Abstract: Disclosed are odorant compounds having 14- to 17-membered 4-methyl substituted 1,7-dioxacycloalkan-8-ones and 14- to 16-membered 1,7-dioxacycloalkan-8-ones with 4,4-dimethyl substitution. Also disclosed are methods of odorizing a substance using at least one of the above mentioned compounds, as well as an economical process for their manufacture.
Abstract: An efficient protocol for the synthesis of taxol, taxol analogs and their intermediates is described. The process incudes the attachment of the taxol A-ring side chain to baccatin III and for the synthesis of taxol and taxol analogs with variable A-ring side chain structures. A rapid and highly efficient esterification of O-protected isoserine and 3-phenylisoserine acids having N-benzyoloxycarbonyl groups to the C-13 hydroxyl of 7-O-protected baccatin III is followed by a deprotection-acylation sequence to make taxol, celphalomanninne and various analogs, including photoaffinity labeling candidates.
Type:
Grant
Filed:
June 7, 1995
Date of Patent:
September 7, 1999
Assignees:
NaPro BioTherapeutics, Inc., Bryn Mawr College
Inventors:
Nicholas J. Sisti, Charles S. Swindell, Madhavi C. Chander
Abstract: 1,2-Butylene oxide is prepared by catalytic hydrogenation of vinyloxirane over a heterogeneous catalyst produced by depositing one or more catalytically active elements of groups 7 to 11 of the Periodic Table of the Elements from the gas phase onto an inert, nonmetallic support.
Type:
Grant
Filed:
March 5, 1998
Date of Patent:
September 7, 1999
Inventors:
Christoph Sigwart, Klaus Harth, Rolf Fischer
Abstract: A compound having the formula: ##STR1## wherein: R is fluorine, hydrogen, an unsubstituted or substituted aliphatic or unsubstituted or substituted aromatic radical;R.sub.1 is an unsubstituted or substituted aliphatic radical, or unsubstituted or substituted aromatic radical; andR.sub.2 is hydrogen, an unsubstituted or substituted aliphatic radical, or unsubstituted or substituted aromatic radical.
Abstract: Process for the synthesis of .alpha.-substituted acrylic acids of general formula (I) and their application to the synthesis of N-(mercaptoacyl)aminoacid derivatives of formula (II).
Abstract: A silver catalyst for ethylene oxidation to ethylene oxide is provided containing a promoter combination consisting of an alkali metal component, a sulfur component, a germanium or tin component, and a fluorine component the catalyst being essentially free of rhenium and transition metal compounds.
Type:
Grant
Filed:
September 25, 1998
Date of Patent:
August 31, 1999
Assignee:
Scientific Design Company, Inc.
Inventors:
Nabil Rizkalla, Rita Klein, Stephen Bruce Milne
Abstract: The present invention provides novel haloenol lactones that are effective as active site inhibitors of cholesterol esterase. By inhibiting cholesterol esterase the inhibitors of the present invention provide a new approach to the treatment of hypercholesterolemia through limiting the bioavailability of dietary cholesterol.
Abstract: This invention provides a taxane derivative of the formula: ##STR1## wherein a hydrophobic organic moiety is attached to a taxane. R and R.sup.1 is each indepently H or a hydrophobic organic moiety, as long as at least one of R and R.sup.1 is not H. Attachment of a hydrophobic organic moiety to the taxane so as to obtain a taxane derivative generally stabilizes the association of the derivative with a lipid, including a liposomal lipid, carrier in the plasma of animals to which the derivative-carrier association is administered. Also provided herein is a composition containing the taxane derivative and a pharmaceutically acceptable medium; desirably, the medium also contains a lipid carrier, and the derivative is associated with the carrier. Further provided herein is a method of administering taxane derivatives to animals, for example, animals afflicted with cancers.
Type:
Grant
Filed:
December 10, 1997
Date of Patent:
August 17, 1999
Assignee:
The Liposome Company, Inc.
Inventors:
Eric Mayhew, J. Craig Franklin, Suresh Bhatia, Paul A. Harmon, Andrew S. Janoff
Abstract: An efficient protocol for the synthesis of taxol, taxol analogs and their intermediates is described. The process includes the attachment of the taxol A-ring side chain to baccatin III and for the synthesis of taxol and taxol analogs with variable A-ring side chain structures. A rapid and highly efficient esterification of O-protected isoserine and 3-phenylisoserine acids having N-benzyoloxycarbonyl groups to the C-13 hydroxyl of 7-O-protected baccatin III is followed by a deprotection-acylation sequence to make taxol, celphalomanninne and various analogs, including photoaffinity labeling candidates.
Abstract: The present invention provides improved processes for the chemical reduction of imide esters to the corresponding amino alcohols with yields greater than 76%. A specific range of ethereal to hydrocarbon solvent ratio is used. The improved yield can be achieved using as a reducing agent lithium aluminum hydride or the less costly sodium aluminum hydride in combination with an additive such as lithium chloride.
Type:
Grant
Filed:
May 22, 1997
Date of Patent:
August 10, 1999
Assignee:
FMC Corporation
Inventors:
Anne Pautard-Cooper, Philip Franklin Sims, James Anthony Schwindeman
Abstract: The present invention concerns photochemical labelling reagents comprising a digoxigenin derivative and a furocoumarin derivative bound via a spacer. The labelling reagent can be used in gene diagnostic.
Type:
Grant
Filed:
March 31, 1997
Date of Patent:
July 27, 1999
Assignee:
Bayer Aktiengesellschaft
Inventors:
Antonius Lobberding, Gamal K. Mikhail, Wolfgang Springer
Abstract: A 1,2-dioxetane derivative of formula (I) for use as a chemiluminescent substrate for immunoassays: ##STR1## wherein R.sup.1 is an alkyl group or an aryl group, R.sup.2 a hydrogen atom, an alkyl group or an aryl group, and R.sup.3 is a hydroxyl group, an alkoxyl group, aralkyloxy group, a phosphate salt group, or OSi(R.sup.4 R.sup.5 R.sup.6) in which R.sup.4, R.sup.5 and R.sup.6 are each independently an alkyl group which may be the same or different.
Abstract: A process for preparing 1,2-butylene oxide by catalytic hydrogenation of vinyloxirane over a heterogeneous catalyst comprises using a catalyst prepared by applying at least one element of groups 7 to 11 of the Periodic Table in the form of a sol to an inert support.
Type:
Grant
Filed:
July 15, 1998
Date of Patent:
July 27, 1999
Assignee:
BASF Aktiengesellschaft
Inventors:
Christoph Sigwart, Daniel Heineke, Klemens Flick
Abstract: A cyclopropane derivative represented by formula (I): ##STR1## wherein B represents a group of a purine derivative. Another aspect of the invention provides (3-oxa-2-oxobicyclo?3,1,0!hexan-1-yl)methanol and a method of preparing a cyclopropane derivative of formula (I) from this compound by replacing the hydroxyl group of the compound with a leaving group followed by reaction with a purine derivative.
Abstract: Isochromans and their derivatives have been chemically synthesized. These compounds possess significant phytotoxic activity which may be used as a biodegradable contact herbicide. The synthetic method allows for economic production of these herbicides.
Type:
Grant
Filed:
June 21, 1996
Date of Patent:
July 13, 1999
Assignee:
The United States od America as Represented by the Secretary of Agriculture
Inventors:
Horace G. Cutler, George Majetich, Xinrong Tian, Paul Spearing
Abstract: The present invention relates to novel 10-deacetyl-14.beta.-hydroxybaccatine III derivatives. The novel derivatives, having cytotoxic and antitumour activity, are prepared from this synton after functionalization of the hydroxyls at 1-, 14- as thiocarbonate, iminocarbonate and sulfite and possible oxidation of the hydroxyl at C.sub.10. These derivatives are subjected to a subsequent esterification at position 13- with a variously substituted isoserine chain. The products of the invention can be administered by the injective or oral route, when suitably formulated.
Abstract: The semisynthesis of paclitaxel and its analogs using new intermediates which are derivatives of 10-deacetyl-baccatin III, as well as to a method for preparing these derivatives. These novel derivatives have alkyl carbonate or alkyl carbonyl substituents in the 7 position.
Abstract: Cyclic acetals or ketals are prepared by reacting a polyol with the appropriate aldehydes or ketones, with part of the aldehyde or ketone being distilled out during the reaction.
Type:
Grant
Filed:
November 13, 1997
Date of Patent:
June 29, 1999
Assignee:
BASF Aktiengesellschaft
Inventors:
Bernd Bruchmann, Karl Haberle, Helmut Gruner, Michael Hirn
Abstract: This invention is directed to a process for producing cyclic ethers by liquid phase reaction, which comprises using a crystalline aluminosilicate zeolite as the catalyst, and subjecting an alkanediol to cyclodehydration at a temperature less than the boiling point of the alkanediol to obtain the corresponding cyclic ether.
Type:
Grant
Filed:
April 28, 1998
Date of Patent:
June 29, 1999
Assignee:
Dairen Chemical Corporation
Inventors:
Shien Chang Chen, Cheng Chang Chu, Fu Shen Lin, June Yen Chou, Ming Hui Chu
Abstract: A method of acylating 10-deacetylbaccatin III at the C-10 position over the C-7 hydroxy position thereof to produce baccatin IIII is accomplished first by dissolving 10-deacetylbaccatin III in an acceptable ether solvent therefor, such as tetrahydrofuran. A lithium salt, preferably lithium chloride, is added. A trialkylamine base or pyridine is next added, followed by the addition of an acylating agent, such as acetyl chloride. The resulting solution may be quenched, for example with ammonium chloride, to eliminate excess of the acylating agent. The result is baccatin III in solution. This solution may then be diluted with ethyl acetate to form an organic phase and an aqueous phase, with the organic phase being washed and thereafter reduced. Recrystallization and column chromatography may be employed to purify the baccatin III.
Type:
Grant
Filed:
January 21, 1998
Date of Patent:
June 22, 1999
Assignee:
NaPro BioTherapeutics, Inc.
Inventors:
Nicholas J. Sisti, Jan Zygmunt, Herbert R. Brinkman, Madhavi C. Chander, Xian Liang, James D. McChesney