GB1273400A - Dibenzocyclopropapentalene compounds, process for their manufacture and compositions containing them - Google Patents
Dibenzocyclopropapentalene compounds, process for their manufacture and compositions containing themInfo
- Publication number
- GB1273400A GB1273400A GB56365/69A GB5636569A GB1273400A GB 1273400 A GB1273400 A GB 1273400A GB 56365/69 A GB56365/69 A GB 56365/69A GB 5636569 A GB5636569 A GB 5636569A GB 1273400 A GB1273400 A GB 1273400A
- Authority
- GB
- United Kingdom
- Prior art keywords
- give
- compounds
- reacted
- cyclopropa
- pentalene
- 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
- 150000001875 compounds Chemical class 0.000 title abstract 13
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- 239000000203 mixture Substances 0.000 title 1
- GUVXZFRDPCKWEM-UHFFFAOYSA-N pentalene Chemical compound C1=CC2=CC=CC2=C1 GUVXZFRDPCKWEM-UHFFFAOYSA-N 0.000 abstract 6
- 238000006243 chemical reaction Methods 0.000 abstract 5
- 125000001188 haloalkyl group Chemical group 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 abstract 2
- GYMFBYTZOGMSQJ-UHFFFAOYSA-N 2-methylanthracene Chemical compound C1=CC=CC2=CC3=CC(C)=CC=C3C=C21 GYMFBYTZOGMSQJ-UHFFFAOYSA-N 0.000 abstract 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 abstract 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 abstract 2
- 150000001204 N-oxides Chemical class 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000002252 acyl group Chemical group 0.000 abstract 2
- 125000003277 amino group Chemical group 0.000 abstract 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 abstract 2
- FMVJYQGSRWVMQV-UHFFFAOYSA-N ethyl propiolate Chemical compound CCOC(=O)C#C FMVJYQGSRWVMQV-UHFFFAOYSA-N 0.000 abstract 2
- 238000007363 ring formation reaction Methods 0.000 abstract 2
- OWFINXQLBMJDJQ-UHFFFAOYSA-N 2-chloroanthracene Chemical compound C1=CC=CC2=CC3=CC(Cl)=CC=C3C=C21 OWFINXQLBMJDJQ-UHFFFAOYSA-N 0.000 abstract 1
- FGDWPCUKCIMMDG-UHFFFAOYSA-N 4b,9a-dihydroindeno[1,2-a]indene-9,10-dione Chemical compound C1=CC=C2C(=O)C3C(=O)C4=CC=CC=C4C3C2=C1 FGDWPCUKCIMMDG-UHFFFAOYSA-N 0.000 abstract 1
- CGNCROWYDPEHFY-UHFFFAOYSA-N 5-chlorotetracyclo[6.6.2.02,7.09,14]hexadeca-2(7),3,5,9,11,13,15-heptaene-15-carboxylic acid Chemical compound ClC1=CC=2C3C4=CC=CC=C4C(C=2C=C1)C(=C3)C(=O)O CGNCROWYDPEHFY-UHFFFAOYSA-N 0.000 abstract 1
- QMYNLMDSGOQQKB-UHFFFAOYSA-N 5-methyltetracyclo[6.6.2.02,7.09,14]hexadeca-2(7),3,5,9,11,13,15-heptaene-15-carboxylic acid Chemical compound CC1=CC=2C3C4=CC=CC=C4C(C=2C=C1)C(=C3)C(=O)O QMYNLMDSGOQQKB-UHFFFAOYSA-N 0.000 abstract 1
- AMYJGIMSOTUULB-UHFFFAOYSA-N 9,10-dihydro-9,10-ethenoanthracene-11,12-dicarboxylic acid Chemical compound C12=CC=CC=C2C2C(C(O)=O)=C(C(=O)O)C1C1=CC=CC=C12 AMYJGIMSOTUULB-UHFFFAOYSA-N 0.000 abstract 1
- YRBLJXMEVXPTIE-UHFFFAOYSA-N 9a-[(dimethylamino)methyl]-4bH-indeno[1,2-a]indene-9,10-dione Chemical compound O=C1C=2C=CC=CC2C2C1(C(C1=CC=CC=C21)=O)CN(C)C YRBLJXMEVXPTIE-UHFFFAOYSA-N 0.000 abstract 1
- YXHKONLOYHBTNS-UHFFFAOYSA-N Diazomethane Chemical compound C=[N+]=[N-] YXHKONLOYHBTNS-UHFFFAOYSA-N 0.000 abstract 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- -1 aliphatic radicals Chemical class 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 150000008064 anhydrides Chemical class 0.000 abstract 1
- 230000001430 anti-depressive effect Effects 0.000 abstract 1
- 239000000935 antidepressant agent Substances 0.000 abstract 1
- 229940005513 antidepressants Drugs 0.000 abstract 1
- OTJZCIYGRUNXTP-UHFFFAOYSA-N but-3-yn-1-ol Chemical compound OCCC#C OTJZCIYGRUNXTP-UHFFFAOYSA-N 0.000 abstract 1
- AAVOYVVMXYRDJL-UHFFFAOYSA-N chembl3105278 Chemical compound C12=CC=CC=C2C2C=C(C(=O)OCC)C1C1=CC=CC=C12 AAVOYVVMXYRDJL-UHFFFAOYSA-N 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 239000012458 free base Substances 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 125000001475 halogen functional group Chemical group 0.000 abstract 1
- 230000002140 halogenating effect Effects 0.000 abstract 1
- 230000026030 halogenation Effects 0.000 abstract 1
- 238000005658 halogenation reaction Methods 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 230000001678 irradiating effect Effects 0.000 abstract 1
- MGJXBDMLVWIYOQ-UHFFFAOYSA-N methylazanide Chemical compound [NH-]C MGJXBDMLVWIYOQ-UHFFFAOYSA-N 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000546 pharmaceutical excipient Substances 0.000 abstract 1
- 125000001453 quaternary ammonium group Chemical group 0.000 abstract 1
- CLDWGXZGFUNWKB-UHFFFAOYSA-M silver;benzoate Chemical compound [Ag+].[O-]C(=O)C1=CC=CC=C1 CLDWGXZGFUNWKB-UHFFFAOYSA-M 0.000 abstract 1
- SLBPFXSUYSLDCM-UHFFFAOYSA-N stk367284 Chemical compound C12=CC=CC=C2C2C=C(C(=O)O)C1C1=CC=CC=C12 SLBPFXSUYSLDCM-UHFFFAOYSA-N 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
- C07D295/02—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 containing only hydrogen and carbon atoms in addition to the ring hetero elements
- C07D295/027—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 containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring
- C07D295/03—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 containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring with the ring nitrogen atoms directly attached to acyclic carbon atoms
-
- 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
- A61P25/26—Psychostimulants, e.g. nicotine, cocaine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
- C07C211/26—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring
- C07C211/31—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring the six-membered aromatic ring being part of a condensed ring system formed by at least three rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C245/00—Compounds containing chains of at least two nitrogen atoms with at least one nitrogen-to-nitrogen multiple bond
- C07C245/12—Diazo compounds, i.e. compounds having the free valencies of >N2 groups attached to the same carbon atom
- C07C245/14—Diazo compounds, i.e. compounds having the free valencies of >N2 groups attached to the same carbon atom having diazo groups bound to acyclic carbon atoms of a carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C61/16—Unsaturated compounds
- C07C61/39—Unsaturated compounds containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C61/16—Unsaturated compounds
- C07C61/40—Unsaturated compounds containing halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/56—Ring systems containing three or more rings
- C07D209/58—[b]- or [c]-condensed
- C07D209/70—[b]- or [c]-condensed containing carbocyclic rings other than six-membered
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/02—Ortho- or ortho- and peri-condensed systems
- C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
- C07C2603/06—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members
- C07C2603/10—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Psychiatry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Indole Compounds (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Hydrogenated Pyridines (AREA)
- Physical Or Chemical Processes And Apparatus (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US77925768A | 1968-11-26 | 1968-11-26 | |
| US85427069A | 1969-08-29 | 1969-08-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1273400A true GB1273400A (en) | 1972-05-10 |
Family
ID=27119559
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB56365/69A Expired GB1273400A (en) | 1968-11-26 | 1969-11-18 | Dibenzocyclopropapentalene compounds, process for their manufacture and compositions containing them |
Country Status (11)
| Country | Link |
|---|---|
| JP (2) | JPS4930835B1 (https=) |
| AT (4) | AT305234B (https=) |
| BE (1) | BE742204A (https=) |
| CH (2) | CH551367A (https=) |
| DE (1) | DE1957947A1 (https=) |
| ES (1) | ES373883A1 (https=) |
| FR (1) | FR2024263B1 (https=) |
| GB (1) | GB1273400A (https=) |
| NL (1) | NL6917743A (https=) |
| NO (1) | NO130396B (https=) |
| SU (1) | SU422136A3 (https=) |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1086588A (en) * | 1964-06-19 | 1967-10-11 | Ciba Ltd | New cycloheptadienes and process for preparing same |
-
1969
- 1969-10-23 CH CH1067672A patent/CH551367A/xx not_active IP Right Cessation
- 1969-10-23 CH CH1583069A patent/CH540219A/de not_active IP Right Cessation
- 1969-11-18 DE DE19691957947 patent/DE1957947A1/de active Pending
- 1969-11-18 GB GB56365/69A patent/GB1273400A/en not_active Expired
- 1969-11-25 FR FR696940579A patent/FR2024263B1/fr not_active Expired
- 1969-11-25 NO NO694668A patent/NO130396B/no unknown
- 1969-11-25 ES ES69373883A patent/ES373883A1/es not_active Expired
- 1969-11-25 NL NL6917743A patent/NL6917743A/xx unknown
- 1969-11-25 AT AT1100069A patent/AT305234B/de not_active IP Right Cessation
- 1969-11-25 BE BE742204D patent/BE742204A/xx unknown
- 1969-11-25 AT AT838871A patent/AT305236B/de not_active IP Right Cessation
- 1969-11-25 SU SU1708797A patent/SU422136A3/ru active
- 1969-11-25 AT AT839171A patent/AT305239B/de not_active IP Right Cessation
-
1971
- 1971-10-22 JP JP46083831A patent/JPS4930835B1/ja active Pending
- 1971-10-22 JP JP46083833A patent/JPS4927865B1/ja active Pending
- 1971-12-06 AT ATA10384/71A patent/AT305974B/de active
Also Published As
| Publication number | Publication date |
|---|---|
| JPS4927865B1 (https=) | 1974-07-22 |
| NL6917743A (https=) | 1970-05-28 |
| ES373883A1 (es) | 1972-02-16 |
| AT305236B (de) | 1973-02-12 |
| FR2024263A1 (https=) | 1970-08-28 |
| FR2024263B1 (https=) | 1973-03-16 |
| NO130396B (https=) | 1974-08-26 |
| AT305974B (de) | 1973-02-15 |
| AT305239B (de) | 1973-02-12 |
| BE742204A (https=) | 1970-05-25 |
| DE1957947A1 (de) | 1970-06-25 |
| JPS4930835B1 (https=) | 1974-08-16 |
| AT305234B (de) | 1973-02-12 |
| SU422136A3 (ru) | 1974-03-30 |
| CH540219A (de) | 1973-08-15 |
| CH551367A (de) | 1974-07-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |