Abstract: A new class of stable dioxetanes bears a polycyclic stabilizing group and aryloxy moiety, the oxygen atom of which is provided with a protective group which can be removed by an enzymatic or chemical trigger admixed with the dioxetane. The polycyclic stabilizing group is preferably spiroadamantane. The group further bears an alkoxy, aryloxy, aralkyloxy or cycloalkyloxy moiety which is partially or completely substituted with halogens, particularly fluorine and chlorine. Proper selection of electron active groups on the stabilizing moiety, the aryl group and the OR group yields enhanced enzyme kinetics, superior light intensity and excellent detection sensitivity in various assays.
Abstract: The present invention provides a compound of formula ##STR1## wherein R.sup.1a is --H or --OR.sup.7a in which R.sup.7a is a hydroxy protecting group;R.sup.2a is --H, halo, or --OR.sup.8a in which R.sup.8a is a hydroxy protecting group;R.sup.6 is --H or a hydroxy protecting group which can be selectively removed;R.sup.11 is non-existent or .dbd.O; andZ is --O-- or --S--;or a pharmaceutically acceptable salt thereof.
Type:
Grant
Filed:
June 18, 1998
Date of Patent:
November 9, 1999
Assignee:
Eli Lilly and Company
Inventors:
Alan David Palkowitz, Kenneth Jeff Thrasher
Abstract: A compound of the formula I: ##STR1## wherein Ar represents an aryl radical;R.sub.1 represents a hydrogen atom, an aroyl radical, or a radical of the formula R.sub.4 --O--CO;R.sub.2 and R.sub.3 together form a 5- or 6-membered saturated heterocycle;G.sub.1 represents an acetyl radical or a protecting group of the hydroxyl functional group; andG.sub.2 represents a protecting group of the hydroxyl functional group.
Type:
Grant
Filed:
October 31, 1997
Date of Patent:
November 2, 1999
Assignee:
Rhone-Poulenc Rorer S.A.
Inventors:
Jean-Noel Denis, Andrew-Elliot Greene, Jean-Manuel Mas
Abstract: An integrated process is provided for the production of propylene oxide from propane wherein propane is dehydrogenated to propylene and hydrogen and the resulting propylene, propane, and hydrogen mixture together with added oxygen is reacted over a palladium on titanium silicilite catalyst to form propylene oxide, the molar ratio of oxygen to hydrogen in the reaction feed being at least about 2/1.
Type:
Grant
Filed:
October 7, 1998
Date of Patent:
October 26, 1999
Assignee:
ARCO Chemical Technology, LP
Inventors:
Robert N. Cochran, John C. Jubin, Jr., Mark A. Liepa, Robert Nedwick, Rangasamy Pitchai, W. Wayne Wentzheimer
Abstract: The present invention relates to novel oxazolidinecarboxylic acids. These oxazolidinecarboxylic acids are useful intermediates for the esterification of taxane synthons to provide taxanes esterified with an isoserine residue.
Type:
Grant
Filed:
September 12, 1997
Date of Patent:
October 26, 1999
Assignee:
INDENA S.p.A.
Inventors:
Ezio Bombardelli, Paolo De Bellis, Bruno Gabetta
Abstract: A chemical compound having the formula: wherein R is an alkyl group and M.sup.+ counterion is an alkali metal, and a process of making the same.
Type:
Grant
Filed:
February 19, 1999
Date of Patent:
October 26, 1999
Assignees:
NaPro BioTherapuetics, Inc., Bryn Mawr College
Abstract: 4-Cyano-4-deformylsordarin derivatives are antifungal agents useful in the treatment and/or prevention of human and animal fungal infections, as well as in the control of phytopathogenic fungi in crops.
Abstract: A high yield and high purity method for obtaining taxane analogues from a source containing taxanes. The method employs a polymeric resin membrane for separating the analogues under low pressure without the use of complex and expensive separation/purification steps currently provided in the art.
Abstract: This invention provides oxazolidine protected taxol analogs of the Formula: ##STR1## which are useful intermediates to make various taxol analogues.
Abstract: The present invention is directed compositions of the formula: ##STR1## wherein: D is a residue of biologically active moiety;X is an electron withdrawing group;Y and Y' are independently O or S;(n) is zero (0) or a positive integer, preferably from 1 to about 12;wherein: R.sub.1 and R.sub.2 are independently selected from the group consisting of H, C.sub.1-6 alkyls, aryls, substituted aryls, aralkyls, heteroalkyls, substituted heteroalkyls and substituted C.sub.1-6 alkyls;wherein: R.sub.3 is a substantially non-antigenic polymer, C.sub.1-12 straight or branched alkyl or substituted allyl, C.sub.5-8 cycloalkyl or substituted cycloalkyl, carboxyalkyl, carboalkoxy alkyl, dialkylaminoalkyl, phenylalkyl, phenylaryl or ##STR2## wherein: R.sub.4 and R.sub.5 are independently selected from the group consisting of H, C.sub.1-6 alkyls, aryls, substituted aryls, aralkyls, heteroalkyls, substituted heteroalkyls, and substituted C.sub.1-6 alkyls or jointly form a cyclic C.sub.5 -C.sub.7 ring.
Type:
Grant
Filed:
August 20, 1997
Date of Patent:
October 12, 1999
Assignee:
Enzon, Inc.
Inventors:
Richard B. Greenwald, Annapurna Pendri, Hong Zhao
Abstract: A process and catalyst for the direct oxidation of an olefin having three or more carbon atoms, such as propylene, by oxygen to an olefin oxide, such as propylene oxide. The process involves contacting the olefin with oxygen under reaction conditions in the presence of hydrogen and a catalyst. The catalyst comprises gold on a support of titanium dispersed on silica. The titanium phase is disorganized and substantially free of crystalline titanium dioxide, as determined by analytical methods, such as, high resolution transmission electron microscopy and Raman spectroscopy. Selectivity to olefin oxide is high at good conversions of the olefin. The time between catalyst regenerations is long, and the catalyst is readily regenerated.
Type:
Grant
Filed:
December 11, 1998
Date of Patent:
October 12, 1999
Assignee:
The Dow Chemical Company
Inventors:
Howard W. Clark, Robert G. Bowman, Joseph J. Maj, Simon R. Bare, George E. Hartwell
Abstract: The present invention relates to a novel process for preparing dialkoxy derivatives of the taxoid family by direct alkylation of the two positions 7 and 10 of deacetylbaccatin or derivatives thereof which are esterified in position 13.
Type:
Grant
Filed:
November 17, 1998
Date of Patent:
October 5, 1999
Assignee:
Rhone-Poulenc Rorer S.A.
Inventors:
Eric Didier, Gilles Oddon, Denis Pauze, Patrick Leon, Didier Riguet
Abstract: A process for the preparation of butyrolactones of the formula I ##STR1## where the substituents R.sup.1 and R.sup.2 are hydrogen, alkyl or hydroxyalkyl groups, or aryl and trialkylsilyl groups, if appropriate carrying inert: substituents, is described in which an alkyne of the formula IIR.sup.1 --C.tbd.C--R.sup.2 IIwhere the substituents have the meanings indicated above, is reacted under reducing conditions at elevated pressure and elevated temperature with carbon monoxide CO and hydrogen in the presence of a transition metal catalyst or with carbon monoxide and water in the presence of a transition metal catalyst.
Type:
Grant
Filed:
February 12, 1998
Date of Patent:
October 5, 1999
Assignee:
BASF Aktiengesellschaft
Inventors:
Marc Heider, Thomas Ruhl, Jochem Henkelmann, Susanne Stutz, Thomas Preiss, Heinz Rutter, Martin Schafer, Arthur Hohn
Abstract: Novel taxoids of general formula (I), wherein R is a substituted alkyl radical or an alkenyl, alkynyl, cycloalkyl, optionally substituted cycloalkenyl or phenyl radical, or an aromatic 5- or 6-membered heterocyclic radical; and Z is a hydrogen atom or a radical of general formula (II), wherein R.sub.1 is an optionally substituted benzoyl, thenoyl or furoyl radical or a radical R.sub.2 --O--CO, where R.sub.2 is an alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, bicycloalkyl, optionally substituted phenyl, or heterocycl radical, and R.sub.3 is an aromatic heterocyclic, alkyl, alkenyl, alkynyl cycloalkyl, phenyl or naphthyl radical. The novel products of general formula (I), wherein Z is a radical of general formula (II), have remarkable antitumoral activity.
Abstract: A process for dehydrogenating 1,4-butanediol to .gamma.-butyrolactone in the gas phase in the presence of a copper-containing catalyst, wherein the catalyst contains 4-40% by weight of copper and 0-5% by weight of Na.sub.2 O, based on the total weight of the catalyst, on a carrier consisting of 80-100% by weight of SiO.sub.2 and 0-20% by weight of CaO.
Type:
Grant
Filed:
September 4, 1997
Date of Patent:
September 21, 1999
Assignee:
BASF Aktiengesellschaft
Inventors:
Hans Jochen Mercker, Frank-Friedrich Pape, Joachim Simon, Andreas Henne, Michael Hesse, Ulrich Kohler, Roman Dostalek, Cristina Freire Erdbrugger, Detlef Kratz
Abstract: The present invention provides new sources of taxanes and other metabolites from members of the order Coniferales that are not in the genus Taxus.
Type:
Grant
Filed:
April 24, 1997
Date of Patent:
September 21, 1999
Assignee:
The Regents of the University of California