GB1072414A - New dihydrothieno(3,2-d)pyrimidines - Google Patents
New dihydrothieno(3,2-d)pyrimidinesInfo
- Publication number
- GB1072414A GB1072414A GB2509464A GB2509464A GB1072414A GB 1072414 A GB1072414 A GB 1072414A GB 2509464 A GB2509464 A GB 2509464A GB 2509464 A GB2509464 A GB 2509464A GB 1072414 A GB1072414 A GB 1072414A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- alkyl
- formula
- free
- halogen atom
- 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.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises compounds of the Formula I wherein R represents an unsubstituted amino group; R1 represents a hydroxy group substituted by a (C1- 5 alkoxy)-C1- 5 alkyl group, an alkylmercapto group, an unsubstituted amino group or an alkyl, alkenyl, formula -NR3R4 (in which R3 represents an unsubstituted amino group or an alkyl, alkenyl, hydroxyalkyl, alkoxyalkyl or a dialkylaminoalkyl group of not more than 10 carbon atoms or an aralkyl or cycloalkyl group and R4 represents a hydrogen atom or an alkyl or hydroxyalkyl group of not more than 10 carbon atoms or R3 and R4 together with the adjacent nitrogen atom represent a heterocyclic group which may contain a further hetero atom and which may be substituted by a C1- 3 alkyl group); R2 represents a methyl group and n represents 0 or 1, and non-toxic acid addition salts thereof, and the preparation thereof by reacting a compound of the Formula II, wherein one of A and A1 represents a halogen atom or a free or C1- 5 alkyl substituted mercapto group and the other (if not representing a halogen atom or a free or C1- 5 alkyl substituted mercapto group) represents any of the groups which may be represented by R and R1 respectively, with a compound of the formula RH (where A represents a halogen atom or a free or C1- 5 alkyl substituted mercapto group) and/or R1H (where A1 represents a halogen atom or a free or C1- 5 alkyl substituted mercapto group), and, if desired, converting the product into a non-toxic acid addition salt thereof. <FORM:1072414/C2/1> 2 - Chloro - 4 - morpholino - dihydrothieno-[3,2-d]pyrimidin may be prepared by the action of morpholine on 2,4-dichloro-dihydrothieno[3,2-d]pyrimidine. Therapeutic compositions, which have cardiovascular, sedative, diuretic, cytostatic, bacteriostatic, antiphlogistic and/or anti-pyretic activities, and which may take the forms of capsules, dragees, powders, drop solutions, suspensions, solutions, ampoules and suppositories, for oral, parenteral and topical application, comprise compounds of the Formula I or their non-toxic acid addition salts together with a pharmaceutical carrier.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US288491A US3272811A (en) | 1962-07-04 | 1963-06-17 | Dihydrothieno-[3, 4-d]-pyrimidines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1072414A true GB1072414A (en) | 1967-06-14 |
Family
ID=23107339
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2509364A Expired GB1072413A (en) | 1963-06-17 | 1964-06-17 | New dihydrothieno[3,2-d]pyrimidines |
| GB2509464A Expired GB1072414A (en) | 1963-06-17 | 1964-06-17 | New dihydrothieno(3,2-d)pyrimidines |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2509364A Expired GB1072413A (en) | 1963-06-17 | 1964-06-17 | New dihydrothieno[3,2-d]pyrimidines |
Country Status (7)
| Country | Link |
|---|---|
| BE (2) | BE649347A (en) |
| CH (2) | CH442328A (en) |
| ES (1) | ES301103A1 (en) |
| FR (4) | FR1555460A (en) |
| GB (2) | GB1072413A (en) |
| NL (4) | NL6406834A (en) |
| SE (2) | SE300214B (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI380984B (en) * | 2006-04-19 | 2013-01-01 | Boehringer Ingelheim Int | Novel compounds for the treatment of inflammatory diseases |
| US8604039B2 (en) | 2006-04-19 | 2013-12-10 | Boehringer Ingelheim International Gmbh | Dihydrothienopyrimidines for the treatment of inflammatory diseases |
| US8637519B2 (en) | 2007-10-19 | 2014-01-28 | Boehringer Ingelheim International Gmbh | Heterocycle-substituted piperazino-dihydrothienopyrimidines |
| US8754073B2 (en) | 2007-10-19 | 2014-06-17 | Boehringer Ingelheim International Gmbh | Substituted piperazino-dihydrothienopyrimidines |
| US9090626B2 (en) | 2007-10-19 | 2015-07-28 | Boehringer Ingelheim International Gmbh | Piperazino-dihydrothienopyrimidine derivatives |
| US9150586B2 (en) | 2011-08-24 | 2015-10-06 | Boehringer Ingelheim International Gmbh | Piperidino-dihydrothienopyrimidine sulfoxides and their use for treating COPD and asthma |
| US9802954B2 (en) | 2011-08-24 | 2017-10-31 | Boehringer Ingelheim International Gmbh | Piperidino-dihydrothienopyrimidine sulfoxides and their use for treating COPD and asthma |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0276057B1 (en) * | 1987-01-21 | 1994-03-09 | Merck & Co. Inc. | Piperazinylpyrimidines as beta-adrenergic receptor blocking agents |
-
0
- NL NL122810A patent/NL122810C/xx active
- NL NL124131A patent/NL124131C/xx active
-
1964
- 1964-05-28 CH CH695364A patent/CH442328A/en unknown
- 1964-05-28 CH CH695264A patent/CH446358A/en unknown
- 1964-06-05 SE SE686864A patent/SE300214B/xx unknown
- 1964-06-05 SE SE686764A patent/SE300213B/xx unknown
- 1964-06-15 FR FR978343A patent/FR1555460A/fr not_active Expired
- 1964-06-15 FR FR978344A patent/FR3824M/en active Active
- 1964-06-15 FR FR978342A patent/FR1555459A/fr not_active Expired
- 1964-06-16 ES ES0301103A patent/ES301103A1/en not_active Expired
- 1964-06-16 NL NL6406834A patent/NL6406834A/xx unknown
- 1964-06-16 BE BE649347A patent/BE649347A/xx unknown
- 1964-06-16 BE BE649348A patent/BE649348A/xx unknown
- 1964-06-16 NL NL6406835A patent/NL6406835A/xx unknown
- 1964-06-17 GB GB2509364A patent/GB1072413A/en not_active Expired
- 1964-06-17 GB GB2509464A patent/GB1072414A/en not_active Expired
- 1964-09-04 FR FR987185A patent/FR3648M/en not_active Expired
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8354531B2 (en) | 2005-04-21 | 2013-01-15 | Boehringer Ingelheim International Gmbh | Compounds for the treatment of inflammatory diseases |
| TWI380984B (en) * | 2006-04-19 | 2013-01-01 | Boehringer Ingelheim Int | Novel compounds for the treatment of inflammatory diseases |
| US8604039B2 (en) | 2006-04-19 | 2013-12-10 | Boehringer Ingelheim International Gmbh | Dihydrothienopyrimidines for the treatment of inflammatory diseases |
| US8637519B2 (en) | 2007-10-19 | 2014-01-28 | Boehringer Ingelheim International Gmbh | Heterocycle-substituted piperazino-dihydrothienopyrimidines |
| US8754073B2 (en) | 2007-10-19 | 2014-06-17 | Boehringer Ingelheim International Gmbh | Substituted piperazino-dihydrothienopyrimidines |
| US9090626B2 (en) | 2007-10-19 | 2015-07-28 | Boehringer Ingelheim International Gmbh | Piperazino-dihydrothienopyrimidine derivatives |
| US9115142B2 (en) | 2007-10-19 | 2015-08-25 | Boehringer Ingelheim International Gmbh | Heterocycle-substituted piperazino-dihydrothienopyrimidines |
| US9150586B2 (en) | 2011-08-24 | 2015-10-06 | Boehringer Ingelheim International Gmbh | Piperidino-dihydrothienopyrimidine sulfoxides and their use for treating COPD and asthma |
| US9802954B2 (en) | 2011-08-24 | 2017-10-31 | Boehringer Ingelheim International Gmbh | Piperidino-dihydrothienopyrimidine sulfoxides and their use for treating COPD and asthma |
| US10745411B2 (en) | 2011-08-24 | 2020-08-18 | Boehringer Ingelheim International Gmbh | Piperidino-dihydrothienopyrimidine sulfoxides and their use for treating COPD and asthma |
Also Published As
| Publication number | Publication date |
|---|---|
| BE649348A (en) | 1964-12-16 |
| NL124131C (en) | |
| FR3824M (en) | 1966-01-10 |
| SE300213B (en) | 1968-04-22 |
| FR1555460A (en) | 1969-01-31 |
| NL6406835A (en) | 1964-12-18 |
| CH446358A (en) | 1967-11-15 |
| ES301103A1 (en) | 1965-01-16 |
| FR3648M (en) | 1965-10-25 |
| NL122810C (en) | |
| FR1555459A (en) | 1969-01-31 |
| NL6406834A (en) | 1964-12-18 |
| BE649347A (en) | 1964-12-16 |
| CH442328A (en) | 1967-08-31 |
| GB1072413A (en) | 1967-06-14 |
| SE300214B (en) | 1968-04-22 |
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