Abstract: N-Phenylsulfonyl-N'-pyrimidinyl-, -N'-triazinyl- and -N'-triazolylureas and -thioureas of formula I ##STR1## in which X is oxygen, sulfur, SO or SO.sub.2 ; W is oxygen or sulfur; R.sub.1 is hydrogen or methyl; R.sub.2 is hydrogen, fluorine, chlorine, bromine, iodine, (X).sub.n R.sub.3, NO.sub.2, NR.sub.4 R.sub.5, --C.tbd.CR.sub.6, ##STR2## or cyano; n is the number 0 or 1; R.sub.3 is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkyl which is substituted by 1-4 halogen atoms, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 alkylthio; or C.sub.2 -C.sub.4 alkenyl or C.sub.2 -C.sub.4 alkenyl which is substituted by 1-4 halogen atoms; R.sub.4 is hydrogen, CH.sub.3 O, CH.sub.3 CH.sub.2 O or C.sub.1 -C.sub.3 alkyl; R.sub.5 is hydrogen or C.sub.1 -C.sub.3 alkyl; R.sub.6 is hydrogen, methyl or ethyl; R.sub.7 is hydrogen or methyl; Z is ##STR3## E is methine or nitrogen; R.sub.8 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkylthio, C.sub.
Abstract: Substituted 2'-benzoyl and 2', 7-dibenzoyl taxol derivatives are synthesized which have improved water solubility and stability while maintaining bioactivity. In a preferred embodiment, taxol 2',7-di(sodium 1,2-benzenedicarboxylate) is synthesized by reacting taxol with phthalic anhydride, and subsequently neutralizing the resulting acid by an ion exchange resin. Taxol 2'-(sodium 1,4-benzenedicarboxylate) is prepared by reacting the monobenzyl ester of 1,4-benzene dicarboxylic acid with taxol in the presence of dicyclohexyl carbodiimide and dimethylaminopyridine, hydrogenolysing the resulting ester to remove the benzyl group, and neutralizing with ion exchange resin. Other taxol prodrugs are prepared by modifications of these routes. In a preferred embodiment, the compounds prepared have improved water-solubility as compared with taxol and demonstrate activity in the M109 mouse bioassay system.
Type:
Grant
Filed:
October 16, 1992
Date of Patent:
May 2, 1995
Assignee:
Virginia Tech Intellectual Properties, Inc.
Abstract: The present invention relates to a proces for manufacturing L-(-)-carnitine from D-(+)-carnitine or a derivative thereof. D-(+)-carnitine is esterified in order to protect the carboxyl group and subsequently converted to an acyl derivative. The acyl derivative is then converted to a lactone of L-(-)-carnitine. Finally, the lactone is reopened to obtain L-(-)-carnitine.
Abstract: Process for the synthesis of taxol and other tricyclic and tetracyclic taxanes.
Type:
Grant
Filed:
January 27, 1994
Date of Patent:
April 11, 1995
Assignee:
Florida State University
Inventors:
Robert A. Holton, Carmen Somoza, Hyeong B. Kim, Mitsuru Shindo, Ronald J. Biediger, P. Douglas Boatman, Chase Smith, Feng Liang, Krishna Murthi
Abstract: Process for the preparation of a derivative or analog of baccatin III or 10-desacetyl baccatin III having a C2 substituent other than benzoate and/or a C4 substituent other than acetate in which the C2 benzoate substituent and/or the C4 acetate substituent of a derivative of baccatin III or 10-desacetyl baccatin III is/are selectively reduced to the corresponding hydroxy group(s) and converted to R.sub.7 COO- and/or R.sub.8 COO-, respectively, wherein R.sub.7 and R.sub.8 are independently H, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.2 -C.sub.6 alkynyl, moncyclic aryl, or monocyclic heteroaryl.
Abstract: Process for preparing pure ascorbic acid from 2-keto-L-gulonic acid or its sodium salt, by carrying out the following successive steps:esterification of 2-keto-L-gulonic acid or its sodium saltlactonization to sodium ascorbateoptional separation of the sodium ascorbatedisplacement of the ascorbic acid from its saltseparation of the sodium sulphateseparation and purification of the ascorbic acid from its methanolic or aqueous-methanolic solution.
Type:
Grant
Filed:
December 23, 1993
Date of Patent:
February 21, 1995
Assignee:
Rhone Poulenc Rorer S.A.
Inventors:
Isidore Le Fur, Jean-Paul Richard, Gerard Wolff
Abstract: The present invention relates to novel 4- or 5-(substituted sulfonyl) methyl-3(2H)-furanones having the formula (I) ##STR1## wherein R.sup.1 and R.sup.2 are independently alkyl containing 1 to 6 branched or straight chain carbon atoms, phenyl, or halogen substituted phenyl; or R.sup.1 and R.sup.2 are joined by 5 to 7 carbon atoms;R.sup.3 and R.sup.4 are independently hydrogen, alkyl containing 1 to 6 branched or straight chain carbon atoms or R.sup.3 and R.sup.4 are joined by 4 to 6 carbon atoms;R.sup.
Type:
Grant
Filed:
February 16, 1994
Date of Patent:
February 14, 1995
Assignee:
American Home Products Corporation
Inventors:
Steven W. Felman, Ivo L. Jirkovsky, Kevin A. Memoli
Abstract: The present invention relates to novel 4- or 5-(substituted sulfonyl) methyl-3(2H)-furanones having the formula (I) ##STR1## wherein R.sup.1 and R.sup.2 are independently alkyl containing 1 to 6 branched or straight chain carbon atoms, phenyl, or halogen substituted phenyl; or R.sup.1 and R.sup.2 are joined by 5 to 7 carbon atoms;R.sup.3 and R.sup.4 are independently hydrogen, alkyl containing 1 to 6 branched or straight chain carbon atoms or R.sup.3 and R.sup.4 are joined by 4 to 6 carbon atoms;R.sup.
Type:
Grant
Filed:
February 16, 1994
Date of Patent:
February 14, 1995
Assignee:
American Home Products Corporation
Inventors:
Steven W. Felman, Ivo L. Jirkovsky, Kevin A. Memoli
Abstract: The present invention relates to novel 4- or 5-(substituted sulfonyl) methyl-3(2H)-furanones having the formula (I) ##STR1## wherein R.sup.1 and R.sup.2 are independently alkyl containing 1 to 6 branched or straight chain carbon atoms, phenyl, or halogen substituted phenyl; or R.sup.1 and R.sup.2 are joined by 5 to 7 carbon atoms;R.sup.3 and R.sup.4 are independently hydrogen, alkyl containing 1 to 6 branched or straight chain carbon atoms or R.sup.3 and R.sup.4 are joined by 4 to 6 carbon atoms;R.sup.
Type:
Grant
Filed:
February 16, 1994
Date of Patent:
February 14, 1995
Assignee:
American Home Products Corporation
Inventors:
Steven W. Felman, Ivo L. Jirkovsky, Kevin A. Memoli
Abstract: Olefine oxides are produced by contacting an olefine with oxygen in the presence of a silver containing catalyst and a chlorine-containing reaction modifier; the performance of the catalyst is improved by contacting it with a nitrate or nitrite forming substance for example nitric oxide.
Type:
Grant
Filed:
August 2, 1993
Date of Patent:
February 7, 1995
Assignee:
Imperial Chemical Industries PLC
Inventors:
Percy Hayden, Richard W. Clayton, John R. Ramforth, Alan F. G. Cope
Abstract: The invention provides a method for making a curable epoxysilicone composition through the hydrosilation reaction between an ethylenically unsaturated epoxide and an SiH-containing silicone to produce an epoxysilicone product, and catalyzed by a rhodium containing selective catalyst which does not promote the oxirane ring-opening reaction of either the ethylenically unsaturated epoxide starting material or the epoxysilicone product. The invention also provides for a curable epoxysilicone composition made by the above method for the catalyst, and two methods of making the catalyst.
Abstract: A diphenylsulfone derivative of the formula (I) ##STR1## which is highly safe and used for imparting storage stability to a colored image of thermal or heat sensitive recording material, wherein R.sup.1 represents lower alkenyl or aralkyl optionally substituted with halogen or lower alkyl, and R.sup.2 represents hydrogen or methyl, provided that R.sup.2 represents methyl when R.sup.1 represents unsubstituted benzyl.
Abstract: The invention relates to a process for the production of prostaglandin precursors of formula I ##STR1## as well as their enantiomers in which X is A--W or W--A,A is a --C.tbd.C-- group,W is a hydroxymethylene group, in which the OH group can be functionally modified by etherification or esterification,D is a straight-chain or branched-chain alkylene group with 2-5 C atoms each or a ##STR2## group, n i s 1 to 3,E is a --C.tbd.C-- group or a --CR.sub.3 .dbd.CR.sub.4 group with R.sub.3 and R.sub.4 each meaning a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group,R.sub.1 is a hydrogen atom or a hydroxy group, which can be functionally modified as in W,R.sub.2 is a straight-chain or branched-chain alkyl group with 1-7 C atoms, characterized in that vinyl bromides of formula II ##STR3## in which Z means the group ##STR4## and R.sub.1, W, D, E and R.sub.2 have the above-indicated meanings and hydroxy groups unprotected in R.sub.1 and W or represented by an optionally substituted benzoyl radical, a C.sub.1 -C.sub.
Abstract: The present invention relates to a L-talopyranoside derivative of the formula (I): ##STR1## wherein, A is hydrogen atom, a lower alkyl group having 1 to 5 carbon atoms, or a hydroxyl-protecting group;B.sub.1 and B.sub.2, the same or different from each other, are independently hydrogen atom or a hydroxyl-protecting group;R.sub.1 and R.sub.2 may form a alkylene group with a carbon atom of 5-position of the sugar skeleton, or one of them is hydrogen atom and the other is CH.sub.2 X wherein, X is hydrogen, or a protected or un-protected hydroxyl group.Provided that, the following compounds are excepted: ##STR2## wherein, B.sub.1 and B.sub.2 are independently hydrogen atom or acetyl. L-talopyronoside derivatives of the present invention is a very useful intermediate for the synthesis of anthracycline antibiotics having an antitumor activity.
Abstract: Novel carbamoyloxylabdanes, intermediates and processes for the preparation thereof, and methods for reducing intraocular pressure and treating cardiac failure utilizing compounds and compositions thereof are disclosed.
Type:
Grant
Filed:
March 25, 1993
Date of Patent:
December 20, 1994
Assignee:
Hoechst-Roussel Pharmaceuticals, Inc.
Inventors:
Raymond W. Kosley, Jr., Robert J. Cherill, Gerard O'Malley
Abstract: The present invention provides organoleptic compositions which upon thermolyis, hydrolysis or both, release an odorant molecule. They find utility, for example, in tobacco, in tobacco paper, and as additives to food, beverages or gum. The compositions contain one or more dicarboalkoxy dioxolane derivatives having the following formula: ##STR1## wherein R.sup.1 and R.sup.2 are, independently, --CO.sub.2 R.sup.3 wherein R.sup.3 is --H.sub.3 or lower alkyl, provided that in at least one of R.sup.1 and R.sup.2, R.sup.3 is lower alkyl; wherein Z is a direct bond, or --CH.dbd.C(R.sup.4)--; where R.sup.4 is --H or alkyl group; and Y is ##STR2## where R.sup.5 and R.sup.6 are independently --H, lower alkyl or --OR.sup.7 where R.sup.7 is --H or lower alkyl.
Type:
Grant
Filed:
April 17, 1992
Date of Patent:
December 6, 1994
Assignee:
Giuaudan-Roure Corporation
Inventors:
Philip A. Christenson, Paul J. Riker, Denise A. Anderson, John M. Yurecko, Jr.
Abstract: Novel nitrogen-substituted mevinic acid derivatives which inhibit the activity of HMG-CoA reductase. Pharmaceutical compositions, and methods of use for the treatment or prevention of hypercholesterolemia, atherosclerosis, hyperlipoproteinaemia and hyperlipidemia are provided, as are novel methods for preparation and intermediate compounds.
Type:
Grant
Filed:
October 9, 1992
Date of Patent:
November 29, 1994
Assignee:
E. R. Squibb & Sons, Inc.
Inventors:
Dinos P. Santafianos, Kathleen M. Poss, Eric M. Gordon, Peggy J. McCann
Abstract: Taxol, 10-deacetyltaxol and other taxane derivatives are prepared from naturally occurring taxane-7-xylosides by the oxidative cleavage of the 7-xyloside moieties.
Abstract: Described is a novel compound and method, useful for treatment of cardiac arrhythmias, especially useful in patients with congestive heart failure (CHF). A process for synthesizing the novel compound is also described.
Abstract: A process for the preparation of a polycyclic dye of Formula (1): ##STR1## by reacting a compound of Formula (2): ##STR2## with a benzofuranone of Formula (3): ##STR3## wherein: R.sup.1 and R.sup.2 each independently is --H or alkyl;R.sup.3 is alkyl;R.sup.4 is --H or alkyl;R.sup.5 and R.sup.6 each independently is alkyl; orR.sup.5 and R.sup.6 together with the N atom to which they are attached form a heteroalicyclic ring; andRing A is unsubstituted or is substituted by from one to three substituentsprovided that at least one of R.sup.1, R.sup.2 and R.sup.4 is --H.The polycyclic dyes of Formula (1) are useful for the coloration of synthetic textiles such as polyester to which they impart blue to navy shades.