GB1233193A - - Google Patents
Info
- Publication number
- GB1233193A GB1233193A GB1233193DA GB1233193A GB 1233193 A GB1233193 A GB 1233193A GB 1233193D A GB1233193D A GB 1233193DA GB 1233193 A GB1233193 A GB 1233193A
- Authority
- GB
- United Kingdom
- Prior art keywords
- isoquinoline
- derivatives
- ethyl
- octahydro
- methoxybenzyl
- 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 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- INAXVFBXDYWQFN-XHSDSOJGSA-N morphinan Chemical class C1C2=CC=CC=C2[C@]23CCCC[C@H]3[C@@H]1NCC2 INAXVFBXDYWQFN-XHSDSOJGSA-N 0.000 abstract 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 230000007062 hydrolysis Effects 0.000 abstract 2
- 238000006460 hydrolysis reaction Methods 0.000 abstract 2
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 abstract 2
- 229940051807 opiod analgesics morphinan derivative Drugs 0.000 abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 2
- YODVAUMLYPLYHQ-UHFFFAOYSA-N 1-[(4-methoxyphenyl)methyl]-3,4,5,6,7,8-hexahydro-1H-isoquinoline-2-carboxamide Chemical compound COC1=CC=C(CC2N(CCC=3CCCCC23)C(N)=O)C=C1 YODVAUMLYPLYHQ-UHFFFAOYSA-N 0.000 abstract 1
- YPXQKKBSILHWOE-UHFFFAOYSA-N 1-[1-[(4-methoxyphenyl)methyl]-3,4,5,6,7,8-hexahydro-1h-isoquinolin-2-yl]ethanone Chemical compound C1=CC(OC)=CC=C1CC1C(CCCC2)=C2CCN1C(C)=O YPXQKKBSILHWOE-UHFFFAOYSA-N 0.000 abstract 1
- 229910010082 LiAlH Inorganic materials 0.000 abstract 1
- 125000003047 N-acetyl group Chemical group 0.000 abstract 1
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 abstract 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 1
- RULHCJMIEYRODL-UHFFFAOYSA-N [1-[(4-methoxyphenyl)methyl]-3,4,5,6,7,8-hexahydro-1H-isoquinolin-2-yl]-phenylmethanone Chemical compound COC1=CC=C(CC2N(CCC=3CCCCC23)C(C2=CC=CC=C2)=O)C=C1 RULHCJMIEYRODL-UHFFFAOYSA-N 0.000 abstract 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 abstract 1
- 238000006640 acetylation reaction Methods 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 230000010933 acylation Effects 0.000 abstract 1
- 238000005917 acylation reaction Methods 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000003282 alkyl amino group Chemical group 0.000 abstract 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 abstract 1
- 125000001769 aryl amino group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000004391 aryl sulfonyl group Chemical group 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 abstract 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 abstract 1
- 239000004202 carbamide Substances 0.000 abstract 1
- 125000001589 carboacyl group Chemical group 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000004986 diarylamino group Chemical group 0.000 abstract 1
- GCGNURQSWNQWQB-UHFFFAOYSA-N ethyl 1-[(4-methoxyphenyl)methyl]-3,4,5,6,7,8-hexahydro-1H-isoquinoline-2-carboxylate Chemical compound COC1=CC=C(CC2N(CCC=3CCCCC23)C(=O)OCC)C=C1 GCGNURQSWNQWQB-UHFFFAOYSA-N 0.000 abstract 1
- RIFGWPKJUGCATF-UHFFFAOYSA-N ethyl chloroformate Chemical compound CCOC(Cl)=O RIFGWPKJUGCATF-UHFFFAOYSA-N 0.000 abstract 1
- 230000006203 ethylation Effects 0.000 abstract 1
- 238000006200 ethylation reaction Methods 0.000 abstract 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 1
- 150000002537 isoquinolines Chemical class 0.000 abstract 1
- 230000011987 methylation Effects 0.000 abstract 1
- 238000007069 methylation reaction Methods 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000001038 naphthoyl group Chemical group C1(=CC=CC2=CC=CC=C12)C(=O)* 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 125000000018 nitroso group Chemical group N(=O)* 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 229920000137 polyphosphoric acid Polymers 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/12—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring
- C07D217/18—Aralkyl radicals
- C07D217/20—Aralkyl radicals with oxygen atoms directly attached to the aromatic ring of said aralkyl radical, e.g. papaverine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems 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 carbon atoms of the nitrogen-containing ring
- C07D217/24—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
- C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
- C07D221/22—Bridged ring systems
- C07D221/28—Morphinans
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US66321067A | 1967-08-25 | 1967-08-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1233193A true GB1233193A (enrdf_load_stackoverflow) | 1971-05-26 |
Family
ID=24660890
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1233194D Expired GB1233194A (enrdf_load_stackoverflow) | 1967-08-25 | 1968-08-22 | |
| GB1233193D Expired GB1233193A (enrdf_load_stackoverflow) | 1967-08-25 | 1968-08-22 |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1233194D Expired GB1233194A (enrdf_load_stackoverflow) | 1967-08-25 | 1968-08-22 |
Country Status (8)
| Country | Link |
|---|---|
| BE (1) | BE719788A (enrdf_load_stackoverflow) |
| CH (2) | CH543514A (enrdf_load_stackoverflow) |
| DE (1) | DE1795193C2 (enrdf_load_stackoverflow) |
| DK (1) | DK129238B (enrdf_load_stackoverflow) |
| FR (1) | FR1584396A (enrdf_load_stackoverflow) |
| GB (2) | GB1233194A (enrdf_load_stackoverflow) |
| NL (1) | NL158791B (enrdf_load_stackoverflow) |
| SE (1) | SE364511B (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5260286A (en) * | 1992-10-16 | 1993-11-09 | Japan Tobacco, Inc. | 2-piperidinecarboxylic acid derivatives useful as NMDA receptor antagonists |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2327737A1 (de) * | 1972-07-07 | 1974-01-24 | Hoffmann La Roche | Verfahren zur herstellung von isomorphinanen |
| US4003903A (en) * | 1975-02-12 | 1977-01-18 | Florida Board Of Regents | N-acyl-N-norsalutaridines and process for making them |
| FI773636A7 (fi) * | 1976-12-06 | 1978-06-07 | Hoffmann La Roche | Nya fenylderivat |
| US4194044A (en) | 1976-12-06 | 1980-03-18 | Hoffmann-La Roche Inc. | Process for preparing 3-phenoxy morphinans |
| US4668685A (en) * | 1984-07-05 | 1987-05-26 | E.I. Du Pont De Nemours And Company | Substituted benzoate ester prodrug derivatives of 3-hydroxymorphinans, which are analgesics or narcotic antagonists |
| CH657007GA3 (enrdf_load_stackoverflow) * | 1984-08-23 | 1986-08-15 | Tissot Sa | |
| CH684619B5 (fr) * | 1992-07-17 | 1995-05-15 | Longines Montres Comp D | Pièce d'horlogerie à affichage universel de l'heure. |
| US5905153A (en) * | 1996-10-02 | 1999-05-18 | Roche Vitamins Inc. | Process for preparing (9α,13α,14α)-1-(3-methoxy-morphinan-17-yl)alkanones |
| EP0834506B1 (de) * | 1996-10-02 | 2004-01-14 | F. Hoffmann-La Roche Ag | Verfahren zur Herstellung von (9alpha, 13alpha, 14alpha)-1-(3-Methoxymorphinan-17-yl)alkanonen |
| EP3712714B1 (fr) | 2019-03-19 | 2022-11-30 | Omega SA | Cadran pour une montre universelle |
-
1968
- 1968-08-02 CH CH1157868A patent/CH543514A/de not_active IP Right Cessation
- 1968-08-02 CH CH231871A patent/CH560194A5/xx not_active IP Right Cessation
- 1968-08-21 FR FR1584396D patent/FR1584396A/fr not_active Expired
- 1968-08-21 DE DE19681795193 patent/DE1795193C2/de not_active Expired
- 1968-08-22 BE BE719788D patent/BE719788A/xx not_active IP Right Cessation
- 1968-08-22 GB GB1233194D patent/GB1233194A/en not_active Expired
- 1968-08-22 DK DK405568A patent/DK129238B/da not_active IP Right Cessation
- 1968-08-22 GB GB1233193D patent/GB1233193A/en not_active Expired
- 1968-08-22 NL NL6811979A patent/NL158791B/xx not_active IP Right Cessation
- 1968-08-23 SE SE1142868A patent/SE364511B/xx unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5260286A (en) * | 1992-10-16 | 1993-11-09 | Japan Tobacco, Inc. | 2-piperidinecarboxylic acid derivatives useful as NMDA receptor antagonists |
Also Published As
| Publication number | Publication date |
|---|---|
| CH560194A5 (enrdf_load_stackoverflow) | 1975-03-27 |
| GB1233194A (enrdf_load_stackoverflow) | 1971-05-26 |
| DK129238C (enrdf_load_stackoverflow) | 1975-02-03 |
| SE364511B (enrdf_load_stackoverflow) | 1974-02-25 |
| NL158791B (nl) | 1978-12-15 |
| DK129238B (da) | 1974-09-16 |
| DE1795193A1 (de) | 1971-12-30 |
| FR1584396A (enrdf_load_stackoverflow) | 1969-12-19 |
| DE1795193C2 (de) | 1984-08-23 |
| CH543514A (de) | 1973-10-31 |
| NL6811979A (enrdf_load_stackoverflow) | 1969-02-27 |
| BE719788A (enrdf_load_stackoverflow) | 1969-02-24 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA2053253A1 (en) | New aryl-and heteroarylethenylene derivatives and process for their preparation | |
| GB1233193A (enrdf_load_stackoverflow) | ||
| NZ332960A (en) | tetrahydro-cyclopropan[c]benz[e]-indol-4-one and tetrahydro-cyclopropan[c]benzo[e]-indole derivatives and medicaments | |
| IE40945B1 (en) | Benzomorphanes derivatives | |
| IE41528L (en) | Furfuryl-benzomorphane derivatives. | |
| ES8202015A1 (es) | Un procedimiento para la preparacion de derivados de penici-lina | |
| IE42179L (en) | Kanamycin derivatives | |
| GB1304599A (enrdf_load_stackoverflow) | ||
| JPS5583749A (en) | Quinolone derivative | |
| DE3687100D1 (de) | Clavamderivate, herstellung und zwischenprodukte. | |
| ES405479A1 (es) | Un procedimiento para la preparacion de derivados de benzo-diacepina. | |
| GB1173372A (en) | Substituted 3-Aminopyrrolidines | |
| IE32859L (en) | Penicilloic acid derivatives. | |
| ES8206484A1 (es) | Un procedimiento para preparar derivados de tetrahidroiso- quinoleinas | |
| JPS5714590A (en) | 2-benzyl-5-alkyl-tetrahydro-benzo(b)-1,6-naphthyridin-10-one derivative and its preparation | |
| ES425748A1 (es) | Procedimiento para preparar la ftalazino (2,3-b) ftalazina-5 (14h) 12 (7h)-diona. | |
| ES424204A1 (es) | Un procedimiento para la preparacion del acido 6 beta-aci- lamido-1-oxadestiapenicilanico y derivados del mismo. | |
| JPS5217477A (en) | Process for preparation of 1,2,3,4- tetrahydroisoquinolines and their salts | |
| GB1498348A (en) | Naphthyridine derivatives | |
| GB1202579A (en) | Pharmacologically active new isoquinoline derivative and process for preparing same | |
| TH5201A (th) | 7-((เมทา-ซับสทิทิวเตค) เฟนิลไกลซีน) 1-คาร์บา-1-ดีไธอะเซฟาโลสพอรินต่างๆ | |
| GB1176804A (en) | Novel 1-(2-Aminophenyl)-1,2,3,4-tetrahydroisoquinolines | |
| IE37363B1 (en) | Preparation of n-(1-ethyl-2-pyrrolidylmethyl)-2-methoxy-5-ethylsulphonyl-benzamide | |
| ES382848A1 (es) | Procedimiento para la preparacion de nuevos derivados basi-cos de la 5h-dibenz (b,f) azepina. | |
| ES459866A1 (es) | Procedimiento para preparar derivados del indol. |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PE20 | Patent expired after termination of 20 years |