GB1443311A - 4-benzazonine derivatives and process for preparation thereof - Google Patents
4-benzazonine derivatives and process for preparation thereofInfo
- Publication number
- GB1443311A GB1443311A GB1956774A GB1956774A GB1443311A GB 1443311 A GB1443311 A GB 1443311A GB 1956774 A GB1956774 A GB 1956774A GB 1956774 A GB1956774 A GB 1956774A GB 1443311 A GB1443311 A GB 1443311A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compound
- give
- reduction
- alkyl
- reaction
- 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
- BDNJXCPWLLNGMV-UHFFFAOYSA-N 4h-4-benzazonine Chemical class C1=CNC=CC=C2C=CC=CC2=C1 BDNJXCPWLLNGMV-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 21
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- 238000006243 chemical reaction Methods 0.000 abstract 5
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 4
- 229940126062 Compound A Drugs 0.000 abstract 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 3
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 abstract 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 3
- 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 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 3
- -1 2,2-dimethylvinyl phenyl Chemical group 0.000 abstract 2
- 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
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000001475 halogen functional group Chemical group 0.000 abstract 2
- 229910052987 metal hydride Inorganic materials 0.000 abstract 2
- 150000004681 metal hydrides Chemical class 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 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
- ASLUVGUEPYXPRF-UHFFFAOYSA-N 1h-1-benzazonine Chemical class N1C=CC=CC=CC2=CC=CC=C21 ASLUVGUEPYXPRF-UHFFFAOYSA-N 0.000 abstract 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 abstract 1
- BDAGIHXWWSANSR-UHFFFAOYSA-N Formic acid Chemical compound OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 abstract 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000005278 alkyl sulfonyloxy group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000005279 aryl sulfonyloxy group Chemical group 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000003638 chemical reducing agent Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 235000019253 formic acid Nutrition 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 1
- 229920002554 vinyl polymer Polymers 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D225/00—Heterocyclic compounds containing rings of more than seven members having one nitrogen atom as the only ring hetero atom
- C07D225/04—Heterocyclic compounds containing rings of more than seven members having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D225/06—Heterocyclic compounds containing rings of more than seven members having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems condensed with one six-membered ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5145973A JPS49134691A (en, 2012) | 1973-05-08 | 1973-05-08 | |
| JP5145873A JPS49134690A (en, 2012) | 1973-05-08 | 1973-05-08 | |
| JP5146073A JPS49134692A (en, 2012) | 1973-05-08 | 1973-05-08 | |
| JP5146173A JPS49134693A (en, 2012) | 1973-05-08 | 1973-05-08 | |
| JP768374A JPS50101372A (en, 2012) | 1974-01-16 | 1974-01-16 | |
| JP49015281A JPS50106985A (en, 2012) | 1973-05-08 | 1974-02-05 | |
| JP1528274A JPS5921866B2 (ja) | 1974-02-05 | 1974-02-05 | ４−ベンズアゾニン系化合物の製法 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1443311A true GB1443311A (en) | 1976-07-21 |
Family
ID=27563420
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1956774A Expired GB1443311A (en) | 1973-05-08 | 1974-05-03 | 4-benzazonine derivatives and process for preparation thereof |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US4008219A (en, 2012) |
| JP (1) | JPS50106985A (en, 2012) |
| BE (1) | BE814733A (en, 2012) |
| CA (1) | CA1040628A (en, 2012) |
| CH (2) | CH608793A5 (en, 2012) |
| DK (1) | DK142578A (en, 2012) |
| FR (1) | FR2228492B1 (en, 2012) |
| GB (1) | GB1443311A (en, 2012) |
| IT (1) | IT1056734B (en, 2012) |
| NL (1) | NL171806C (en, 2012) |
| NO (1) | NO142909C (en, 2012) |
| SE (3) | SE409033B (en, 2012) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2603587A1 (fr) * | 1986-09-08 | 1988-03-11 | Madaus Gmbh Co Kg | Derives de la 2,3,4,5,6,7-hexahydro-2,7-methano-1,5-benzoxazonine (ou -1,4-benzoxazonine), procede pour leur preparation, medicaments les contenant et composes intermediaires |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5387590A (en) * | 1989-08-30 | 1995-02-07 | Pfizer Inc. | Benzazabicyclic carbamates as novel cholinesterase inhibitors |
| CN110563605B (zh) * | 2018-06-05 | 2021-10-08 | 上海医药工业研究院 | 制备氢溴酸依他佐辛的中间体及其制备方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1000506A (en) * | 1960-12-01 | 1965-08-04 | Sterling Drug Inc | 1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocines |
-
1974
- 1974-02-05 JP JP49015281A patent/JPS50106985A/ja active Pending
- 1974-05-03 GB GB1956774A patent/GB1443311A/en not_active Expired
- 1974-05-06 SE SE7406003A patent/SE409033B/xx not_active IP Right Cessation
- 1974-05-06 US US05/467,520 patent/US4008219A/en not_active Expired - Lifetime
- 1974-05-07 CA CA199,159A patent/CA1040628A/en not_active Expired
- 1974-05-07 CH CH746169A patent/CH608793A5/xx not_active IP Right Cessation
- 1974-05-07 NO NO741651A patent/NO142909C/no unknown
- 1974-05-08 BE BE144075A patent/BE814733A/xx unknown
- 1974-05-08 FR FR7415840A patent/FR2228492B1/fr not_active Expired
- 1974-05-08 IT IT22464/74A patent/IT1056734B/it active
- 1974-05-08 NL NLAANVRAGE7406183,A patent/NL171806C/xx not_active IP Right Cessation
-
1977
- 1977-07-14 SE SE7708175A patent/SE442111B/xx not_active IP Right Cessation
-
1978
- 1978-03-30 DK DK142578A patent/DK142578A/da not_active Application Discontinuation
- 1978-04-14 CH CH401278A patent/CH616156A5/fr not_active IP Right Cessation
-
1982
- 1982-02-05 SE SE8200673A patent/SE8200673L/sv unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2603587A1 (fr) * | 1986-09-08 | 1988-03-11 | Madaus Gmbh Co Kg | Derives de la 2,3,4,5,6,7-hexahydro-2,7-methano-1,5-benzoxazonine (ou -1,4-benzoxazonine), procede pour leur preparation, medicaments les contenant et composes intermediaires |
| BE1002121A4 (fr) * | 1986-09-08 | 1990-07-17 | Madaus & Co Dr | Derives de la 2,3,4,5,6,7-hexahydro-2,7-methano-1,5-benzoxazonine (ou -1,4-benzoxazonine), procede pour leur preparation et medicaments les contenant. |
Also Published As
| Publication number | Publication date |
|---|---|
| SE409033B (sv) | 1979-07-23 |
| NO142909B (no) | 1980-08-04 |
| NO741651L (no) | 1974-11-11 |
| SE442111B (sv) | 1985-12-02 |
| NL171806B (nl) | 1982-12-16 |
| US4008219A (en) | 1977-02-15 |
| DE2422309A1 (de) | 1974-11-21 |
| SE8200673L (sv) | 1982-02-05 |
| DK142578A (da) | 1978-03-30 |
| NO142909C (no) | 1980-11-12 |
| FR2228492A1 (en, 2012) | 1974-12-06 |
| CH616156A5 (en, 2012) | 1980-03-14 |
| NL7406183A (en, 2012) | 1974-11-12 |
| CA1040628A (en) | 1978-10-17 |
| FR2228492B1 (en, 2012) | 1978-07-21 |
| CH608793A5 (en) | 1979-01-31 |
| BE814733A (fr) | 1974-09-02 |
| DE2422309B2 (de) | 1976-10-07 |
| IT1056734B (it) | 1982-02-20 |
| NL171806C (nl) | 1983-05-16 |
| JPS50106985A (en, 2012) | 1975-08-22 |
| SE7708175L (sv) | 1977-07-14 |
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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 |