IL43456A - 1,2,3,4,5,6-hexahydro-8-hydroxy-3-benzazocine derivatives,their preparation and pharmaceutical compositions containing them - Google Patents
1,2,3,4,5,6-hexahydro-8-hydroxy-3-benzazocine derivatives,their preparation and pharmaceutical compositions containing themInfo
- Publication number
- IL43456A IL43456A IL43456A IL4345673A IL43456A IL 43456 A IL43456 A IL 43456A IL 43456 A IL43456 A IL 43456A IL 4345673 A IL4345673 A IL 4345673A IL 43456 A IL43456 A IL 43456A
- Authority
- IL
- Israel
- Prior art keywords
- acid addition
- methyl
- compound
- formula
- addition salt
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title claims 4
- OEVBRTTULDNIAX-UHFFFAOYSA-N 1,2,3,4,5,6-hexahydro-3-benzazocin-8-ol Chemical class OC=1C=CC2=C(CCCNCC2)C1 OEVBRTTULDNIAX-UHFFFAOYSA-N 0.000 title 1
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 150000003839 salts Chemical class 0.000 claims 56
- 239000002253 acid Substances 0.000 claims 52
- 150000001875 compounds Chemical class 0.000 claims 33
- 238000000034 method Methods 0.000 claims 25
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 25
- 125000000217 alkyl group Chemical group 0.000 claims 22
- 239000003795 chemical substances by application Substances 0.000 claims 21
- 239000007858 starting material Substances 0.000 claims 18
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 16
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 16
- 238000004519 manufacturing process Methods 0.000 claims 14
- 230000003287 optical effect Effects 0.000 claims 10
- 239000001257 hydrogen Substances 0.000 claims 9
- 229910052739 hydrogen Inorganic materials 0.000 claims 9
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 8
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 6
- 125000003342 alkenyl group Chemical group 0.000 claims 5
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims 5
- 150000002431 hydrogen Chemical class 0.000 claims 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- 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 claims 4
- 150000003970 1-benzazocines Chemical class 0.000 claims 3
- 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 claims 3
- 230000000202 analgesic effect Effects 0.000 claims 2
- DMGLUDJTJZXMMG-UHFFFAOYSA-N 3-benzazocine Chemical compound C1=CN=CC=CC2=CC=CC=C21 DMGLUDJTJZXMMG-UHFFFAOYSA-N 0.000 claims 1
- JDRVGKASXGXVOU-UHFFFAOYSA-N CC1=CC=NC=CC2=C1C=C(C=C2)O Chemical compound CC1=CC=NC=CC2=C1C=C(C=C2)O JDRVGKASXGXVOU-UHFFFAOYSA-N 0.000 claims 1
- 241000270281 Coluber constrictor Species 0.000 claims 1
- 239000013543 active substance Substances 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- OQZCSNDVOWYALR-UHFFFAOYSA-N flurochloridone Chemical compound FC(F)(F)C1=CC=CC(N2C(C(Cl)C(CCl)C2)=O)=C1 OQZCSNDVOWYALR-UHFFFAOYSA-N 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 231100000252 nontoxic Toxicity 0.000 claims 1
- 230000003000 nontoxic effect Effects 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 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 |
|---|---|
| IL43456A0 IL43456A0 (en) | 1974-01-14 |
| IL43456A true IL43456A (en) | 1976-12-31 |
Family
ID=27404688
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL43456A IL43456A (en) | 1972-10-24 | 1973-10-22 | 1,2,3,4,5,6-hexahydro-8-hydroxy-3-benzazocine derivatives,their preparation and pharmaceutical compositions containing them |
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 |
| 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 |
| IE38399B1 (en) | 1978-03-01 |
| ES419855A1 (es) | 1976-02-16 |
| AU6124373A (en) | 1975-04-10 |
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