Patents by Inventor Brian M. Bain
Brian M. Bain has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Patent number: 5336789Abstract: Compounds of formula (I) ##STR1## and salts thereof wherein R.sup.1 is a methyl, ethyl or isopropyl group;R.sup.2 is a hydrogen atom or a group OR.sup.4 (where OR.sup.4 is a hydroxyl group or a substituted hydroxyl group having up to 25 carbon atoms) and R.sup.3 is a hydrogen atom, or (when R.sup.2 is a hydrogen atom) a bromine atom; or R.sup.2 and R.sup.3 together with the carbon atom to which they are attached represent >C.dbd.CH.sub.2, >C.dbd.O or >C.dbd.NOR.sup.5 (where R.sup.5 is a hydrogen atom, a C.sub.1-8 alkyl group or a C.sub.3-8 alkenyl group and the group >C.dbd.NOR.sup.5 is in the E configuration); andY represents an oxygen atom or a group NOR.sup.5 (where R.sup.5 is as defined above); with the proviso that when Y is an oxygen atom and R.sup.1 is an isopropyl group, then R.sup.2 is other than hydroxyl group.These compounds may be used for controlling insect, acarine, nematode or other pests.Type: GrantFiled: August 27, 1992Date of Patent: August 9, 1994Assignee: American Cyanamid CompanyInventors: Derek R. Sutherland, Michael V. J. Ramsay, Edward P. Tiley, John B. Ward, Neil Porter, Hazel M. Noble, Richard A. Fletton, David Noble, Brian M. Bain
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Patent number: 5185456Abstract: Compounds of formula (I) ##STR1## and salts thereof wherein R.sup.1 is a methyl, ethyl or isopropyl group;R.sup.2 is a hydrogen atom or a group OR.sup.4 (where OR.sup.4 is a hydroxyl group or a substituted hydroxyl group having up to 25 carbon atoms) and R.sup.3 is a hydrogen atom, or (when R.sup.2 is a hydrogen atom) a bromine atom; or R.sup.2 and R.sup.3 together with the carbon atom to which they are attached represent >C.dbd.CH.sub.2, >C.dbd.0 or >C.dbd.NOR.sup.5 (where R.sup.5 is a hydrogen atom, a C.sub.1-8 alkyl group or a C.sub.3-8 alkenyl group and the group >C.dbd.NOR.sup.5 is in the E configuration); andY represents an oxygen atom or a group NOR.sup.5 (where R.sup.5 is as defined above); with the proviso that when Y is an oxygen atom and R.sup.1 is an isopropyl group, then R.sup.2 is other than hydroxyl group.These compounds may be used for controlling insect, acarine, nematode or other pests.Type: GrantFiled: March 18, 1991Date of Patent: February 9, 1993Assignee: American Cyanamid CompanyInventors: Derek R. Sutherland, Michael V. J. Ramsay, Edward P. Tiley, John B. Ward, Neil Porter, Hazel M. Noble, Richard A. Fletton, David Noble, Brian M. Bain
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Patent number: 4918096Abstract: Compounds are described of formula (I) ##STR1## and salts thereof, wherein R.sup.1 represents a methyl, ethyl or isopropyl group; andOR.sup.2 is a hydroxyl group or a substituted hydroxyl group having up to 25 carbon atoms.These compounds may be used for controlling insect, acarine, nematode or other pests.Type: GrantFiled: February 19, 1988Date of Patent: April 17, 1990Assignee: American Cyanamid CompanyInventors: Michael V. J. Ramsey, Brian M. Bain, John B. Ward, Hazel M. Noble, Neil Porter, Richard A. Fletton, David Noble, Derek R. Sutherland, Peter D. Howes
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Patent number: 4916153Abstract: Compounds of formula (I): ##STR1## and salts thereof; wherein R.sup.1 is --H, --OH or substituted --OH and R.sup.2 is --H, or R.sup.1 and R.sup.2 together with the carbon atom to which they are attached represent C.dbd.O, C.dbd.CH.sub.2 or C.dbd.NOR.sup.6 in the E configuration (where R.sup.6 is --H, alkyl or alkenyl);R.sup.3 is --OH or substituted --OH and R.sup.4 is --H, or R.sup.3 and R.sup.4 together with the carbon atom to which they are attached represent C.dbd.O;--A--B-- is --C(CH.sub.3).dbd.CH-- or --C(.dbd.CH.sub.2)CHX-- (where X is Cl or Br) andY is --C(R.sup.8).dbd.CHR.sup.7 -- or --C(.dbd.CH.sub.2)CHXR.sup.7 (where X is Cl or Br, R.sup.7 is methyl, ethyl or isopropyl and R.sup.8 is C.sub.2-8 alkyl or C.sub.7-15 phenalkyl); with the proviso that when --A--B-- is (.dbd.CH.sub.2)CHX--, then Y is--C(C.dbd.CH.sub.2)CHXR.sup.7.These compounds may be used for controlling insect, acarine, nematode or other pests.Type: GrantFiled: March 11, 1987Date of Patent: April 10, 1990Assignee: American Cyanamid CompanyInventors: Brian M. Bain, Paul F. Lambeth, Alison C. Rosemeyer, John B. Ward, Neil Porter, Hazel M. Noble, Richard A. Fletton, David Noble, Derek R. Sutherland, Michael V. J. Ramsay, Edward P. Tiley
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Patent number: 4650800Abstract: Compounds of the general formula: ##STR1## wherein X represents a halogen atom or a trifluoromethyl group; R.sup.1 represents a hydrogen atom or a lower alkyl group and Het represents an optionally substituted C-attached 5-7 membered aromatic heterocyclic ring which ring contains one or more heteroatoms selected from O, N and S and optionally carries a fused ring and where an acidic or basic group is present, the salts thereof have been found to possess excellent metaphase arresting ability and are of use in combating abnormal cell proliferation. Thus a knowledge of the cell division cycles of the normal and abnormal cells enables a cytotoxic drug to be administered while the abnormal cells are in a phase susceptible to attack and while the normal cells are in a non-susceptible phase.The compounds of the invention are prepared by alkylation, deprotection of a protected keto group, oxidation or electrophilic halogenation.Type: GrantFiled: May 19, 1983Date of Patent: March 17, 1987Assignee: Glaxo Group LimitedInventors: Gordon H. Phillipps, Christopher Williamson, Ian P. Steeples, Brian M. Bain, Raymond A. Borella
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Patent number: 4650610Abstract: Androstane carbothioic acids of the formula: ##STR1## wherein R.sup.1 represents a hydrogen atom, a hydroxy group in the .alpha.-configuration, a methyl group which may be in either the .alpha.- or .beta.-configuration, or a methylene group;R.sup.2 represents a hydroxy or protected hydroxy group in either the .alpha.- or .beta.-configuration or an oxo group;R.sup.3 represents a hydrogen, bromine, chlorine or fluorine atom; or R.sup.2 and R.sup.3 together represent a carbon-carbon bond or an epoxy group in the .beta.-configuration;R.sup.4 represents a hydrogen or fluorine atom; and the symbol represents a single or double bond and the salts thereof are useful as intermediates in the preparation of anti-inflammatory androstane 17.beta.-carbothioate esters.The compounds of formula I are prepared by reaction of a reactive derivative of a 17.beta.-carboxylic acid corresponding to the compound of formula I with hydrogen sulphide or a sulphide or hydrosulphide salt.Type: GrantFiled: July 10, 1985Date of Patent: March 17, 1987Assignee: Glaxo Group LimitedInventors: Gordon H. Phillipps, Brian M. Bain, Stuart B. Laing
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Patent number: 4578221Abstract: Androstane carbothioic acids of the formula: ##STR1## wherein R.sup.1 represents a hydrogen atom, a hydroxy group in the .alpha.-configuration, a methyl group which may be in either the .alpha.- or .beta.-configuration, or a methylene group;R.sup.2 represents a hydroxy or protected hydroxy group in either the .alpha.- or .beta.-configuration or an oxo group;R.sup.3 represents a hydrogen, bromine, chlorine or fluorine atom; or R.sup.2 and R.sup.3 together represent a carbon-carbon bond or an epoxy group in the .beta.-configuration;R.sup.4 represents a hydrogen or fluorine atom; and the symbol represents a single or double bond and the salts thereof are useful as intermediates in the preparation of anti-inflammatory androstane 17.beta.-carbothioate esters.The compounds of formula I are prepared by reaction of a reactive derivative of a 17.beta.-carboxylic acid corresponding to the compound of formula I with hydrogen sulphide or a sulphide or hydrosulphide salt.Type: GrantFiled: July 14, 1983Date of Patent: March 25, 1986Assignee: Glaxo Group LimitedInventors: Gordon H. Phillipps, Brian M. Bain, Stuart B. Laing
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Patent number: 4335121Abstract: Compounds of the formula ##STR1## wherein R.sup.1 represents a fluoro-, chloro- or bromo-methyl group or a 2'-fluoroethyl group, R.sup.2 represents a group COR.sup.6 where R.sup.6 is a C.sub.1-3 alkyl group or OR.sup.2 and R.sup.3 together form a 16.alpha.,17.alpha.-isopropylidenedioxy group; R.sup.3 represents a hydrogen atom, a methyl group (which may be in either the .alpha.- or .beta.-configuration) or a methylene group; R.sup.4 represents a hydrogen, chlorine or fluorine atom; R.sup.5 represents a hydrogen or fluorine atom and symbol represents a single or double bond have good anti-inflammatory activity, particularly on topical applications.The compounds of formula I are prepared by esterification, halogenation, reduction, deprotection and reaction at a 9,11-double bond to form a 9.alpha.-halo-11.beta.-hydroxy grouping.Pharmaceutical compositions containing the compounds of formula I and methods for the use of the compounds are described and claimed.Type: GrantFiled: February 13, 1981Date of Patent: June 15, 1982Assignee: Glaxo Group LimitedInventors: Gordon H. Phillipps, Brian M. Bain, Ian P. Steeples, Christopher Williamson
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Patent number: 4093721Abstract: The specification describes anti-inflammatory steroids having the following formula ##STR1## wherein X represents a hydrogen or fluorine atom, R' represents a methyl, ethyl, n-propyl or iso-propyl group, R" represents a methyl, chloromethyl, fluoromethyl, bromomethyl or 2-fluoroethyl group and represents a single or double bond. The specification describes processes for preparing such compounds as well as pharmaceutical compositions containing the compounds.Type: GrantFiled: January 6, 1977Date of Patent: June 6, 1978Assignee: Glaxo Laboratories LimitedInventors: Gordon H. Phillipps, Brian M. Bain
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Patent number: 3981894Abstract: The specification describes new anti-inflammatory steroids having the formula ##SPC1##Wherein R.sup.1 represents a C.sub.1-4 alkyl or halo- C.sub.1-4 alkyl group, R.sup.2 represents a methyl, ethyl, n-propyl or iso-propyl group (an ethyl group being especially preferred), X represents a hydrogen, chlorine or fluorine atom and -- represents a single or double bond.The specification describes processes for the preparation of such compounds as well as pharmaceutical compositions containing these compounds.Type: GrantFiled: August 29, 1975Date of Patent: September 21, 1976Assignee: Glaxo Laboratories LimitedInventors: Gordon H. Phillipps, Brian M. Bain, John C. Clark