GB1368012A - Oxobenzimidazoline and triazaspiro-4,5-decane derivatives processes for preparing them and compositions containing them - Google Patents
Oxobenzimidazoline and triazaspiro-4,5-decane derivatives processes for preparing them and compositions containing themInfo
- Publication number
- GB1368012A GB1368012A GB3229172A GB3229172A GB1368012A GB 1368012 A GB1368012 A GB 1368012A GB 3229172 A GB3229172 A GB 3229172A GB 3229172 A GB3229172 A GB 3229172A GB 1368012 A GB1368012 A GB 1368012A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- hydrogen
- alkanoyl
- amino
- iii
- 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
- 239000000203 mixture Substances 0.000 title 1
- 150000002431 hydrogen Chemical group 0.000 abstract 5
- 229910052739 hydrogen Inorganic materials 0.000 abstract 5
- 239000001257 hydrogen Substances 0.000 abstract 5
- 125000002252 acyl group Chemical group 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 3
- 239000005864 Sulphur Chemical group 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- 150000002367 halogens Chemical class 0.000 abstract 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 3
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical group O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- -1 sulphinyl Chemical group 0.000 abstract 2
- 229940126062 Compound A Drugs 0.000 abstract 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 230000002082 anti-convulsion Effects 0.000 abstract 1
- 230000003276 anti-hypertensive effect Effects 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 125000004185 ester group Chemical group 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 125000000468 ketone group Chemical group 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000546 pharmaceutical excipient Substances 0.000 abstract 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical class CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000000932 sedative agent Substances 0.000 abstract 1
- 230000001624 sedative effect Effects 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
1368012 Substituted propanols SUMITOMO CHEMICAL CO Ltd 11 July 1972 [13 July 1971] 32291/72 Heading C2C Novel compounds of the Formula I wherein R is hydrogen, C 1-8 alkanoyl; R 1 is hydrogen, C 1-7 alkyl or alkoxy, halogen, nitro, trifluoromethyl, amino, N-(C 1-8 alkanoyl)amino; R 2 is hydrogen, halogen, amino, N-(C 1-8 alkanoyl)amino; W is oxygen, sulphur, sulphinyl or sulphonyl; and Y is or where R 3 is hydrogen, C 1-7 alkyl or C 1-8 alkanoyl; R 4 is hydrogen, halogen or C 1-7 alkyl and pharmaceutically acceptable acid addition salts thereof may be prepared by (i) reacting a compound A-CH 2 -Z where A is III or a group Y and Z is or -CH(OR)CH 2 X with a compound A<SP>1</SP>H where A<SP>1</SP> is a group Y when A is III or a group III when A is Y; (ii) hydrolysing an ester group at OR to hydroxyl; (iii) esterifying a hydroxy group at OR; (iv) when W is oxygen or sulphur, reducing a keto group to form a hydroxyl group at OR; (v) when W is sulphinyl or sulphonyl, oxidizing a compound in which W is sulphur. Pharmaceutical compositions of the compounds I show antiinflammatory, analgesic, sedative, anticonvulsive and anti-hypertensive activity when administered orally alone or with the usual excipients.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5222171A JPS5511670B1 (en) | 1971-07-13 | 1971-07-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1368012A true GB1368012A (en) | 1974-09-25 |
Family
ID=12908680
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3229172A Expired GB1368012A (en) | 1971-07-13 | 1972-07-11 | Oxobenzimidazoline and triazaspiro-4,5-decane derivatives processes for preparing them and compositions containing them |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS5511670B1 (en) |
| BE (1) | BE786155A (en) |
| CA (1) | CA977348A (en) |
| CH (1) | CH576466A5 (en) |
| DE (1) | DE2265034A1 (en) |
| FR (1) | FR2145640B1 (en) |
| GB (1) | GB1368012A (en) |
| NL (1) | NL7209646A (en) |
| SE (1) | SE393380B (en) |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002074763A1 (en) * | 2001-03-19 | 2002-09-26 | Astrazeneca Ab | Benzimidazol derivatives modulate chemokine receptors |
| US6903085B1 (en) | 1999-08-24 | 2005-06-07 | Astrazeneca, Ab | Substituted piperidine compounds useful as modulators of chemokine receptor activity |
| US6911458B2 (en) | 2000-06-20 | 2005-06-28 | Astra Zeneca | Compounds |
| US6927222B2 (en) | 2000-02-25 | 2005-08-09 | Astrazeneca Ab | Compounds |
| US6958350B2 (en) | 2001-02-19 | 2005-10-25 | Astrazeneca Ab | Chemical compounds |
| US6960602B2 (en) | 2001-03-22 | 2005-11-01 | Astrazeneca Ab | Piperidine derivatives as modulators of chemokine receptors |
| US7005439B2 (en) | 2000-06-20 | 2006-02-28 | Astrazeneca Ab | Compounds |
| US7192973B2 (en) | 2001-11-15 | 2007-03-20 | Astrazeneca Ab | Piperidine derivatives and their use as modulators of chemokine receptor activity (especially CCR5) |
| US7294636B2 (en) | 2003-05-09 | 2007-11-13 | Astrazeneca Ab | Chemical compounds |
| US7345063B2 (en) | 2001-03-23 | 2008-03-18 | Astrazeneca Ab | Amides, preparation and therapeutic use as modulators of CCR-receptor activity |
| US8148405B2 (en) | 2005-08-02 | 2012-04-03 | Astrazeneca Ab | Salt I |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS57825U (en) * | 1980-06-03 | 1982-01-05 |
-
1971
- 1971-07-13 JP JP5222171A patent/JPS5511670B1/ja active Pending
-
1972
- 1972-07-11 GB GB3229172A patent/GB1368012A/en not_active Expired
- 1972-07-11 SE SE7209141A patent/SE393380B/en unknown
- 1972-07-12 CA CA146,947A patent/CA977348A/en not_active Expired
- 1972-07-12 BE BE786155A patent/BE786155A/en unknown
- 1972-07-12 FR FR7225279A patent/FR2145640B1/fr not_active Expired
- 1972-07-12 NL NL7209646A patent/NL7209646A/xx not_active Application Discontinuation
- 1972-07-12 DE DE19722265034 patent/DE2265034A1/en active Pending
- 1972-07-12 CH CH1046672A patent/CH576466A5/xx not_active IP Right Cessation
Cited By (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6903085B1 (en) | 1999-08-24 | 2005-06-07 | Astrazeneca, Ab | Substituted piperidine compounds useful as modulators of chemokine receptor activity |
| US6927222B2 (en) | 2000-02-25 | 2005-08-09 | Astrazeneca Ab | Compounds |
| US6951874B2 (en) | 2000-02-25 | 2005-10-04 | Astrazeneca Ab | Compounds |
| US6911458B2 (en) | 2000-06-20 | 2005-06-28 | Astra Zeneca | Compounds |
| US7005439B2 (en) | 2000-06-20 | 2006-02-28 | Astrazeneca Ab | Compounds |
| US7528156B2 (en) | 2000-06-20 | 2009-05-05 | Astrazeneca Ab | Compounds |
| US6958350B2 (en) | 2001-02-19 | 2005-10-25 | Astrazeneca Ab | Chemical compounds |
| AU2002243136B2 (en) * | 2001-03-19 | 2008-05-15 | Astrazeneca Ab | Benzimidazol derivatives modulate chemokine receptors |
| WO2002074763A1 (en) * | 2001-03-19 | 2002-09-26 | Astrazeneca Ab | Benzimidazol derivatives modulate chemokine receptors |
| US7388020B2 (en) | 2001-03-19 | 2008-06-17 | Astrazeneca Ab | Benzimidazol derivatives modulate chemokine receptors |
| US6960602B2 (en) | 2001-03-22 | 2005-11-01 | Astrazeneca Ab | Piperidine derivatives as modulators of chemokine receptors |
| US7345063B2 (en) | 2001-03-23 | 2008-03-18 | Astrazeneca Ab | Amides, preparation and therapeutic use as modulators of CCR-receptor activity |
| US7192973B2 (en) | 2001-11-15 | 2007-03-20 | Astrazeneca Ab | Piperidine derivatives and their use as modulators of chemokine receptor activity (especially CCR5) |
| US7294636B2 (en) | 2003-05-09 | 2007-11-13 | Astrazeneca Ab | Chemical compounds |
| US8148405B2 (en) | 2005-08-02 | 2012-04-03 | Astrazeneca Ab | Salt I |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2265034A1 (en) | 1975-11-20 |
| FR2145640B1 (en) | 1975-10-31 |
| DE2234332B2 (en) | 1976-01-08 |
| CA977348A (en) | 1975-11-04 |
| DE2234332A1 (en) | 1973-02-08 |
| SE393380B (en) | 1977-05-09 |
| CH576466A5 (en) | 1976-06-15 |
| FR2145640A1 (en) | 1973-02-23 |
| JPS5511670B1 (en) | 1980-03-26 |
| NL7209646A (en) | 1973-01-16 |
| BE786155A (en) | 1972-11-03 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |