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US 2007/0179141 A1Published application
Therapeutic agents useful for treating pain
AssigneeEuro-Celtique S.A.
InventorZhengming Chen
Life of this patent
Estimating the term…
Abstract
4-Tetrazolyl-4-phenylpiperidine Compounds, compositions comprising an effective amount of a 4-Tetrazolyl-4-phenylpiperidine Compound, methods for treating or preventing pain or diarrhea in an animal comprising administering to an animal in need thereof an effective amount of a 4-Tetrazolyl-4-phenylpiperidine Compound and methods for stimulating opioid-receptor function in a cell comprising contacting a cell capable of expressing an opioid receptor with an effective amount of a 4-Tetrazolyl-4-phenylpiperidine Compound are disclosed.
Claims33
1-109. (canceled)
A compound of formula
- or a pharmaceutical salt thereof.
(canceled)
A composition comprising a compound or a pharmaceutically acceptable salt of a compound of formula (Ia):
- wherein:
- Ar1 is —C3-C8 cycloalkyl, phenyl, naphthyl, anthryl, phenanthryl or -(5- to 7-membered) heteroaryl, each being unsubstituted or substituted with one or more R2 groups;
- Ar2 is phenyl, naphthyl, anthryl, phenanthryl or -(5- to 7-membered) heteroaryl, each being unsubstituted or substituted with one or more R2 groups;
- G is —H, -L-(CH2)nCO2R4, -L-(CH2)nR5, —(C1-C5 alkylene)CO2R4, or (C1-C5 alkylene)R5;
- L=—C(O)—, —SO2— or —SO—;
- R1=H, —C(O)NH2, —C(O)NHOH, —CO2R4, —CHO, —CN, —(C1-C4 alkyl), —C(O)NH(C1-C4 alkyl), or —C(O)N(C1-C4 alkyl)2;
- R2 and R3 are each independently -halogen, —C1-C3 alkyl, —O(C1-C3 alkyl), —NH(C1-C3 alkyl) or —N(C1-C3 alkyl)2;
- R4=—H, —C1-C10 alkyl, —CH2O(C1-C4 alkyl), —CH2N(C1-C4 alkyl)2, or —CH2NH(C1-C4 alkyl);
- R5=—NH2, —NHSO2R4, —C(O)NH2, —C(O)NHOH, —SO2NH2, —C(O)NH(C1-C4 alkyl), —C(O)N(C1-C4 alkyl)2, —SO2NH(C1-C4 alkyl), —SO2N(C1-C4 alkyl)2, —H, —OH, —CN, —C3-C8 cycloalkyl, phenyl, naphthyl, anthryl, phenanthryl, or -(5- to 7-membered) heteroaryl, each being unsubstituted or substituted with one or more R2 groups;
- m=an integer ranging from 0 to 4;
- n=an integer ranging from 1 to 4;
- p=0 or 1;
- and
- q=an integer ranging from 0 to 3;
- a pharmaceutically acceptable carrier, and a therapeutic agent selected from the group consisting of an opioid analgesic, a non-opioid analgesic, an anti-emetic agent, and an anti-diarrheal agent.
12 more elements
A method of treating pain in an animal, comprising administering to an animal in need thereof an effective amount of a compound or a pharmaceutically acceptable salt of a compound of formula (Ia):
- wherein:
- Ar1 is —C3-C8 cycloalkyl, phenyl, naphthyl, anthryl, phenanthryl or -(5- to 7-membered) heteroaryl, each being unsubstituted or substituted with one or more R2 groups;
- Ar2 is phenyl, naphthyl, anthryl, phenanthryl or -(5- to 7-membered) heteroaryl, each being unsubstituted or substituted with one or more R2 groups;
- G is —H, -L-(CH2)nCO2R4, -L-(CH2)nR5, —(C1-C5 alkylene)CO2R4, or (C1-C5 alkylene)R5;
- L=—C(O)—, —SO2— or —SO—;
- R1=H, —C(O)NH2, —C(O)NHOH, —CO2R4, —CHO, —CN, —(C1-C4 alkyl), —C(O)NH(C1-C4 alkyl), or —C(O)N(C1-C4 alkyl)2;
- R2 and R3 are each independently -halogen, —C1-C3 alkyl, —O(C1-C3 alkyl), —NH(C1-C3 alkyl) or —N(C1-C3 alkyl)2;
- R4=—H, —C1-C10 alkyl, —CH2O(C1-C4 alkyl), —CH2N(C1-C4 alkyl)2, or —CH2NH(C1-C4 alkyl);
- R5=—NH2, —NHSO2R4, —C(O)NH2, —C(O)NHOH, —SO2NH2, —C(O)NH(C1-C4 alkyl), —C(O)N(C1-C4 alkyl)2, —SO2NH(C1-C4 alkyl), —SO2N(C1-C4 alkyl)2, —H, —OH, —CN, —C3-C8 cycloalkyl, phenyl, naphthyl, anthryl, phenanthryl, or -(5- to 7-membered) heteroaryl, each being unsubstituted or substituted with one or more R2 groups;
- m=an integer ranging from 0 to 4;
- n=an integer ranging from 1 to 4;
- p=0 or 1;
- and
- q=an integer ranging from 0 to 3.
11 more elements
A method for stimulating opioid-receptor function in a cell comprising contacting a cell capable of expressing an opioid receptor with an effective amount of a compound or a pharmaceutically acceptable salt of a compound of formula (Ia):
- wherein:
- Ar1 is —C3-C8 cycloalkyl, phenyl, naphthyl, anthryl, phenanthryl or -(5- to 7-membered) heteroaryl, each being unsubstituted or substituted with one or more R2 groups;
- Ar2 is phenyl, naphthyl, anthryl, phenanthryl or -(5- to 7-membered) heteroaryl, each being unsubstituted or substituted with one or more R2 groups;
- G is —H, -L-(CH2)nCO2R4, -L-(CH2)nR5, —(C1-C5 alkylene)CO2R4, or (C1-C5 alkylene)R5;
- L=—C(O)—, —SO2— or —SO—;
- R1=H, —C(O)NH2, —C(O)NHOH, —CO2R4, —CHO, —CN, —(C1-C4 alkyl), —C(O)NH(C1-C4 alkyl), or —C(O)N(C1-C4 alkyl)2;
- R2 and R3 are each independently -halogen, —C1-C3 alkyl, —O(C1-C3 alkyl), —NH(C1-C3 alkyl) or —N(C1-C3 alkyl)2;
- R4=—H, —C1-C10 alkyl, —CH2O(C1-C4 alkyl), —CH2N(C1-C4 alkyl)2, or —CH2NH(C1-C4 alkyl);
- R5=—NH2, —NHSO2R4, —C(O)NH2, —C(O)NHOH, —SO2NH2, —C(O)NH(C1-C4 alkyl), —C(O)N(C1-C4 alkyl)2, —SO2NH(C1-C4 alkyl), —SO2N(C1-C4 alkyl)2, —H, —OH, —CN, —C3-C8 cycloalkyl, phenyl, naphthyl, anthryl, phenanthryl, or -(5- to 7-membered) heteroaryl, each being unsubstituted or substituted with one or more R2 groups;
- m=an integer ranging from 0 to 4;
- n=an integer ranging from 1 to 4;
- p=0 or 1;
- and
- q=an integer ranging from 0 to 3.
11 more elements
A method of treating diarrhea in an animal, comprising administering to an animal in need thereof an effective amount of a compound or a pharmaceutically acceptable salt of a compound of formula (Ia):
- wherein:
- Ar1 is —C3-C8 cycloalkyl, phenyl, naphthyl, anthryl, phenanthryl or -(5- to 7-membered) heteroaryl, each being unsubstituted or substituted with one or more R2 groups;
- Ar2 is phenyl, naphthyl, anthryl, phenanthryl or -(5- to 7-membered) heteroaryl, each being unsubstituted or substituted with one or more R2 groups;
- G is —H, -L-(CH2)nCO2R4, -L-(CH2)nR5, —(C1-C5 alkylene)CO2R4, or (C1-C5 alkylene)R5;
- L=—C(O)—, —SO2— or —SO—;
- R1=H, —C(O)NH2, —C(O)NHOH, —CO2R4, —CHO, —CN, —(C1-C4 alkyl), —C(O)NH(C1-C4 alkyl), or —C(O)N(C1-C4 alkyl)2;
- R2 and R3 are each independently -halogen, —C1-C3 alkyl, —O(C1-C3 alkyl), —NH(C1-C3 alkyl) or —N(C1-C3 alkyl)2;
- R4=—H, —C1-C10 alkyl, —CH2O(C1-C4 alkyl), —CH2N(C1-C4 alkyl)2, or —CH2NH(C1-C4 alkyl);
- R5=—NH2, —NHSO2R4, —C(O)NH2, —C(O)NHOH, —SO2NH2, —C(O)NH(C1-C4 alkyl), —C(O)N(C1-C4 alkyl)2, —SO2NH(C1-C4 alkyl), —SO2N(C1-C4 alkyl)2, —H, —OH, —CN, —C3-C8 cycloalkyl, phenyl, naphthyl, anthryl, phenanthryl, or -(5- to 7-membered) heteroaryl, each being unsubstituted or substituted with one or more R2 groups;
- m=an integer ranging from 0 to 4;
- n=an integer ranging from 1 to 4;
- p=0 or 1;
- and
- q=an integer ranging from 0 to 3.
11 more elements
A composition comprising a compound or a pharmaceutically acceptable salt of a compound of formula (Ib):
- wherein:
- Ar1 is —C3-C8 cycloalkyl, phenyl, naphthyl, anthryl, phenanthryl or -(5- to 7-membered) heteroaryl, each being unsubstituted or substituted with one or more R2 groups;
- Ar2 is phenyl, naphthyl, anthryl, phenanthryl or -(5- to 7-membered) heteroaryl, each being unsubstituted or substituted with one or more R2 groups;
- G is —H, -L-(CH2)nCO2R4, -L-(CH2)nR5, —(C1-C5 alkylene)CO2R4, or (C1-C5 alkylene)R5;
- L=—C(O)—, —SO2— or —SO—;
- R1=H, —C(O)NH2, —C(O)NHOH, —CO2R4, —CHO, —CN, —(C1-C4 alkyl), —C(O)NH(C1-C4 alkyl), or —C(O)N(C1-C4 alkyl)2;
- R2 and R3 are each independently -halogen, —C1-C3 alkyl, —O(C1-C3 alkyl), —NH(C1-C3 alkyl) or —N(C1-C3 alkyl)2;
- R4=—H, —C1-C10 alkyl, —CH2O(C1-C4 alkyl), —CH2N(C1-C4 alkyl)2, or —CH2NH(C1-C4 alkyl);
- R5=—NH2, —NHSO2R4, —C(O)NH2, —C(O)NHOH, —SO2NH2, —C(O)NH(C1-C4 alkyl), —C(O)N(C1-C4 alkyl)2, —SO2NH(C1-C4 alkyl), —SO2N(C1-C4 alkyl)2, —H, —OH, —CN, —C3-C8 cycloalkyl, phenyl, naphthyl, anthryl, phenanthryl, or -(5- to 7-membered) heteroaryl, each being unsubstituted or substituted with one or more R2 groups;
- m=an integer ranging from 0 to 4;
- n=an integer ranging from 1 to 4;
- p=0 or 1;
- and
- q=an integer ranging from 0 to 3;
- a pharmaceutically acceptable carrier, and a therapeutic agent selected from the group consisting of an opioid analgesic, a non-opioid analgesic, an anti-emetic agent, and an anti-diarrheal agent.
12 more elements
A method of treating pain in an animal, comprising administering to an animal in need thereof an effective amount of a compound or a pharmaceutically acceptable salt of a compound of formula (Ib):
- wherein:
- Ar1 is —C3-C8 cycloalkyl, phenyl, naphthyl, anthryl, phenanthryl or -(5- to 7-membered) heteroaryl, each being unsubstituted or substituted with one or more R2 groups;
- Ar2 is phenyl, naphthyl, anthryl, phenanthryl or -(5- to 7-membered) heteroaryl, each being unsubstituted or substituted with one or more R2 groups;
- G is —H, -L-(CH2)nCO2R4, -L-(CH2)nR5, —(C1-C5 alkylene)CO2R4, or (C1-C5 alkylene)R5;
- L=—C(O)—, —SO2— or —SO—;
- R1=H, —C(O)NH2, —C(O)NHOH, —CO2R4, —CHO, —CN, —(C1-C4 alkyl), —C(O)NH(C1-C4 alkyl), or —C(O)N(C1-C4 alkyl)2;
- R2 and R3 are each independently -halogen, —C1-C3 alkyl, —O(C1-C3 alkyl), —NH(C1-C3 alkyl) or —N(C1-C3 alkyl)2;
- R4=—H, —C1-C10 alkyl, —CH2O(C1-C4 alkyl), —CH2N(C1-C4 alkyl)2, or —CH2NH(C1-C4 alkyl);
- R5=—NH2, —NHSO2R4, —C(O)NH2, —C(O)NHOH, —SO2NH2, —C(O)NH(C1-C4 alkyl), —C(O)N(C1-C4 alkyl)2, —SO2NH(C1-C4 alkyl), —SO2N(C1-C4 alkyl)2, —H, —OH, —CN, —C3-C8 cycloalkyl, phenyl, naphthyl, anthryl, phenanthryl, or -(5- to 7-membered) heteroaryl, each being unsubstituted or substituted with one or more R2 groups;
- m=an integer ranging from 0 to 4;
- n=an integer ranging from 1 to 4;
- p=0 or 1;
- and
- q=an integer ranging from 0 to 3.
11 more elements
A method for stimulating opioid-receptor function in a cell comprising contacting a cell capable of expressing an opioid receptor with an effective amount of a compound or a pharmaceutically acceptable salt of a compound of formula (Ib):
- wherein:
- Ar1 is —C3-C8 cycloalkyl, phenyl, naphthyl, anthryl, phenanthryl or -(5- to 7-membered) heteroaryl, each being unsubstituted or substituted with one or more R2 groups;
- Ar2 is phenyl, naphthyl, anthryl, phenanthryl or -(5- to 7-membered) heteroaryl, each being unsubstituted or substituted with one or more R2 groups;
- G is —H, -L-(CH2)nCO2R4, -L-(CH2)nR5, —(C1-C5 alkylene)CO2R4, or (C1-C5 alkylene)R5;
- L=—C(O)—, —SO2— or —SO—;
- R1=H, —C(O)NH2, —C(O)NHOH, —CO2R4, —CHO, —CN, —(C1-C4 alkyl), —C(O)NH(C1-C4 alkyl), or —C(O)N(C1-C4 alkyl)2;
- R2 and R3 are each independently -halogen, —C1-C3 alkyl, —O(C1-C3 alkyl), —NH(C1-C3 alkyl) or —N(C1-C3 alkyl)2;
- R4=—H, —C1-C10 alkyl, —CH2O(C1-C4 alkyl), —CH2N(C1-C4 alkyl)2, or —CH2NH(C1-C4 alkyl);
- R5=—NH2, —NHSO2R4, —C(O)NH2, —C(O)NHOH, —SO2NH2, —C(O)NH(C1-C4 alkyl), —C(O)N(C1-C4 alkyl)2, —SO2NH(C1-C4 alkyl), —SO2N(C1-C4 alkyl)2, —H, —OH, —CN, —C3-C8 cycloalkyl, phenyl, naphthyl, anthryl, phenanthryl, or -(5- to 7-membered) heteroaryl, each being unsubstituted or substituted with one or more R2 groups;
- m=an integer ranging from 0 to 4;
- n=an integer ranging from 1 to 4;
- p=0 or 1;
- and
- q=an integer ranging from 0 to 3.
11 more elements
A method of treating diarrhea in an animal, comprising administering to an animal in need thereof an effective amount of a compound or a pharmaceutically acceptable salt of a compound of formula (Ib):
- wherein:
- Ar1 is —C3-C8 cycloalkyl, phenyl, naphthyl, anthryl, phenanthryl or -(5- to 7-membered) heteroaryl, each being unsubstituted or substituted with one or more R2 groups;
- Ar2 is phenyl, naphthyl, anthryl, phenanthryl or -(5- to 7-membered) heteroaryl, each being unsubstituted or substituted with one or more R2 groups;
- G is —H, -L-(CH2)nCO2R4, -L-(CH2)nR5, —(C1-C5 alkylene)CO2R4, or (C1-C5 alkylene)R5;
- L=—C(O)—, —SO2— or —SO—;
- R1=H, —C(O)NH2, —C(O)NHOH, —CO2R4, —CHO, —CN, —(C1-C4 alkyl), —C(O)NH(C1-C4 alkyl), or —C(O)N(C1-C4 alkyl)2;
- R2 and R3 are each independently -halogen, —C1-C3 alkyl, —O(C1-C3 alkyl), —NH(C1-C3 alkyl) or —N(C1-C3 alkyl)2;
- R4=—H, —C1-C10 alkyl, —CH2O(C1-C4 alkyl), —CH2N(C1-C4 alkyl)2, or —CH2NH(C1-C4 alkyl);
- R5=—NH2, —NHSO2R4, —C(O)NH2, —C(O)NHOH, —SO2NH2, —C(O)NH(C1-C4 alkyl), —C(O)N(C1-C4 alkyl)2, —SO2NH(C1-C4 alkyl), —SO2N(C1-C4 alkyl)2, —H, —OH, —CN, —C3-C8 cycloalkyl, phenyl, naphthyl, anthryl, phenanthryl, or -(5- to 7-membered) heteroaryl, each being unsubstituted or substituted with one or more R2 groups;
- m=an integer ranging from 0 to 4;
- n=an integer ranging from 1 to 4;
- p=0 or 1;
- and
- q=an integer ranging from 0 to 3.
11 more elements
Dependencies are inferred from the claim text.