Air Products and Chemicals, Inc.

Hauser, Inc.

The Johns Hopkins University

Dovetail Technologies, Inc.

Randall J Daughenbaugh

Christopher K Murray

Qun Y Zheng

Dale D Dixon

Gary H Posner

Poonsakdi Ploypradith

Floyd E Taub

Daniel Lednicer

Theresa A Shapiro

Michael H Parker

Soon Hyung Woo

Thomas J Perun

Michael E Ford

Barton Milligan

David T Bailey

Robert L Fowlkes

William R Gamble

Dennis D Gertenbach

John Northrop

Eckhart R Becker

Jeffrey S Elias

The present invention relates to peptide-like compounds, eg aminocarboxylic acid amide derivatives, and to methods of using same to stimulate cells of the immune system, bone marrow and other organs. The present compounds can be used to enhance vaccination, increase synthesis of and enhance function of blood cell components and enhance anti-neoplastic effects of various agents. The compounds of the invention can be used to produce a variety of further pharmacologic effects.

Low molecular weight cell, bone marrow and immune stimulants

The present invention is directed to novel disulfides and thiols that are of up to about eighteen amino acids. One example, is a compound of the formula (1): A&mdash;B&mdash;C&mdash;S&mdash;S&mdash;D&mdash;E&mdash;F, wherein: A and F are selected from the group consisting of hydrogen, an amino acid, a dipeptide, a tripeptide, a modified polypeptide up to three amino acids long, and a carbobenzoxy groups, B and E are selected from the group consisting of an amino acid, a dipeptide, a tripeptide, and a modified polypeptide comprising up to and including three amino acids, C and D are selected from the group consisting of a modified polypeptide and a polypeptide comprising up to and including three amino acids, and S is the sulfur atom in the modified polypeptide and the polypeptide in C and D.

Disulfides and thiol compounds

The present invention provides a two-step procedure for the replacement of the pyranose anomeric 10-OH group in dihydroartemisinin by a variety of carbon nucleophiles, resulting in the novel C-10 carbon-substituted trioxanes of structure: ##STR1## wherein, when n is 1, R is selected from a group of unsubstituted or substituted aryls, heteroaryls, polyethylene glycol, acetylenics, or benzoylmethylenes, or alkanoylmethylenes; or when n is 2, R is selected from a group of unsubstituted or substituted aryls, heteroaryls, polyethylene glycol, alkenyls, alkyls, diketones or bis-acetylenes; or when n is 3, R is selected from a group of unsubstituted or substituted aryls, heteroaryls, polyethylene glycol, alkenyls, alkyls, diketones or bis-acetylenes.

C-10 carbon-substituted artemisinin-like trioxane compounds having

The present invention provides a two-step procedure for the replacement of the pyranose anomeric 10-OH group in dihydroartemisinin by a variety of carbon nucleophiles, resulting in the novel C-10 carbon-substituted trioxanes of structure: ##STR1## wherein, when n is 1, R is selected from a group of unsubstituted or substituted aryls, heteroaryls, polyethylene glycol, acetylenics, or benzoylmethylenes, or alkanoylmethylenes; or when n is 2, R is selected from a group of unsubstituted or substituted aryls, heteroaryls, polyethylene glycol, alkenyls, alkyls, diketones or bis-acetylenes.

In general the present invention relates to a process for the removal of undesireable compounds or residues from an extract which are more polar or less polar than the desired target compound. The preferred embodiment of the present invention is a three step process and is described in detail below. The first step includes contacting a plant material that contains the desired target compound(s) with a solvent, thus producing a crude extract containing a mixture of compounds that includes, in addition to the undesireable residues, the desired target compound(s). The second step involves passing the crude extract through a series of columns containing an absorbent that retards the movement of the undesireable compounds, while allowing the desired compounds to pass. The third and final step involves drying the eluant product to achieve a final product.

Process for removing impurities from natural product extracts

Methods of inducing immunity using low molecular weight immune stimulants

Novel trioxane dimers of structure ##STR1## which possess antiproliferative and antitumor activities.

Trioxane dimer compounds having antiproliferative and antitumor

An antitumor compound of formula (5) ##STR1## in which R is Ac or H, and R.sub.1, R.sub.2 is an alkyl group such as Me, Et, Pr, i-Pr, n-Bu or t-Bu, R.sub.3 is H; R.sub.1 and R.sub.2 and R.sub.3 are H; R.sub.1 is an alkyl group such as Me, Et, Pr, i-Pr, n-Bu or t-Bu, R.sub.2, R.sub.3 is H; R.sub.1 and R.sub.3 are H, R.sub.2 is an alkyl group such as Me, Et, Pr, i-Pr, n-Bu or t-Bu; R.sub.1 is H, R.sub.2 and R.sub.3 are an alkyl group such as Me, Et, Pr, i-Pr, n-Bu or t-Bu; R.sub.1 and R.sub.2 and R.sub.3 are an alkyl group Me, Et, Pr, i-Pr, n-Bu or t-Bu. Me is an abbreviation for methyl, Et is ethyl, Pr is propyl, i-Pr is isopropyl, n-Bu is n-butyl, and t-Bu is tert-butyl. Also provided by the invention is a one step method of preparing a compound of formula (5) whereby a taxane having a tiglate group attached to the side chain is contacted with an oxidizing reagent resulting in the formation of an epoxide having antitumor activity.

Cephalomannine epoxide, its analogues and a method for preparing the same

Described herein are novel trioxane dimers of structure ##STR1## which possess antiproliferative and antitumor activities.

This invention relates to an improved process for producing morpholine. The improvement resides in continuously charging the diethylene glycol and ammonia to a first trickle bed reactor, operating the reactor under conditions such that the diethylene glycol is maintained as a discontinuous liquid phase and the morpholine formed is predominantly in the vapor phase, separating the reaction products into a morpholine stream and a 2-(2,aminoethoxy)ethanol stream, and then charging the 2-(2,aminoethoxy)ethanol stream to a second trickle bed reactor and then reacting with ammonia to produce morpholine.

Synthesis of morpholine

This invention relates to an improved process for producing morpholine and its derivates by reacting ammonia and dialkylene glycol. The improvement resides in continuously charging the dialkylene glycol and ammonia to a trickle bed reactor, operating the reactor under conditions such that the dialkylene glycol is maintained as a discontinuous liquid phase and the morpholine formed is predominantly in the vapor phase.

Synthesis of heterocyclic amines via the reaction of dialkylene glycol

A process for preparing allylic amines which comprises contacting an allylic alcohol with ammonia or a primary or secondary amine in the presence of an effective amount of a phosphorus containing substance at a temperature sufficient to effect a reaction between the allylic alcohol and the ammonia or organic amine to produce an allylic amine.

Allylamines from allyl alcohol

This invention relates to a process for reducing amidine formation during reduction of organonitriles. The process comprises including a boron compound in the reaction medium in sufficient amount to complex the amidine compound as it is formed.

Inhibiting amidine formation during hydrogenation of organo nitriles

This invention relates to an improvement in a process for preparing lower acyclic saturated amines by the gas phase hydrogenation of nitriles. To carry out the gas phase hydrogenation, the temperatures utilized in the reaction zone are from about 150.degree. to 350.degree. C., the pressure from about atmospheric to 500 psia, and the space velocity from about 750-20,000. Preferably, the conditions are controlled such that the components in the reaction zone are not exposed to a temperature greater than 380.degree. C. for a period of time in excess of 0.03 seconds.

Production of higher amines by the gas phase hydrogenation of nitriles

Morpholine is produced by the catalytic hydrogenation of bis (cyanomethyl) ether.

Growing community of inventors

Longmont, CO, United States of America

Randall J Daughenbaugh