GB1331710A - 1,2,3,4-tetrahydroisoquinolines - Google Patents
1,2,3,4-tetrahydroisoquinolinesInfo
- Publication number
- GB1331710A GB1331710A GB3994471A GB3994471A GB1331710A GB 1331710 A GB1331710 A GB 1331710A GB 3994471 A GB3994471 A GB 3994471A GB 3994471 A GB3994471 A GB 3994471A GB 1331710 A GB1331710 A GB 1331710A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenyl
- hydrogen
- alkyl
- benzyl
- hydroxy
- 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
- UWYZHKAOTLEWKK-UHFFFAOYSA-N 1,2,3,4-tetrahydroisoquinoline Chemical class C1=CC=C2CNCCC2=C1 UWYZHKAOTLEWKK-UHFFFAOYSA-N 0.000 title abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 5
- 229910052739 hydrogen Inorganic materials 0.000 abstract 5
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- -1 alkyl isocyanate Chemical class 0.000 abstract 3
- 150000002431 hydrogen Chemical class 0.000 abstract 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 239000000543 intermediate Substances 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
- PRTRSEDVLBBFJZ-UHFFFAOYSA-N 1-phenyl-1,2,3,4-tetrahydroisoquinoline Chemical compound N1CCC2=CC=CC=C2C1C1=CC=CC=C1 PRTRSEDVLBBFJZ-UHFFFAOYSA-N 0.000 abstract 1
- JGBXBXHGWDLCJY-UHFFFAOYSA-N 2-benzyl-1,3-dihydroisoquinolin-4-one;hydrochloride Chemical compound Cl.C1C2=CC=CC=C2C(=O)CN1CC1=CC=CC=C1 JGBXBXHGWDLCJY-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Chemical group 0.000 abstract 1
- 241000287433 Turdus Species 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 230000001773 anti-convulsant effect Effects 0.000 abstract 1
- 239000001961 anticonvulsive agent Substances 0.000 abstract 1
- 229960003965 antiepileptics Drugs 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 239000012948 isocyanate Substances 0.000 abstract 1
- KHEZAZQZWQJLAE-UHFFFAOYSA-N nitrothiourea Chemical compound [O-][N+](=O)NC(S)=N KHEZAZQZWQJLAE-UHFFFAOYSA-N 0.000 abstract 1
- CMUOJBJRZUHRMU-UHFFFAOYSA-N nitrourea Chemical compound NC(=O)N[N+]([O-])=O CMUOJBJRZUHRMU-UHFFFAOYSA-N 0.000 abstract 1
- 239000001301 oxygen Substances 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
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 abstract 1
- ANRQGKOBLBYXFM-UHFFFAOYSA-M phenylmagnesium bromide Chemical class Br[Mg]C1=CC=CC=C1 ANRQGKOBLBYXFM-UHFFFAOYSA-M 0.000 abstract 1
- 238000007363 ring formation reaction Methods 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 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
- C07D217/14—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring other than aralkyl radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/02—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines
- C07D217/06—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines with the ring nitrogen atom acylated by carboxylic or carbonic acids, or with sulfur or nitrogen analogues thereof, e.g. carbamates
-
- 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
- C07D217/14—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring other than aralkyl radicals
- C07D217/16—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring other than aralkyl radicals substituted by oxygen atoms
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US6859170A | 1970-08-31 | 1970-08-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1331710A true GB1331710A (en) | 1973-09-26 |
Family
ID=22083517
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3994471A Expired GB1331710A (en) | 1970-08-31 | 1971-08-25 | 1,2,3,4-tetrahydroisoquinolines |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3745162A (enExample) |
| JP (1) | JPS4843509B2 (enExample) |
| AU (1) | AU448869B2 (enExample) |
| CA (1) | CA934378A (enExample) |
| CH (1) | CH529137A (enExample) |
| DE (1) | DE2143589A1 (enExample) |
| ES (1) | ES394541A1 (enExample) |
| FR (1) | FR2103641B1 (enExample) |
| GB (1) | GB1331710A (enExample) |
| ZA (1) | ZA715769B (enExample) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3947456A (en) * | 1970-01-06 | 1976-03-30 | Hoffman-La Roche Inc. | Substituted 4-phenyl isoquinolines |
| US3872125A (en) * | 1973-03-03 | 1975-03-18 | Sandoz Ag | 3-substituted-4-aryl isoquinolines |
| US3910915A (en) * | 1973-07-23 | 1975-10-07 | Searle & Co | 1-Aryl-2-{8 (substituted amino)alkanoyl{9 -1,2,3,4-tetrahydroisoquinolines |
| US3870722A (en) * | 1973-11-02 | 1975-03-11 | Sandoz Ag | 2-Methyl-3-substituted-4-aryl isoquinolines |
| GB1463667A (en) * | 1973-12-17 | 1977-02-02 | Wyeth John & Brother Ltd | Process for preparing thioamides |
| US4092418A (en) * | 1974-03-05 | 1978-05-30 | John Wyeth & Brother Limited | Certain 1-carbothioamides of 1,5-naphthyridine derivatives |
| US4092320A (en) * | 1974-03-05 | 1978-05-30 | John Wyeth & Brother Limited | Certain 1-(N-acyl)-carbothioamides of 1,5-naphthyridine derivatives |
| US4410699A (en) * | 1981-08-07 | 1983-10-18 | Hoechst-Roussel Pharmaceuticals Inc. | Substituted 1,2,3,4-tetrahydro-4-isoquinolinols |
| ES2616051T3 (es) | 2008-12-02 | 2017-06-09 | Wave Life Sciences Japan, Inc. | Método para la síntesis de ácidos nucleicos modificados en el átomo de fósforo |
| CA2767253A1 (en) | 2009-07-06 | 2011-01-13 | Ontorii, Inc. | Novel nucleic acid prodrugs and methods of use thereof |
| EP2620428B1 (en) * | 2010-09-24 | 2019-05-22 | Wave Life Sciences Ltd. | Asymmetric auxiliary group |
| JP6128529B2 (ja) | 2011-07-19 | 2017-05-17 | ウェイブ ライフ サイエンシズ リミテッドＷａｖｅ Ｌｉｆｅ Ｓｃｉｅｎｃｅｓ Ｌｔｄ． | 官能化核酸の合成のための方法 |
| US9982257B2 (en) | 2012-07-13 | 2018-05-29 | Wave Life Sciences Ltd. | Chiral control |
| MX356830B (es) | 2012-07-13 | 2018-06-15 | Shin Nippon Biomedical Laboratories Ltd | Adyuvante de acido nucleico quiral. |
| US9598458B2 (en) | 2012-07-13 | 2017-03-21 | Wave Life Sciences Japan, Inc. | Asymmetric auxiliary group |
| US10144933B2 (en) | 2014-01-15 | 2018-12-04 | Shin Nippon Biomedical Laboratories, Ltd. | Chiral nucleic acid adjuvant having immunity induction activity, and immunity induction activator |
| WO2015108046A1 (ja) | 2014-01-15 | 2015-07-23 | 株式会社新日本科学 | 抗アレルギー作用を有するキラル核酸アジュバンド及び抗アレルギー剤 |
| EP3095459A4 (en) | 2014-01-15 | 2017-08-23 | Shin Nippon Biomedical Laboratories, Ltd. | Chiral nucleic acid adjuvant having antitumor effect and antitumor agent |
| DK3094728T3 (da) | 2014-01-16 | 2022-05-16 | Wave Life Sciences Ltd | Kiralt design |
-
1970
- 1970-08-31 US US00068591A patent/US3745162A/en not_active Expired - Lifetime
-
1971
- 1971-08-25 AU AU32712/71A patent/AU448869B2/en not_active Expired
- 1971-08-25 GB GB3994471A patent/GB1331710A/en not_active Expired
- 1971-08-26 JP JP46064812A patent/JPS4843509B2/ja not_active Expired
- 1971-08-26 ES ES394541A patent/ES394541A1/es not_active Expired
- 1971-08-30 CH CH1269271A patent/CH529137A/fr not_active IP Right Cessation
- 1971-08-30 FR FR7131357A patent/FR2103641B1/fr not_active Expired
- 1971-08-30 CA CA121716A patent/CA934378A/en not_active Expired
- 1971-08-30 ZA ZA715769A patent/ZA715769B/xx unknown
- 1971-08-31 DE DE19712143589 patent/DE2143589A1/de active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| JPS4843509B2 (enExample) | 1973-12-19 |
| CH529137A (fr) | 1972-10-15 |
| JPS475678A (enExample) | 1972-03-25 |
| DE2143589A1 (de) | 1972-03-09 |
| US3745162A (en) | 1973-07-10 |
| AU3271271A (en) | 1973-03-01 |
| CA934378A (en) | 1973-09-25 |
| AU448869B2 (en) | 1974-05-30 |
| ES394541A1 (es) | 1974-10-16 |
| ZA715769B (en) | 1972-04-26 |
| FR2103641A1 (enExample) | 1972-04-14 |
| FR2103641B1 (enExample) | 1974-10-18 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB1331710A (en) | 1,2,3,4-tetrahydroisoquinolines | |
| GB1383409A (en) | Derivatives of 2-amino- and 4-amino-quinazoline and pharmaceutical compositions containing them | |
| GB1147336A (en) | Quinoline-3-carboxylic acid derivatives | |
| IE33497B1 (en) | Method of preparing substituted or unsubstituted 3-alkoxy-thianaphthene-2-carboxamides | |
| GB1155936A (en) | Novel Sulphonamides and a Process for the Manufacture thereof | |
| IE40052L (en) | Piperidinoalkylindoles | |
| GB1304649A (enExample) | ||
| GB1374299A (en) | Derivatives of 1,2,3,4-tetrahydroisoquinoline production of the same and composition thereof | |
| IE35361B1 (en) | New aminophenyl-cycloamidine derivatives, their production and their medicinal use | |
| GB1493048A (en) | Imadazo-(2,1-b)thiazoles | |
| GB1495665A (en) | Pyrimidines | |
| GB1445765A (en) | Phenoxy-substituted malonic acid derivatives their prepration and pharmaceutical compositions containing them | |
| GB1425578A (en) | Piperidine derivatives | |
| GB1153347A (en) | Imidazole Derivatives, their preparation and Compositions containing them. | |
| GB1222179A (en) | A process for the preparation of sulfonyl urea derivatives | |
| IE37423B1 (en) | Substituted-benzofurans | |
| GB1490710A (en) | Quinoxalinedione compounds as hypnotic agents | |
| GB1183673A (en) | Novel Quinazolinone Derivatives | |
| GB1334296A (en) | 3-aryloxy-8-carbamoylnortropanes | |
| GB1354216A (en) | Substituted isoquinolines and a process for the preparation thereof | |
| GB1472502A (en) | Sulphonylurea derivatives | |
| GB1297401A (enExample) | ||
| GB1477607A (en) | 2-amidino-4-hydroxy-1,2,3,4-tetrahydroisoquinoline and salts thereof | |
| GB1252861A (enExample) | ||
| GB1312392A (en) | Basically substituted 4 3h-quinazolinone derivatives and process for their manufacture |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |