GB2011888A - Aminophenyl Ether Compounds - Google Patents
Aminophenyl Ether CompoundsInfo
- Publication number
- GB2011888A GB2011888A GB7848658A GB7848658A GB2011888A GB 2011888 A GB2011888 A GB 2011888A GB 7848658 A GB7848658 A GB 7848658A GB 7848658 A GB7848658 A GB 7848658A GB 2011888 A GB2011888 A GB 2011888A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- alkyl group
- lower alkyl
- substituted
- hydrogen 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.)
- Granted
Links
- GOJFAKBEASOYNM-UHFFFAOYSA-N 2-(2-aminophenoxy)aniline Chemical class NC1=CC=CC=C1OC1=CC=CC=C1N GOJFAKBEASOYNM-UHFFFAOYSA-N 0.000 title abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 5
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 abstract 4
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- 102000015779 HDL Lipoproteins Human genes 0.000 abstract 2
- 108010010234 HDL Lipoproteins Proteins 0.000 abstract 2
- 125000003277 amino group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 239000008280 blood Substances 0.000 abstract 2
- 210000004369 blood Anatomy 0.000 abstract 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 abstract 2
- 230000000694 effects Effects 0.000 abstract 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical group C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical group 0.000 abstract 1
- 230000000055 hyoplipidemic effect Effects 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000003386 piperidinyl group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/81—Amides; Imides
- C07D213/82—Amides; Imides in position 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
- C07D295/096—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Hydrogenated Pyridines (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Disclosed are aminophenyl ether compounds having the formula <IMAGE> wherein R1 represents a hydrogen atom or a lower alkyl group; R2 represents a cyclohexyl group which may be substituted by lower alkyl group(s), an alkyl group containing from 1 to 20 carbon atoms, a phenyl group or a benzyl group; R3 represents a hydrogen atom, a lower alkyl group, or a cyclohexyl group which may be substituted by lower alkyl group(s); R4 represents a hydrogen atom, a lower alkyl group or a lower alkoxycarbonyl group; and R5 represents hydrogen atom, an aryl group or the group -COR6 or-CH2R6 (wherein R6 represents a hydrogen atom, an amino group, an alkyl group containing from 1 to 19 carbon atoms, a cyclohexyl group, an aryl group, an aralkyl group, an aralkenyl group, an amino group substituted by lower alkyl group(s) a heterocyclic group which may be substituted by lower alkyl group(s), or a bridged hydrocarbon group); and R2 and R3 may instead form together with the adjacent carbon atom a cyclohexane ring which may be substituted by lower alkyl group(s) and R4 and R5 may instead form together with the adjacent nitrogen atom a pyrrolidine ring or a piperidine ring; and pharmacologically acceptable salts thereof. The above compounds have hypolipemic activity, a cholesterol- and triglyceride-reducing effect on blood and the effect of increasing the high density lipoprotein (HDL) cholesterol level in blood.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15809977A JPS5492926A (en) | 1977-12-29 | 1977-12-29 | Compound of aminophenyl ether and its preparation |
| JP3462478A JPS54128535A (en) | 1978-03-25 | 1978-03-25 | Aminophenyl ether compound and its preparation |
| JP9129278A JPS5519217A (en) | 1978-07-26 | 1978-07-26 | Aminophenyl ether derivative and its preparation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB2011888A true GB2011888A (en) | 1979-07-18 |
| GB2011888B GB2011888B (en) | 1982-09-22 |
Family
ID=27288474
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7848658A Expired GB2011888B (en) | 1977-12-29 | 1978-12-15 | Aminophenyl ether compoungd |
Country Status (12)
| Country | Link |
|---|---|
| AT (1) | AT367738B (en) |
| AU (1) | AU4301778A (en) |
| CA (1) | CA1110248A (en) |
| DE (1) | DE2854595A1 (en) |
| DK (1) | DK584978A (en) |
| ES (3) | ES476458A1 (en) |
| FR (1) | FR2413382A1 (en) |
| GB (1) | GB2011888B (en) |
| IT (1) | IT7869973A0 (en) |
| NL (1) | NL7812574A (en) |
| NO (2) | NO784394L (en) |
| SE (1) | SE7813355L (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5087743A (en) * | 1989-02-10 | 1992-02-11 | Basf Aktiengesellschaft | Diphenylheteroalkyl derivatives, the preparation thereof and drugs and cosmetics prepared therefrom |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4261651A (en) * | 1978-05-31 | 1981-04-14 | The Secretary Of State For Defence In Her Britannic Majesty's Government Of The United Kingdom Of Great Britain And Northern Ireland | Liquid crystal compounds |
| DE2948056A1 (en) * | 1979-11-29 | 1981-06-04 | Boehringer Mannheim Gmbh, 6800 Mannheim | NEW AMINOPROPANOL DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND MEDICINAL PRODUCTS CONTAINING THESE COMPOUNDS |
| US5527945A (en) * | 1989-02-10 | 1996-06-18 | Basf Aktiengesellschaft | Diphenylheteroalkyl derivatives, the preparation thereof and drugs and cosmetics prepared therefrom |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1793030A (en) * | 1930-03-01 | 1931-02-17 | Thorp Lambert | Isopropyl ether of para-acetyl amino phenol |
| GB1093121A (en) * | 1963-05-31 | 1967-11-29 | Wellcome Found | Etherified ªÐ-hydroxyanilines |
-
1978
- 1978-12-15 GB GB7848658A patent/GB2011888B/en not_active Expired
- 1978-12-18 CA CA318,098A patent/CA1110248A/en not_active Expired
- 1978-12-18 DE DE19782854595 patent/DE2854595A1/en not_active Ceased
- 1978-12-22 FR FR7836263A patent/FR2413382A1/en not_active Withdrawn
- 1978-12-27 NL NL7812574A patent/NL7812574A/en not_active Application Discontinuation
- 1978-12-28 IT IT7869973A patent/IT7869973A0/en unknown
- 1978-12-28 SE SE7813355A patent/SE7813355L/en unknown
- 1978-12-28 NO NO784394A patent/NO784394L/en unknown
- 1978-12-28 ES ES476458A patent/ES476458A1/en not_active Expired
- 1978-12-28 DK DK584978A patent/DK584978A/en unknown
- 1978-12-29 AU AU43017/78A patent/AU4301778A/en active Pending
- 1978-12-29 AT AT0935778A patent/AT367738B/en not_active IP Right Cessation
-
1979
- 1979-06-12 ES ES481504A patent/ES481504A1/en not_active Expired
- 1979-06-12 ES ES481505A patent/ES481505A1/en not_active Expired
-
1982
- 1982-02-05 NO NO820355A patent/NO820355L/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5087743A (en) * | 1989-02-10 | 1992-02-11 | Basf Aktiengesellschaft | Diphenylheteroalkyl derivatives, the preparation thereof and drugs and cosmetics prepared therefrom |
Also Published As
| Publication number | Publication date |
|---|---|
| AT367738B (en) | 1982-07-26 |
| SE7813355L (en) | 1979-06-30 |
| IT7869973A0 (en) | 1978-12-28 |
| DK584978A (en) | 1979-06-30 |
| AU4301778A (en) | 1979-07-05 |
| NO784394L (en) | 1979-07-02 |
| DE2854595A1 (en) | 1979-07-12 |
| NL7812574A (en) | 1979-07-03 |
| CA1110248A (en) | 1981-10-06 |
| ES476458A1 (en) | 1979-11-16 |
| ES481505A1 (en) | 1980-04-01 |
| NO820355L (en) | 1979-07-02 |
| FR2413382A1 (en) | 1979-07-27 |
| GB2011888B (en) | 1982-09-22 |
| ES481504A1 (en) | 1980-04-01 |
| ATA935778A (en) | 1981-12-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PCNP | Patent ceased through non-payment of renewal fee |