Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1995-06-06
1997-10-07
Gupta, Yogendra N.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
514309, 514310, 514311, 514312, 514313, 514345, 514350, 514352, 546139, 546141, 546152, 546153, 546159, 546173, 546290, 546304, 546329, 546339, A61K 3147, A61K 3144, C07D21302, C07D21720
Patent
active
056748809
ABSTRACT:
Compounds of formula (1) ##STR1## are described wherein Y represents a halogen atom or a group --OR.sup.1, where R.sup.1 is an optionally substituted alkyl group; R.sup.2 represents an optionally substituted cycloalkyl or cycloalkenyl group; R.sup.3 is a monocyclic or bicyclic aryl group optionally containing one or more heteroatoms selected from oxygen or sulphur atoms or a group --N(R.sup.4)-- where R.sup.4 is a hydrogen atom or an alkyl group; X is --O--, --S--, or --N(R.sup.4)--, where R.sup.5 is a hydrogen or an alkyl group; with the proviso that when X is --O-- then R.sup.3 is not a 3-cyanamino-6-pyridazinyl or a 3-chloro-6-pyridazinyl group; and the salts, solvates, hydrates and N-oxides thereof.
The compounds are selective and potent inhibitors of phosphodiesterase IV and are useful for the prophylaxis and treatment of inflammatory diseases and the alleviation of conditions associated with central nervous malfunction.
REFERENCES:
patent: 4012495 (1977-03-01), Schmiechen et al.
patent: 4015017 (1977-03-01), Gazave
patent: 4153713 (1979-05-01), Huth et al.
patent: 4193926 (1980-03-01), Schmiechen et al.
patent: 4303649 (1981-12-01), Jones
patent: 4792561 (1988-12-01), Walker et al.
patent: 4921862 (1990-05-01), Walker et al.
patent: 4971959 (1990-11-01), Hawkins
patent: 5124455 (1992-06-01), Lombardo
patent: 5128358 (1992-07-01), Saccomano et al.
patent: 5175167 (1992-12-01), Zipperer et al.
patent: 5177085 (1993-01-01), Naef
patent: 5236918 (1993-08-01), Amschler et al.
patent: 5274002 (1993-12-01), Hawkins
patent: 5298511 (1994-03-01), Waterson
patent: 5326898 (1994-07-01), Chandraratna
CA117:90296, 1992.
Ashton, "Selective Type IV Phosphodiesterase Inhibitors as Antiasthmatic Agents. The Syntheses and Biological Activities of 3-(Cyclopentyloxy-4-methyoxybenzamides and Analogues" J. Med. Chem. 37: 1696-1703 (1994).
Beavo & Reifsnyder, "Primary Sequence of Cyclic Nucleotide Phosphodiesterase Isozymes and the Design of Selective Inhibitors" TIPS 11: 150-155 (1990).
Buu-Hoi, N.P. et al., "Bromination of Some 1,2,2-Triarylethylenes" J. of Organic Chemistry, 1261-1263 (Sep. 1958).
Buu-Hoi, et al., "New Method for the Synthesis of .omega., .omega.-Diarylacetophenones Aminated in the Aromatic Nucleus. Plynitration of Triarylethylenes" Chemical Abstracts 61: 16006h (1964).
Chemical Abstracts. Registry Handbook -Number Section. Printed Issues Columbus US *compounds with registry numbers 95992-21-5; 95971-60-1; 90053-37-5; 82668-18-6; 80395-25-1; 49610-49-3.
El-Wakil et al., "Study of the proton magnetic resonance of methoxytamoxifen towards ortho-substitution" Chemical Abstracts 116: 255248t (1992).
Hirose et al., "Styrene Derivatives and Electrophotpgraphic Photoreceptor Containing Them" Chemical Abstracts 118: 136183z (1993).
Ishikura, M. et al., "An Efficient Synthesis of 3-Heteroarylpyridines via Diethyl-(3-pyridyl)-borane" Synthesis pp. 936-938 (1984).
Manhas et al., "heterocyclic Compounds XII. Quinazoline Derivatives as Potential Antifertility Agents(1)" J. Heterocyclic Chem: 711-715 (1979).
Mezheritskaya, "Synthesis and properties of carboxonium het=erocyclic systems. VII. Synthesis and properties of 2-benzyl-substituted 1,3-dioxolanium salts" Chem. Abs. 93: 95160j p. 635 (1980).
Mitsunobu, O., "The Use of Diethyl Azodicarboxylate and Triphenylphosphine in Synthesis and Transformation of Natural Products" Synthesis 1-28 (1981).
Nicholson et al., "Differential Modulation of Tissue Function and Therapeutic Potential of Selective Inhibitors of Cyclic Nucleotide Phosphodiesterase Isoenzymes" TIPS 12: 19-27 (1991).
O'Connor et al., "Voltammetry and Controlled Potential Oxidation of 3,4-dimethoxypropenylbenzene at a rotating platinum electrode in unbuffered acetonitrile and in acetonitrile-pyridine solution" Chemical Abstracts 60(8) #10203.4 (Apr. 13, 1964).
Porter et al., "Preparation of 6-phenyl-3-(5-tetrazolyl)pyridin-=2(H)-one Derivatives as Cyclic AMP-dependent Protein Kinase Agonists" Chem. Abstract 117(9): 90296n (1992).
Ramalingam, Deshmukh and Sattur, "Synthesis and Pharmacology of 2,5-Disubstituted 1,3,4-Zxadiazoles" J. Indian Chem. Soc. vol. 58(3) 269-271 (1981).
Reddy et al., "Inhibition of Breast Cancer Cell Growth in Vitro by a Tyrosine Kinase Inhibitor" Cancer Research 52: 3636-3641 (1992).
Schneider et al., "Catechol Estrogens of the 1,1,2-Triphenylbut-1-ene Type: Relationship Between Structure, Estradiol Receptor Affinity, Estrogenic and Antiestrogenic Properties, and Mammary Tumor Inhibiting Activities" J. Med. Chem. 29: 1355-1362 (1986).
Seitz et al., "Fluorotamoxifen. A Caveat on the Generality of Electrophilic Destannylation" Chemical Abstracts 111: 57136k (1989).
Sharp, M.J. et al., "Synthetic Connections to the Aromatic Directed Metalation Reaction. Functionalized Aryl Boronic Acids by Ipso Borodesilylation; General Synthesis of Unsymmetrical iphenyls and n-Terphenyls" Tetrahedron Lett 28: 5093-5096 (1987).
Thompson, W.J. and Gaudino, J., "A General Synthesis of 5-Arylnicotinates" J. Org. Chem. 49: 5237-5243 (1984).
Yoneda et al., "The Antiproliferative Effects of Tyrosine Kinase Inhibitors Tyrphostins on a Human Squamous Cell Carcinoma in vitro and in Nude Mice" Cancer Research 51: 4430-4435 (1991).
Sakakibara, K., et al., "Preparation of N-pyridyl-4-(benzyloxy)benzamides as Cardiotonics" Chemical Abstracts 108:131583p, vol. 108 (1988).
Tsutsumi, K. et al., "Preparation of (dialkoxyphosphinoylmethyl) Amines as Antihyperlipidemics" Chemical Abstracts 113:6599a, vol. 113 (1990).
Boyd Ewan Campbell
Eaton Michael Anthony William
Warrellow Graham John
Celltech Therapeutics Limited
Gupta Yogendra N.
LandOfFree
Tri-substituted phenyl derivatives and processes for their prepa does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Tri-substituted phenyl derivatives and processes for their prepa, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Tri-substituted phenyl derivatives and processes for their prepa will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-2357632