 失效

    公开(公告)号：KR810000071B1

    公开(公告)日：1981-02-12

    申请号：KR770000946

    申请日：1977-04-20

    Applicant: HOECHST AG

    Inventor： RAETHER W ,  WINKELMANN E

    IPC: A61K31/415 ,  C07D233/94

    Abstract: Title compds. (I; A = O, S; R1 = methyl or ethyl; R2 = H, methyl or halogen), useful as protozoacides, were prepd. by the reaction of II(X= halogen, acyloxy, arylsulfonyloxy) and III(Y= H, alkali metal or ammonium). Thus, 14.0 g 4-methyl-mercaptophenol and 19.0 g 1-ethyl-2-chloro-methyl-5-nitroimidazole were stirred at 25≦̸C in DMF soln. in the presence of K2CO3 to give 17.0 g 1-ethyl-2-(4-methyl-thiophenyloxy-methyl)-5-nitroimidazole.

    PROCESS PREPARING FOR 1-ALKYL-2-(PHENOXYMETHYL)-5-NITRO-IMIDAZOLES
    6.
    发明授权
    PROCESS PREPARING FOR 1-ALKYL-2-(PHENOXYMETHYL)-5-NITRO-IMIDAZOLES 失效

    公开(公告)号：KR800001248B1

    公开(公告)日：1980-10-25

    申请号：KR750001508

    申请日：1975-07-09

    Applicant: HOECHST AG

    Inventor： RAETHER W ,  WINKELMANN E

    IPC: C07D233/66

    Abstract: 1-Alky1-2-(phenoxymethy1)-5-nitroimidazoles (I; R1 = methy1, ethy1; R2 = trifluoromethy1, trichloromethy1, nitro, cyano, methylsulfony1, ethylsulfony1; R3 = H, F, Cl, Br, I, trifluoromethy1, trichloromethy1, cyano, nitro; X = halogen, acyloxy, arylsulfonyloxy), useful as protozoacides(no data), were prepd. by reaction of alky1-2-halogenomethy1-5-nitroimidazole(II) with phenol derivs.(III).

    ANTIMALARIAL COMPOSITIONS CONTAINING A TETRAHYDROACRIDONE AND ANOTHER COMPOUND
    9.
    发明专利
    ANTIMALARIAL COMPOSITIONS CONTAINING A TETRAHYDROACRIDONE AND ANOTHER COMPOUND 未知

    公开(公告)号：NZ188740A

    公开(公告)日：1980-11-28

    申请号：NZ18874078

    申请日：1978-10-26

    Applicant: HOECHST AG

    Inventor： RAETHER W ,  SEIDANATH H ,  DUERCKHEIMER W

    IPC: A61K31/135 ,  C07D219/06 ,  A61K31/435 ,  A61K31/44 ,  A61K31/445 ,  A61K31/47 ,  A61K31/49 ,  A61K31/505 ,  A61K31/53 ,  A61K31/635 ,  A61P33/02

    Abstract: Antimalarial compositions are disclosed containing as the active ingredient a mixture of a tetrahydroacridone of the general formula I in which R1 represents methyl, phenyl, p-chlorophenyl, m-chlorophenyl, p-fluorophenyl, p-trifluoromethylphenyl, o-trifluoromethylphenyl or o-chloro-p-trifluoromethylphenyl, R2 represents hydrogen or methyl, and R3 represents fluorine or chlorine, or a salt of such a compound with a physiologically compatible acid or base, with (a) 6-methoxy- alpha -(5-vinyl-2-quinuclidinyl)-4-quinoline-methanol (Quinine), (b) 7-chloro-4-(diethylamino-1-methyl-butylamino)-quinoline (Chloroquine), (c) alpha -(2-piperidyl)-2,8-bis(trifluoromethyl)-4-quinolinemethanol (Mefloquine), (d) 8-(4-amino-1-methylbutylamino)-6-methoxy-quinoline (Primaquine), (e) 2,4-diamino-5-p-chlorophenyl-6-ethylpyrimidine (Pyrimethamine), (f) 4,6-diamino-1-(p-chlorophenyl)-1,2-dihydro-2,2-dimethyl-s-triazine (Cycloguanil), (g) 2,4-diamino-5-(3,4,5-trimethoxybenzyl)-pyrimidine (Trimethoprim), (h) N'-(5,6-dimethoxy-4-pyrimidyl)-sulfanilamide (Sulfadoxine), or (i) 4,4'-diaminodiphenylsulfone (Dapsone), or with a salt of a compound sub (a) to (i), with a physiologically compatible acid or base, the mixtures being in a proportion by weight of between 25:1 and 1:300 (tetrahydroacridone to compound sub (a) to (i)) in admixture with a pharmaceutically acceptable carrier and/or adjuvant.

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