GB1427404A - Tricyclic pharmacological agents and methods of making them - Google Patents
Tricyclic pharmacological agents and methods of making themInfo
- Publication number
- GB1427404A GB1427404A GB2343673A GB2343673A GB1427404A GB 1427404 A GB1427404 A GB 1427404A GB 2343673 A GB2343673 A GB 2343673A GB 2343673 A GB2343673 A GB 2343673A GB 1427404 A GB1427404 A GB 1427404A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- product
- alkyl
- ring
- substituted
- 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
- 239000002831 pharmacologic agent Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 5
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 150000001412 amines Chemical class 0.000 abstract 3
- 229910052799 carbon Inorganic materials 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- -1 CF 3 Chemical group 0.000 abstract 2
- XAKBSHICSHRJCL-UHFFFAOYSA-N [CH2]C(=O)C1=CC=CC=C1 Chemical group [CH2]C(=O)C1=CC=CC=C1 XAKBSHICSHRJCL-UHFFFAOYSA-N 0.000 abstract 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 125000005842 heteroatom Chemical group 0.000 abstract 2
- 239000000543 intermediate Substances 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 2
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 abstract 1
- GUGOEEXESWIERI-UHFFFAOYSA-N Terfenadine Chemical compound C1=CC(C(C)(C)C)=CC=C1C(O)CCCN1CCC(C(O)(C=2C=CC=CC=2)C=2C=CC=CC=2)CC1 GUGOEEXESWIERI-UHFFFAOYSA-N 0.000 abstract 1
- SWLRWAAADZLNLP-UHFFFAOYSA-M [Cl-].CN(CC#C[Mg+])C Chemical compound [Cl-].CN(CC#C[Mg+])C SWLRWAAADZLNLP-UHFFFAOYSA-M 0.000 abstract 1
- 150000008062 acetophenones Chemical class 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 230000001430 anti-depressive effect Effects 0.000 abstract 1
- 230000001387 anti-histamine Effects 0.000 abstract 1
- 239000000935 antidepressant agent Substances 0.000 abstract 1
- 229940005513 antidepressants Drugs 0.000 abstract 1
- 239000000739 antihistaminic agent Substances 0.000 abstract 1
- 239000011260 aqueous acid Substances 0.000 abstract 1
- 230000031709 bromination Effects 0.000 abstract 1
- 238000005893 bromination reaction Methods 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- SNVTZAIYUGUKNI-UHFFFAOYSA-N dibenzo[1,2-a:1',2'-e][7]annulen-11-one Chemical class C1=CC2=CC=CC=C2C(=O)C2=CC=CC=C21 SNVTZAIYUGUKNI-UHFFFAOYSA-N 0.000 abstract 1
- QPJORFLSOJAUNL-UHFFFAOYSA-N dibenzo[a,d][7]annulene Chemical class C1=CC2=CC=CC=C2CC2=CC=CC=C21 QPJORFLSOJAUNL-UHFFFAOYSA-N 0.000 abstract 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 1
- 125000001033 ether group Chemical group 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- BWHLPLXXIDYSNW-UHFFFAOYSA-N ketorolac tromethamine Chemical compound OCC(N)(CO)CO.OC(=O)C1CCN2C1=CC=C2C(=O)C1=CC=CC=C1 BWHLPLXXIDYSNW-UHFFFAOYSA-N 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000546 pharmaceutical excipient Substances 0.000 abstract 1
- 125000003884 phenylalkyl group Chemical group 0.000 abstract 1
- 125000006413 ring segment Chemical group 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 125000004001 thioalkyl group Chemical group 0.000 abstract 1
- 230000002936 tranquilizing effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members 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
- C07D309/10—Oxygen atoms
- C07D309/12—Oxygen atoms only hydrogen atoms and one oxygen atom directly attached to ring carbon atoms, e.g. tetrahydropyranyl ethers
-
- 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
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/63—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US00256751A US3828034A (en) | 1972-05-25 | 1972-05-25 | Tricyclic pharmacological agents,intermediates and methods of making |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1427404A true GB1427404A (en) | 1976-03-10 |
Family
ID=22973451
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2343673A Expired GB1427404A (en) | 1972-05-25 | 1973-05-16 | Tricyclic pharmacological agents and methods of making them |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3828034A (enExample) |
| AT (1) | AT327873B (enExample) |
| BE (1) | BE800037A (enExample) |
| DE (1) | DE2326401A1 (enExample) |
| ES (1) | ES415144A1 (enExample) |
| FR (1) | FR2185413B1 (enExample) |
| GB (1) | GB1427404A (enExample) |
| IL (1) | IL42207A (enExample) |
| NL (1) | NL7307010A (enExample) |
| ZA (1) | ZA733021B (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3965181A (en) * | 1973-07-06 | 1976-06-22 | Syntex (U.S.A.) Inc. | Tricyclic pharmacological agents, intermediates and methods of making |
| DE69127549T2 (de) * | 1990-05-18 | 1998-04-23 | Merrell Pharma Inc | 5h-dibenzo[a,d]cycloheptene als muscarinic-rezeptor-antagonist |
| US5508280A (en) * | 1990-05-18 | 1996-04-16 | Merrell Pharmaceuticals, Inc. | 5H-Dibenzo (A,D) cycloheptenes as muscarinic receptor antagonists |
| IL129122A0 (en) * | 1996-10-04 | 2000-02-17 | Novo Nordisk As | N-substituted azaheterocyclic compounds |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3309404A (en) * | 1962-04-04 | 1967-03-14 | Merck & Co Inc | Derivatives of dibenzocycloheptenes and a process for their preparation |
| FR1476483A (fr) * | 1965-05-03 | 1967-04-07 | Merck & Co Inc | Fabrication de dibenzocycloheptènes substitués |
-
1972
- 1972-05-25 US US00256751A patent/US3828034A/en not_active Expired - Lifetime
-
1973
- 1973-05-03 ZA ZA733021A patent/ZA733021B/xx unknown
- 1973-05-04 IL IL42207A patent/IL42207A/en unknown
- 1973-05-16 GB GB2343673A patent/GB1427404A/en not_active Expired
- 1973-05-18 NL NL7307010A patent/NL7307010A/xx unknown
- 1973-05-24 AT AT454573A patent/AT327873B/de active
- 1973-05-24 DE DE2326401A patent/DE2326401A1/de active Pending
- 1973-05-24 FR FR7318978A patent/FR2185413B1/fr not_active Expired
- 1973-05-24 ES ES415144A patent/ES415144A1/es not_active Expired
- 1973-05-25 BE BE131520A patent/BE800037A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ATA454573A (de) | 1975-05-15 |
| FR2185413B1 (enExample) | 1976-10-22 |
| IL42207A0 (en) | 1973-07-30 |
| NL7307010A (enExample) | 1973-11-27 |
| BE800037A (fr) | 1973-11-26 |
| IL42207A (en) | 1977-03-31 |
| ZA733021B (en) | 1974-12-24 |
| DE2326401A1 (de) | 1973-12-06 |
| AT327873B (de) | 1976-02-25 |
| AU5579873A (en) | 1974-11-21 |
| ES415144A1 (es) | 1976-06-16 |
| FR2185413A1 (enExample) | 1974-01-04 |
| US3828034A (en) | 1974-08-06 |
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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 |