IE38399B1 - Benzazocine derivatives and a process for the manufacture thereof - Google Patents
Benzazocine derivatives and a process for the manufacture thereofInfo
- Publication number
- IE38399B1 IE38399B1 IE1892/73A IE189273A IE38399B1 IE 38399 B1 IE38399 B1 IE 38399B1 IE 1892/73 A IE1892/73 A IE 1892/73A IE 189273 A IE189273 A IE 189273A IE 38399 B1 IE38399 B1 IE 38399B1
- Authority
- IE
- Ireland
- Prior art keywords
- general formula
- resulting
- hexahydro
- group
- hydrogen atom
- Prior art date
Links
- 150000003970 1-benzazocines Chemical class 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- 239000002253 acid Substances 0.000 abstract 5
- 150000001413 amino acids Chemical class 0.000 abstract 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 5
- 150000003839 salts Chemical class 0.000 abstract 5
- MEJGHCYVRDXQIF-UHFFFAOYSA-N 1,2,3,4,5,6-hexahydro-1-benzazocin-8-ol Chemical class OC=1C=CC2=C(CCCCCN2)C1 MEJGHCYVRDXQIF-UHFFFAOYSA-N 0.000 abstract 4
- 239000003795 chemical substances by application Substances 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 125000006701 (C1-C7) alkyl group Chemical group 0.000 abstract 2
- -1 N-benzyl-amino Chemical group 0.000 abstract 2
- 150000001414 amino alcohols Chemical class 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 150000003951 lactams Chemical class 0.000 abstract 2
- 230000003287 optical effect Effects 0.000 abstract 2
- 125000000612 phthaloyl group Chemical group C(C=1C(C(=O)*)=CC=CC1)(=O)* 0.000 abstract 2
- HUNZXRASMHGNLD-UHFFFAOYSA-N 1-benzyl-2H-1-benzazocine Chemical compound C(C1=CC=CC=C1)N1CC=CC=CC2=C1C=CC=C2 HUNZXRASMHGNLD-UHFFFAOYSA-N 0.000 abstract 1
- RZPFVRFSYMUDJO-UHFFFAOYSA-N 2h-naphthalen-1-one Chemical compound C1=CC=C2C(=O)CC=CC2=C1 RZPFVRFSYMUDJO-UHFFFAOYSA-N 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 1
- 101000653791 Bos taurus Protein S100-A12 Proteins 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 230000002152 alkylating effect Effects 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000003638 chemical reducing agent Substances 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 238000007327 hydrogenolysis reaction Methods 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 150000002825 nitriles Chemical class 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 150000002923 oximes Chemical class 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 238000007142 ring opening reaction Methods 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C217/56—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms
- C07C217/62—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms linked by carbon chains having at least three carbon atoms between the amino groups and the six-membered aromatic ring or the condensed ring system containing that ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- 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
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/28—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of CHx-moieties
-
- 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
- C07C45/68—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 increase in the number of carbon atoms
- C07C45/72—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 increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
- C07C45/74—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 increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups combined with dehydration
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/753—Unsaturated compounds containing a keto groups being part of a ring containing ether groups, groups, groups, or groups
- C07C49/755—Unsaturated compounds containing a keto groups being part of a ring containing ether groups, groups, groups, or groups a keto group being part of a condensed ring system with two or three rings, at least one ring being a six-membered aromatic ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US30004472A | 1972-10-24 | 1972-10-24 | |
| US34880873A | 1973-04-06 | 1973-04-06 | |
| US38321673A | 1973-07-27 | 1973-07-27 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE38399L IE38399L (en) | 1974-04-24 |
| IE38399B1 true IE38399B1 (en) | 1978-03-01 |
Family
ID=27404688
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE1892/73A IE38399B1 (en) | 1972-10-24 | 1973-10-23 | Benzazocine derivatives and a process for the manufacture thereof |
Country Status (13)
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH529763A (de) * | 1968-02-09 | 1972-10-31 | Takeda Chemical Industries Ltd | Verfahren zur Herstellung neuer Hexahydrobenzazocine |
-
1973
- 1973-10-10 AU AU61243/73A patent/AU6124373A/en not_active Expired
- 1973-10-22 LU LU68663A patent/LU68663A1/xx unknown
- 1973-10-22 FR FR7337582A patent/FR2203637B1/fr not_active Expired
- 1973-10-22 IL IL43456A patent/IL43456A/en unknown
- 1973-10-23 DE DE19732353062 patent/DE2353062A1/de active Pending
- 1973-10-23 AR AR250644A patent/AR200581A1/es active
- 1973-10-23 DD DD174233A patent/DD109629A5/xx unknown
- 1973-10-23 GB GB4920173A patent/GB1448243A/en not_active Expired
- 1973-10-23 ES ES419855A patent/ES419855A1/es not_active Expired
- 1973-10-23 IE IE1892/73A patent/IE38399B1/xx unknown
- 1973-10-23 JP JP48118586A patent/JPS4972280A/ja active Pending
- 1973-10-24 PH PH15150A patent/PH11587A/en unknown
- 1973-10-24 NL NL7314606A patent/NL7314606A/xx not_active Application Discontinuation
-
1974
- 1974-01-01 AR AR256348A patent/AR207853A1/es active
Also Published As
| Publication number | Publication date |
|---|---|
| AR207853A1 (es) | 1976-11-08 |
| NL7314606A (enrdf_load_stackoverflow) | 1974-04-26 |
| PH11587A (en) | 1978-03-31 |
| FR2203637B1 (enrdf_load_stackoverflow) | 1977-01-28 |
| IL43456A (en) | 1976-12-31 |
| AR200581A1 (es) | 1974-11-22 |
| JPS4972280A (enrdf_load_stackoverflow) | 1974-07-12 |
| IE38399L (en) | 1974-04-24 |
| IL43456A0 (en) | 1974-01-14 |
| FR2203637A1 (enrdf_load_stackoverflow) | 1974-05-17 |
| GB1448243A (en) | 1976-09-02 |
| DE2353062A1 (de) | 1974-05-09 |
| DD109629A5 (enrdf_load_stackoverflow) | 1974-11-12 |
| LU68663A1 (enrdf_load_stackoverflow) | 1975-06-24 |
| ES419855A1 (es) | 1976-02-16 |
| AU6124373A (en) | 1975-04-10 |
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