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US 9,394,227 B1Granted
Treprostinil derivatives and compositions and uses thereof
AssigneeCorsair Pharma, Inc.
InventorsXiaoming Zhang, Meenakshi S. Venkatraman, Cyrus K. Becker
Life of this patent
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Abstract
The present disclosure provides treprostinil derivatives that can act as prodrugs of treprostinil. The treprostinil derivatives can be used to treat any conditions responsive to treatment with treprostinil, including pulmonary hypertension, such as pulmonary arterial hypertension.
Claims24
A compound of Formula (I):
- wherein:
- R1 and R2 independently are hydrogen,
- wherein:
- R3 in each occurrence independently is alkyl, -alkylaryl, cycloalkyl, heterocyclyl, aryl or heteroaryl, each of which may optionally be substituted;
- R4 and R5 in each occurrence independently are hydrogen, C1-C6 alkyl or C3-C6 cycloalkyl, or R4 and R5 and the carbon atom to which they are connected form a C3-C6 cycloalkyl ring;
- R6 in each occurrence independently is hydrogen, R3, —C(═O)R3, —C(═O)OR3 or —C(═O)NR9R10;
- or
- R6 and R4 or R5, together with the atoms to which they are connected, form a heterocyclic ring;
- R9 and R10 in each occurrence independently are hydrogen, alkyl, -alkylaryl, cycloalkyl, heterocyclyl, aryl or heteroaryl;
- or
- R9 and R10 and the nitrogen atom to which they are connected form a heterocyclic or heteroaryl ring;
- j in each occurrence independently is an integer from 0 to 4;
- and
- m in each occurrence independently is an integer from 1 to 10;
- or a pharmaceutically acceptable salt, solvate, hydrate, clathrate, polymorph or stereoisomer thereof, with the proviso that:
- both R1 and R2 are not hydrogen;
- neither —OR1 nor —OR2 forms an acetate;
- neither —OR1 nor —OR2 forms a substituted cyclohexane-ester;
- and
- neither —OR1 nor —OR2 forms an ester with or of an amino acid (protected or unprotected), a peptide or a protein.
17 more elements
A compound of Formula (II):
- wherein:
- —O—Z—CO2H is
- optionally substituted —O-heteroalkyl-CO2H, optionally substituted —O-cyclyl-CO2H, optionally substituted —O—CH2-cyclyl-CO2H, optionally substituted —O-cyclyl-CH2—CO2H, or optionally substituted —O—CH2-cyclyl-CH2—CO2H,
- wherein:
- -cyclyl- is -cycloalkyl-, -heterocyclyl-, -aryl- or -heteroaryl-;
- R7 and R8 in each occurrence are hydrogen
- n is an integer from 1 to 10;
- and
- p is an integer from 2 to 9;
- or a pharmaceutically acceptable salt, solvate, hydrate, clathrate, polymorph or stereoisomer thereof, with the proviso that:
- —O—Z—CO2H does not contain a sugar moiety.
8 more elements
Dependencies are inferred from the claim text.