Compounds and compositions for ossification and methods related thereto
AssigneesEmory University, The United States of America as represented by the Department of Veterans Affairs
InventorsScott D. Boden, Sreedhara Sangadala
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Abstract
The disclosure relates to compounds and compositions for forming bone and methods related thereto. In one embodiment, the disclosure relates to a composition comprising a compound disclosed herein, such as 2,4-diamino-1,3,5-triazine derivatives or salts thereof, for use in bone growth processes. In a typical embodiment, a bone graft composition is implanted in a subject at a site of desired bone growth or enhancement.
Claims13
A method of forming bone or cartilage, comprising implanting a graft composition comprising a 2,4-diamino-1,3,5-triazine derivative or salt thereof in a subject under conditions such that bone or cartilage forms in the graft composition, wherein the 2,4-diamino-1,3,5-triazine derivative has the following formula:
- or salts thereof, wherein
- if is a single bond then
- R3 is alkyl, phenyl, benzyl, carbocyclyl, aryl, or heterocyclyl wherein R3 is optionally substituted with one or more the same or different R4;
- R2 is hydrogen or alkyl;
- and
- R1 is hydrogen or alkyl;
- or
- if is a double bond then
- R2 and R3 are absent;
- R1 is alkyl, alkenyl, carbocyclyl, aryl, or heterocyclyl wherein R3 is optionally substituted with one or more the same or different R4, R4 is alkyl, halogen, nitro, cyano, hydroxy, amino, mercapto, formyl, carboxy, carbamoyl, alkoxy, alkylthio, alkylamino, (alkyl)2amino, alkylsulfinyl, alkylsulfonyl, arylsulfonyl, carbocyclyl, aryl, or heterocyclyl, wherein R4 is optionally substituted with one or more, the same or different, R5;
- and
- R5 is halogen, nitro, cyano, hydroxy, trifluoromethoxy, trifluoromethyl, amino, formyl, carboxy, carbamoyl, mercapto, sulfamoyl, methyl, ethyl, methoxy, ethoxy, acetyl, acetoxy, methylamino, ethylamino, dimethylamino, diethylamino, N-methyl-N-ethylamino, acetylamino, N-methylcarbamoyl, N-ethylcarbamoyl, N,N-dimethylcarbamoyl, N,N-diethylcarbamoyl, N-methyl-N-ethylcarbamoyl, methylthio, ethylthio, methylsulfinyl, ethylsulfinyl, mesyl, ethylsulfonyl, methoxycarbonyl, ethoxycarbonyl, N-methylsulfamoyl, N-ethylsulfamoyl, N,N-dimethylsulfamoyl, N,N-diethylsulfamoyl, N-methyl-N-ethylsulfamoyl, carbocyclyl, aryl, or heterocyclyl.
A method of performing spinal fusion, comprising implanting a bone graft composition comprising a 2,4-diamino-1,3,5-triazine derivative or salt thereof configured to grow bone between two vertebrae of a subject, wherein the 2,4-diamino-1,3,5-triazine derivative has the following formula:
- or salts thereof, wherein
- if is a single bond then
- R3 is alkyl, phenyl, benzyl, carbocyclyl, aryl, or heterocyclyl wherein R3 is optionally substituted with one or more the same or different R4;
- R2 is hydrogen or alkyl;
- and
- R1 is hydrogen or alkyl;
- or
- if is a double bond then
- R2 and R3 are absent;
- R1 is alkyl, alkenyl, carbocyclyl, aryl, or heterocyclyl wherein R3 is optionally substituted with one or more the same or different R4, R4 is alkyl, halogen, nitro, cyano, hydroxy, amino, mercapto, formyl, carboxy, carbamoyl, alkoxy, alkylthio, alkylamino, (alkyl)2amino, alkylsulfinyl, alkylsulfonyl, arylsulfonyl, carbocyclyl, aryl, or heterocyclyl, wherein R4 is optionally substituted with one or more, the same or different, R5;
- and
- R5 is halogen, nitro, cyano, hydroxy, trifluoromethoxy, trifluoromethyl, amino, formyl, carboxy, carbamoyl, mercapto, sulfamoyl, methyl, ethyl, methoxy, ethoxy, acetyl, acetoxy, methylamino, ethylamino, dimethylamino, diethylamino, N-methyl-N-ethylamino, acetylamino, N-methylcarbamoyl, N-ethylcarbamoyl, N,N-dimethylcarbamoyl, N,N-diethylcarbamoyl, N-methyl-N-ethylcarbamoyl, methylthio, ethylthio, methyl sulfinyl, ethyl sulfinyl, mesyl, ethyl sulfonyl, methoxycarbonyl, ethoxycarbonyl, N-methylsulfamoyl, N-ethylsulfamoyl, N,N-dimethylsulfamoyl, N,N-diethylsulfamoyl, N-methyl-N-ethylsulfamoyl, carbocyclyl, aryl, or heterocyclyl.
A method of preventing or treating a bone fracture comprising administering a pharmaceutical composition comprising a 2,4-diamino-1,3,5-triazine derivative or pharmaceutically acceptable prodrug or salt thereof to a subject at risk for, exhibiting symptoms of, or diagnosed with a bone fracture, wherein the 2,4-diamino-1,3,5-triazine derivative has the following formula:
- or salts thereof, wherein
- if is a single bond then
- R3 is alkyl, phenyl, benzyl, carbocyclyl, aryl, or heterocyclyl wherein R3 is optionally substituted with one or more the same or different R4;
- R2 is hydrogen or alkyl;
- and
- R1 is hydrogen or alkyl;
- or
- if is a double bond then
- R2 and R3 are absent;
- R1 is alkyl, alkenyl, carbocyclyl, aryl, or heterocyclyl wherein R3 is optionally substituted with one or more the same or different R4, R4 is alkyl, halogen, nitro, cyano, hydroxy, amino, mercapto, formyl, carboxy, carbamoyl, alkoxy, alkylthio, alkylamino, (alkyl)2amino, alkylsulfinyl, alkylsulfonyl, arylsulfonyl, carbocyclyl, aryl, or heterocyclyl, wherein R4 is optionally substituted with one or more, the same or different, R5;
- and
- R5 is halogen, nitro, cyano, hydroxy, trifluoromethoxy, trifluoromethyl, amino, formyl, carboxy, carbamoyl, mercapto, sulfamoyl, methyl, ethyl, methoxy, ethoxy, acetyl, acetoxy, methylamino, ethylamino, dimethylamino, diethylamino, N-methyl-N-ethylamino, acetylamino, N-methyl carbamoyl, N-ethyl carbamoyl, N,N-dimethyl carbamoyl, N,N-diethyl carbamoyl, N-methyl-N-ethylcarbamoyl, methylthio, ethylthio, methyl sulfinyl, ethyl sulfinyl, mesyl, ethylsulfonyl, methoxycarbonyl, ethoxycarbonyl, N-methylsulfamoyl, N-ethylsulfamoyl, N, N-dimethylsulfamoyl, N,N-diethylsulfamoyl, N-methyl-N-ethylsulfamoyl, carbocyclyl, aryl, or heterocyclyl.
Dependencies are inferred from the claim text.