A Ring Or Polycyclo Ring System In A Substituent E Is Attached Indirectly To The Carboxamide Nitrogen Or To An Amino Nitrogen In Substituent E By Acyclic Nonionic Bonding Patents (Class 564/212)
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Patent number: 4888043Abstract: The invention concerns compounds of the formula I ##STR1## wherein: Z is selected from hydrogen, alkyl, alkanoyl, sulfamoyl, carboxy and trifluoroacetamido;Y is selected from various carboxy or thiocarboxy groups, haloalkanoyl, alkylsulfonyl and haloalkylsulfonyl;R.sup.1 is selected from hydrogen, acyl and an inorganic or organic cation;R.sup.2 is selected from alkyl, substituted alkyl, alkenyl, haloalkenyl and alkynyl;R.sup.3 is selected from alkyl; andR.sup.4 is selected from hydrogen, alkyl, and alkoxycarbonyl.The compounds of the invention show herbicidal properties and plant growth regulating properties and in further embodiments and the invention provides processes for the preparation of compounds of formula I, intermediates useful in the preparation of the compounds of formula I, compositions containing as active ingredient a compound of formula I, and herbicidal and plant growth regulating processes utilizing compounds of formula I.Type: GrantFiled: June 20, 1986Date of Patent: December 19, 1989Assignee: ICI Australia LimitedInventors: Keith G. Watson, Craig G. Lovel
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Patent number: 4836958Abstract: The instant invention relates to fluorinated cationic compounds of the formula ##STR1## wherein R.sub.f is a perfluoroalkyl or perfluoroalkoxy-perfluoroalkyl group;R.sub.1 is alkylene optionally interrupted by --O--, --S--, --SO.sub.2 --, --SO.sub.2 NR'--, --CO.sub.2 --, --NR'--, or --CONR'-- where R' is hydrogen or lower alkyl;m is 0, 1 or 2;R.sub.2 is linear or branched alkylene;R.sub.3, R.sub.4, and R.sub.5 independently of one another represent alkyl or arylalkyl groups which are unsubstituted or substituted by hydroxyl, lower alkoxy, halogen, cyano or by polyalkyleneoxy, or R.sub.3 and R.sub.4 together with the nitrogen atom to which they are attached represent a 5- or 6-membered heterocyclic radical or R.sub.3, R.sub.4 and R.sub.5 together with nitrogen atom that links them represent a substituted or unsubstituted pyridine ring; andA.sup..crclbar. represents the anion of an organic or inorganic acid; and their particular use as surfactants.Type: GrantFiled: July 31, 1986Date of Patent: June 6, 1989Assignee: Ciba-Geigy CorporationInventor: Athanasios Karydas
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Patent number: 4829089Abstract: This disclosure describes certain substituted piperazine-1,4-naphthalenediones useful as anti-asthmatic agents.Type: GrantFiled: July 22, 1988Date of Patent: May 9, 1989Assignee: American Cyanamid CompanyInventors: Jeffrey B. Medwid, Lawrence W. Torley, Andrew S. Tomcufcik
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Patent number: 4782058Abstract: Novel 1,3,4,6,7,11b-hexahydro-6-phenyl-2H-pyrazino[2,1-a]isoquinolines, including a cis-1,3,4,6,7,11b-hexahydro-9-methoxy-2-methyl-6-phenyl-2H-pyrazino[2,1-a] isoquinoline dihydrochloride and cis-1,3,4,6,7,11b-hexahydro-9-hydroxy-2-methyl-6-phenyl-2H-pyrazino[2,1-a] isoquinoline dihydrobromide; useful as anti-histamine and anti-depressant agents.Type: GrantFiled: December 3, 1987Date of Patent: November 1, 1988Assignee: Pennwalt CorporationInventor: Ronald C. Griffith
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Patent number: 4762548Abstract: Herbicidally active thiolcarbamates are employed in combination with a certain amide extender compound, the latter in sufficient quantity to minimize soil degradation and to prolong the soil life of the former. As a result, the herbicidal effectiveness of the thiolcarbamate herbicide is significantly enhanced and prolonged, rendering a single application or multiple applications of the herbicide effective over a longer period of time. Such herbicidal compositions can optionally contain a non-phytotoxic antidotally effective amount of thiolcarbamate herbicide antidote.Type: GrantFiled: August 12, 1985Date of Patent: August 9, 1988Assignee: Stauffer Chemical Co.Inventors: Reed A. Gray, Ferenc M. Pallos
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Patent number: 4692553Abstract: Cyclohexenone derivatives of the formula ##STR1## where R.sup.1 is hydrogen, methoxycarbonyl, ethoxycarbonyl, methyl or cyano, R.sup.2 is alkyl, R.sup.3 is alkyl, alkenyl, haloalkenyl, or propargyl, R.sup.4 is hydrogen or alkyl, R.sup.5 is hydrogen, alkyl, acyl, formyl, cycloalkylcarbonyl, methoxyalkylcarbonyl, unsubstituted or substituted benzoyl, alkoxycarbonyl, benzyloxycarbonyl, phenoxycarbonyl, alkylthiocarbonyl, N,N-dialkylcarbamyl, N-alkylcarbamyl, N-cycloalkylcarbamyl, N-alkoxy-N-alkylcarbamyl, unsubstituted or substituted N-phenylcarbamyl, alkylsulfonyl, alkenylsulfonyl, haloalkylsulfonyl, N-alkylsulfamyl, N,N-dialkylsulfamyl, N-acyl-N-alkylsulfamyl, N-alkyl-N-methoxycarbonylsulfamyl, dialkoxyphosphoryl, dialkoxythiophosphoryl, 2-haloalkanoyl, acyloxyacetyl or alkoxyoxalyl, and R.sup.6 is alkyl, halogen, hydroxyl, alkoxy, alkenyloxy, alkynyloxy, alkylthio, alkylsulfinyl, alkylsulfonyl, nitro or amino, and salts of these compounds, and the use of these compounds for controlling unwanted plant growth.Type: GrantFiled: July 26, 1985Date of Patent: September 8, 1987Assignee: BASF AktiengesellschaftInventors: Michael Keil, Ulrich Schirmer, Dieter Jahn, Rainer Becker, Bruno Wuerzer, Norbert Meyer
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Patent number: 4622061Abstract: The disclosure herein relates to 2-haloacetamides substituted on the amide nitrogen atom with certain specific alkenyl or heterocyclic aromatic radicals. These acetamides are useful as herbicides.Type: GrantFiled: May 4, 1983Date of Patent: November 11, 1986Assignee: Monsanto CompanyInventor: Gerhard H. Alt
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Patent number: 4600433Abstract: The disclosure herein relates to 2-haloacetamides substituted on the amide nitrogen atom with certain specific alkenyl and alkoxyalkyl radicals. These acetamides are useful as herbicides.Type: GrantFiled: March 25, 1980Date of Patent: July 15, 1986Assignee: Monsanto CompanyInventor: Gerhard H. Alt
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Patent number: 4582918Abstract: A novel sequence of highly selective chemical reactions for conversion of 3-Aryl-2-propyn-1-ols into cis-1-Aryl-3-fluoro-1-propene and into D,L-(threo)-1-Aryl-2-acylamido-3-fluoro-1-propanols is disclosed. Preparation of D-(threo)-1-Aryl-2-acylamido-3-fluoro-1-propanol antibacterial agents including the D-(threo)-3-fluoro-3-deoxy derivatives of chloramphenicol and thiamphenicol is also disclosed.Type: GrantFiled: September 19, 1984Date of Patent: April 15, 1986Assignee: Schering CorporationInventors: Tattanahali L. Nagabhushan, Stuart W. McCombie
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Patent number: 4569689Abstract: Aniline derivatives of the formula ##STR1## where R.sup.1 is alkoxy, alkylthio, unsubstituted or substituted cycloalkoxy or the radical --NR.sup.2 R.sup.3, X is --CH.sub.2 --, --CH(OH)-- or --CO--, A is an unsubstituted or substituted alkylene chain, B is unsubstituted or substituted methylene or dimethylene, Z is hydrogen, halogen, alkyl, alkoxy, haloalkyl or haloalkoxy, and n is 1, 2 or 3, are used for controlling undesirable plant growth.Type: GrantFiled: June 14, 1984Date of Patent: February 11, 1986Assignee: BASF AktiengesellschaftInventors: Ulrich Schirmer, Norbert Goetz, Bruno Wuerzer
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Patent number: 4558129Abstract: Novel compounds of the general formula: ##STR1## and the pharmaceutically acceptable esters and acid addition salts thereof, wherein:R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, R.sup.8 and R.sup.9 are each independently hydrogen, lower alkyl, lower alkoxy, trifluoromethyl, halo, lower alkylthio, lower alkyl sulfinyl, lower alkyl sulfonyl; orR.sup.2 and R.sup.3 together form --OCH.sub.2 O--; andR.sup.10 and R.sup.11 are each independently hydrogen or lower alkyl.These compounds combine .beta.-blockade and calcium entry blockade properties in the same compound and therefore are useful in therapy in the treatment of cardiovascular diseases, including hypertension, arrhythmias and variant and exercise induced angina.Type: GrantFiled: May 18, 1983Date of Patent: December 10, 1985Assignee: Syntex (U.S.A.) Inc.Inventors: Arthur F. Kluge, Robin D. Clark, Arthur M. Strosberg
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Patent number: 4544765Abstract: Chloramphenicol derivatives are provided for use in the preparing of antigen conjugates for the production of antibodies specifically for chloramphenicol. Specifically, the aryl amino group is derivatized to introduce a non-oxocarbonyl group which is used for amide formation with an antigen. The conjugate is then injected into a vertebrate for production of antisera which is isolated in conventional ways and find particular use in competitive protein binding assays.Type: GrantFiled: November 30, 1984Date of Patent: October 1, 1985Assignee: Syra CompanyInventors: Pyare Khanna, Evan S. Snyder, Prithipal Singh
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Patent number: 4532349Abstract: A method of modulating the immune response system in a warm-blooded animal by the administration of N-substituted-phenylthioanilines, N-substituted-phenylsulfinylanilines, and N-substituted-phenylsulfonylanilines, certain of which are new compounds.Type: GrantFiled: June 3, 1983Date of Patent: July 30, 1985Assignee: American Cyanamid CompanyInventors: Stanley A. Lang, Jr., Thomas L. Fields, Raymond G. Wilkinson, Soon M. Kang, Yang-I Lin
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Patent number: 4496479Abstract: Chloramphenicol derivatives are provided for use in preparing antigen conjugates for the production of antibodies specific for chloramphenicol. Specifically, the aryl group is derivatized with a side chain functionalized to provide for a carbonyl functionality to react with amino groups of a poly(amino acid). The conjugate is then injected into a vertebrate for production of antisera which are isolated in conventional ways and find particular use in competitive protein binding assays.Type: GrantFiled: May 18, 1983Date of Patent: January 29, 1985Assignee: Syntex (U.S.A.) CompanyInventors: Mae W. Hu, Prithipal Singh
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Patent number: 4402981Abstract: N.sub.1 -acyl-N.sub.2 -phenyl-1,3-diaminopropan-2-ols are disclosed which possess ulcer-inhibiting activities.Further disclosed are pharmaceutical compositions which are effective in the treatment and prophylaxis of ulcers and which comprise as a pharmacologically active ulcus-inhibiting ingredient N.sub.1 -acyl-N.sub.2 -phenyl-1,3-diaminopropan-2-ols, or a pharmaceutically acceptable acid addition salt thereof, and a pharmaceutically acceptable diluent.Further disclosed are processes for the preparation of the N.sub.1 -acyl-N.sub.2 -phenyl-1,3-diaminopropan-2-ols.Type: GrantFiled: March 16, 1981Date of Patent: September 6, 1983Assignee: Kali-Chemie Pharma, GmbHInventors: Hans Liepmann, Rolf Hueschens, Wolfgang Milkowski, Horst Zeugner, Henning Heinemann, Klaus-Ullrich Wolf, Insa Hell, Reinhard Hempel
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Patent number: 4391626Abstract: New halogenoalkylamides of the general formula ##STR1## in which R.sup.1 represents halogenoalkyl,R.sup.2 represents alkyl, alkenyl, alkynyl, alkoxyalkyl, alkylthioalkyl, aralkyl, halogenoalkyl or alkoximinoalkyl,R.sup.3 represents hydrogen or alkyl with 1 to 4 carbon atoms,R.sup.4 represents hydrogen or alkyl with 1 to 4 carbon atoms andR.sup.5 represents hydrogen, alkyl, alkenyl, alkynyl or aralkyl,processes for their preparation and their use as antidotes for protecting crop plants from damage by herbicidally effective thiolcarbamates and acetanilides.Novel amine derivatives of the general formula ##STR2## in which R.sup.2, R.sup.3, R.sup.4 and R.sup.5 have the above-mentioned meaning, and a process for their preparation.A novel halogenoacylamines of the general formula ##STR3## in which R.sup.1, R.sup.2 and R.sup.3 have the above-mentioned meaning andR.sup.6 represents hydrogen or methyl,as well as processes for their preparation.Type: GrantFiled: January 19, 1981Date of Patent: July 5, 1983Assignee: Bayer AktiengesellschaftInventors: Jorg Stetter, Wolf Reiser, Wilfried Faust
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Patent number: 4370486Abstract: Biphenyl compounds of the formula ##STR1## in which the substituents have the meanings given in the description,are obtained by amidomethylation of the corresponding starting compounds and, if appropriate, subsequent sulphonation. The new compounds are used, for example, for the preparation of dyestuff precursors, dyestuffs, plastics and medicaments.Type: GrantFiled: August 14, 1981Date of Patent: January 25, 1983Assignee: Bayer AktiengesellschaftInventor: Horst Harnisch
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Patent number: 4361557Abstract: Described are D-(threo)-1-aryl-2-acylamido-3-fluoro-1-propanol esters and salts thereof, methods for their preparation, and methods for their use as antibacterial agents.Type: GrantFiled: August 10, 1981Date of Patent: November 30, 1982Assignee: Schering CorporationInventor: Tattanhalli L. Nagabhushan
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Patent number: 4337268Abstract: N-Oximinoalkyl-anilides of the formula ##STR1## in which R.sup.1 represents hydrogen, alkyl or halogen,R.sup.2 represents hydrogen or alkyl,R.sup.3 represents hydrogen or alkyl,R.sup.4 represents hydrogen or alkyl,R.sup.5 represents hydrogen or alkyl,R.sup.6 represents hydrogen, alkyl, alkenyl, alkynyl, alkoxyalkyl, alkylthioalkyl or optionally substituted aralkyl andR.sup.7 represents furyl, tetrahydrofuryl, thiophenyl, or tetrahydrothiophenyl; isoxazolyl which is optionally substituted in alkyl; alkyl, alkenyl or alkynyl, in each case optionally substituted by cyano or thiocyano; dihalogenoalkyl or cycloalkyl; or the grouping --CH.sub.2 Az, --CH.sub.2 --OR.sup.8, --.sub.CH.sub.2 --SR.sup.8, --OR.sup.8, --SR.sup.8, --CH.sub.2 --OSO.sub.2 R.sup.8, --COOR.sup.8 or ##STR2## wherein R.sup.8 represents an optionally substituted alkyl, alkenyl, alkynyl or alkoxyalkyl radical andAz represents pyrazol-1-yl, 1,2,4-thiazol-1-yl or imidazol-1-yl,which possess fungicidal activity.Type: GrantFiled: May 15, 1980Date of Patent: June 29, 1982Assignee: Bayer AktiengesellschaftInventors: Jorg Stetter, Wilhelm Brandes
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Patent number: 4313956Abstract: Novel, transient prodrug forms of the phenolic dihydroxy sympathomimetic amines have (i) the structural formula (I): ##STR1## wherein X is O, S or NR.sup.5 ; n is 1 or 2; R.sup.1 is the monodehydroxylated residue of a phenolic, nuclear dihydroxy natural sympathetic or sympathomimetic amine when n is 1, and the didehydroxylated residue of a phenolic, nuclear dihydroxy natural sympathetic or sympathomimetic amine when n is 2; R.sup.Type: GrantFiled: December 28, 1979Date of Patent: February 2, 1982Assignee: INTERx Research Corp.Inventors: Nicholas S. Bodor, Kenneth B. Sloan, Stefano A. Pogany
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Patent number: 4311857Abstract: Described are D-(threo)-1-aryl-2-acylamido-3-fluoro-1-propanol esters and salts thereof, methods for their preparation, and methods for their use as antibacterial agents.Type: GrantFiled: April 4, 1980Date of Patent: January 19, 1982Assignee: Schering CorporationInventor: Tattanahalli L. Nagabhushan
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Patent number: 4311706Abstract: Novel, transient prodrug forms of dopa and dopamine have (i) the structural formula (I): ##STR1## wherein each R is independently selected from the group consisting of hydrogen, R.sup.3 -CO- and ##STR2## wherein X is O, S or NR.sup.6 ; R.sup.1 is hydrogen or --COOR.sup.8 ; R.sup.2 is hydrogen or OR; R.sup.Type: GrantFiled: January 22, 1980Date of Patent: January 19, 1982Assignee: INTERx Research CorporationInventors: Nicholas S. Bodor, Kenneth B. Sloan, Stefano A. Pogany
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Patent number: 4292445Abstract: The present invention relates to novel amido and sulfonamido derivatives of 2-decarboxy-2-amino-methyl-PG-type compounds. These analogs are useful as nasal decongestants, antifertility agents, and as cytoprotection agents.Type: GrantFiled: April 28, 1980Date of Patent: September 29, 1981Assignee: The Upjohn CompanyInventor: Norman A. Nelson
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Patent number: 4288244Abstract: A compound of the formula: ##STR1## wherein R.sub.1 is a C.sub.4 -C.sub.7 tertiary alkyl group, X is a halogen atom, R.sub.2 is a methyl group or an ethyl group, R.sub.3 is a methyl group or an ethyl group, or when R.sub.2 and R.sub.3 are taken together, they represent a C.sub.2 -C.sub.5 alkylene group, and Y and Z, which may be the same or different, are each a hydrogen atom, a halogen atom, a methyl group or a methoxy group, which is useful as a herbicide.Type: GrantFiled: September 14, 1979Date of Patent: September 8, 1981Assignee: Sumitomo Chemical Company, LimitedInventors: Osamu Kirino, Shunichi Hashimoto, Hiroshi Matsumoto, Hiromichi Oshio
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Patent number: 4274862Abstract: A compound of the formula: ##STR1## wherein X is a hydrogen atom, a methyl group, a methoxy group or a chlorine atom, R.sub.1 is a C.sub.2 -C.sub.7 alkyl group or a C.sub.5 -C.sub.7 cycloalkyl group and R.sub.2 is a hydrogen atom, a halogen atom, a C.sub.1 -C.sub.4 alkyl group or a methoxy group, or when R.sub.1 and R.sub.2 are taken together, they represent a C.sub.4 -C.sub.6 alkylene group, provided that when R.sub.1 is a tertiary alkyl group, R.sub.2 does not represent a halogen atom, herbicidal compositions containing the above-mentioned compounds and methods for controlling weeds utilizing the same.Type: GrantFiled: November 7, 1979Date of Patent: June 23, 1981Assignee: Sumitomo Chemical Company, LimitedInventors: Osamu Kirino, Shunichi Hashimoto, Hiroshi Matsumoto, Hiromichi Oshio
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Patent number: 4258196Abstract: The disclosure herein relates to a novel process for producing tertiary 2-haloacetamides by reacting primary or secondary 2-haloacetamides with an agent capable of generating an anion of the primary or secondary 2-haloacetamide under base conditions and alkylating the anion of the 2-haloamide with an alkylating agent; said anion is generated, for example, by electrolysis or by metals, metal hydrides, fluorides, oxides, hydroxides, carbonates, phosphates, or alkoxides.Type: GrantFiled: August 2, 1979Date of Patent: March 24, 1981Assignee: Monsanto CompanyInventors: John P. Chupp, Richard D. Goodin
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Patent number: 4245099Abstract: A 2-acyl-6-aminomethylphenol derivative having the formula (I): ##STR1## wherein R.sup.1 represents a straight chain or branched chain alkyl group of 1 to 6 carbon atoms unsubstituted or substituted with 1 to 3 halogen atoms; a hydrogen atom or a group having the formula (II):--C.sub.n H.sub.2n --R.sup.7 (II)wherein n represents 0 or an integer of 1 to 6; R.sup.7 represents a cycloalkyl group of 3 to 8 carbon atoms unsubstituted or substituted with at least one lower alkyl group; a phenyl group unsubstituted or substituted with at least one lower alkyl group, a halogen atom, a lower alkoxy group or a lower alkylthio group; a lower alkoxy group; a lower alkylthio group; a lower alkylsulfinyl group; a lower alkylsulfonyl group; an N-lower alkylamino group; an N,N-di-lower alkylamino group; or a pyridyl, furyl or thienyl group; R.sup.Type: GrantFiled: July 24, 1979Date of Patent: January 13, 1981Assignee: Ono Pharmaceutical Co., Ltd.Inventors: Hiroyuki Itoh, Mitoshi Konno, Takao Tokuhiro, Sadahiko Iguchi, Masaki Hayashi
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Patent number: 4244730Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is alkyl or alkoxy; R.sup.2 is substituted alkly or substituted alkenly containing 1 or 2 hydroxy or alkoxy substituents, acyl, and ketal group of the formula ##STR2## wherein n=2, 3 or 4, R.sup.4 is alkyl and R.sup.5 is hydrogen or alkyl, an oxime of the formula ##STR3## wherein R.sup.6 is hydrogen or alkyl; R.sup.3 is hydrogen or alkyl; X is halo and Y is oxygen or sulfur have herbicidal activity.Type: GrantFiled: July 2, 1979Date of Patent: January 13, 1981Assignee: Chevron Research CompanyInventor: John W. Kobzina
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Patent number: 4235892Abstract: Described are D-(threo)-1-aryl-2-acylamido-3-fluoro-1-propanols, methods for their preparation, and methods for their use as antibacterial agents.Of particular interest are D-(threo)-1-p-nitrophenyl-2-dichloroacetamido-3-fluoro-1-propanol and D-(threo)-1-p-methylsulfonylphenyl-2-dichloroacetamido-3-fluoro-1-propanol and the corresponding 2-difluoroacetamido compounds which are the 3-fluoro-3-deoxy analogs of chloramphenicol, thiamphenicol, difluoroacetyl analog of chloramphenicol, and of fluorthiamphenicol, respectively, and which are active both against organisms sensitive to and resistant to the parent amphenicol antibiotics.Other particularly valuable antibacterial agents include the corresponding 2-(chlorofluoroacetamido)-, 2-dichlorodeuterioacetamido, 2-difluorodeuterioacetamido-, and the 2-(chlorofluorodeuterioacetamido)- derivatives of the foregoing 3-fluoro-3-deoxy amphenicols.Type: GrantFiled: February 5, 1979Date of Patent: November 25, 1980Assignee: Schering Corporation, Patent Dept.Inventor: Tattanahalli L. Nagabhushan
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Patent number: RE31731Abstract: Compounds of the formula ##STR1## wherein X is a hydrogen atom, a halogen atom, a trihalomethyl group, an alkyl group, or a cyano group,Y is a hydrogen atom, or a trihalomethyl group, andZ is an alkoxy group, an alkoxyalkoxy group, a hydroxyalkoxy group, an alkyl group, a halogen atom, an alkylamino group, a dialkylamino group, an alkylthio group, a carboxy group, a carbalkoxy group, a carboxyalkoxy group, a carbalkoxyalkoxy group, a carboxyalkyl group, a carbalkoxyalkyl group, a dialkylureido group, an alkanoylamino group, or carbalkoxyamino group,and compositions containing these compounds exhibit herbicidal activity.Type: GrantFiled: September 1, 1978Date of Patent: November 13, 1984Inventors: Horst O. Bayer, Colin Swithenbank, Roy Y. Yih
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Patent number: H327Abstract: A method is described for the control of nematodes in agricultural crops which comprises applying to the situs of infestation a nematicidal composition containing as active ingredient a compound of the formula ##STR1## wherein R.sub.1 and R.sub.2 are hydrogen, lower alkyl, or halogen, X is hydrogen or halogen, n is 1 or 2, Y is hydrogen, lower alkyl, halogen, trifluoromethyl, lower alkoxy, lower alkylthio, and nitro when n is 1, and halogen when n is 2, with the proviso that at least 1 of R.sub.1, R.sub.2, and X must be halogen. Preparation of active ingredient compounds is described, and nematicidal utility of compositions is exemplified.Type: GrantFiled: November 4, 1983Date of Patent: September 1, 1987Assignee: FMC CorporationInventors: Carmine P. DiSanzo, Clinton J. Peake