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US 11,787,772 B2Granted
Carboxylic diarythiazepineamines as mixed mu- and delta-opioid receptor agonists
AssigneeThe Trustees of Columbia University in the City of New York
InventorsAndrew Kruegel, Dalibor Sames, Jonathan A. Javitch
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Abstract
The present invention provides a compound having the structure: or a pharmaceutically acceptable salt or ester thereof, and a method of treating a subject afflicted with a pain, a depressive disorder, a mood disorder, an anxiety disorder, borderline personality disorder, opioid addiction, or opioid withdrawal symptoms by administering the compound to the subject.
Claims23
A compound having the structure:
- wherein
- R1 is —H or -(alkyl);
- R2 is —(C3-C20 alkyl)-CO2H or —(C3-C20 alkyl)-CO2-(alkyl);
- R3 is —H or -(alkyl);
- R4, R5, R6 and R7 are each independently —H, —Cl, —Br, —F, —I, —CN, —CF3, —OCF3, -(alkyl), -(alkenyl), -(alkynyl), -(aryl), —NH2, —NH-(alkyl), —NH-(alkenyl), —NH-(alkynyl) —NH-(aryl), —NH-(heteroaryl), —OH, —OAc, —O—C(O) (alkyl), —O-(alkyl), —O-(alkylaryl), —O-(alkenyl), —O-(alkynyl), —O-(aryl), —O-(heteroaryl), —S-(alkyl), —S-(alkenyl), —S-(alkynyl), —S-(aryl), —S-(heteroaryl), —S(O)-(alkyl), —S(O)-(aryl), —S(O)-(heteroaryl), —SO2-(alkyl), —SO2-(aryl), or —SO2-(heteroaryl);
- R8, R9, —R10 and —R11 are each independently —H, —Cl, —Br, —F, —I, —CN, —CF3, —OCF3, -(alkyl), -(aryl), -(heteroaryl) -(alkenyl), -(alkynyl), —NH2, —NH-(alkyl), —NH-(alkenyl), —NH-(alkynyl) —NH-(aryl), —NH-(heteroaryl), —OH, —OAc, —O—C(O)(alkyl), —O-(alkyl), —O-(alkenyl), —O-(alkynyl), —O-(aryl), —O-(heteroaryl), —S-(alkyl), —S-(alkenyl), —S-(alkynyl), —S-(aryl), —S-(heteroaryl), —S(O)-(alkyl), —S(O)-(aryl), —S(O)-(heteroaryl), —SO2-(alkyl), —SO2-(aryl), or —SO2-(heteroaryl);
- wherein when R2 is —(C3-6 alkyl)-CO2H, then one of R5 or R6 is -(alkynyl) or —S-(alkyl), or R5 and R6 are each independently —Cl, —Br, —F, or —I,
- wherein when R2 is —(C3-6 alkyl)-CO2-(alkyl), then one of R5 or R6 is -(alkynyl), or R5 and R6 are each independently —Cl, —Br, —F, or —I, and
- wherein when R1 is —CH3, R3, R4, R6, R7, R8, R9, —R10 and —R11 are each —H, and R5 is Cl, then R2 is other than —(CH2)7CO2H, —(CH2)10CO2H, —CH(CH3)(CH2)5CO2H or —(CH2)2CH(CH3)(CH2)3CO2H, and
- wherein when R1 is —CH3, R3, R4, R6, R7, R8, R9, —R10 and —R11 are each —H, and R5 is SCH3, then R2 is other than —(CH2)6CO2H,
- or a pharmaceutically acceptable salt or ester thereof.
8 more elements
Dependencies are inferred from the claim text.