CA2610920A1 - Spiro-imidaznaphthyridine derivatives as gastric acid secretion inhibitors - Google Patents
Spiro-imidaznaphthyridine derivatives as gastric acid secretion inhibitors Download PDFInfo
- Publication number
- CA2610920A1 CA2610920A1 CA002610920A CA2610920A CA2610920A1 CA 2610920 A1 CA2610920 A1 CA 2610920A1 CA 002610920 A CA002610920 A CA 002610920A CA 2610920 A CA2610920 A CA 2610920A CA 2610920 A1 CA2610920 A1 CA 2610920A1
- Authority
- CA
- Canada
- Prior art keywords
- alkyl
- alkoxy
- hydrogen
- hydroxy
- group
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 230000027119 gastric acid secretion Effects 0.000 title description 5
- 239000003112 inhibitor Substances 0.000 title description 4
- 150000001875 compounds Chemical class 0.000 claims abstract description 125
- -1 cyanomethyl Chemical group 0.000 claims description 97
- 229910052739 hydrogen Inorganic materials 0.000 claims description 77
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 77
- 239000001257 hydrogen Substances 0.000 claims description 76
- 150000003839 salts Chemical class 0.000 claims description 53
- 239000003814 drug Substances 0.000 claims description 24
- 229910052736 halogen Inorganic materials 0.000 claims description 24
- 150000002367 halogens Chemical class 0.000 claims description 22
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 21
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 21
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 20
- 238000011282 treatment Methods 0.000 claims description 15
- 229910052757 nitrogen Inorganic materials 0.000 claims description 12
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 12
- 125000002112 pyrrolidino group Chemical group [*]N1C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 12
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 11
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 11
- 125000001424 substituent group Chemical group 0.000 claims description 10
- 208000018522 Gastrointestinal disease Diseases 0.000 claims description 8
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 5
- 238000011321 prophylaxis Methods 0.000 claims description 5
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 4
- 125000006329 ethyl amino carbonyl group Chemical group [H]N(C(*)=O)C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
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- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 3
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- 230000028327 secretion Effects 0.000 abstract description 3
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 12
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- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 6
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- 241000700159 Rattus Species 0.000 description 4
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 4
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 4
- 230000009858 acid secretion Effects 0.000 description 4
- 125000003277 amino group Chemical group 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
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- 238000002425 crystallisation Methods 0.000 description 4
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- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 229960002372 tetracaine Drugs 0.000 description 1
- GKCBAIGFKIBETG-UHFFFAOYSA-N tetracaine Chemical compound CCCCNC1=CC=C(C(=O)OCCN(C)C)C=C1 GKCBAIGFKIBETG-UHFFFAOYSA-N 0.000 description 1
- UGNWTBMOAKPKBL-UHFFFAOYSA-N tetrachloro-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O UGNWTBMOAKPKBL-UHFFFAOYSA-N 0.000 description 1
- 235000019364 tetracycline Nutrition 0.000 description 1
- 150000003522 tetracyclines Chemical class 0.000 description 1
- 229940040944 tetracyclines Drugs 0.000 description 1
- PBJUNZJWGZTSKL-MRXNPFEDSA-N tiagabine Chemical compound C1=CSC(C(=CCCN2C[C@@H](CCC2)C(O)=O)C2=C(C=CS2)C)=C1C PBJUNZJWGZTSKL-MRXNPFEDSA-N 0.000 description 1
- 229960001918 tiagabine Drugs 0.000 description 1
- 229960005053 tinidazole Drugs 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- OOGJQPCLVADCPB-HXUWFJFHSA-N tolterodine Chemical compound C1([C@@H](CCN(C(C)C)C(C)C)C=2C(=CC=C(C)C=2)O)=CC=CC=C1 OOGJQPCLVADCPB-HXUWFJFHSA-N 0.000 description 1
- 229960004045 tolterodine Drugs 0.000 description 1
- 239000011573 trace mineral Substances 0.000 description 1
- 235000013619 trace mineral Nutrition 0.000 description 1
- 230000001052 transient effect Effects 0.000 description 1
- 231100000397 ulcer Toxicity 0.000 description 1
- 230000036269 ulceration Effects 0.000 description 1
- 230000001562 ulcerogenic effect Effects 0.000 description 1
- BDIAUFOIMFAIPU-UHFFFAOYSA-N valepotriate Natural products CC(C)CC(=O)OC1C=C(C(=COC2OC(=O)CC(C)C)COC(C)=O)C2C11CO1 BDIAUFOIMFAIPU-UHFFFAOYSA-N 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 230000008673 vomiting Effects 0.000 description 1
- 230000003442 weekly effect Effects 0.000 description 1
- ZAFYATHCZYHLPB-UHFFFAOYSA-N zolpidem Chemical compound N1=C2C=CC(C)=CN2C(CC(=O)N(C)C)=C1C1=CC=C(C)C=C1 ZAFYATHCZYHLPB-UHFFFAOYSA-N 0.000 description 1
- 229960001475 zolpidem Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/10—Spiro-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP05105327.0 | 2005-06-16 | ||
| EP05105327 | 2005-06-16 | ||
| PCT/EP2006/063164 WO2006134112A1 (en) | 2005-06-16 | 2006-06-13 | Spiro-imidaznaphthyridine derivatives as gastric acid secretion inhibitors |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2610920A1 true CA2610920A1 (en) | 2006-12-21 |
Family
ID=34940190
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002610920A Abandoned CA2610920A1 (en) | 2005-06-16 | 2006-06-13 | Spiro-imidaznaphthyridine derivatives as gastric acid secretion inhibitors |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP1899341A1 (ja) |
| JP (1) | JP2008543809A (ja) |
| AR (1) | AR054772A1 (ja) |
| AU (1) | AU2006259124A1 (ja) |
| CA (1) | CA2610920A1 (ja) |
| TW (1) | TW200716637A (ja) |
| WO (1) | WO2006134112A1 (ja) |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0971922B1 (en) * | 1997-03-24 | 2004-04-28 | ALTANA Pharma AG | Tetrahydropyrido compounds |
| KR20040023739A (ko) * | 2001-08-10 | 2004-03-18 | 알타나 파마 아게 | 삼환식 이미다조피리딘 |
-
2006
- 2006-06-09 AR ARP060102419A patent/AR054772A1/es not_active Application Discontinuation
- 2006-06-13 EP EP06763685A patent/EP1899341A1/en not_active Withdrawn
- 2006-06-13 AU AU2006259124A patent/AU2006259124A1/en not_active Abandoned
- 2006-06-13 JP JP2008516304A patent/JP2008543809A/ja active Pending
- 2006-06-13 WO PCT/EP2006/063164 patent/WO2006134112A1/en active Application Filing
- 2006-06-13 CA CA002610920A patent/CA2610920A1/en not_active Abandoned
- 2006-06-15 TW TW095121461A patent/TW200716637A/zh unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AR054772A1 (es) | 2007-07-18 |
| JP2008543809A (ja) | 2008-12-04 |
| WO2006134112A1 (en) | 2006-12-21 |
| EP1899341A1 (en) | 2008-03-19 |
| TW200716637A (en) | 2007-05-01 |
| AU2006259124A8 (en) | 2008-04-03 |
| AU2006259124A1 (en) | 2006-12-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Dead |