19-nor-vitamin D compounds
First Claim
1. Compounds having the formula ##STR9## where R is selected from the group consisting of alkyl, hydrogen, hydroxyalkyl, fluoroalkyl and a side chain of the formula ##STR10## wherein R1 represents hydrogen, hydroxy or O-acyl, R2 and R3 are each selected from the group consisting of alkyl, hydroxyalkyl and fluoroalkyl, or, when taken together represent the group--(CH2)m --where m is an integer having a value of from 2 to 5, R4 is selected from the group consisting of hydrogen, hydroxy, fluorine, O-acyl, alkyl, hydroxyalkyl and fluoroalkyl, R5 is selected from the group consisting of hydrogen, fluorine, alkyl, hydroxyalkyl and fluoroalkyl, or, R4 and R5 taken together represent double-bonded oxygen, R6 and R7 are each selected from the group consisting of hydrogen, hydroxy, O-acyl, fluorine and alkyl, or, R6 and R7 taken together form a carbon-carbon double bond, and wherein n is an integer having a value of from 1 to 5 and wherein the carbon at any one of positions 20, 22, or 23 in the side chain may be replaced by an O[, S, or N] atom, Q represents an alkyl and X is selected from the group consisting of hydrogen, acyl, alkylsilyl and alkoxyalkyl.
1 Assignment
0 Petitions
Accused Products
Abstract
This invention provides a novel class of vitamin D-related compounds, namely the 1α-hydroxy-19-nor-vitamin D analogs, as well as a general method for their chemical synthesis. The compounds exhibit pronounced activity in arresting the proliferation of undifferentiated cells, including malignant cells, and in inducing their differentiation, and thus represent novel therapeutic agents for the treatment of malignant and other diseases characterized by the proliferative growth of undifferentiated cells. Formulations for therapeutic use and treatment methods are also provided.
73 Citations
2 Claims
- 1. Compounds having the formula ##STR9## where R is selected from the group consisting of alkyl, hydrogen, hydroxyalkyl, fluoroalkyl and a side chain of the formula ##STR10## wherein R1 represents hydrogen, hydroxy or O-acyl, R2 and R3 are each selected from the group consisting of alkyl, hydroxyalkyl and fluoroalkyl, or, when taken together represent the group--(CH2)m --where m is an integer having a value of from 2 to 5, R4 is selected from the group consisting of hydrogen, hydroxy, fluorine, O-acyl, alkyl, hydroxyalkyl and fluoroalkyl, R5 is selected from the group consisting of hydrogen, fluorine, alkyl, hydroxyalkyl and fluoroalkyl, or, R4 and R5 taken together represent double-bonded oxygen, R6 and R7 are each selected from the group consisting of hydrogen, hydroxy, O-acyl, fluorine and alkyl, or, R6 and R7 taken together form a carbon-carbon double bond, and wherein n is an integer having a value of from 1 to 5 and wherein the carbon at any one of positions 20, 22, or 23 in the side chain may be replaced by an O[, S, or N] atom, Q represents an alkyl and X is selected from the group consisting of hydrogen, acyl, alkylsilyl and alkoxyalkyl.
Specification
-
- Resources
-
Current AssigneeWisconsin Alumni Research Foundation (University of Wisconsin System)
-
Original AssigneeWisconsin Alumni Research Foundation (University of Wisconsin System)
-
InventorsDeLuca, Hector F., Sicinski, Rafal R., Prahl, Jean M., Schnoes, Heinrich K., Perlman, Kato L.
-
Primary Examiner(s)Shaver, Paul F.
-
Application NumberUS07/481,354Time in Patent Office1,278 DaysField of Search568/665, 568/664, 560/179, 560/182, 560/194, 560/198, 556/437, 556/445, 556/449US Class Current568/665CPC Class CodesA61P 17/00 Drugs for dermatological di...A61P 35/00 Antineoplastic agentsA61P 35/02 specific for leukemiaA61P 5/12 for decreasing, blocking or...C07C 401/00 Irradiation products of cho...Y02P 20/55 Design of synthesis routes,...
