GB1478224A - Dispiroalkanes processes for their preparation and pharma ceutical compositions containing them - Google Patents
Dispiroalkanes processes for their preparation and pharma ceutical compositions containing themInfo
- Publication number
- GB1478224A GB1478224A GB325175A GB325175A GB1478224A GB 1478224 A GB1478224 A GB 1478224A GB 325175 A GB325175 A GB 325175A GB 325175 A GB325175 A GB 325175A GB 1478224 A GB1478224 A GB 1478224A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compound
- alkyl
- hydrolysing
- give
- ethyl
- 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
- 239000008194 pharmaceutical composition Substances 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 10
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 230000003301 hydrolyzing effect Effects 0.000 abstract 4
- FKLJPTJMIBLJAV-UHFFFAOYSA-N Compound IV Chemical compound O1N=C(C)C=C1CCCCCCCOC1=CC=C(C=2OCCN=2)C=C1 FKLJPTJMIBLJAV-UHFFFAOYSA-N 0.000 abstract 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- -1 alkyl cyanoacetate Chemical compound 0.000 abstract 2
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 abstract 1
- HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 abstract 1
- TUKJHVNCJRDVJQ-UHFFFAOYSA-N 1-(cyanomethyl)-4-oxocyclohexane-1-carbonitrile Chemical compound O=C1CCC(CC#N)(C#N)CC1 TUKJHVNCJRDVJQ-UHFFFAOYSA-N 0.000 abstract 1
- DLJHCODHEDOWGP-UHFFFAOYSA-N 4,4,7-triethoxy-7-oxoheptanoic acid Chemical compound CCOC(=O)CCC(CCC(O)=O)(OCC)OCC DLJHCODHEDOWGP-UHFFFAOYSA-N 0.000 abstract 1
- DVNMWQDUUKBGJR-UHFFFAOYSA-N 4,4-diethoxycyclohexan-1-one Chemical compound CCOC1(OCC)CCC(=O)CC1 DVNMWQDUUKBGJR-UHFFFAOYSA-N 0.000 abstract 1
- FCSKOFQQCWLGMV-UHFFFAOYSA-N 5-{5-[2-chloro-4-(4,5-dihydro-1,3-oxazol-2-yl)phenoxy]pentyl}-3-methylisoxazole Chemical compound O1N=C(C)C=C1CCCCCOC1=CC=C(C=2OCCN=2)C=C1Cl FCSKOFQQCWLGMV-UHFFFAOYSA-N 0.000 abstract 1
- JYEYJELELKLPLO-UHFFFAOYSA-N 7-ethoxy-4,7-dioxoheptanoic acid Chemical compound CCOC(=O)CCC(=O)CCC(O)=O JYEYJELELKLPLO-UHFFFAOYSA-N 0.000 abstract 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 1
- 101100037762 Caenorhabditis elegans rnh-2 gene Proteins 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 230000002082 anti-convulsion Effects 0.000 abstract 1
- 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 1
- 230000000911 decarboxylating effect Effects 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 abstract 1
- DLRUDPFGBJOAQF-UHFFFAOYSA-N ethyl 5,5-diethoxy-2-oxocyclohexane-1-carboxylate Chemical compound CCOC(=O)C1CC(OCC)(OCC)CCC1=O DLRUDPFGBJOAQF-UHFFFAOYSA-N 0.000 abstract 1
- WBJINCZRORDGAQ-UHFFFAOYSA-N formic acid ethyl ester Natural products CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 abstract 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 1
- 230000001939 inductive effect Effects 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 239000000932 sedative agent Substances 0.000 abstract 1
- 230000001624 sedative effect Effects 0.000 abstract 1
- 230000007958 sleep Effects 0.000 abstract 1
- 125000003107 substituted aryl group Chemical group 0.000 abstract 1
- GKASDNZWUGIAMG-UHFFFAOYSA-N triethyl orthoformate Chemical compound CCOC(OCC)OCC GKASDNZWUGIAMG-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
- C07D319/08—1,3-Dioxanes; Hydrogenated 1,3-dioxanes condensed with carbocyclic rings or ring systems
-
- 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
- A61P25/08—Antiepileptics; Anticonvulsants
-
- 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
-
- 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
- C07C45/67—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 isomerisation; by change of size of the carbon skeleton
- C07C45/673—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 isomerisation; by change of size of the carbon skeleton by change of size of the carbon skeleton
-
- 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
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/54—Spiro-condensed
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/72—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 spiro-condensed with carbocyclic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Anesthesiology (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB325175A GB1478224A (en) | 1975-01-24 | 1975-01-24 | Dispiroalkanes processes for their preparation and pharma ceutical compositions containing them |
| FR7600776A FR2298327A1 (fr) | 1975-01-24 | 1976-01-14 | Nouveaux dispirodecanes, leurs procedes d'obtention et les compositions pharmaceutiques en renfermant |
| US05/649,943 US4086355A (en) | 1975-01-24 | 1976-01-19 | Novel dispirodecanes, processes for their preparation and pharmaceutical compositions |
| CA243,934A CA1088074A (fr) | 1975-01-24 | 1976-01-19 | Procede d'obtention de nouveaux dispirodecanes et les produits en resultant |
| DE19762601783 DE2601783A1 (de) | 1975-01-24 | 1976-01-20 | Dispirodecanderivate, verfahren zu ihrer herstellung und sie enthaltende arzneimittel |
| NL7600631A NL7600631A (nl) | 1975-01-24 | 1976-01-21 | Werkwijze voor de bereiding van dispirodecanen en farmaceutische mengsels met deze verbindin- gen. |
| JP604576A JPS5627518B2 (https=) | 1975-01-24 | 1976-01-23 | |
| BE163777A BE837877A (fr) | 1975-01-24 | 1976-01-23 | Nouveaux dispirodecanes, leurs procedes d'obtention et les compositions pharmaceutiques en renfermant |
| ES444600A ES444600A1 (es) | 1975-01-24 | 1976-01-24 | Un procedimiento de obtencion de los 3-azadiespirodecanos. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB325175A GB1478224A (en) | 1975-01-24 | 1975-01-24 | Dispiroalkanes processes for their preparation and pharma ceutical compositions containing them |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1478224A true GB1478224A (en) | 1977-06-29 |
Family
ID=9754813
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB325175A Expired GB1478224A (en) | 1975-01-24 | 1975-01-24 | Dispiroalkanes processes for their preparation and pharma ceutical compositions containing them |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4086355A (https=) |
| JP (1) | JPS5627518B2 (https=) |
| BE (1) | BE837877A (https=) |
| CA (1) | CA1088074A (https=) |
| DE (1) | DE2601783A1 (https=) |
| ES (1) | ES444600A1 (https=) |
| FR (1) | FR2298327A1 (https=) |
| GB (1) | GB1478224A (https=) |
| NL (1) | NL7600631A (https=) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU633612B2 (en) * | 1989-08-25 | 1993-02-04 | Warner-Lambert Company | Improved process for cyclic amino acid anticonvulsant compounds |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3238217A (en) * | 1961-09-07 | 1966-03-01 | Geschickter Fund Med Res | Azaspiranes |
| US3534054A (en) * | 1968-02-05 | 1970-10-13 | Lilly Co Eli | 3,6-dioxo-2-aza-9,11,14-trioxadispiro (4.1.5.3) pentadecane |
| US3669986A (en) * | 1970-02-27 | 1972-06-13 | Lilly Co Eli | Substituted dispiropentadecanes |
-
1975
- 1975-01-24 GB GB325175A patent/GB1478224A/en not_active Expired
-
1976
- 1976-01-14 FR FR7600776A patent/FR2298327A1/fr active Granted
- 1976-01-19 CA CA243,934A patent/CA1088074A/fr not_active Expired
- 1976-01-19 US US05/649,943 patent/US4086355A/en not_active Expired - Lifetime
- 1976-01-20 DE DE19762601783 patent/DE2601783A1/de not_active Withdrawn
- 1976-01-21 NL NL7600631A patent/NL7600631A/xx not_active Application Discontinuation
- 1976-01-23 JP JP604576A patent/JPS5627518B2/ja not_active Expired
- 1976-01-23 BE BE163777A patent/BE837877A/fr unknown
- 1976-01-24 ES ES444600A patent/ES444600A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CA1088074A (fr) | 1980-10-21 |
| ES444600A1 (es) | 1977-05-01 |
| JPS5627518B2 (https=) | 1981-06-25 |
| US4086355A (en) | 1978-04-25 |
| FR2298327A1 (fr) | 1976-08-20 |
| DE2601783A1 (de) | 1976-07-29 |
| BE837877A (fr) | 1976-07-23 |
| FR2298327B1 (https=) | 1979-09-21 |
| NL7600631A (nl) | 1976-07-27 |
| JPS51105066A (https=) | 1976-09-17 |
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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 |