Dynapol Corporation

Alza Corporation

Cyclex, Inc.

Ned M Weinshenker

Daniel J Dawson

Robert E Wingard, Jr

Grant E DuBois

Guy A Crosby

James A Dale

Bernard G Sheldon

Sally Ann Swanson

Leonard A Bunes

Niels H Andersen

Roman Davis

Niels H Anderson

William P O'Neill

Cyclodextrins can be coupled to biorecognition molecules such as antibodies. The cyclodextrins so coupled provide a cavity or complexation zone into which active agents such as labels, drugs and the like may be incorporated. The active agent forms a noncovalently bonded inclusion complex within the cavity of the cyclodextrin. It remains associated with the cyclodextrin and the coupled biorecognition molecule and thus can be delivered to the other half of the biospecific recognition pair. A process for producing these materials is also disclosed. The process includes the steps of activating a primary hydroxyl site on a cyclodextrin; linking a biorecognition molecule to the activated primary hydroxyl site on the cyclodextrin in either a direct covalent linkage or through a covalently linked spacer; and introducing a guest molecule (active agent) into the cavity of the derivatized cyclodextrin to form an inclusion complex.

Cyclodextrins as carriers

Cyclodextrins and especially ionic cyclodextrin derivatives facilitate the iontophoretic delivery of pharmaceutically active agents.

Pharmaceutical preparations containing cyclodextrins and their use in

Polymeric quaternary ammonium compounds having recurring vinylbenzyl ammonium units are disclosed. The quaternary ammonium units preferably have 2 alkyl substituents of 1 to 4 carbons and 1 alkyl substituent of 4 to 12 carbons. These materials have antimicrobial properties and are particularly useful for preserving ophthalmic solutions.

Quaternary ammonium group-containing polymers having antimicrobial

Water-fast printing of paper stock using a colorant solution containing water-soluble polymeric dyes is accomplished by a three step process. Step 1 is selecting a paper stock characterized as containing at least 250 ppm by weight of cation, particularly a polyvalent metal cation (especially Ca.sup.2+ or Al.sup.3+). In step 2, a colorant solution is applied to the paper. This solution is water-based, containing up to 30 wt % of an organic paper-penetrating agent (such as an alkanol), and at least 500 ppm of one or more anionic group-possessing polymeric colorants. In step 3, the solvent is exhausted by either evaporation (which may be aided by the application of heat) or diffusion into the paper stock, or by a combination of both.

Water-fast printing with water-soluble dyes

Novel alkyl diethers of prostaglandins of the formula; ##STR1## wherein R.sub.1 is hydrogen or lower alkyl; R.sub.2 and R.sub.6 are hydrogen when Y is a single bond and R.sub.2 and R.sub.6 are absent when Y is a double bond; R.sub.3 is keto, ##STR2## R'.sub.9 is hydrogen or lower alkyl; R'.sub.10 is lower alkyl; R'.sub.11 is lower alkyl; Z.sub.1 is cis or trans --CH.dbd.CH-- or --CH.sub.2 CH.sub.2 --; Z.sub.2 is trans --CH.dbd.CH-- or --CH.sub.2 CH.sub.2 --; X is a single bond or a double bond and X is a single bond when R.sub.4 and R.sub.5 are hydrogen; Y is a single bond or a double bond; n is 1 to 5, m is 0 to 4; and the non-toxic salts. The prostaglandin ethers possess valuable pharmacological properties as modifiers of smooth muscle activity, gastric secretion, blood pressure, lipolysis and the reproductive system. The compounds also induce labor and menses and they can be used for the relief of asthma and nasal congestion. The compounds are also useful as platelet anti-clumping agents and for the inhibition of peptic ulcers.

Pharmaceutical composition containing prostadienoic acid for regulating

Polymeric hydroquinones of the structure ##STR1## WHEREIN N IS FROM 3 TO 10,000 INCLUSIVE AND R and R' independently are hydrogen or a lower alkyl, are disclosed, as is the preparation and the use of such materials, especially as nonabsorbable polymeric antioxidants for edible materials.

Polymeric hydroquinone antioxidant

Novel alkyl diethers of prostaglandins of the formula; ##STR1## wherein R.sub.1 is hydrogen or lower alkyl; R.sub.2 and R.sub.6 are hydrogen when Y is a single bond and R.sub.2 and R.sub.6 are absent when Y is a double bond; R.sub.3 is keto, ##STR2## R.sub.4 is hydrogen or ##STR3## R'.sub.9 is hydrogen or lower alkyl; R'.sub.10 is lower alkyl; R'.sub.11 is lower alkyl; Z.sub.1 is cis or trans --CH.dbd.CH-- or --CH.sub.2 CH.sub.2 --; Z.sub.2 is trans --CH.dbd.CH-- or --CH.sub.2 CH.sub.2 --; X is a single bond or a double bond and X is a single bond when R.sub.4 and R.sub.5 are hydrogen; Y is a single bond or a double bond; n is 1 to 5, m is 0 to 4; and the non-toxic salts. The prostaglandin ethers possess valuable pharmacological properties as modifiers of smooth muscle activity, gastric secretion, blood pressure, lipolysis and the reproductive system. The compounds also induce labor and menses and they can be used for the relief of asthma and nasal congestion. The compounds are also useful as platelet anti-clumping agents and for the inhibition of peptic ulcers.

Alkyl diethers of prostaglandins

Insoluble polymeric organotin hydrides of the formula: ##STR1## WHEREIN P represents an organic polymer backbone; R and R.sub.1 each represent a hydrogen atom, a lower alkyl group of 1 to 5 carbon atoms, an aryl group of 6 to 10 carbon atoms, or an alkaryl or aralkyl group of from 7 to 10 carbon atoms; and n is a positive number greater than 1 are disclosed. Such polymeric organotin hydrides are useful as reagents for reducing organic compounds such as organic halides, ketones, and aldehydes without the difficult problem of removing dissolved or dispersed tin impurities from the reduced compounds.

Process for the reduction of aldehydes and ketones to the corresponding

Polymeric hydroquinones of the structure ##STR1## , wherein n is from 3 to 10,000 inclusive and R and R' independently are hydrogen or a lower alkyl, are disclosed, as is the preparation and the use of such materials, especially as nonabsorbable polymeric antioxidants for edible materials.

Edible with polymeric hydroquinone antioxidant

Flavanones represented by the formula ##STR1## wherein R is a lower alkyl of from one to three carbon atoms inclusive, n is an integer of from one to three inclusive and M is hydrogen or a physiologically acceptable metal cation, are disclosed. These materials are themselves useful as dietetic sweeteners as well as being direct intermediates for the preparation of useful dihydrochalcone sweeteners.

Sulfoalkylated flavanone sweeteners

Organic liquids subject to oxidative decomposition, such as ethers, are stabilized against such decomposition by the addition of particulate, insoluble solid polymer resin to which is covalently bonded a plurality of oxidation active groups.

Oxidation stabilization

Phenolic polymers formed by the reaction of divinylbenzene with a mixture of hydroxyanisole, tertiary butylhydroquinone, tertiary butyl phenol and bisphenol A (and optionally para-cresol) under condensation conditions in the presence of a phenol ortho alkylation catalyst are disclosed. These materials find use as oil-soluble antioxidants especially for edibles.

Oil soluble polymeric antioxidant prepared by condensation of

Insoluble polymeric organotin hydrides of the formula: ##EQU1## wherein P represents an organic polymer backbone; R and R.sub.1 each represent a hydrogen atom, a lower alkyl group of 1 to 5 carbon atoms, an aryl group of 6 to 10 carbon atoms, or an alkaryl or aralkyl group of from 7 to 10 carbon atoms; and n is a positive number greater than 1 are disclosed. Such polymeric organotin hydrides are useful as reagents for reducing organic compounds such as organic halides, ketones, and aldehydes without the different problem of removing dissolved or dispersed tin impurities from the reduced compounds.

Polymeric organotin hydride reagents

A group of novel dihydrochalcone compounds represented by the formula ##SPC1## Wherein R is a lower alkyl or from one to three carbon atoms inclusive, n is an integer of from one to three inclusive and M is a physiologically acceptable metal cation, are disclosed. These materials are useful as dietetic sweeteners.

Growing community of inventors

Palo Alto, CA, United States of America

Ned M Weinshenker