Containing Nitrogen Double Bonded Directly To Carbon (e.g., Nitroguanidines, Etc.) Patents (Class 564/108)
  • Patent number: 8633228
    Abstract: A pest control agent containing a compound represented by the following Formula (1), wherein A represents a carbon atom, a nitrogen atom, or the like, K represents a non-metal atom group necessary for forming a cyclic linking group derived from a 5- or 6-membered aromatic ring, in combination with A and two carbon atoms to which A bonds, X represents a hydrogen atom, a halogen atom, or the like, n represents an integer of from 0 to 4, T represents —C(?G1)-Q1 (wherein G1 and G2 represent an oxygen atom or the like, Q1 represents a phenyl group which may have a substituent, a heterocyclic group which may have a substituent, or the like), or the like, Q2 represents a phenyl group or the like, G3 represents an oxygen atom or the like, and R1 and R2 each independently represent a hydrogen atom, a C1-C6 alkyl group, or a group represented by -L-D, or the like (provided that at least either R1 or R2 represents a group represented by -L-D); as an active ingredient exhibits an excellent effect.
    Type: Grant
    Filed: June 29, 2009
    Date of Patent: January 21, 2014
    Assignee: Mitsui Chemicals Agro, Inc.
    Inventors: Yumi Kobayashi, Hiroyuki Katsuta, Michikazu Nomura, Hidetaka Tsukada, Atsushi Hirabayashi, Hidenori Daido, Yusuke Takahashi, Shinichi Banba
  • Patent number: 8193247
    Abstract: Provided are various compounds of Formula (I): Also provided are pharmaceutical compositions comprising the above compounds. Additionally, methods of inhibiting macrophage migration inhibitory factor (MIF) activity in a mammal are provided, as are methods of treating or preventing inflammation in a mammal. Further provided are methods of treating a mammal having sepsis, septicemia, and/or endotoxic shock. Also provided are methods of treating a mammal having an autoimmune disease, and methods of treating a mammal having a tumor.
    Type: Grant
    Filed: March 23, 2007
    Date of Patent: June 5, 2012
    Assignee: The Feinstein Institute for Medical Research
    Inventor: Yousef Al-Abed
  • Publication number: 20110306639
    Abstract: The present invention discloses hydrocarbylidene nitrohydrozinecarboximidamides and the use thereof as well as a method for making the same. The structural general formula of the compounds are shown in formula I, wherein, R1 is C1-C10 saturated and/or unsaturated aliphatic hydrocarbonyl, benzyl, substituted benzyl, halogenated picolyl, halogenated thiazolyl methyl, tetrahydrofuryl methyl or oxazolyl methyl; R2 is hydrogen, C1-C5 saturated and/or unsaturated aliphatic hydrocarbonyl, phenyl, substituted phenyl, pyridyl or substituted pyridyl; R3 is hydrogen, C1-C10 saturated and/or unsaturated aliphatic hydrocarbonyl, furyl, phenyl, substituted phenyl, benzyl or substituted benzyl. The tests of insecticidal activity show that the hydrocarbylidene nitrohydrozinecarboximidamides shown by formula (I) have high preventive efficiency against insect pests of plants, such as aphid, plant hopper, cotton bollworm, asparagus caterpillar, and the like, and can be used as plant insecticides.
    Type: Application
    Filed: November 25, 2008
    Publication date: December 15, 2011
    Inventors: ZhaoHai Qin, Yongqiang Ma, Wangcang Su, Lei Wang, Zheng Zhang, Bengbin Zhao, Jiangsheng Fang
  • Publication number: 20110136878
    Abstract: A pest control agent containing a compound represented by the following Formula (1), wherein A represents a carbon atom, a nitrogen atom, or the like, K represents a non-metal atom group necessary for forming a cyclic linking group derived from a 5- or 6-membered aromatic ring, in combination with A and two carbon atoms to which A bonds, X represents a hydrogen atom, a halogen atom, or the like, n represents an integer of from 0 to 4, T represents —C(=G1)-Q1 (wherein G1 and G2 represent an oxygen atom or the like, Q1 represents a phenyl group which may have a substituent, a heterocyclic group which may have a substituent, or the like), or the like, Q2 represents a phenyl group or the like, G3 represents an oxygen atom or the like, and R1 and R2 each independently represent a hydrogen atom, a C1-C6 alkyl group, or a group represented by -L-D, or the like (provided that at least either R1 or R2 represents a group represented by -L-D); as an active ingredient exhibits an excellent effect.
    Type: Application
    Filed: June 29, 2009
    Publication date: June 9, 2011
    Applicant: Mitsui Chemicals Agro., Inc.
    Inventors: Yumi Kobayashi, Hiroyuki Katsuta, Michikazu Nomura, Hidetaka Tsukada, Atsushi Hirabayashi, Hidenori Daido, Yusuke Takahashi, Shinichi Banba
  • Publication number: 20090221747
    Abstract: Methods for the separation of targeted components from gun propellant formulations. In particular, the methods separate targeted components in a usable/useful form. Preferred methods are directed to the separation of nitrocellulose, nitroguanidine and/or nitroglycerine from a formulation containing one or more of these components.
    Type: Application
    Filed: May 17, 2004
    Publication date: September 3, 2009
    Inventors: Nese Orbey, B. Michael Cushman, Marina Temchenko
  • Patent number: 7560593
    Abstract: Disclosed is an improved process for producing nitroisourea derivatives which is necessary for producing nitroguanidine derivatives having an insecticidal activity.
    Type: Grant
    Filed: February 7, 2007
    Date of Patent: July 14, 2009
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Hisato Kamekawa, Toshiyuki Kohno, Hiroyuki Katsuta, Daisuke Ura, Kenichi Satoh
  • Publication number: 20090170951
    Abstract: Provided are various compounds of Formula (I): Also provided are pharmaceutical compositions comprising the above compounds. Additionally, methods of inhibiting macrophage migration inhibitory factor (MIF) activity in a mammal are provided, as are methods of treating or preventing inflammation in a mammal. Further provided are methods of treating a mammal having sepsis, septicemia, and/or endotoxic shock. Also provided are methods of treating a mammal having an autoimmune disease, and methods of treating a mammal having a tumor.
    Type: Application
    Filed: March 23, 2007
    Publication date: July 2, 2009
    Applicant: THE FEINSTEIN INSTITUTE FOR MEDICAL RESEARCH
    Inventor: Yousef Al-Abed
  • Publication number: 20090018363
    Abstract: Disclosed is an improved process for producing nitroisourea derivatives which is necessary for producing nitroguanidine derivatives having an insecticidal activity.
    Type: Application
    Filed: February 7, 2007
    Publication date: January 15, 2009
    Applicant: MITSUI CHEMICALS, INC
    Inventors: Hisato Kamekawa, Toshiyuki Kohno, Hiroyuki Katsuta, Daisuke Ura, Kenichi Satoh
  • Patent number: 6806292
    Abstract: The present invention relates to novel substituted imide derivatives of the general formula (I) in which R1 represents optionally substituted cycloalkyl, R2 represents optionally substituted alkyl or optionally substituted cycloalkyl, R3 represents alkyl, alkoxy, alkylthio, amino, alkylamino or dialkylamino and R4 represents cyano or nitro, and to processes for their preparation and to their use for controlling animal pests and as herbicides.
    Type: Grant
    Filed: July 26, 2002
    Date of Patent: October 19, 2004
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Jochem Riebel, Stefan Herrmann, Achim Hense, Ernst-Rudolf Gesing, Kristian Kather, Stefan Lehr, Wolfram Andersch, Mark Wilhelm Drewes, Dieter Feucht, Achim Harder
  • Patent number: 6720451
    Abstract: The present invention relates to a novel process for the preparation of N-methyl-N′-nitroguanidine by reacting nitroguanidine with aqueous methylamine solution buffered by the addition of inorganic or organic acids.
    Type: Grant
    Filed: July 9, 2002
    Date of Patent: April 13, 2004
    Assignee: Bayer Aktiengesellschaft
    Inventors: Kai van Laak, Wolfram Sirges
  • Publication number: 20030236168
    Abstract: Processes for preparing &agr;-substituted benzylnitroguanidines include the steps of providing a reaction mixture comprising water, alcohol, an S-alkyl nitroisothiourea, and an &agr;-substituted benzylamine; heating the reaction mixture; steam distilling the alcohol from the reaction mixture; and isolating an &agr;-substituted benzylnitroguanidine from the remaining water layer.
    Type: Application
    Filed: June 20, 2002
    Publication date: December 25, 2003
    Inventors: David M. Mayes, Vijay C. Desai, Eric Rivadeneira
  • Patent number: 6638979
    Abstract: The present invention relates to novel imidamide derivatives of the formula (I) in which R, R1, R2 and R3 are each as defined in the description, to a process for their preparation and to their use for controlling animal pests, such as insects, arachnids and, in particular, nematodes.
    Type: Grant
    Filed: February 5, 2001
    Date of Patent: October 28, 2003
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Jochem Riebel, Peter Gerdes, Ernst-Rudolf F. Gesing, Achim Hense, Johannes Kanellakopulos, Kristian Kather, Rolf Kirsten, Stefan Lehr, Lothar Rohe, Katharina Voigt, Detleff Wollweber, Wolfram Andersch
  • Publication number: 20030100613
    Abstract: The present invention relates to novel substituted imide derivatives of the general formula (I) 1
    Type: Application
    Filed: July 26, 2002
    Publication date: May 29, 2003
    Inventors: Hans-Jochem Riebel, Stefan Herrmann, Achim Hense, Ernst-Rudolf Gesing, Kristian Kather, Stefan Lehr, Wolfram Andersch, Mark Wilhelm Drewes, Dieter Feucht, Achim Harder
  • Publication number: 20030092915
    Abstract: Method of producing compounds of formula 1
    Type: Application
    Filed: December 20, 2002
    Publication date: May 15, 2003
    Inventors: Gottfried Seifert, Thomas Rapold, Verena Gisin
  • Publication number: 20030004376
    Abstract: The present invention relates to a novel process for the preparation of N-methyl-N′-nitroguanidine by reacting nitroguanidine with aqueous methylamine solution buffered by the addition of inorganic or organic acids.
    Type: Application
    Filed: July 9, 2002
    Publication date: January 2, 2003
    Inventors: Kai Van Laak, Wolfram Sirges
  • Patent number: 6486348
    Abstract: The invention relates to a method for producing 1-methyl-3-nitroguanidine. According to said method, nitroguanidine is reacted with methylamine and/or a methylammonium salt in an aqueous solution, at temperatures of 30 to 60° C. and at a pH value of 95 to 12.3. In this way, yields of 1-methyl-3-nitroguanidine of at least 80% and degrees of purity>99% can be obtained in a particularly environmentally friendly and technically simple way.
    Type: Grant
    Filed: June 5, 2002
    Date of Patent: November 26, 2002
    Assignee: Nigu Chemie GmbH
    Inventor: Norbert Kern
  • Publication number: 20020173675
    Abstract: The invention relates to a method for producing 1-methyl-3-nitroguanidine. According to said method, nitroguanidine is reacted with methylamine and/or a methylammonium salt in an aqueous solution, at temperatures of 30 to 60° C. and at a pH value of 9.5 to 12.3. In this way, yields of 1-methyl-3-nitroguanidine of at least 80% and degrees of purity >99% can be obtained in a particularly environmentally friendly and technically simple way.
    Type: Application
    Filed: June 5, 2002
    Publication date: November 21, 2002
    Inventor: Norbert Kern
  • Patent number: 6384277
    Abstract: The invention relates to a method of producing N-alkyl-N′-nitroguanidine. According to said method, an alkyl amine solution is added to a nitroguanidine or nitroguanidine nitrate suspension at temperatures of >60° C. and the ammonia formed is removed.
    Type: Grant
    Filed: September 7, 2001
    Date of Patent: May 7, 2002
    Assignee: Dynamit Nobel GmbH Explosivstoff- und Systemtechnik
    Inventors: Winfried Pabst, Rainer Schirra
  • Patent number: 6255512
    Abstract: Novel compounds are provided having the structural formula R[—N(NO2)—L—R1]n wherein R, L, R1 and n are defined herein. The compounds are useful in a variety of contexts, but are primarily to be used as high energy oxidizing agents in explosive compositions, propellant formulations, gas-generating compositions and the like. The compounds are also useful as pharmaceutical agents. Compositions containing the compounds are also provided, including energetic compositions, as are methods for using the novel compounds and compositions.
    Type: Grant
    Filed: October 7, 1999
    Date of Patent: July 3, 2001
    Assignee: SRI International
    Inventors: Jeffrey C. Bottaro, Robert J. Schmitt, Mark A. Petrie, Paul E. Penwell
  • Patent number: 6114581
    Abstract: The invention relates to a novel process for the preparation of N-alkyl-N'-nitroguanidines of the formula (I) ##STR1## in which R is C.sub.1 -C.sub.6 -alkyl,by neutralizing alkylamine with nitric acid, then reacting it with cyanamide, and dehydrating the alkylguanidine nitrate formed.
    Type: Grant
    Filed: September 22, 1999
    Date of Patent: September 5, 2000
    Assignee: Bayer Aktiengesellschaft
    Inventor: Reinhard Lantzsch
  • Patent number: 5789617
    Abstract: This invention relates to novel neopentyl difluoroamino compounds which are useful as plasticizers and oxidizers in energetic formulations, such as propellants, explosives, and gasifiers. These neopentyl difluoroamino compounds can be prepared either: (1) by the direct fluorination of amine derivatives containing energetic pendant groups; or (2) by first preparing NF.sub.2 -derivatives and then substituting these derivatives with energetic pendant groups. In particular, mono- and bis-(difluoroaminomethyl) oxetanes are synthesized and further reacted to yield the corresponding dinitrate esters. It has been discovered that these NF.sub.2 -dinitrate esters are very useful as energetic plasticizers in high-energy formulations.
    Type: Grant
    Filed: September 2, 1992
    Date of Patent: August 4, 1998
    Assignee: Aerojet-General Corporation
    Inventors: Thomas G. Archibald, Gerald E. Manser
  • Patent number: 5783734
    Abstract: The present invention relates to a novel process for preparing N-methyl-N'-nitroguanidine by reacting nitroguanidine with aqueous methylamine solution at 0.degree. to 40.degree. C.
    Type: Grant
    Filed: March 18, 1997
    Date of Patent: July 21, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bernd Gallenkamp, Lothar Rohe
  • Patent number: 5478946
    Abstract: Compounds of the formula: ##STR1## useful as regulators of nitric oxide synthase that indirectly modulate cyclic guanosine monophosphate (cGMP), pharmaceutical compositions thereof, for treating disorders of vascular smooth muscles, macrophages, neurons, platelets, bronchial smooth muscles, optic muscles and gastrointestinal smooth muscles, sickle cell anemia and diabetes.
    Type: Grant
    Filed: November 30, 1993
    Date of Patent: December 26, 1995
    Assignee: Abbott Laboratories
    Inventors: Ferid Murad, James F. Kerwin, Lee D. Gorsky
  • Patent number: 5380945
    Abstract: Compounds of the formula: ##STR1## useful as regulators of nitric oxide synthase that indirectly modulate cyclic guanosine monophosphate (cGMP), pharmaceutical compositions thereof, for treating disorders of vascular smooth muscles, macrophages, neurons, platelets, bronchial smooth muscles, optic muscles and gastrointestinal smooth muscles, sickle cell anemia and diabetes.
    Type: Grant
    Filed: November 30, 1993
    Date of Patent: January 10, 1995
    Assignee: Abbott Laboratories
    Inventors: Ferid Murad, James F. Kerwin, Lee D. Gorsky
  • Patent number: 5360478
    Abstract: Disclosed is a method for recrystallizing solid materials (e.g. RDX) from systems comprised of a solute, which is the eventual material recrystallized, a liquid which is a suitable solvent for the solute, and a gaseous component which is soluble within the solvent and whose presence therein causes the solvent to approach or attain a supersaturated state, thereby precipitating (recrystallizing) the solute material. By control of process parameters (pressure, temperature, time, and rate, rate of injection of gas, etc.) the operator can influence the properties of the material recrystallized.
    Type: Grant
    Filed: June 28, 1991
    Date of Patent: November 1, 1994
    Assignee: Phasex Corporation
    Inventors: Val J. Krukonis, P. M. Gallagher, M. P. Coffey
  • Patent number: 5024994
    Abstract: The invention concerns novel renin-inhibitory peptides which are useful for treating renin-assocated hypertension, hyperaldosteronism, and congestive heart failure. Processes for preparing the peptides, compositions containing them and methods of using them are included. Also included is a diagnostic method which uses the compounds to determine the presence of renin-associated hypertension or hyperaldosteronism.
    Type: Grant
    Filed: August 17, 1988
    Date of Patent: June 18, 1991
    Assignee: Warner-Lambert Company
    Inventors: Annette M. Doherty, James P. Hudspeth, James S. Kaltenbronn, Joseph T. Repine, William H. Roark, Ila Sircar, Francis J. Tinney
  • Patent number: 5021429
    Abstract: Compounds of the general formula: ##STR1## and physiologically acceptable salts, and hydrates, N-oxides and bioprecursors of such compounds and such salts in whichR.sub.1 and R.sub.2, which may be the same or different, represent hydrogen or lower alkyl, cycloalkyl, aralkyl or lower alkenyl groups, or lower alkyl groups interrupted by an oxygen atom or a group ##STR2## in which R.sub.4 represents hydrogen or lower alkyl; or R.sub.1 and R.sub.2 may, together with the nitrogen atom to which they are attached form a heterocyclic ring which may contain the hetero functions --O-- and ##STR3## R.sub.3 represents hydrogen, lower alkyl, alkenyl or alkoxyalkyl; X represents --O--, --S-- or --CH.sub.2 -- or ##STR4## where R.sub.5 is hydrogen or lower alkyl; Y represents .dbd.S, .dbd.O, .dbd.NR.sub.6 or .dbd.CHR.sub.7 ;in which R.sub.6 represents hydrogen, nitro, cyano, lower alkyl, aryl, arylsulphonyl or lower alkylsulphonyl; R.sub.
    Type: Grant
    Filed: December 22, 1986
    Date of Patent: June 4, 1991
    Assignee: Allen & Hansburys Limited
    Inventor: Michael Martin-Smith
  • Patent number: 4804780
    Abstract: Novel substituted phenyl and benzyl nitroguanidine and phenyl and benzyl cyanoguanidine compounds. Methods for increasing crop yield, inhibiting lodging of graminaceous crops, and inducing cytokinin-like responses in crop plants with said novel guanidine compounds and derivatives thereof, as well as methods for inhibiting deterioration and/or extending the shelf life of harvested fruit, vegetables, and ornamentals are disclosed.
    Type: Grant
    Filed: March 3, 1986
    Date of Patent: February 14, 1989
    Assignee: American Cyanamid Company
    Inventors: Laurine M. Speltz, Bryant L. Walworth, Alexander D. Pavlista
  • Patent number: 4677226
    Abstract: There are provided novel branched alkenylnitroguanidine compounds. A method for inducing cytokinin plant growth regulant activity in crop plants by applying to the crop plants certain alkyl-, alkenyl- and alkynylnitroguanidine compounds is provided.
    Type: Grant
    Filed: July 29, 1985
    Date of Patent: June 30, 1987
    Assignee: American Cyanamid Company
    Inventors: Albert W. Lutz, Shirley J. Rodaway
  • Patent number: 4594092
    Abstract: Novel substituted phenyl and benzyl nitroguanidine and phenyl and benzyl cyanoguanidine compounds. Methods for increasing crop yield, inhibiting lodging of graminaceous crops, and inducing cytokinin-like responses in crop plants with said novel guanidine compounds and derivatives thereof, as well as methods for inhibiting deterioration and/or extending the shelf life of harvested fruit, vegetables, and ornamentals are disclosed.
    Type: Grant
    Filed: November 17, 1983
    Date of Patent: June 10, 1986
    Assignee: American Cyanamid Company
    Inventors: Laurine M. Speltz, Bryant L. Walworth, Alexander D. Pavlista
  • Patent number: 4568694
    Abstract: Cystamine derivatives of the formula: ##STR1## [wherein n represents 2 or 3, R.sup.1 and R.sup.2 each represents a hydrogen atom, or an alkyl group optionally substituted by a hydroxy, amino, alkylamino or dialkylamino group, or represents a cycloalkyl or aryl group, and X.sup.1 represents a group selected from the formulae .dbd.N--CN, .dbd.N--NO.sub.2, .dbd.N--COR.sup.3, .dbd.N--COOR.sup.3, .dbd.N--NH--CONH.sub.2, .dbd.N--SO.sub.2 R.sup.3, .dbd.CH--NO.sub.2, .dbd.CH--SO.sub.2 R.sup.3, .dbd.C(CN).sub.2, .dbd.C(CN)COOR.sup.3 and .dbd.C(CN)CONH.sub.2 (wherein R.sup.3 represents an alkyl or aryl group), or R.sup.1 represents a hydrogen atom, R.sup.2 represents an alkyl group optionally substituted by a hydroxy, amino, alkylamino or dialkylamino group, or represents a cycloalkyl or aryl group and X.sup.1 represents an oxygen or sulphur atom] have been found to be useful in the promotion of the growth of non-human animals including birds.
    Type: Grant
    Filed: June 15, 1983
    Date of Patent: February 4, 1986
    Assignee: May & Baker Limited
    Inventors: Richard M. Griffin, Malcolm N. Palfreyman
  • Patent number: 4564695
    Abstract: An N.sup..alpha. -protected-N.sup.G -protected-arginyl-p-nitro-anilide with high purity can be produced in high yield by reacting an N.sup..alpha. -protected-N.sup.G -protected-arginine with p-nitroaniline in pyridine in the presence of a condensing agent.
    Type: Grant
    Filed: September 13, 1984
    Date of Patent: January 14, 1986
    Assignee: Nitto Boseki Co., Ltd.
    Inventors: Katsumasa Kuroiwa, Shuichi Nakatsuyama, Takeshi Nagasawa
  • Patent number: 4427685
    Abstract: Compounds of formula (I) and pharmaceutically acceptable salts thereof: ##STR1## wherein: a is 1 to 3;b is 0 to 2;c is 2 to 4;d is 1 to 5;X is sulphur, oxygen or --CH.sub.2 --;Y is oxygen, sulphur, NR.sub.4 or CHR.sub.5 wherein R.sub.4 is hydrogen, C.sub.1-4 alkyl, NO.sub.2 or CN, C.sub.1-4 alkylsulphonyl or phenylsulphonyl optionally substituted in the phenyl moiety by one or two substituents selected from C.sub.1-4 alkyl, C.sub.1-4 alkoxy, fluorine, chlorine or bromine, and R.sub.5 is NO.sub.2, C.sub.1-4 alkylsulphonyl or optionally substituted phenylsulphonyl as defined for R.sub.4 ;R.sub.1 and R.sub.2 are independently hydrogen, C.sub.1-4 alkyl, or C.sub.3-6 cycloalkyl; or R.sub.1 and R.sub.2 taken together with the nitrogen to which they are attached represent a pyrrolidino or piperidino ring;R.sub.6 and R.sub.7 are independently hydrogen or C.sub.
    Type: Grant
    Filed: February 3, 1982
    Date of Patent: January 24, 1984
    Assignee: Beecham Group P.L.C.
    Inventor: Geoffrey Stemp
  • Patent number: 4317819
    Abstract: The invention provides compounds of general formula ##STR1## and physiologically acceptable salts, hydrates and bioprecursors thereof, in whichY and Z, which may be the same or different, each represent oxygen, sulphur, .dbd.CHNO.sub.2 or .dbd.NR.sub.3 where R.sub.3 is hydrogen, nitro, cyano, lower alkyl, aryl, alkylsulphonyl or arylsulphonyl;p has a value from 2 to 12;R.sub.1 represents ##STR2## in which R.sub.4 and R.sub.5 which may be the same or different, each represent hydrogen, lower alkyl, cycloalkyl, lower alkenyl, aralkyl or lower alkyl interrupted by an oxygen atom or a group >N-R.sub.6 in which R.sub.6 represents hydrogen or lower alkyl, or R.sub.4 and R.sub.5 together with the nitrogen atom to which they are attached form a 5 to 7-membered saturated heterocyclic ring which may contain an additional oxygen atom or the group >NR.sub.
    Type: Grant
    Filed: December 5, 1980
    Date of Patent: March 2, 1982
    Assignee: Glaxo Group Limited
    Inventors: John W. Clitherow, Barry J. Price, John Bradshaw, Michael Martin-Smith
  • Patent number: 4264614
    Abstract: The invention provides compounds of general formula ##STR1## and physiologically acceptable salts, hydrates and bioprecursors thereof, in whichY and Z, which may be the same or different, each represent oxygen, sulphur, =CHNO.sub.2 or =NR.sub.3 where R.sub.3 is hydrogen, nitro, cyano, lower alkyl, aryl, alkylsulphonyl or arylsulphonyl;p has a value from 2 to 12;R.sub.1 represents ##STR2## in which R.sub.4 and R.sub.5 which may be the same or different, each represent hydrogen, lower alkyl, cycloalkyl, lower alkenyl, aralkyl or lower alkyl interrupted by an oxygen atom or a group >N-R.sub.6 in which R.sub.6 represents hydrogen or lower alkyl, or R.sub.4 and R.sub.5 together with the nitrogen atom to which they are attached form a 5 to 7-membered saturated heterocyclic ring which may contain an additional oxygen atom or the group >NR.sub.
    Type: Grant
    Filed: November 16, 1979
    Date of Patent: April 28, 1981
    Assignee: Glaxo Group Limited
    Inventors: John W. Clitherow, Barry J. Price, John Bradshaw