ZA200601992B - CRF antagonists and heterobicyclic compounds - Google Patents
CRF antagonists and heterobicyclic compounds Download PDFInfo
- Publication number
- ZA200601992B ZA200601992B ZA200601992A ZA200601992A ZA200601992B ZA 200601992 B ZA200601992 B ZA 200601992B ZA 200601992 A ZA200601992 A ZA 200601992A ZA 200601992 A ZA200601992 A ZA 200601992A ZA 200601992 B ZA200601992 B ZA 200601992B
- Authority
- ZA
- South Africa
- Prior art keywords
- substituted
- alkyl
- alkenyl
- atom
- protected
- Prior art date
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- 125000002618 bicyclic heterocycle group Chemical group 0.000 title claims description 18
- 239000005557 antagonist Substances 0.000 title claims description 6
- 125000001424 substituent group Chemical group 0.000 claims description 122
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 79
- 125000000217 alkyl group Chemical group 0.000 claims description 79
- -1 mercapto, carboxyl Chemical group 0.000 claims description 71
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 58
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 58
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 56
- 125000004122 cyclic group Chemical group 0.000 claims description 54
- 125000005843 halogen group Chemical group 0.000 claims description 51
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 43
- 125000003342 alkenyl group Chemical group 0.000 claims description 43
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 42
- 150000001875 compounds Chemical class 0.000 claims description 40
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 39
- 229910052757 nitrogen Inorganic materials 0.000 claims description 37
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 36
- 125000000304 alkynyl group Chemical group 0.000 claims description 32
- 125000000623 heterocyclic group Chemical group 0.000 claims description 32
- 125000002950 monocyclic group Chemical group 0.000 claims description 32
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 31
- 229910052717 sulfur Inorganic materials 0.000 claims description 30
- 229940002612 prodrug Drugs 0.000 claims description 29
- 239000000651 prodrug Substances 0.000 claims description 29
- 150000003839 salts Chemical class 0.000 claims description 29
- 239000012453 solvate Substances 0.000 claims description 29
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 28
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 27
- 150000001204 N-oxides Chemical class 0.000 claims description 26
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 25
- 125000002947 alkylene group Chemical group 0.000 claims description 24
- 125000004434 sulfur atom Chemical group 0.000 claims description 24
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 23
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 21
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 claims description 20
- 125000004043 oxo group Chemical group O=* 0.000 claims description 20
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 20
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 19
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 17
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- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 14
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- 208000012902 Nervous system disease Diseases 0.000 claims description 11
- 208000020016 psychiatric disease Diseases 0.000 claims description 11
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- 230000001404 mediated effect Effects 0.000 claims description 8
- PMPVIKIVABFJJI-UHFFFAOYSA-N Cyclobutane Chemical compound C1CCC1 PMPVIKIVABFJJI-UHFFFAOYSA-N 0.000 claims description 7
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 7
- LVZWSLJZHVFIQJ-UHFFFAOYSA-N Cyclopropane Chemical compound C1CC1 LVZWSLJZHVFIQJ-UHFFFAOYSA-N 0.000 claims description 7
- 239000004480 active ingredient Substances 0.000 claims description 7
- 125000001118 alkylidene group Chemical group 0.000 claims description 7
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- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 claims description 6
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- 208000006096 Attention Deficit Disorder with Hyperactivity Diseases 0.000 claims description 3
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- 208000015802 attention deficit-hyperactivity disease Diseases 0.000 claims description 3
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- 229920000728 polyester Polymers 0.000 description 11
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| CN106188063A (zh) * | 2015-05-08 | 2016-12-07 | 中国科学院上海药物研究所 | 用作Lp-PLA2抑制剂的双环类化合物、其制备方法及医药用途 |
| CN111518103B (zh) * | 2020-05-29 | 2021-04-30 | 赣南师范大学 | 一种吡唑并1,3,5-三嗪类化合物及其制备方法 |
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