Abstract: Compounds of the formula: ##STR1## wherein R.sub.1 is at position 4 and either is an alkyl group of 1-6 C or is an --(CH.sub.2).sub.3 -- which is additionally linked to the phenyl at position 3 thereof;R.sub.2 is a lower alkyl of 1-3 C or is hydrogen;n.sub.1, n.sub.2 and n.sub.3 represent the number of CH.sub.2, C(R.sub.2).sub.2 and CH.sub.2 groups, respectively, wherein n.sub.1 is 2, 3, 4, 5, 6, 8, or 11, n.sub.2 is 0 or 1 and n.sub.3 is 0 andR.sub.4 is an alkyl residue of 1-12 C or is selected from phenyl and pyridyl; and their pharmaceutical compositions are useful in inhibiting the release of chemical mediators which cause allergic symptoms. Compounds, compositions, and methods for treatment of allergic conditions are disclosed.
Type:
Grant
Filed:
May 21, 1990
Date of Patent:
September 7, 1993
Assignee:
Frank M. Berger
Inventors:
Frank M. Berger, Joseph I. DeGraw, Jr., Howard L. Johnson
Abstract: p-Alkyl or cycloalkyl phenoxy alkanols and esters are provided having the structure: ##STR1## in which: R.sub.1 is an alkyl group having from one to six carbon atoms, preferably tertiary, and still more preferably tertiary-butul; or a bivalent cycloalkylene group condensed with the phenyl group at adjacent ring carbons thereof, such as in indane;R.sub.2 is lower alkyl having from one to three carbon atoms or hydrogen;R.sub.3 is hydroxyl or an ester group selected from the group consisting of COOR.sub.4 and OOCR.sub.4 derived from unsubstituted and hydroxy-substituted monocarboxylic acids and COOR.sub.5 OOC and OOCR.sub.
Type:
Grant
Filed:
December 22, 1988
Date of Patent:
June 4, 1991
Assignee:
Frank M. Berger
Inventors:
Frank M. Berger, Howard L. Johnson, Joseph I. DeGraw, Jr.
Abstract: A process is provided for preparing immunological adjuvants (which are unusual in that they do not contain mycolic acids, mycolic acid esters or lipopolysaccharides, and can increase the immune response in animals of soluble and particulate antigens without the presence of oil or oily vehicles, and without inducing adjuvant arthritis or other undesirable side effects) by solvent extraction from a species of Amycolata, a genus of filamentous branching bacteria known as Amycolata, as well as pharmaceutical compositions containing such adjuvants, and a process for increasing the immune response of antigens in animals by administration of such adjuvants.
Type:
Grant
Filed:
September 2, 1986
Date of Patent:
October 31, 1989
Assignee:
Frank M. Berger
Inventors:
Frank M. Berger, Constantin Bona, Mary P. Lechevalier
Abstract: p-Allyl or cycloalkyl phenoxy alkanols and esters are provided having the structure: ##STR1## in which: R.sub.1 is an alkyl group having from one to six carbon atoms, preferably tertiary, and still more preferably tertiary-butyl; or a bivalent cycloalkylene group condensed with the phenyl group at adjacent ring carbons thereof, such as in indane;R.sub.2 is lower alkyl having from one to three carbon atoms or hydrogen;R.sub.3 is hydroxyl or an ester group selected from the group consisting of COOR.sub.4 and OOCR.sub.4 derived from unsubstituted and hydroxy-substituted monocarboxylic acids and COOR.sub.5 OOC and OOCR.sub.
Type:
Grant
Filed:
May 7, 1987
Date of Patent:
March 28, 1989
Assignee:
Frank M. Berger
Inventors:
Frank M. Berger, Joseph I. Degraw, Howard L. Johnson
Abstract: p-Alkyl or cycloalkyl phenoxy alkanols and esters are provided having the structure: ##STR1## in which: R.sub.1 is an alkyl group having from one to six carbon atoms, preferably tertiary, and still more preferably tertiary-butyl; or a bivalent cycloalkylene group condensed with the phenyl group at adjacent ring carbons thereof, such as in indane;R.sub.2 is lower alkyl having from one to three carbon atoms or hydrogen;R.sub.3 is hydroxyl or an ester group selected from the group consisting of COOR.sub.4 and OOCR.sub.4 derived from unsubstituted and hydroxy-substituted monocarboxylic acids and COOR.sub.5 OOC and OOCR.sub.
Type:
Grant
Filed:
January 13, 1984
Date of Patent:
September 24, 1985
Assignee:
Frank M. Berger
Inventors:
Frank M. Berger, Joseph I. DeGraw, Jr., Howard L. Johnson
Abstract: p-Alkyl or cycloalkyl phenoxy alkanols and esters are provided having the structure: ##STR1## in which: R.sub.1 is an alkyl group having from one to six carbon atoms, preferably tertiary, and still more preferably tertiary-butyl; or a bivalent cycloalkylene group condensed with the phenyl group at adjacent ring carbons thereof, such as in indane;R.sub.2 is lower alkyl having from one to three carbon atoms or hydrogen;R.sub.3 is hydroxyl or an ester group selected from the group consisting of COOR.sub.4 and OOCR.sub.4 derived from unsubstituted and hydroxy-substituted monocarboxylic acids and COOR.sub.5 OOC and OOCR.sub.
Type:
Grant
Filed:
December 3, 1981
Date of Patent:
May 29, 1984
Assignee:
Frank M. Berger
Inventors:
Frank M. Berger, Joseph I. DeGraw, Jr., Howard L. Johnson