ES473492A1 - Dibenzocycloheptenimines - Google Patents
DibenzocyclohepteniminesInfo
- Publication number
- ES473492A1 ES473492A1 ES473492A ES473492A ES473492A1 ES 473492 A1 ES473492 A1 ES 473492A1 ES 473492 A ES473492 A ES 473492A ES 473492 A ES473492 A ES 473492A ES 473492 A1 ES473492 A1 ES 473492A1
- Authority
- ES
- Spain
- Prior art keywords
- phenylalkyl
- cycloalkylalkyl
- alkenyl
- alkyl
- dialkylaminoalkyl
- 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
- 125000003342 alkenyl group Chemical group 0.000 abstract 3
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 abstract 3
- 125000003884 phenylalkyl group Chemical group 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 101100448208 Human herpesvirus 6B (strain Z29) U69 gene Proteins 0.000 abstract 1
- 208000018737 Parkinson disease Diseases 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 239000002249 anxiolytic agent Substances 0.000 abstract 1
- 208000018300 basal ganglia disease Diseases 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000012458 free base Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- 229940035363 muscle relaxants Drugs 0.000 abstract 1
- 239000003158 myorelaxant agent Substances 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
- A61P21/02—Muscle relaxants, e.g. for tetanus or cramps
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/22—Anxiolytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
-
- 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
- C07D295/10—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 doubly bound oxygen or sulphur atoms
- C07D295/112—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 doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
- C07D295/116—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 doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings with the doubly bound oxygen or sulfur atoms directly attached to a carbocyclic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
- C07D451/02—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Anesthesiology (AREA)
- Pain & Pain Management (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
This invention provides 5-substituted- 10,11-dihydro-5H-dibenzo[a, d]cyclohepten-5,10-imines and their salts, methods of preparing such compounds and pharmaceutical compositions containing them. The free-base forms have the formula < IMAGE > where R is hydrogen alkyl, alkenyl, phenylalkyl, halophenylalkyl, alkylphenylalkyl, cycloalkyl, cycloalkylalkyl or dialkylaminoalkyl, R<1> is hydrogen, alkyl, alkenyl, phenylalkyl, cycloalkyl or cycloalkylalkyl, CH2R<2> is alkyl, alkenyl, phenylalkyl, cycloalkylalkyl, dialkylaminoalkyl or hydroxyalkyl, and R<3> and R<4> are H, halogen, alkoxy, CF3S-, -CN, -COOH or -OH and are useful as antianxiety agents, muscle relaxants and in the treatment of extrapyramidal disorders such as in Parkinson's disease.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US83463977A | 1977-09-19 | 1977-09-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES473492A1 true ES473492A1 (en) | 1980-07-16 |
Family
ID=25267426
Family Applications (7)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES473492A Expired ES473492A1 (en) | 1977-09-19 | 1978-09-19 | Dibenzocycloheptenimines |
| ES483286A Expired ES483286A1 (en) | 1977-09-19 | 1979-08-09 | Dibenzocycloheptenimines |
| ES483283A Expired ES483283A1 (en) | 1977-09-19 | 1979-08-09 | A PROCEDURE FOR THE PREPARATION OF NEW (A, D) CYCLE-HEPTEN-5,10, REPLACED. |
| ES483287A Expired ES483287A1 (en) | 1977-09-19 | 1979-08-09 | A PROCEDURE FOR THE PREPARATION OF NEW DIBENZO (A, D) CYCLOHEPTEN-5,10-IMINAS SUBSTITUTED |
| ES483285A Expired ES483285A1 (en) | 1977-09-19 | 1979-08-09 | Dibenzocycloheptenimines |
| ES483284A Expired ES483284A1 (en) | 1977-09-19 | 1979-08-09 | A PROCEDURE FOR THE PREPARATION OF NEW DIBENZO (A, D) CYCLOHEPTEN-5,10-IMINAS SUBSTITUTED |
| ES483288A Expired ES483288A1 (en) | 1977-09-19 | 1979-08-09 | A PROCEDURE FOR THE PREPARATION OF NEW DIBENZO (A, D) CYCLOHEPTEN-5,10-IMINAS SUBSTITUTED |
Family Applications After (6)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES483286A Expired ES483286A1 (en) | 1977-09-19 | 1979-08-09 | Dibenzocycloheptenimines |
| ES483283A Expired ES483283A1 (en) | 1977-09-19 | 1979-08-09 | A PROCEDURE FOR THE PREPARATION OF NEW (A, D) CYCLE-HEPTEN-5,10, REPLACED. |
| ES483287A Expired ES483287A1 (en) | 1977-09-19 | 1979-08-09 | A PROCEDURE FOR THE PREPARATION OF NEW DIBENZO (A, D) CYCLOHEPTEN-5,10-IMINAS SUBSTITUTED |
| ES483285A Expired ES483285A1 (en) | 1977-09-19 | 1979-08-09 | Dibenzocycloheptenimines |
| ES483284A Expired ES483284A1 (en) | 1977-09-19 | 1979-08-09 | A PROCEDURE FOR THE PREPARATION OF NEW DIBENZO (A, D) CYCLOHEPTEN-5,10-IMINAS SUBSTITUTED |
| ES483288A Expired ES483288A1 (en) | 1977-09-19 | 1979-08-09 | A PROCEDURE FOR THE PREPARATION OF NEW DIBENZO (A, D) CYCLOHEPTEN-5,10-IMINAS SUBSTITUTED |
Country Status (33)
| Country | Link |
|---|---|
| JP (1) | JPS5463100A (en) |
| AR (1) | AR231544A1 (en) |
| AT (1) | AT370103B (en) |
| AU (1) | AU520178B2 (en) |
| BE (1) | BE870562A (en) |
| CA (1) | CA1129850A (en) |
| CH (1) | CH637954A5 (en) |
| CY (1) | CY1283A (en) |
| DE (1) | DE2840786A1 (en) |
| DK (1) | DK153843C (en) |
| ES (7) | ES473492A1 (en) |
| FI (1) | FI65618C (en) |
| FR (1) | FR2403334A1 (en) |
| GB (2) | GB2004872B (en) |
| GR (1) | GR65703B (en) |
| HK (1) | HK30885A (en) |
| HU (1) | HU180868B (en) |
| IE (1) | IE47355B1 (en) |
| IL (1) | IL55521A0 (en) |
| IT (1) | IT1113279B (en) |
| KE (1) | KE3501A (en) |
| LU (1) | LU80262A1 (en) |
| NL (1) | NL191488C (en) |
| NO (1) | NO151861C (en) |
| NZ (1) | NZ188361A (en) |
| PH (1) | PH15920A (en) |
| PL (3) | PL112834B1 (en) |
| PT (1) | PT68544A (en) |
| SE (1) | SE437520B (en) |
| SG (1) | SG9585G (en) |
| SU (2) | SU895288A3 (en) |
| YU (1) | YU41432B (en) |
| ZA (1) | ZA785291B (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4232158A (en) * | 1979-06-04 | 1980-11-04 | Merck & Co., Inc. | 10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5,10-imines |
| US4477668A (en) * | 1982-04-07 | 1984-10-16 | Merck & Co., Inc. | Process for 5-methyl-10,11-dihydro-5H-dibenzo[a,d]-cyclohepten-5,10-imine |
| GB8719199D0 (en) * | 1987-08-13 | 1987-09-23 | Merck Sharp & Dohme | Chemical compounds |
| US5686614A (en) * | 1995-04-11 | 1997-11-11 | Neurogen Corporation | Preparation of chiral 5-aminocarbonyl-5H-dibenzo a,d!cyclohepten-5,10-imines by optical resolution |
| US5739337A (en) * | 1996-03-08 | 1998-04-14 | Neurogen Corporation | Process for preparing dibenzo-1-carboxamido-1,4-azabicyclo 3.2.1!octanes |
| ES2843724T3 (en) | 2015-11-30 | 2021-07-20 | Inst Nat Sante Rech Med | NMDAR antagonists for the treatment of tumor angiogenesis |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE794904A (en) * | 1972-02-04 | 1973-08-02 | Roussel Uclaf | NEW DIBENZOCYCLOHEPTENE DERIVATIVES AND THEIR PREPARATION |
| BE829075A (en) * | 1974-05-15 | 1975-11-14 | 9,10-DIHYDROANTHRACEN-9,10-IMINES SUBSTITUTES AND THEIR HETEROCYCLIC ANALOGUES (AZA) |
-
1978
- 1978-08-28 NL NL7808847A patent/NL191488C/en not_active IP Right Cessation
- 1978-08-31 SE SE7809187A patent/SE437520B/en not_active IP Right Cessation
- 1978-09-01 FI FI782680A patent/FI65618C/en not_active IP Right Cessation
- 1978-09-04 DK DK389978A patent/DK153843C/en not_active IP Right Cessation
- 1978-09-04 NO NO783017A patent/NO151861C/en unknown
- 1978-09-06 IL IL7855521A patent/IL55521A0/en not_active IP Right Cessation
- 1978-09-06 PH PH21575A patent/PH15920A/en unknown
- 1978-09-06 NZ NZ188361A patent/NZ188361A/en unknown
- 1978-09-08 GR GR57185A patent/GR65703B/en unknown
- 1978-09-08 AU AU39668/78A patent/AU520178B2/en not_active Expired
- 1978-09-12 PT PT68544A patent/PT68544A/en unknown
- 1978-09-13 CA CA311,197A patent/CA1129850A/en not_active Expired
- 1978-09-14 AR AR273708A patent/AR231544A1/en active
- 1978-09-15 AT AT0669778A patent/AT370103B/en not_active IP Right Cessation
- 1978-09-15 IE IE1866/78A patent/IE47355B1/en not_active IP Right Cessation
- 1978-09-15 CH CH969078A patent/CH637954A5/en not_active IP Right Cessation
- 1978-09-15 FR FR7826533A patent/FR2403334A1/en active Granted
- 1978-09-16 PL PL1978209632A patent/PL112834B1/en unknown
- 1978-09-16 PL PL1978225938A patent/PL121605B1/en unknown
- 1978-09-16 PL PL1978217435A patent/PL118478B1/en unknown
- 1978-09-18 BE BE190553A patent/BE870562A/en not_active IP Right Cessation
- 1978-09-18 SU SU782665603A patent/SU895288A3/en active
- 1978-09-18 ZA ZA785291A patent/ZA785291B/en unknown
- 1978-09-18 IT IT51126/78A patent/IT1113279B/en active
- 1978-09-18 YU YU2196/78A patent/YU41432B/en unknown
- 1978-09-18 HU HU78ME2204A patent/HU180868B/en not_active IP Right Cessation
- 1978-09-19 JP JP11420078A patent/JPS5463100A/en active Granted
- 1978-09-19 DE DE19782840786 patent/DE2840786A1/en active Granted
- 1978-09-19 GB GB7837284A patent/GB2004872B/en not_active Expired
- 1978-09-19 CY CY1283A patent/CY1283A/en unknown
- 1978-09-19 GB GB8037685A patent/GB2061947B/en not_active Expired
- 1978-09-19 LU LU80262A patent/LU80262A1/en unknown
- 1978-09-19 ES ES473492A patent/ES473492A1/en not_active Expired
-
1979
- 1979-08-09 ES ES483286A patent/ES483286A1/en not_active Expired
- 1979-08-09 ES ES483283A patent/ES483283A1/en not_active Expired
- 1979-08-09 ES ES483287A patent/ES483287A1/en not_active Expired
- 1979-08-09 ES ES483285A patent/ES483285A1/en not_active Expired
- 1979-08-09 ES ES483284A patent/ES483284A1/en not_active Expired
- 1979-08-09 ES ES483288A patent/ES483288A1/en not_active Expired
- 1979-11-02 SU SU792834514A patent/SU915800A3/en active
-
1985
- 1985-02-05 KE KE3501A patent/KE3501A/en unknown
- 1985-02-07 SG SG95/85A patent/SG9585G/en unknown
- 1985-04-18 HK HK308/85A patent/HK30885A/en not_active IP Right Cessation
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