GB1164671A - Novel Derivatives of Thebaine and Oripavine to their Salts, and to processes for their preparation - Google Patents
Novel Derivatives of Thebaine and Oripavine to their Salts, and to processes for their preparationInfo
- Publication number
- GB1164671A GB1164671A GB04755/67A GB1475567A GB1164671A GB 1164671 A GB1164671 A GB 1164671A GB 04755/67 A GB04755/67 A GB 04755/67A GB 1475567 A GB1475567 A GB 1475567A GB 1164671 A GB1164671 A GB 1164671A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- carbon atoms
- alkyl
- general formula
- prepared
- 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
- ZKLXUUYLEHCAMF-UUWFMWQGSA-N Oripavine Chemical compound C([C@@H](N(CC1)C)C2=CC=C3OC)C4=CC=C(O)C5=C4[C@@]21[C@H]3O5 ZKLXUUYLEHCAMF-UUWFMWQGSA-N 0.000 title abstract 3
- FQXXSQDCDRQNQE-VMDGZTHMSA-N thebaine Chemical class C([C@@H](N(CC1)C)C2=CC=C3OC)C4=CC=C(OC)C5=C4[C@@]21[C@H]3O5 FQXXSQDCDRQNQE-VMDGZTHMSA-N 0.000 title abstract 3
- 150000003839 salts Chemical class 0.000 title abstract 2
- ZKLXUUYLEHCAMF-UHFFFAOYSA-N Oripavine Natural products COC1=CC=C2C(N(CC3)C)CC4=CC=C(O)C5=C4C23C1O5 ZKLXUUYLEHCAMF-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 8
- 125000004432 carbon atom Chemical group C* 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- -1 methylallyl Chemical group 0.000 abstract 4
- 239000007818 Grignard reagent Substances 0.000 abstract 3
- 150000004795 grignard reagents Chemical class 0.000 abstract 3
- 229910052744 lithium Inorganic materials 0.000 abstract 3
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- FQXXSQDCDRQNQE-UHFFFAOYSA-N markiertes Thebain Natural products COC1=CC=C2C(N(CC3)C)CC4=CC=C(OC)C5=C4C23C1O5 FQXXSQDCDRQNQE-UHFFFAOYSA-N 0.000 abstract 2
- 229940051808 oripavine derivative analgesics Drugs 0.000 abstract 2
- 229930003945 thebaine Natural products 0.000 abstract 2
- VQJMAIZOEPPELO-KYGIZGOZSA-N (1S,2S,6R,14R,15R,16R)-5-(cyclopropylmethyl)-16-(2-hydroxy-5-methylhexan-2-yl)-15-methoxy-13-oxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11-trien-11-ol hydrochloride Chemical compound Cl.CO[C@]12CC[C@@]3(C[C@@H]1C(C)(O)CCC(C)C)[C@H]1Cc4ccc(O)c5O[C@@H]2[C@]3(CCN1CC1CC1)c45 VQJMAIZOEPPELO-KYGIZGOZSA-N 0.000 abstract 1
- 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 abstract 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- SMZOGRDCAXLAAR-UHFFFAOYSA-N aluminium isopropoxide Chemical compound [Al+3].CC(C)[O-].CC(C)[O-].CC(C)[O-] SMZOGRDCAXLAAR-UHFFFAOYSA-N 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 230000000954 anitussive effect Effects 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
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000004981 cycloalkylmethyl group Chemical group 0.000 abstract 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 1
- 239000012280 lithium aluminium hydride Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000001844 prenyl group Chemical group [H]C([*])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H] 0.000 abstract 1
- 125000003944 tolyl group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D489/00—Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula:
- C07D489/09—Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula: containing 4aH-8, 9 c-Iminoethano- phenanthro [4, 5-b, c, d] furan ring systems condensed with carbocyclic rings or ring systems
- C07D489/10—Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula: containing 4aH-8, 9 c-Iminoethano- phenanthro [4, 5-b, c, d] furan ring systems condensed with carbocyclic rings or ring systems with a bridge between positions 6 and 14
- C07D489/12—Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula: containing 4aH-8, 9 c-Iminoethano- phenanthro [4, 5-b, c, d] furan ring systems condensed with carbocyclic rings or ring systems with a bridge between positions 6 and 14 the bridge containing only two carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (10)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB04755/67A GB1164671A (en) | 1967-03-31 | 1967-03-31 | Novel Derivatives of Thebaine and Oripavine to their Salts, and to processes for their preparation |
| US715497A US3464992A (en) | 1967-03-31 | 1968-03-25 | 15 - dehydro - 6,14 - endoetheno and endoethano northebaines and nororipavines |
| NL6804427A NL6804427A (en:Method) | 1967-03-31 | 1968-03-29 | |
| FR1589393D FR1589393A (en:Method) | 1967-03-31 | 1968-03-29 | |
| FR146443A FR8377M (en:Method) | 1967-03-31 | 1968-03-29 | |
| AT311068A AT287212B (de) | 1967-03-31 | 1968-03-29 | Verfahren zur Herstellung von neuen Thebain- und Oripavin-Derivaten sowie von deren Salzen |
| LU55800D LU55800A1 (en:Method) | 1967-03-31 | 1968-03-29 | |
| BE712961D BE712961A (en:Method) | 1967-03-31 | 1968-03-29 | |
| ES352201A ES352201A1 (es) | 1967-03-31 | 1968-03-30 | Procedimiento para la preparacion de derivados de tebaina yoripavina. |
| DE19681770105 DE1770105A1 (de) | 1967-03-31 | 1968-04-01 | Derivate von Thebain und Oripavin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB04755/67A GB1164671A (en) | 1967-03-31 | 1967-03-31 | Novel Derivatives of Thebaine and Oripavine to their Salts, and to processes for their preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1164671A true GB1164671A (en) | 1969-09-17 |
Family
ID=10046923
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB04755/67A Expired GB1164671A (en) | 1967-03-31 | 1967-03-31 | Novel Derivatives of Thebaine and Oripavine to their Salts, and to processes for their preparation |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3464992A (en:Method) |
| AT (1) | AT287212B (en:Method) |
| BE (1) | BE712961A (en:Method) |
| DE (1) | DE1770105A1 (en:Method) |
| ES (1) | ES352201A1 (en:Method) |
| FR (2) | FR8377M (en:Method) |
| GB (1) | GB1164671A (en:Method) |
| LU (1) | LU55800A1 (en:Method) |
| NL (1) | NL6804427A (en:Method) |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3240782A (en) * | 1966-03-15 | Method of converting z-dehydro-isoeme tine into z-dehydro-emetine and inter- mediates therein | ||
| US3285914A (en) * | 1964-06-11 | 1966-11-15 | Smith Kline French Lab | 3-n-substituted derivatives of oripavine and thebaine |
| GB1116595A (en) * | 1964-07-08 | 1968-06-06 | Reckitt & Sons Ltd | Codeine and morphine derivatives |
| GB1146272A (en) * | 1966-01-17 | 1969-03-26 | Reckitt & Sons Ltd | Novel thebaine and oripavine derivatives |
-
1967
- 1967-03-31 GB GB04755/67A patent/GB1164671A/en not_active Expired
-
1968
- 1968-03-25 US US715497A patent/US3464992A/en not_active Expired - Lifetime
- 1968-03-29 AT AT311068A patent/AT287212B/de not_active IP Right Cessation
- 1968-03-29 FR FR146443A patent/FR8377M/fr not_active Expired
- 1968-03-29 FR FR1589393D patent/FR1589393A/fr not_active Expired
- 1968-03-29 LU LU55800D patent/LU55800A1/xx unknown
- 1968-03-29 NL NL6804427A patent/NL6804427A/xx unknown
- 1968-03-29 BE BE712961D patent/BE712961A/xx unknown
- 1968-03-30 ES ES352201A patent/ES352201A1/es not_active Expired
- 1968-04-01 DE DE19681770105 patent/DE1770105A1/de active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| BE712961A (en:Method) | 1968-07-31 |
| FR8377M (en:Method) | 1971-02-22 |
| FR1589393A (en:Method) | 1970-03-31 |
| DE1770105A1 (de) | 1971-09-23 |
| AT287212B (de) | 1971-01-11 |
| NL6804427A (en:Method) | 1968-10-01 |
| LU55800A1 (en:Method) | 1968-07-30 |
| US3464992A (en) | 1969-09-02 |
| ES352201A1 (es) | 1969-07-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLE | Entries relating assignments, transmissions, licences in the register of patents | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |