At Least Three Ring Hetero Atoms In The Polycyclo Ring System Patents (Class 548/218)
  • Patent number: 4732987
    Abstract: D-(+)-Biotin can be prepared from optically active hydantoins of the formula I ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, X and Y have the meaning given in patent claim 1, in a simple, stereospecific manner.Furthermore bicyclic nitriles of the formula XI ##STR2## wherein R.sup.1, R.sup.2, R.sup.3, X and Y have the meaning given represent precious intermediate products and educts of a multitude of possibilities to synthesize optically active D-(+)-biotin.
    Type: Grant
    Filed: April 17, 1987
    Date of Patent: March 22, 1988
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Eike Poetsch, Michael Casutt
  • Patent number: 4730003
    Abstract: The present invention provides compounds of the general formula: ##STR1## wherein the various substituents are defined hereinbelow. The compounds are used for the treatment and/or prophylaxis of heart and circulatory diseases.
    Type: Grant
    Filed: September 4, 1986
    Date of Patent: March 8, 1988
    Assignee: Boehringer Mannheim GmbH
    Inventors: Wolfgang von der Saal, Alfred Mertens, Herbert Berger, Bernd Muller-Beckmann
  • Patent number: 4708971
    Abstract: The process for preparing polyurethanes by the reaction of a bicyclic amide acetal and a polyisocyanate in the presence of a plasticizer such as dioctyl phthalate and a polyurethane catalyst such as stannous octoate is described.
    Type: Grant
    Filed: April 11, 1986
    Date of Patent: November 24, 1987
    Assignee: Ashland Oil, Inc.
    Inventors: Anil B. Goel, Timothy A. Tufts
  • Patent number: 4704409
    Abstract: A process for preparing a poly(alkylene amido-ether) polyols by reaction of a bicyclic amide acetal with a polyol at a temperature in the range of from 140.degree.-240.degree. C. and the use of these poly(alkylene amidoether) polyols in the formation of polyurethanes are described.
    Type: Grant
    Filed: January 20, 1987
    Date of Patent: November 3, 1987
    Assignee: Ashland Oil, Inc.
    Inventor: Anil B. Goel
  • Patent number: 4695571
    Abstract: Tricyclic oxindole carboxamides, prepared by (a) reaction of an isocyanate with the basic ring system or (b) ammonolysis of a corresponding alkyl ester, are non-steroidal antiinflammatory agents useful in the treatment of rheumatoid arthritis.
    Type: Grant
    Filed: April 2, 1986
    Date of Patent: September 22, 1987
    Assignee: Pfizer Inc.
    Inventor: Lawrence S. Melvin
  • Patent number: 4683077
    Abstract: Novel bicyclic amide acetals having substituents in the 2, 5 and 7 positions and a process for their preparation are described.
    Type: Grant
    Filed: February 10, 1986
    Date of Patent: July 28, 1987
    Assignee: Ashland Oil, Inc.
    Inventor: Anil B. Goel
  • Patent number: 4672063
    Abstract: 5-alkyl-1-phenyl-2-piperazinoalkylpyrazolin-3-one compounds of the Formula ##STR1## in which R.sub.1 is a straight-chain, branched or cyclic alkyl group with up to 6 carbon atoms, Z is an alkylene chain with 2 to 4 carbon atoms, and 1-phenyl substituent is an optionally substituted phenyl ring, and R.sub.4 is a phenyl or pyridyl group which is optionally substituted and their preparation are described. The compounds have pharmacological, particularly antiallergic, properties.
    Type: Grant
    Filed: November 21, 1985
    Date of Patent: June 9, 1987
    Assignee: Kali-Chemie Pharma GmbH
    Inventors: Daniel Jasserand, Marie-Odile Christen, Dominique Biard, Dimitri Yavordios
  • Patent number: 4661583
    Abstract: The process for preparing novel monomers and polymers by reaction of a bicyclic amide acetal with an imide compound at a temperature in the range of from about 0.degree. C. to 250.degree. C. is disclosed.
    Type: Grant
    Filed: June 24, 1985
    Date of Patent: April 28, 1987
    Assignee: Ashland Oil, Inc.
    Inventor: Anil B. Goel
  • Patent number: 4661600
    Abstract: A process for the production of a product selected from the group consisting of a 2-oxazoline or a 2-oxazine and a 2-imidazoline or a 2-imidazine comprising reacting a bicyclic amide acetal with a member selected from the group consisting of an alkanol amine and an alkylene polyamine, respectively, at a temperature in the range of from about 20.degree. C. to 200.degree. C. is described.
    Type: Grant
    Filed: May 20, 1985
    Date of Patent: April 28, 1987
    Assignee: Ashland Oil, Inc.
    Inventor: Anil B. Goel
  • Patent number: 4657815
    Abstract: The process for modifying the surface of a filler or reinforcing material comprising contacting said surface with a bicyclic amide acetal at a temperature in the range of from about 60.degree. C. to about 350.degree. C. is described.
    Type: Grant
    Filed: May 2, 1986
    Date of Patent: April 14, 1987
    Assignee: Ashland Oil, Inc.
    Inventors: Anil B. Goel, Robert A. Grimm, Peggy A. Blackburn, Harvey J. Richards
  • Patent number: 4652655
    Abstract: An improved process for preparing bicyclic amide acetals from an organic nitrile and a dialkanol amine wherein the reaction temperature is maintained in the range of from room temperature to 140.degree. C., and the bicyclic amide acetal product is removed from the reaction mixture by extraction into a hydrocarbon or organic nitrile solvent prior to its purification is described.
    Type: Grant
    Filed: May 20, 1985
    Date of Patent: March 24, 1987
    Assignee: Ashland Oil, Inc.
    Inventors: Anil B. Goel, Harvey J. Richards
  • Patent number: 4647561
    Abstract: Compounds of formula ##STR1## wherein R.sub.4 is aryl or heterocyclo are disclosed. These compounds are useful as cardiovascular agents and especially as anti-hypertensive agents.
    Type: Grant
    Filed: August 5, 1985
    Date of Patent: March 3, 1987
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Karnail Atwal
  • Patent number: 4628102
    Abstract: The reaction of oxazolines with diepoxide compounds to form novel monomers containing both bicyclic amide acetal and epoxy functional groups is described.
    Type: Grant
    Filed: August 16, 1985
    Date of Patent: December 9, 1986
    Assignee: Ashland Oil, Inc.
    Inventor: Anil B. Goel
  • Patent number: 4605746
    Abstract: Novel bicyclic amide acetals having substituents in the 2, 5 and 7 positions and a process for their preparation are described.
    Type: Grant
    Filed: August 16, 1984
    Date of Patent: August 12, 1986
    Assignee: Ashland Oil, Inc.
    Inventor: Anil B. Goel
  • Patent number: 4564473
    Abstract: A compound of the formula ##STR1## in which R is hydrogen, or optionally substituted alkyl, alkenyl, alkinyl, aralkyl, aryl, heteroaryl, heteroaralkyl, aryloxyalkyl, heteroaryloxyalkyl, alkoxyalkyl, arylthioalkyl, heteroarylthioalkyl, alkylthioalkyl, alkoxy, aryloxy, alkylthio or arylthio.The compounds are prepared by novel processes and are suitable as intermediates for .beta.-lactam antibiotics.
    Type: Grant
    Filed: August 4, 1983
    Date of Patent: January 14, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventor: Dieter Habich
  • Patent number: 4562240
    Abstract: A process is described for preparing novel polyurethane polymers which have good impact resistance and other desirable physical properties, said process comprising interpolymerizing a mixture of a bicyclic amide acetal, a polyol and a polyisocyanate.
    Type: Grant
    Filed: December 20, 1984
    Date of Patent: December 31, 1985
    Assignee: Ashland Oil, Inc.
    Inventors: Anil B. Goel, Timothy A. Tufts
  • Patent number: 4558114
    Abstract: A process for preparing novel interpolymers from mixtures of a bicyclic amide acetal, an oxazoline and a polyisocyanate and the novel polymers produced are described.
    Type: Grant
    Filed: January 23, 1985
    Date of Patent: December 10, 1985
    Assignee: Ashland Oil, Inc.
    Inventor: Anil B. Goel
  • Patent number: 4539408
    Abstract: Quaternary sulfoalkyl or sulfoalkenyl salts of tertiary amine bases are prepared by reacting the tertiary amine bases at elevated temperatures with a hydroxy alkane sulfonic acid or a hydroxyalkene sulphonic acid.
    Type: Grant
    Filed: April 28, 1978
    Date of Patent: September 3, 1985
    Assignee: Agfa-Gevaert Aktiengesellschaft
    Inventors: Helmut Kampfer, Marie Hase, Max Glass
  • Patent number: 4533739
    Abstract: This invention relates to the novel use of certain aromatic substituted amidines as antidiarrheals.
    Type: Grant
    Filed: October 12, 1982
    Date of Patent: August 6, 1985
    Assignee: G. D. Searle & Co.
    Inventors: Barnett S. Pitzele, Stella S. T. Yu, Robert W. Hamilton, Alan E. Moormann
  • Patent number: 4515944
    Abstract: Intermediates of the isomeric formulae II or III ##STR1## wherein R.sub.1 is a hydrogen or halogen atom, or a lower alkyl, lower alkoxy, hydroxyl, trifluoromethyl or lower alkanoyloxy group,R.sub.2 is a hydrogen or halogen atom, or a lower alkyl or lower alkoxy group, orR.sub.1 and R.sub.2 are bonded to adjacent carbon atoms and together denote a methylenedioxy or ethylenedioxy group,R.sub.3 is a hydrogen or halogen atom, or a lower alkyl, lower alkoxy, hydroxy, trifluoromethyl or lower alkanoyloxy group,R.sub.4 is a hydrogen or halogen atom, or a lower alkyl or lower alkoxy group, orR.sub.3 and R.sub.4 are bonded to adjacent carbon atoms and together denote a methylenedioxy or ethylenedioxy group, Z is an alkylene group with 2 to 6 carbon atoms, Z' is an alkylene group with 2 to 4 carbon atoms, Y is a halogen atom, and Y' is a halogen atom, and acid addition salts thereof, are useful to prepare antiallergic 2-piperazinoalkyl-1, 5-diphenylpyrazolin-3-ones.
    Type: Grant
    Filed: December 22, 1983
    Date of Patent: May 7, 1985
    Assignee: Kali-Chemie Pharma GmbH
    Inventors: Henning Heinemann, Daniel Jasserand, Wolfgang Milkowski, Dimitri Yavordios, Horst Zeugner
  • Patent number: 4501679
    Abstract: Bicyclic amide ketals such as 1-aza-4,6-dioxabicyclo[3.3.0]octanes have utility as water or acid scavengers for addition to functional fluids.
    Type: Grant
    Filed: February 21, 1984
    Date of Patent: February 26, 1985
    Assignee: The Dow Chemical Company
    Inventors: Robert L. Reierson, Hugh F. Hussey, Edmund P. Woo
  • Patent number: 4477660
    Abstract: This invention encompasses 7-(S)-acylamino-3-acetoxymethyl-3-cephem-4-carboxylic acid sulfones and the epimerization process for making them. The epimerization process employs an organic nitrogen base reagent having a pKa between about 9.0 to about 11.5. The compounds of this invention are intermediates in the synthesis of 1-oxa-.beta.-lactam antibiotics.
    Type: Grant
    Filed: November 16, 1982
    Date of Patent: October 16, 1984
    Assignee: Eli Lilly and Company
    Inventor: David A. Hall
  • Patent number: 4459405
    Abstract: 7-(S)-Acylamino-3-hydroxymethyl-3-cephem sulfones are disclosed. These compounds are intermediates in the synthesis of 1-oxa .beta.-lactam antibiotics.
    Type: Grant
    Filed: November 16, 1982
    Date of Patent: July 10, 1984
    Assignee: Eli Lilly and Company
    Inventor: David A. Hall
  • Patent number: 4444770
    Abstract: The invention relates to imidazoazole-alkenoic acid amides of Formula (I) and methods for their production. Also included in the invention are compositions containing said alkenoic acid amides and methods for the use of said alkenoic acid amides and the compositions containing them. In addition, the invention includes the intermediate carbonyl compounds of Formula (II) and the intermediate alkenoic acids of Formula (V) as well as methods for their preparation.
    Type: Grant
    Filed: May 13, 1981
    Date of Patent: April 24, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Meyer, Harald Horstmann, Eike Moller, Bernward Garthoff
  • Patent number: 4429133
    Abstract: Disclosed are compounds of Formula I, ##STR1## where either R.sub.1, R.sub.2, R.sub.3 and R.sub.4, independently, are hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, halogen, cyano, carboxy, alkoxy(C.sub.1-4)carbonyl, --CONR.sub.6 R.sub.7, --SO.sub.2 NR.sub.6 R.sub.7, --SO.sub.2 R.sub.8, alkyl(C.sub.1-4)carbonyloxy, or C.sub.1-4 alkoxy monosubstituted by phenyl, alkoxy(C.sub.1-4)carbonyl, cyano, carboxy or --CONR.sub.6 R.sub.7,with the proviso that a maximum of one of R.sub.1 and R.sub.2 and a maximum of one of R.sub.3 and R.sub.4 can signify a group selected from cyano, carboxy, alkyl (C.sub.1-4)carbonyloxy, --CONR.sub.6 R.sub.7, --SO.sub.2 NR.sub.6 R.sub.7 and --SO.sub.2 R.sub.8,or one or both pairs R.sub.1 and R.sub.2, and R.sub.3 and R.sub.4, are on adjacent carbon atoms and form a fused benzene ring, any pair not forming a ring being as defined above,R.sub.5 is C.sub.1-4 alkyl, unsubstituted or mono-substituted by hydroxy, cyano, phenyl, C.sub.2-4 alkenyl, carboxy, C.sub.1-4 alkoxycarbonyl or --CONR.sub.
    Type: Grant
    Filed: July 28, 1977
    Date of Patent: January 31, 1984
    Assignee: Sandoz Ltd.
    Inventor: Peter S. Littlewood
  • Patent number: 4363814
    Abstract: Racemic or optically active compounds of the formulaQ--C.sub.n H.sub.2n --NH--Rwherein Q is ##STR1## where R.sub.1 is hydrogen, halogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, trifluoromethyl or amino,R.sub.2 is hydrogen, halogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms or trifluoromethyl, orR.sub.1 and R.sub.2, together with each other, are methylenedioxy or ethylenedioxy;n is an integer from 2 to 6, inclusive; andR is hydrogen, benzyl or ##STR2## and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as vasodilators and CNS-stimulators.
    Type: Grant
    Filed: December 22, 1980
    Date of Patent: December 14, 1982
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Anton Mentrup, Kurt Schromm, Ernst-Otto Renth, Richard Reichl, Werner Traunecker
  • Patent number: 4332951
    Abstract: Novel 3-hydroxyiminoscirpen-4.beta., 15-diol esters and derivatives thereof are provided for use as antitumor agents. Also provided are processes for producing the above compounds and methods for using them to inhibit malignant tumors in mammals.
    Type: Grant
    Filed: January 9, 1981
    Date of Patent: June 1, 1982
    Assignee: Bristol-Myers Company
    Inventors: Takushi Kaneko, John M. Essery, Henry Schmitz, Terrence W. Doyle
  • Patent number: 4309500
    Abstract: A silver halide color photographic light-sensitive material which contains at least one compound represented by the following general formula (I): ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4, which may be the same or different, each represents a hydrogen atom or an aliphatic group; R.sup.5 represents an aliphatic group or an aromatic group, R.sup.6 and R.sup.7, which may be the same or different, each represents a cyano group, a --COR.sup.8 group, a --COOR.sup.8 group or a --SO.sub.2 R.sup.9 group; and R.sup.8 represents an aliphatic group and R.sup.9 represents an aliphatic group or an aromatic group. The silver halide color photographic light-sensitive material has improved color reproduction which is not affected by differences in the ultraviolet light absorption characteristics of the camera lens.
    Type: Grant
    Filed: May 21, 1979
    Date of Patent: January 5, 1982
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Tadao Shishido
  • Patent number: 4302601
    Abstract: The present invention relates to phenoxypropane having the formula ##STR1## in which R.sup.1 and R.sup.2 are like or unlike and each is an alkyl group having 1-4 carbon atoms, R.sup.3 is hydrogen or an alkyl group having 1-4 carbon atoms, R.sup.4 is a halogen atom, preferably fluorine, chlorine or bromine, including their optical isomers and also their addition salts with acids.These compounds are of therapeutic value in the treatment of cardiovascular conditions.The invention also relates to methods of synthesis of these products including a synthesis which involves the production, as a intermediate of an 8-aza-4,9-dioxa-2,3-benzo-bicyclo-[4,2,1]-octane having the formula ##STR2## in which R.sup.1 and R.sup.4 are as above defined.
    Type: Grant
    Filed: March 12, 1980
    Date of Patent: November 24, 1981
    Assignee: C M Industries
    Inventor: Henri Demarne
  • Patent number: 4277353
    Abstract: Oil-soluble 4-alkyl mono or 5-alkyl bicyclic oxazolidines, e.g. 1-aza-3,7-dioxabicyclo[3.3.0] octanes which are the reaction products of an aldehyde and an amino propane monol or diol are additives which feature activity in functional fluids, e.g. mineral oil base automatic transmission fluids, as copper alloy corrosion inhibitors.
    Type: Grant
    Filed: January 7, 1980
    Date of Patent: July 7, 1981
    Assignee: Exxon Research & Engineering Co.
    Inventors: Harold E. Deen, Rosemary O'Halloran, Esther D. Winans, Jack Ryer, Stanley J. Brois
  • Patent number: 4271158
    Abstract: Racemic and optically active compounds of the formulaQ--C.sub.n H.sub.2n --NH--RwhereinQ is ##STR1## where R.sub.1 is hydrogen, halogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, trifluoromethyl or amino,R.sub.2 is hydrogen, halogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atomsor trifluoromethyl,R.sub.1 and R.sub.2, together with each other, are methylenedioxy or ethylenedioxy, andA is --O--, --CH.sub.2 --CH.sub.2 --, or --NR.sub.3 -- where R.sub.3 is hydrogen or alkyl of 1 to 4 carbon atoms,n is an integer from 2 to 6, inclusive, andR is hydrogen, benzyl or ##STR2## where R.sub.4 is hydrogen, methyl or ethyl,R.sub.5, R.sub.6 and R.sub.7, which may be identical to or different from each other, are each hydrogen, halogen, hydroxymethyl, trifluoromethyl, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, nitro, cyano, --CONHR.sub.3, --CONHOH, --COOR.sub.3, R.sub.8 O--, methylsulfonylmethyl or, when one or two of R.sub.5 through R.sub.
    Type: Grant
    Filed: December 13, 1979
    Date of Patent: June 2, 1981
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Anton Mentrup, Kurt Schromm, Ernst-Otto Renth, Richard Reichl
  • Patent number: 4259235
    Abstract: Tricyclic nitrogenous compounds having strong plant growth regulating properties are disclosed. The compounds display the general formula ##STR1## wherein A is one of several nitrogen-containing radicals, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are selected from various recited aliphatic, aryl, araliphatic and heterocyclic groups. R.sup.3 and R.sup.4 may also together form one of a number of nitrogen, sulfur and oxygen containing radicals. These compounds have a variety of uses, including the reduction of plant growth height without harm to the plant.
    Type: Grant
    Filed: September 11, 1978
    Date of Patent: March 31, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Rolf Platz, Werner Fuchs, Norbert Rieber, Johann Jung, Bruno Wuerzer
  • Patent number: 4259506
    Abstract: They correspond to the formula: ##STR1## in which: X is an oxygen or sulphur atom, Y is a hydrogen atom or an alkyl radical (C.sub.1 -C.sub.4), Z is a halogen atom or an alkyl (C.sub.1 -C.sub.6), cycloalkyl (C.sub.5 -C.sub.7), alkoxy (C.sub.1 -C.sub.4) or phenyl radical, n is a number equal to 0, 1, 2 or 3, R.sub.1 is a hydrogen atom or an alkyl radical (C.sub.1 -C.sub.4) and R.sub.2 and R.sub.3, which are identical or different, each represent a hydrogen atom or an alkyl (C.sub.1 -C.sub.6), alkenyl (C.sub.2 -C.sub.4) or alkynyl (C.sub.2 -C.sub.4) radical, or together form a heterocyclic ring possessing from 5 to 6 ring members and optionally containing, in addition to the nitrogen atom, an oxygen or sulphur atom as a hetero-atom.These compounds can be used for selectively destroying weeds in crops such as maize, soya, cotton, sunflower, rice and horse bean.
    Type: Grant
    Filed: December 7, 1978
    Date of Patent: March 31, 1981
    Assignee: Philagro
    Inventor: Raymond Giraudon
  • Patent number: 4252972
    Abstract: 2',6'-Di-N-benzyloxycarbonylfortimicin B-1,2:4,5-bis-carbamate and fortimicin B-1,2:4,5-bis-carbamate and its salt are provided by the present invention. The compound is represented by the formula ##STR1## wherein each R is either hydrogen or benzyloxycarbonyl The bis-carbamate is useful as in intermediate in the preparation of fortamine bis-carbamate, which in turn is useful as an intermediate in the preparation of aminoglycoside antibiotics via glycosidation with suitably protected sugar moieties.
    Type: Grant
    Filed: September 26, 1979
    Date of Patent: February 24, 1981
    Assignee: Abbott Laboratories
    Inventors: John S. Tadanier, Jerry R. Martin
  • Patent number: 4251534
    Abstract: Polyfluorohydroxyisopropyl bicyclic and tricyclic carbostyrils, such as 2,3-dihydro-7-methyl-9-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl ]-5H-pyrido[1,2,3-de]-1,4-benzoxazin-5-one, useful as antihypertensive agents.
    Type: Grant
    Filed: December 22, 1977
    Date of Patent: February 17, 1981
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Aldrich Paul E., Gilbert H. Berezin
  • Patent number: 4220766
    Abstract: Useful intermediates for preparing a 1-dethia-1-oxacephalosporin and represented by the following formula: ##STR1## (wherein R is a monovalent group resulting from the elimination of the carbonyl function of an acyl group derived from a carboxylic or carbonic acid;COB is carboxy or protected carboxy; andX is hydrogen or a nucleophilic group)are prepared from the corresponding penicillin 1-oxides of the following formula: ##STR2## (wherein R, COB, and X are as defined above) by heating, if required in the presence of the desulfurizing reagent, or by exchanging the X group with another one under the condition of an appropriate nucleophilic substitution.
    Type: Grant
    Filed: January 10, 1978
    Date of Patent: September 2, 1980
    Assignee: Shionogi & Co., Ltd.
    Inventors: Teruji Tsuji, Mitsuru Yoshioka, Shoichiro Uyeo, Yoshio Hamashima, Ikuo Kikkawa, Wataru Nagata
  • Patent number: 4220786
    Abstract: Disclosed are degradation products of the antibiotics rubradirin and rubradirin B and processes for their preparation. Some of these products have antibacterial activity, and, thus, can be used in various environments to inhibit susceptible bacteria. Also, some of these products can be used as intermediates to make useful antibacterials.
    Type: Grant
    Filed: August 31, 1978
    Date of Patent: September 2, 1980
    Inventor: Herman Hoeksema
  • Patent number: 4199463
    Abstract: Alkylene glycol esters of carboxylate half esters of 1-aza-3,7-dioxabicyclo[3.3.0] oct-5-yl methyl alcohols which are the reaction products of organic acid materials, preferably long chain dicarboxylic anhydrides such as octadecenyl and polyisobutenylsuccinic anhydrides and aldehyde/tris [hydroxymethyl] aminomethane (THAM) adducts or mixtures are friction reducing additives for liquid hydrocarbons, such as gasoline middle distillates and lubricants.
    Type: Grant
    Filed: January 22, 1979
    Date of Patent: April 22, 1980
    Assignee: Exxon Research & Engineering Co.
    Inventors: Jack Ryer, Stanley Brois, Esther D. Winans
  • Patent number: 4199507
    Abstract: Disclosed are degradation products of the antibiotics rubradirin and rubradirin B and processes for their preparation. Some of these products have antibacterial activity, and, thus, can be used in various environments to inhibit susceptible bacteria. Also, some of these products can be used as intermediates to make useful antibacterials.
    Type: Grant
    Filed: August 31, 1978
    Date of Patent: April 22, 1980
    Assignee: The Upjohn Company
    Inventor: Herman Hoeksema
  • Patent number: 4186135
    Abstract: Novel substituted 2,3-alkylene bis (oxy) benzamides and derivatives thereof are disclosed. Also disclosed is a method for producing said compounds. The compounds have anxiolytic, psychostimulant, disinhibiting and thymoanaleptic properties useful therapeutically in the psychofunctional field, particularly in gastro-enterology, cardiology, urology, rheumatology and gynaecology.
    Type: Grant
    Filed: August 2, 1977
    Date of Patent: January 29, 1980
    Assignee: Societe D'Etudes Scientifiques et Industrielles de L'ile-de-France
    Inventors: Michel Thominet, Gerard Bulteau, Jacques Acher, Claude Collignon