Abstract: Compound of the formula (I) are disclosedArQQ.sup.1 C(.dbd.X)NHR.sup.1 (I)or a salt thereof, wherein Ar is an optionally substituted polycyclic ring system containing n rings, where n is the integer 2 or 3, at least n-1 rings being aromatic and containing one to three ring nitrogen atoms and optionally containing one or more additional heteroatoms; Q is an alkyl chain containing 1 to 12 carbon atoms and optionally containing a sulphur or one or two oxygen atoms; Q.sup.1 is a group (C(R.sup.2).dbd.C(R.sup.3)).sub.a --(C(R.sup.4).dbd.C(R.sup.5)) wherein a is 0 or 1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are the same or different, at least two being hydrogen and the other two being independently selected from hydrogen, halo, C.sub.1-4 haloalkyl; X is oxygen or sulphur; and R.sup.1 is selected from hydrogen and C.sub.1-8 hydrocarbyl optionally substituted by dioxalanyl, halo, cyano, trifluoromethyl, trifluoromethylthio or C.sub.1-6 alkoxy are described which have activity particularly against arthropod pests.
Type:
Grant
Filed:
May 22, 1989
Date of Patent:
May 19, 1992
Inventors:
Robert J. Blade, Robert J. Peek, George S. Cockerill
Abstract: A fungicidal method which comprises applying to the locus of a plant pathogen a fungicidally effective but non-phytotoxic amount of a compound of the formula (1) ##STR1## wherein: R.sup.1 to R.sup.4 are independentlyH, halo, (C.sub.1 -C.sub.4) alkyl, branched (C.sub.3 -C.sub.4) alkyl, halo (C.sub.1 -C.sub.4) alkyl, (C.sub.1 -C.sub.4) alkoxy, NO.sub.2, or HN.sub.2, at least two of R.sup.1 to R.sup.4 being H,or one of R.sup.2 to R.sup.4 is --NR.sup.7 --Y--Ar or O--Y--Ar and the rest of R.sup.1 to R.sup.4 are H;W is N, or CR.sup.5 ;R.sup.5 is H, CH.sub.3, Cl, O--Y--Ar, or --NR.sup.7 --Y--Ar;R.sup.6 is H, CH.sub.3, Cl, or Br;A is --O--Alk or --X--Y--Ar;Alk is a C.sub.2 -C.sub.18 saturated or unsaturated hydrocarbon chain, straight chain or branched, optionally substituted with halo, halo (C.sub.1 -C.sub.4) alkoxy, (C.sub.3 -C.sub.8) cycloalkyl, hydroxy, or acetyl;X is O, NR.sup.7, or CR.sup.8 R.sup.9, provided that if one of R.sup.2 to R.sup.5 is NR.sup.
Type:
Grant
Filed:
March 16, 1989
Date of Patent:
May 19, 1992
Assignee:
DowElanco
Inventors:
Barry A. Dreikorn, Glen P. Jourdan, Robert G. Suhr
Abstract: Prepration of N,N'-dimethylperylene-3,4,9,10-tetracarboxylic diimide (DMP) ##STR1## in high-hiding pigment form by reacting perylene-3,4,9,10-tetracarboxylic dianhydride with methylamine. The reaction is carried out at 40.degree. to 200.degree. C. and the excess methylamine is distilled off only after the perylene-3,4,9,10-tetracarboxylic dianhydride used has been fully converted to the methylammonium salts of the corresponding N,N'-dimethyldicarbamoylperylenedicarboxylic acids. The temperature is held at 140.degree. to 200.degree. C. after, or after and during the formation of the DMP. The resultant highly crystalline crude pigment in aqueous suspension which has a mean particle size D.sub.50% (mass distribution) of 0.15 to 0.4 .mu.m and a mean length-to-width ratio q950% (mass distribution of the pigment particles of 10:1 to 3:1, is grounded in aqueous suspension until the mean particle size is 0.1 to 0.2 .mu.m and the mean length-to-width ratio of the pigment particles is less than 5:1.
Abstract: Invented are 4-aza-5-alpha-8(14)-17 substituted-androsten-3-ones having an 8(14), 7(8), or 16(17) double bond, optionally also having a 1(2) double bond, pharmaceutical compositions containing the compounds, and methods of using these compounds to inhibit steroid 5-alpha-reductase.
Type:
Grant
Filed:
October 10, 1989
Date of Patent:
May 5, 1992
Assignee:
Smithkline Beecham Corporation
Inventors:
Dennis A. Holt, Mark A. Levy, Brian W. Metcalf
Abstract: A compound selected from the group consisting of a compound of the formula ##STR1## wherein R.sub.2 and R'.sub.2 are individually hydrogen or methyl, R.sub.11 is an organo of 1 to 18 carbon atoms optionally containing at least one heteroatom with the atom adjacent to the 11-carbon atom being a carbon, the wavy lines at the 13 and 17-positions indicate that when the 13-methyl is .alpha., R'.sub.17 group is .beta. and R.sub.17 is .alpha. and when the 13-methyl is .sub..beta., R.sub.17 is .sub..beta. and R'.sub.17 is .alpha., R.sub.17 is --OH or acyloxy of 1 to 18 carbon atoms and R'.sub.
Type:
Grant
Filed:
March 21, 1990
Date of Patent:
April 28, 1992
Assignee:
Roussel Uclaf
Inventors:
Andre Claussner, Jacques Leclaire, Lucien Nedelec, Daniel Philibert
Abstract: The present invention is directed to a new class of cyclic guanidines of the formula: ##STR1## in which Q is represented by a substituent selected from the group consisting of (CH.sub.2).sub.n in which n is an integer from 2-10, ##STR2## A is a substituent selected from the group consisting of --NH--(CH.sub.2).sub.m in which m is an integer from 0-5, a piperidino substituent, or a piperazino substituent; both Ar and Ar.sub.1 are each independently represented by a phenyl ring, each of which may be optionally substituted with up to 3 substituents, each selected from the group consisting of halogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, and trifluoromethyl; and R is represented by either hydrogen or a C.sub.1-4 alkyl; R.sub.1 is represented by hydrogen or a C.sub.1-4 alkyl; the optional isomers and tautomers thereof; and the pharmaceutically acceptable acid addition salts thereof, and their use as calcium antagonists.
Type:
Grant
Filed:
January 10, 1990
Date of Patent:
April 21, 1992
Assignee:
Merrell Dow Pharmaceuticals Inc.
Inventors:
Albert A. Carr, Hsien C. Cheng, John M. Kane
Abstract: Compounds having the formula: ##STR1## are inhibitors of leukotriene biosynthesis. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory, and cytoprotective agents. They are also useful in treating diarrhea, hypertension, angina, platelet aggregation, cerebral spasm, premature labor, spontaneous abortion, dysmenorrhea, and migraine.
Type:
Grant
Filed:
December 20, 1989
Date of Patent:
April 7, 1992
Assignee:
Merck Frosst Canada, Inc.
Inventors:
Robert Zamboni, Petpiboon Prasit, Robert N. Young
Abstract: 5'-Alkylsulfonylsteroido[3,2-b]furans, for example 5'-methylsulfonyl-5.alpha.-pregn-2-en-20-yno[3,2-b]furan-17.beta.-ol having the structural formula, ##STR1## which are useful as antiandrogenic agents, and processes for preparation, method of use and compositions thereof are disclosed.
Type:
Grant
Filed:
June 21, 1990
Date of Patent:
March 31, 1992
Assignee:
Sterling Drug Inc.
Inventors:
Robert G. Christiansen, Malcolm R. Bell, Virendra Kumar
Abstract: Radioactive fluorine can be easily introduced into biologically active molecules containing amino groups. A p-bromomethyl benzoyl group is coupled to the amino group of the biologically active molecule, and bromine is displaced by fluorine. Alternatively, the bromine on the bromomethylbenzoyl group is first displaced by fluorine, and the fluoromethyl benzoyl group is then coupled to the amino group of the biologically active molecule. The compounds so produced are useful in diagnostic nuclear medicine.
Type:
Grant
Filed:
March 15, 1988
Date of Patent:
March 24, 1992
Assignee:
The United States of America as represented by the Department of Health and Human Services
Inventors:
Kenneth A. Jacobson, Kenneth L. Kirk, David C. Furlano, Yechiel Shai
Abstract: A benzazepine derivative which is a compound of formula (I): ##STR1## in which: each of m and n denotes the number 1, oreach of m and n denoted the number 2, orm denotes the number 3 and n denoted the number 1; andR denotes hydrogen or a group of formula --Z--R' in which Z denotes a --CO-- or --CH.sub.2 -- group and R' denotes a phenyl group which is unsubstituted or substituted with from one to three substituents selected from halogen atoms, linear or branch (C.sub.1 -C.sub.3) groups and linear or branched (C.sub.1 -C.sub.3) alkoxy groups,or a pharmacologically acceptable acid addition salt.
Type:
Grant
Filed:
February 8, 1990
Date of Patent:
March 17, 1992
Assignee:
Synthelabo
Inventors:
Pascal George, Mireille Sevrin, Michel Mangane
Abstract: The invention relates to 1,8-dihydroxy-3-methylbenz[b]phenanthridine-7,12-dione and its derivatives of formula I ##STR1## wherein R.sup.1 is hydrogen or the radical of formula II ##STR2## and salts of the compound, wherein R.sup.1 is the radical of formula II. These compounds can be obtained by means of a novel microbiological process and used for the therapeutic treatment of tumors.
Type:
Grant
Filed:
February 8, 1990
Date of Patent:
March 3, 1992
Assignee:
Ciba-Geigy Corporation
Inventors:
Gabriele Fendrich, Willy Zimmermann, Johannes Gruner, John A. L. Auden
Abstract: Hydrocarbons, and particularly lower molecular weight alkanes and cycloalkanes, may readily be oxidized with air or O.sub.2 to form such products as alcohols, ketones, and the like selectively on high yields when there is employed as the catalyst a highly active azide-activated metal coordination complex having the structure ##STR1## where M is a transition metal; " " is a ligand; and X is azide. The invention is also directed to certain novel azide-activated metal coordination complex catalysts per se.
Type:
Grant
Filed:
January 17, 1990
Date of Patent:
March 3, 1992
Assignee:
Sun Refining and Marketing Company
Inventors:
Paul E. Ellis, Jr., James E. Lyons, Harry K. Myers, Jr.
Abstract: Compounds of formula I ##STR1## where A is OH, B is H, C.sub.1-4 alkyl optionally substituted by C.sub.1-4 alkoxy carbonyl, C.sub.2-4 alkenyl, CONR.sub.2 or COR.sub.4 R.sub.1 is H, R.sub.2 is C.sub.1-4 alkyl, and R.sub.4 is C.sub.1-4 alkyl, or phenyl, optionally substituted by carboxy have pesticidal and especially fungicidal activity. Many of the compounds are novel and these compounds per se, form part of the invention.
Type:
Grant
Filed:
August 23, 1989
Date of Patent:
March 3, 1992
Assignee:
Schering Agrochemicals Limited
Inventors:
Ian C. Richards, Brian J. Wright, John H. Parsons, Alister C. Baillie
Abstract: New pyridobenzoindole derivatives of general formula (I), in which R is H or alkyl (1 or 2 C), alk is straight or branched alkylene (2 to 4 C), R.sub.1 denotes a hydrogen atom or an alkyl radical (1 or 2 C), R.sub.2 denotes a hydroxy or methoxy radical, and R.sub.3 is methyl or ethyl and their addition salts with acids, useful as antitumor agents.
Abstract: Preventive as well as therapeutic treatment to alleviate cosmetic conditions and symptoms of dermatologic disorders with amphoteric compositions containing alpha hydroxyacids, alpha ketoacids, related compounds or polymeric forms of hydroxyacids is disclosed. The cosmetic conditions and the dermatologic disorders in which the amphoteric compositions and the polymeric compounds may be useful include dry skin, dandruff, acne, keratoses, psoriasis, eczema, pruritus, age spots, lentigines, melasmas, wrinkles, warts, blemished skin, hyperpigmented skin, kyperkeratotic skin, inflammatory dermatoses, skin changes associated with aging, and skin requiring cleansers.
Abstract: A novel single-pot trialkylsilyl trifluoromethanesulfonate (R.sub.3 Si--OTf) mediated process produces derivatives of 4-aza 3-keto steroids at the .alpha.-methylenic carbon through electrophilic substitution. These derivatives are useful in the preparation, through elimination of the substituent on the .alpha.-methylene carbon, of .DELTA.-1 olefin 4-aza 3-keto steroids which are potent inhibitors of 5-.alpha. reductase.
Type:
Grant
Filed:
August 27, 1990
Date of Patent:
February 25, 1992
Assignee:
Merck & Co., Inc.
Inventors:
Anthony O. P. King, Sandor Karady, Kevin Anderson, Alan W. Douglas, Newton L. Abramson, Richard F. Shuman
Abstract: Substituted 4-aminoquinazoline derivatives of the formula: ##STR1## in which R.sup.1 is hydrogen, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, C.sub.1-6 alkoxyC.sub.1-6 alkyl, C.sub.3-6 cycloalkyl, C.sub.3-6 cycloalkylC.sub.1-6 alkyl, phenylC.sub.1-6 alkyl, the phenyl group being optionally substituted;R.sup.2 is hydrogen, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, amino, C.sub.1-6 alkylthio, halogen, cyano, hydroxy, carbamoyl, carboxy, C.sub.1-6 alkanoyl or trifluoromethyl;m is 1 to 3;p is 0 to 4;R.sup.3 is COR.sup.4 ;R.sup.4 is hydroxy, C.sub.1-6 alkoxy, or NR.sup.5 R.sup.6 ;R.sup.5 and R.sup.6 are each hydrogen or C.sub.1-6 alkyl or together with the nitrogen atom to which they are attached form a heterocyclic ring; andR.sup.7 is hydrogen, C.sub.1-6 alkoxy or C.sub.1-6 alkyl;or a salt thereof.
Type:
Grant
Filed:
February 23, 1989
Date of Patent:
February 18, 1992
Assignee:
SmithKline Beckman Intercredit B.V.
Inventors:
Robert J. Ife, Thomas H. Brown, Colin A. Leach
Abstract: Substituted 4-aminiquinazoline derivatives of the formula: ##STR1## in which R.sup.1 hydrogen, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, C.sub.1-6 alkoxyC.sub.1-6 alkyl, C.sub.3-6 cycloalkyl, C.sub.3-6 cycloalkylC.sub.1-6 alkyl, phenylC.sub.1-6 alkyl, the phenyl group being optionally substituted;R.sup.2 is hydrogen, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, amino, C.sub.1-6 alkylthio, halogen, cyano, hydroxy, carbamoyl, carboxy, C.sub.1-6 alkanoyl or trifluromethyl;m is 1 to 3;p is 0 to 4;R.sup.3 is COR.sup.4 ;R.sup.4 is hydroxy, C.sub.1-6 alkoxy, or NR.sup.5 R.sup.6 ;R.sup.5 and R.sup.6 are each hydrogen or C.sub.1-6 alkyl or together with the nitrogen atom to which they are attached form a heterocyclic ring; andR.sup.7 is hydrogen, C.sub.1-6 alkoxy or C.sub.1-6 alkyl;or a salt thereof.
Type:
Grant
Filed:
February 23, 1989
Date of Patent:
February 18, 1992
Assignee:
SmithKline Beckman Intercredit B.V.
Inventors:
Robert J. Ife, Thomas H. Brown, Colin A. Leach
Abstract: Method of decreasing the production of thyroid hormones in animals by parenteral administration of defined quantities of cobalt protoporphyrin or cobalt mesoporphyrin.