Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Acyclic nitrogen double bonded to acyclic nitrogen – acyclic...
Patent
1998-09-15
2000-12-26
Powers, Fiona T.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Acyclic nitrogen double bonded to acyclic nitrogen, acyclic...
514622, 514733, A61K 3105, A61K 31165, A61K 31275, A61K 31655, A61K 3169
Patent
active
061659983
ABSTRACT:
The present invention provides azo and stilbene compounds having the structure: wherein XY is N.dbd.N, CH.dbd.CH, (C.dbd.O)--NH or NH--(C.dbd.O); wherein Z is CR.sub.6 or N; wherein R.sub.1, R.sub.2 and R.sub.5 are independently hydrogen, halogen, NO.sub.2 or CF.sub.3 ; wherein R.sub.3 is hydrogen, halogen, CF.sub.3, aryl or heteroaryl, NO.sub.2 or OCF.sub.3 ; wherein R.sub.4 is hydrogen, halogen, CF.sub.3, aryl or heteroaryl, NO.sub.2 or linear or branched chain alkoxy; wherein R.sub.6 is hydrogen or linear or branched alkyl; wherein R.sub.7 is hydrogen, cyano, hydroxyalkyl, carboxyl, halogen, hydroxyl, formyl, NO.sub.2 or halogen; and wherein R.sub.8 is hydroxyl or substituted or unsubstituted amino; and wherein R.sub.9 and R.sub.10 are independently hydrogen, CN or hydroxyalkyl. Said compounds are useful as antifungal therapeutics, fungicides and fungistats. The present invention also provides methods of inhibiting fungal RNA transcription and treating fungal infections in human and animal subjects and fungal infestations in plants.
REFERENCES:
patent: 3238189 (1966-03-01), May et al.
patent: 3331874 (1967-07-01), Stecker
patent: 5512451 (1996-04-01), Kricka
Kracker et al., Chemical Abstracts, 51:12499i, "Fast Yellow Dyeings on Polyester Fibers", 1957.
Higashino , Chemical Abstracts, 53:10096e, "Antifungal Properties of Azophenol Derivatives", 1959.
Yamazoe, Chemical Abstracts, 54:17699b, "Experimental Chemotherapy for Dermatomycosis and Candidiasis. I Antifungal Activity of Various Azophenol Compounds In Vitro", 1960.
Hayashi et al., Chemical Abstracts55:27651g, "Anthelmintics. IX. The Actions of Azophenol and Azothymol Derivatives on Earthworm and on Intestinal Parasites of Animals", 1961.
Yamazoe et al., Chemical Abstracts, 57:9959c, "Experimental Chemotherapy for Dermatomycosis and Candidiasis. II. Antifungal Activity of Various p-Arylazopphenol Compounds In Vitro", 1962.
Chemical Abstracts, The American Chemical Society, Aug. 25, 1957, vol. 51, No. 16, the abstract No. 12500d, Fast Yellow Dyeings on Polyester Fibers', DE 965,395, (Farbwerke Hoechst A.-G. Vorm. Meister Lucius & Bruning) Jun. 6, 1957.
Chemical Abstracts, The American Chemical Society, Apr. 30, 1973, vol. 78, No. 17, the abstract No. 110729n, Fialkov, Y.A. et al., "Hydrolysis of a Trifluoromethyl Group Bound to a Conjugated Aromatic System, III. Hydrolysis of the Trifluoromethyl Group in Stilbene, Tolan, and Azobenzene Derivatives." Zh Org. Khim 1973, 9(1), 138-43 (Russ).
Bashir, et al., Planta Med 57:2, 192-3, Monnina, Apr. 1990.
Inamori, et al., Chem Pharm Bull (Tokyo) 32; 2, 801-4, Feb. 1984.
Lorimer, et al., Journal Of Natural Products, vol. 56, No. 9, pp. 1444-1450, Sep. 1993.
Schultz, et al., Phytochemistry vol. 30: No. 9, pp. 2939-2945, 1991.
Zbaida, et al., Drug Metab Dispos 22: 3, 412-8, May-Jun. 1994.
Stefancich, et al., II Farmaco 48 (8) 1103-112, 1993.
Drobnica, et al., American Society For Microbiology, vol. 16, 1968.
Goodman, et al., Natl Cancer Inst. 73: 1, 265-73, Jul. 1984.
Andrews, et al., Carcinogenesis 11: 9, 1551-6, Sep. 1990.
Stoddart, et al., Drug Metab Dispos 18: 1, 36-41, Jan.-Feb. 1990.
Sweeney, et al., Environ Health Perspect 102, Suppl 6: 119-22, Oct. 1994.
Takahashi, et al., Structure Determination, J. Antibiot (Tokyo) 42: 11, 1541-6, Nov. 1989.
Koh, et al., Drug Metabol Drug Interact 7: 4, 273-85, 1989.
Koh, et al., Drug Metabol Drug Interact 7: 4, 253-72, 1989.
Boido, et al., Farmaco 48: 6, 749-75, Jun. 1993.
Schwaller, et al., Anal Biochem 177: 1, 183-7, Feb. 15, 1989.
Li, et al., Cancer Lett 56:1, 17-2 Jan. 1991.
Kuroda, et al., Chem Pharm Bull, Tokyo 37: 5, 1345-6, May 1989.
Hasegawa, et al., J Comput Aided Mol Des 8: 4, 449-56, Aug. 1994.
Awad, et al., J. Chem Tech. Biotechnol. 1992, 55-217-225.
Langcake, et al., J. Chem. Soc., Chem. Commun. 1977, (7), 208-10 (abstract).
Langcake, et al., Experientia, 1977, 33(2), 151-2 (abstract).
Ward, et al., Can. J. Bot., 1975, 53(10), 964-71 (abstract).
Alcubilla, et al., Eur. J. Forest Pathol. 1972, 1(2), 100-14 (abstract).
Pryce, R.J., Phytochemisry, 1972, 11(4), 1355-64 (abstract).
Drobnica, et al., Appl., Microbiol, 1968, 16(4), 582-7 (abstract).
Hasegawa, et al., Journal of Computer-Aided Molecular Design, 1994 Aug., 8(4) 449-56 (abstract).
Canu Boido, et al., Farmaco, Jun. 1993, 48 (6) 749-75 (abstract).
Awad, et al., Journal of Chemical Technology and Biotechnology, 1992, 55 (3) 217-25 (abstract).
Zaprutko, et al., Pharmazie, Apr. 1992, 47 (4) 258-61 (abstract).
Awad, Journal of Chemical Technology And Biotechnology, 1992, 53 (3) 227-36 (abstract).
Ibrahim, et al., Journal of Inorganic Biochemistry, Jul. 1991, 43 (1) 1-7 (abstract).
Takahashi, et al., Journal Of Antibiotics, Nov. 1989, 42 (11) 1541-6 (abstract).
Nakayama, et al., Journal Of Antibiotics, Nov. 1989, 42 (11) 1535-40 (abstract).
Mitrofanov, et al., Antibiotiki I Meditsinskaia Biotekhnologiia, Jan. 1986, 31 (1) 136 (abstract).
Wegmann, Immunitat Und Infektion, Aug. 1984, 12 (4) 181-5 (abstract).
Schauerte, et al., Ecotoxicology And Environmental Safety, Dec. 1982, 6 (6) 560-9 (abstract).
Awasthi, et al., Zenralblatt Fur Mikrobiologie, 1982, 137 (6) 503-7 (abstract).
Imre, et al., Zeitschrift Fur Versuchstierkunde, 1980, 22 (4) 230-3 (Title Only).
Vigfusson, et al., Mutation Research, Sep. 1980, 79 (1) 53-7 (abstract).
Zsolnai, Zentralblatt Fur Bakteriologie, Parasitenkunde, Infektionskrankheiten Und Hygiene, Erste Abteilung Originale, Reihe A: Medizinische Mikrobiologie Und Parasitologie, Apr. 1978, 240 (3) 385-7 (abstract).
Nigro, et al., Cancer Research, Sep. 1977, 37 (9) 3198-203 (Title Only).
Umezawa, et al., Journal of Antibiotics, Jan. 1975, 28 (1) 87-90 (Title Only).
Schewe et al., Acta Biologica Et Medica Germanica, 1974 32 (5) 419-26 (Title Only).
Karanth, et al., Applied Microbiology, Jan. 1974, 27 (1) 43-6 (Title Only).
Moss, et al., Journal Of The American Chemical Society, Jun. 14, 1972, 94 (12) 4392-4 (Title Only).
Kosower, et al., Journal Of Medicinal Chemistry, Mar. 1972, 15 (3) 307-12 (Title Only).
Sijpesteijn, et al., Annals Of Applied Biology, Jun. 1968, 61 (3) 473-9 (Title Only).
Fields, et al., Journal Of Medicinal Chemistry, Nov. 1970, 13 (6) 1243-3 (Title Only).
Brans, et al., Journal Of The Chemical Society, Perkin Transactions 1, 1970, 2 225-7 (Title Only).
Hamada, et al., Yakugaku Zasshi. Journal Of The Pharmaceutical Society Of Japan, Sep. 1968, 88 (9) 1097-102 (Title Only).
Drobnica, et al., Applied Microbiology, Apr. 1968, 16 (4) 582-7 (Title Only).
Morehart, et al., Applied Microbiology, Sep. 1967, 15 (5) 1248-51 (Title Only).
Zsolnai, Biochemical Pharmacology, Oct. 1965, 14 (10) 1425-44 (Title Only).
Zsolnai, Biochemical Pharmacology, Sep. 1965, 14 (9) 1325-62 (Title Only).
Zsolnai, Zentralblatt Fur Bakteriologie, Parasitenkunde, Infedtionskrankheiten Und Hygiene. 1 Abt. Medizinisch-Hygienische Bakteriologie Virusforschung Und Parasitologie. Originale, Apr. 1965, 196 (1) 95-115 (Title Only).
Gopal, et al., Indian J. Heterocycl. Chem. 1996, 6 (1), 49-52 (abstract).
Awad, Phosphorus, Sulfur Silicon Relat. Elem. 1996, 114 (1-4), 17-28 (abstract).
Sayed, Al-Azhar J. Pharm. Sci. 1994, 14, 108-15 (abstract).
Suman, et al., Indian J. Chem., Sect. B: Org. Chem. Incl. Med. Chem.(1995), 34B (8), 743-46 (abstract).
Nesterova, et al., Khim.-Farm. Zh. 1993, 27 (2), 33-6 (abstract).
Nasef, et al., Egypt. J. Chem 1992, vol. Date 1991, 34 (4), 335-46 (abstract).
Nakata, et al., Tetrahedron Lett. 1993, 34 (38), 6095-8 (abstract).
Toshkhodzhaev, et al., Izv. Vyssh. Uchen. Zaved., Khim. Khim. Tekhnol. (1993), 36 (3) 97-101 (abstract).
Abdel, et al., J. Chin. Chem. Soc., Taipei 1993, 40 (3), 289-96 (abstract).
Awad, et al., J. Chem. Biotechnol, 1992, 55 (3), 217-25 (abstract).
Awad, Bull. Chem. Soc. Jpn. 1993, 66 (1), 167-73 (abstract).
Komaritsa, et al., Farm. Zh. Kiev, 1992, (4), 39-43 (abstract).
Awad, J. Chem. Technol. Biotechnol. 1992, 53 (3), 227-36 (abstract).
Jolly, et al., J. Indian Chem. Soc. 1991, 68 (9) 513-14 (abstract).
Hanna, et al., J. Chem. Technol. Biotechnol. 1991, 52 (4), 559-70 (abstract).
Awad, Dyes Pigm. 1991, 17 (2), 123-9 (abst
Bradley John D.
Li Zhe
Wobbe C. Richard
Powers Fiona T.
Scriptgen Pharmaceuticals Inc.
LandOfFree
Antifungal agents does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Antifungal agents, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Antifungal agents will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-994982