IE34859L - Isoquinolines. - Google Patents
Isoquinolines.Info
- Publication number
- IE34859L IE34859L IE710006A IE671A IE34859L IE 34859 L IE34859 L IE 34859L IE 710006 A IE710006 A IE 710006A IE 671 A IE671 A IE 671A IE 34859 L IE34859 L IE 34859L
- Authority
- IE
- Ireland
- Prior art keywords
- compound
- formula
- alkoxy
- alkyl
- reducing
- Prior art date
Links
- 150000002537 isoquinolines Chemical class 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 12
- 125000003545 alkoxy group Chemical group 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- 229910052736 halogen Inorganic materials 0.000 abstract 4
- 150000002367 halogens Chemical class 0.000 abstract 4
- 125000003282 alkyl amino group Chemical group 0.000 abstract 3
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 3
- 230000002378 acidificating effect Effects 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 239000007858 starting material Substances 0.000 abstract 2
- 101000653791 Bos taurus Protein S100-A12 Proteins 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 230000002152 alkylating effect Effects 0.000 abstract 1
- 150000001450 anions Chemical group 0.000 abstract 1
- 239000000935 antidepressant agent Substances 0.000 abstract 1
- 229940005513 antidepressants Drugs 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 238000005661 deetherification reaction Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
1335261 Isoquinolines HOFFMANN-LA ROCHE & CO AG 5 Jan 1971 [6 Jan 1970] 454/71 Heading C2C Compounds of the general formula (R = OH, C 1-4 alkoxy; R 1 = H, OH, C 1-4 alkoxy or R + R 1 = OCH 2 O; R 2 = H, C 1-4 alkyl; R 3 = C 1-4 alkyl, Ph(C 1-4 alkyl); R 4 = halogen, NO 2 NH 2 , C 1-4 alkylamino, di-(C 1-4 alkyl)amino; n = 1,2) and their acid addition salts are prepared by (a) cyclizing a compound of the formula (X = OH, acyloxy, halogen), (b) alkylating or aralkylating a compound of the formula (R 40 = halogen, NO 2 , dialkylamino), (c) reducing a compound of the formula (R 0 = C 1-4 alkoxy; R 10 = H, C 1-4 alkoxy or R 0 + R 10 = OCH 2 O; R 30 = C 1-4 alkyl, Ph(C 2-4 alkyl); R 41 = halogen, dialkylamino) under acidic conditions or reducing a compound of the formula (d) reducing a compound of the formula (R 11 = OH, C 1-4 alkoxy or R + R 11 = OCH 2 O; Y = anion), (e) reducing a compound of the formula (f) when R and/or R 1 = OH, subjecting a corresponding compound in which R and/or R 1 = alkoxy to acidic ether-cleavage, (g) when R 4 = NH 2 (R 3 not PhCH 2 ), reducing a corresponding compound in which R 4 = NO 2 , (h) when R 4 = alkylamino or dialkylamino, monoalkylating a corresponding compound in which R 4 = NH 2 or alkylamino, (i) when R and/or R 1 = OH (R 3 not PhCH 2 , R 4 not NO 2 ), hydrolytically debenzylating a corresponding compound but in which R and/or R 1 = PhCH 2 O, (j) when the product is optically active, resolving the racemate or using an optically active starting material or (k) when the product contains at least two asymmetric carbon atoms, separating an individual racemate from the diastereomer mixture, optionally followed in each case by salt formation. The starting materials are prepared by the following routes The above compounds are antidepressants, and may be administered in the form of pharmaceutical preparations containing them in association with a carrier.
[GB1335261A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH10370A CH527194A (en) | 1970-01-06 | 1970-01-06 | Process for the preparation of isoquinoline derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE34859L true IE34859L (en) | 1971-07-06 |
| IE34859B1 IE34859B1 (en) | 1975-09-03 |
Family
ID=4179328
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE6/71A IE34859B1 (en) | 1970-01-06 | 1971-01-04 | Isoquinoline derivatives |
Country Status (19)
| Country | Link |
|---|---|
| JP (1) | JPS5515476B1 (en) |
| AT (1) | AT303041B (en) |
| BE (1) | BE761219A (en) |
| CA (1) | CA999866A (en) |
| CH (2) | CH527194A (en) |
| DE (1) | DE2062001C2 (en) |
| DK (1) | DK125021B (en) |
| ES (1) | ES387016A1 (en) |
| FI (1) | FI49503C (en) |
| FR (1) | FR2081412B1 (en) |
| GB (1) | GB1335261A (en) |
| IE (1) | IE34859B1 (en) |
| IL (1) | IL35916A (en) |
| NL (1) | NL171444C (en) |
| NO (1) | NO135315C (en) |
| PH (1) | PH9682A (en) |
| SE (3) | SE368401B (en) |
| YU (1) | YU33660B (en) |
| ZA (1) | ZA708590B (en) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4595688A (en) * | 1983-06-23 | 1986-06-17 | Mcneilab, Inc. | Hexahydropyrrolo[2,1-a]isoquinoline derivatives and antidepressant use thereof |
| ZA844402B (en) * | 1983-06-23 | 1986-01-29 | Mcneil Pharmaceutical | Hexahydropyrrolo(2,1-a)isoquinoline derivatives |
| US4719216A (en) * | 1983-06-23 | 1988-01-12 | Mcneilab, Inc. | Hexahydropyrrolo(2,1-A)isoquinoline derivatives as antidepressants |
| GB2271566A (en) * | 1992-10-14 | 1994-04-20 | Merck & Co Inc | HIV integrase inhibitors |
| DK1246806T3 (en) * | 1999-11-03 | 2008-06-16 | Amr Technology Inc | Aryl and heteroaryl-substituted tetrahydroisoquinolines and their use in blocking the reuptake of norepinephrine, dopsmin and serotonin |
| CN100436420C (en) * | 1999-11-03 | 2008-11-26 | Amr科技公司 | 4-Phenyl-substituted tetrahydroisoquinolines and their use for the preparation of medicines |
| US7163949B1 (en) * | 1999-11-03 | 2007-01-16 | Amr Technology, Inc. | 4-phenyl substituted tetrahydroisoquinolines and use thereof |
| EP1113007A1 (en) * | 1999-12-24 | 2001-07-04 | Pfizer Inc. | Tetrahydroisoquinoline compounds as estrogen agonists/antagonists |
| MXPA03000275A (en) | 2000-07-11 | 2004-12-13 | Albany Molecular Res Inc | Novel 4-phenyl substituted tetrahydroisoquinolines and therapeutic use thereof. |
| UA91341C2 (en) | 2004-07-15 | 2010-07-26 | Амр Текнолоджи, Інк. | Aryl-and heteroaryl-substituted tetrahydroisoquinolines and use thereof to block reuptake of norepinephrine, dopamine, and serotonin |
| AU2006261162A1 (en) * | 2005-06-17 | 2006-12-28 | Janssen Pharmaceutica N.V. | Naphthyridine compounds |
| US7956050B2 (en) | 2005-07-15 | 2011-06-07 | Albany Molecular Research, Inc. | Aryl- and heteroaryl-substituted tetrahydrobenzazepines and use thereof to block reuptake of norepinephrine, dopamine, and serotonin |
| AR071997A1 (en) | 2008-06-04 | 2010-07-28 | Bristol Myers Squibb Co | CRYSTAL FORM OF 6 - ((4S) -2-METHYL-4- (2-NAFTIL) -1,2,3,4-TETRAHYDROISOQUINOLIN-7-IL) PIRIDAZIN-3-AMINA |
| US9156812B2 (en) | 2008-06-04 | 2015-10-13 | Bristol-Myers Squibb Company | Crystalline form of 6-[(4S)-2-methyl-4-(2-naphthyl)-1,2,3,4-tetrahydroisoquinolin-7-yl]pyridazin-3-amine |
| CN102595902B (en) | 2009-05-12 | 2015-04-29 | 阿尔巴尼分子研究公司 | 7-([1,2,4]triazolo[1,5-a]pyridin-6-yl)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro Isoquinolines and their uses |
| ES2446971T3 (en) | 2009-05-12 | 2014-03-11 | Albany Molecular Research, Inc. | Tetrahydroisoquinolines substituted with aryl, heteroaryl, and heterocycle and their use |
| JP5739415B2 (en) | 2009-05-12 | 2015-06-24 | ブリストル−マイヤーズ スクウィブ カンパニー | (S) -7-([1,2,4] triazolo [1,5-a] pyridin-6-yl) -4- (3,4-dichlorophenyl) -1,2,3,4-tetrahydroisoquinoline Crystal forms and uses thereof |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1670694B2 (en) * | 1966-05-05 | 1976-07-22 | Hoechst Ag, 6000 Frankfurt | METHOD FOR MANUFACTURING TETRAHYDROISOCHINOLINES |
-
1970
- 1970-01-06 CH CH10370A patent/CH527194A/en not_active IP Right Cessation
- 1970-01-06 CH CH1011872A patent/CH538477A/en not_active IP Right Cessation
- 1970-12-16 DE DE2062001A patent/DE2062001C2/en not_active Expired
- 1970-12-16 SE SE17063/70A patent/SE368401B/xx unknown
- 1970-12-16 SE SE7313623A patent/SE386672B/en unknown
- 1970-12-21 ZA ZA708590A patent/ZA708590B/en unknown
- 1970-12-28 IL IL35916A patent/IL35916A/en unknown
- 1970-12-29 NL NLAANVRAGE7018956,A patent/NL171444C/en not_active IP Right Cessation
- 1970-12-31 FI FI703519A patent/FI49503C/en active
-
1971
- 1971-01-04 IE IE6/71A patent/IE34859B1/en unknown
- 1971-01-05 FR FR7100097A patent/FR2081412B1/fr not_active Expired
- 1971-01-05 DK DK2571AA patent/DK125021B/en not_active IP Right Cessation
- 1971-01-05 AT AT4571A patent/AT303041B/en not_active IP Right Cessation
- 1971-01-05 BE BE761219A patent/BE761219A/en not_active IP Right Cessation
- 1971-01-05 ES ES387016A patent/ES387016A1/en not_active Expired
- 1971-01-05 GB GB45471A patent/GB1335261A/en not_active Expired
- 1971-01-05 NO NO7121A patent/NO135315C/no unknown
- 1971-01-06 CA CA102,060A patent/CA999866A/en not_active Expired
- 1971-01-06 JP JP7194A patent/JPS5515476B1/ja active Pending
- 1971-01-06 YU YU19/71A patent/YU33660B/en unknown
- 1971-01-07 PH PH12087*UA patent/PH9682A/en unknown
-
1973
- 1973-10-05 SE SE7313622A patent/SE399879B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| SE368401B (en) | 1974-07-01 |
| FI49503C (en) | 1975-07-10 |
| SE386672B (en) | 1976-08-16 |
| AT303041B (en) | 1972-11-10 |
| IL35916A (en) | 1973-11-28 |
| IL35916A0 (en) | 1971-02-25 |
| YU33660B (en) | 1977-12-31 |
| IE34859B1 (en) | 1975-09-03 |
| DE2062001C2 (en) | 1986-10-16 |
| DE2062001A1 (en) | 1971-07-15 |
| FR2081412B1 (en) | 1974-04-12 |
| SE399879B (en) | 1978-03-06 |
| NL171444C (en) | 1983-04-05 |
| JPS5515476B1 (en) | 1980-04-23 |
| CH538477A (en) | 1973-06-30 |
| YU1971A (en) | 1977-06-30 |
| PH9682A (en) | 1976-02-10 |
| ES387016A1 (en) | 1976-05-01 |
| NO135315B (en) | 1976-12-13 |
| CA999866A (en) | 1976-11-16 |
| ZA708590B (en) | 1971-09-29 |
| NL7018956A (en) | 1971-07-08 |
| BE761219A (en) | 1971-07-05 |
| CH527194A (en) | 1972-08-31 |
| NL171444B (en) | 1982-11-01 |
| FI49503B (en) | 1975-04-01 |
| FR2081412A1 (en) | 1971-12-03 |
| DK125021B (en) | 1972-12-18 |
| NO135315C (en) | 1977-03-23 |
| GB1335261A (en) | 1973-10-24 |
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