FR2337726A1 - NEW DERIVATIVES OF 4, 5, 6, 7-TETRAHYDRO-IMIDAZO- (4,5-C) -PYRIDINE FOR TREATING GASTRIC AND DUODENAL ULCERIA AND PROCESS FOR PREPARING THEM - Google Patents
NEW DERIVATIVES OF 4, 5, 6, 7-TETRAHYDRO-IMIDAZO- (4,5-C) -PYRIDINE FOR TREATING GASTRIC AND DUODENAL ULCERIA AND PROCESS FOR PREPARING THEMInfo
- Publication number
- FR2337726A1 FR2337726A1 FR7700162A FR7700162A FR2337726A1 FR 2337726 A1 FR2337726 A1 FR 2337726A1 FR 7700162 A FR7700162 A FR 7700162A FR 7700162 A FR7700162 A FR 7700162A FR 2337726 A1 FR2337726 A1 FR 2337726A1
- Authority
- FR
- France
- Prior art keywords
- pyridine
- ulceria
- duodenal
- imidazo
- tetrahydro
- 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.)
- Granted
Links
- 230000002496 gastric effect Effects 0.000 title abstract 3
- URMVFILWXLQJIP-UHFFFAOYSA-N 4,5,6,7-tetrahydro-3h-imidazo[4,5-c]pyridine Chemical class C1NCCC2=C1NC=N2 URMVFILWXLQJIP-UHFFFAOYSA-N 0.000 title abstract 2
- 230000002183 duodenal effect Effects 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 2
- 238000009833 condensation Methods 0.000 abstract 2
- 230000005494 condensation Effects 0.000 abstract 2
- 206010022714 Intestinal ulcer Diseases 0.000 abstract 1
- 208000007107 Stomach Ulcer Diseases 0.000 abstract 1
- 208000025865 Ulcer Diseases 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- -1 alkyl isocyanate Chemical class 0.000 abstract 1
- 238000002425 crystallisation Methods 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 239000012948 isocyanate Substances 0.000 abstract 1
- 150000002540 isothiocyanates Chemical class 0.000 abstract 1
- SDDKIZNHOCEXTF-UHFFFAOYSA-N methyl carbamimidothioate Chemical class CSC(N)=N SDDKIZNHOCEXTF-UHFFFAOYSA-N 0.000 abstract 1
- 230000000144 pharmacologic effect Effects 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 230000028327 secretion Effects 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 231100000397 ulcer Toxicity 0.000 abstract 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
- C07D471/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
The compounds of the formula I in which R1, R2, R3 and X have the meaning stated in Claim 1 are prepared by condensation of a 4,5,6,7-tetrahydroimidazo[4,5-c]pyridine with an alkyl isocyanate or isothiocyanate or with a substituted S-methylthiourea. The condensation expediently takes place in a solvent at the reflux temperature. The products can be isolated by crystallisation as free bases or as pharmaceutically acceptable acid addition salts. The compounds of the formula I show pharmacological inhibitory effects on ulcers, especially gastric and intestinal ulcers, and on gastric secretion.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB573/76A GB1524481A (en) | 1976-01-07 | 1976-01-07 | Tetrahydo - imidazopyridine derivatives |
| GB2707176 | 1976-06-29 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2337726A1 true FR2337726A1 (en) | 1977-08-05 |
| FR2337726B1 FR2337726B1 (en) | 1980-03-14 |
Family
ID=26236032
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7700162A Granted FR2337726A1 (en) | 1976-01-07 | 1977-01-05 | NEW DERIVATIVES OF 4, 5, 6, 7-TETRAHYDRO-IMIDAZO- (4,5-C) -PYRIDINE FOR TREATING GASTRIC AND DUODENAL ULCERIA AND PROCESS FOR PREPARING THEM |
Country Status (9)
| Country | Link |
|---|---|
| AT (1) | AT356653B (en) |
| CA (1) | CA1075240A (en) |
| CH (1) | CH626084A5 (en) |
| DE (1) | DE2700012A1 (en) |
| DK (1) | DK146655C (en) |
| FR (1) | FR2337726A1 (en) |
| NL (1) | NL7614577A (en) |
| SE (1) | SE422062B (en) |
| SU (1) | SU667136A3 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2433022A1 (en) * | 1978-08-07 | 1980-03-07 | Farmaceutici Italia | NOVEL 4,5,6,7-TETRAHYDROIMIDAZO- (4,5-C) -PYRIDINE DERIVATIVES FOR USE AS MEDICAMENTS |
| US6908926B1 (en) | 1999-04-16 | 2005-06-21 | Novo Nordisk A/S | Substituted imidazoles, their preparation and use |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB201618029D0 (en) | 2016-10-25 | 2016-12-07 | Proximagen Ltd | New process |
-
1976
- 1976-12-30 NL NL7614577A patent/NL7614577A/en not_active Application Discontinuation
-
1977
- 1977-01-03 DK DK177A patent/DK146655C/en not_active IP Right Cessation
- 1977-01-03 SE SE7700041A patent/SE422062B/en not_active IP Right Cessation
- 1977-01-03 DE DE19772700012 patent/DE2700012A1/en not_active Withdrawn
- 1977-01-04 CA CA269,126A patent/CA1075240A/en not_active Expired
- 1977-01-04 AT AT1877A patent/AT356653B/en not_active IP Right Cessation
- 1977-01-05 FR FR7700162A patent/FR2337726A1/en active Granted
- 1977-01-06 SU SU772435956A patent/SU667136A3/en active
- 1977-01-06 CH CH15377A patent/CH626084A5/en not_active IP Right Cessation
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2433022A1 (en) * | 1978-08-07 | 1980-03-07 | Farmaceutici Italia | NOVEL 4,5,6,7-TETRAHYDROIMIDAZO- (4,5-C) -PYRIDINE DERIVATIVES FOR USE AS MEDICAMENTS |
| US6908926B1 (en) | 1999-04-16 | 2005-06-21 | Novo Nordisk A/S | Substituted imidazoles, their preparation and use |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2700012A1 (en) | 1977-07-21 |
| CA1075240A (en) | 1980-04-08 |
| SE7700041L (en) | 1977-07-08 |
| NL7614577A (en) | 1977-07-11 |
| AT356653B (en) | 1980-05-12 |
| CH626084A5 (en) | 1981-10-30 |
| FR2337726B1 (en) | 1980-03-14 |
| DK177A (en) | 1977-07-08 |
| DK146655B (en) | 1983-11-28 |
| DK146655C (en) | 1984-05-07 |
| ATA1877A (en) | 1979-10-15 |
| SE422062B (en) | 1982-02-15 |
| SU667136A3 (en) | 1979-06-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |