GB969263A - Novel derivatives of thebaine and oripavine - Google Patents
Novel derivatives of thebaine and oripavineInfo
- Publication number
- GB969263A GB969263A GB821962A GB821962A GB969263A GB 969263 A GB969263 A GB 969263A GB 821962 A GB821962 A GB 821962A GB 821962 A GB821962 A GB 821962A GB 969263 A GB969263 A GB 969263A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- hydrogen atom
- symbol
- carbon atoms
- methyl
- 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
- 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 2
- 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 1
- 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
- -1 methylcyclopropyl methyl Chemical group 0.000 abstract 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 9
- 150000001875 compounds Chemical class 0.000 abstract 8
- 125000004432 carbon atom Chemical group C* 0.000 abstract 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- 239000002253 acid Substances 0.000 abstract 4
- 238000000034 method Methods 0.000 abstract 4
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 abstract 3
- 125000003342 alkenyl group Chemical group 0.000 abstract 3
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 abstract 3
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 3
- 125000001844 prenyl group Chemical group [H]C([*])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H] 0.000 abstract 3
- 238000002360 preparation method Methods 0.000 abstract 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- 125000002252 acyl group Chemical group 0.000 abstract 2
- 230000001476 alcoholic effect Effects 0.000 abstract 2
- 125000002723 alicyclic group Chemical group 0.000 abstract 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- ATDGTVJJHBUTRL-UHFFFAOYSA-N cyanogen bromide Chemical compound BrC#N ATDGTVJJHBUTRL-UHFFFAOYSA-N 0.000 abstract 2
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 150000003335 secondary amines Chemical class 0.000 abstract 2
- VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 abstract 2
- 239000007818 Grignard reagent Substances 0.000 abstract 1
- 150000008065 acid anhydrides Chemical class 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 150000001266 acyl halides Chemical class 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000004703 alkoxides Chemical class 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 150000008064 anhydrides Chemical class 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 150000004795 grignard reagents Chemical class 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 239000012280 lithium aluminium hydride Substances 0.000 abstract 1
- 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 1
- 239000011707 mineral Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 235000010344 sodium nitrate Nutrition 0.000 abstract 1
- 239000004317 sodium nitrate Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 229930003945 thebaine Natural products 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL289751D NL289751A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1962-03-02 | ||
| GB821962A GB969263A (en) | 1962-03-02 | 1962-03-02 | Novel derivatives of thebaine and oripavine |
| DE19631795591 DE1795591A1 (de) | 1962-03-02 | 1963-03-01 | Thebainderivate und Arzneimittel |
| DE19631470037 DE1470037C (de) | 1962-03-02 | 1963-03-01 | Oripavindenvate |
| SE228863A SE307138B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1962-03-02 | 1963-03-01 | |
| US478738A US3474101A (en) | 1960-09-05 | 1965-08-10 | Thebaine and oripavine derivatives |
| MY6600072A MY6600072A (en) | 1962-03-02 | 1966-12-31 | Novel derivatives of thebaine and oripavine |
| US726592A US3442900A (en) | 1960-09-05 | 1968-05-03 | Endoetheno thebaines and oripavines |
| US726591A US3433791A (en) | 1960-09-05 | 1968-05-03 | Endoethano nor oripavines and nor thebaines |
| NL6903698A NL138131C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1962-03-02 | 1969-03-10 | |
| NL696903699A NL140528B (nl) | 1962-03-02 | 1969-03-10 | Werkwijze voor het bereiden van derivaten van thebaine en oripavine. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB821962A GB969263A (en) | 1962-03-02 | 1962-03-02 | Novel derivatives of thebaine and oripavine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB969263A true GB969263A (en) | 1964-09-09 |
Family
ID=9848224
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB821962A Expired GB969263A (en) | 1960-09-05 | 1962-03-02 | Novel derivatives of thebaine and oripavine |
Country Status (3)
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3285914A (en) * | 1964-06-11 | 1966-11-15 | Smith Kline French Lab | 3-n-substituted derivatives of oripavine and thebaine |
| US3318885A (en) * | 1965-07-21 | 1967-05-09 | American Cyanamid Co | Substituted 6-amino-6, 14-endoethen-ocodides and morphides |
| US3474103A (en) * | 1967-12-08 | 1969-10-21 | American Cyanamid Co | Substituted 7-acryloyl - 7,8 - dihydro-6-(hydroxy or methoxy)-6,14-endo(etheno or ethano) codides and morphides |
| US3474101A (en) * | 1960-09-05 | 1969-10-21 | Reckitt & Sons Ltd | Thebaine and oripavine derivatives |
| US3474102A (en) * | 1967-12-08 | 1969-10-21 | American Cyanamid Co | Substituted 7 - (2 - formyl-1-alkoxyvinyl)-7,8-dihydro-6-(hydroxy or methoxy)-6,14-endo (etheno or ethano) codides and morphides |
| WO2013007986A1 (en) | 2011-07-08 | 2013-01-17 | The University Of Bath | Orvinol and thevinol derivatives useful in the treatment of drug and alcohol abuse |
| US8530494B2 (en) | 2008-07-30 | 2013-09-10 | Purdue Pharma Lp | Buprenophine analogs |
| US9315514B2 (en) | 2012-08-27 | 2016-04-19 | Rhodes Technologies | 1,3-dioxanomorphides and 1,3-dioxanocodides |
-
0
- NL NL289751D patent/NL289751A/xx unknown
-
1962
- 1962-03-02 GB GB821962A patent/GB969263A/en not_active Expired
-
1966
- 1966-12-31 MY MY6600072A patent/MY6600072A/xx unknown
-
1969
- 1969-03-10 NL NL6903698A patent/NL138131C/xx active
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3474101A (en) * | 1960-09-05 | 1969-10-21 | Reckitt & Sons Ltd | Thebaine and oripavine derivatives |
| US3285914A (en) * | 1964-06-11 | 1966-11-15 | Smith Kline French Lab | 3-n-substituted derivatives of oripavine and thebaine |
| US3318885A (en) * | 1965-07-21 | 1967-05-09 | American Cyanamid Co | Substituted 6-amino-6, 14-endoethen-ocodides and morphides |
| US3474103A (en) * | 1967-12-08 | 1969-10-21 | American Cyanamid Co | Substituted 7-acryloyl - 7,8 - dihydro-6-(hydroxy or methoxy)-6,14-endo(etheno or ethano) codides and morphides |
| US3474102A (en) * | 1967-12-08 | 1969-10-21 | American Cyanamid Co | Substituted 7 - (2 - formyl-1-alkoxyvinyl)-7,8-dihydro-6-(hydroxy or methoxy)-6,14-endo (etheno or ethano) codides and morphides |
| US8530494B2 (en) | 2008-07-30 | 2013-09-10 | Purdue Pharma Lp | Buprenophine analogs |
| WO2013007986A1 (en) | 2011-07-08 | 2013-01-17 | The University Of Bath | Orvinol and thevinol derivatives useful in the treatment of drug and alcohol abuse |
| JP2015172089A (ja) * | 2011-07-08 | 2015-10-01 | ザ ユニバーシティ オブ バース | 薬物およびアルコールの乱用の治療に有用なオルビノール誘導体およびテビノール誘導体 |
| US9315514B2 (en) | 2012-08-27 | 2016-04-19 | Rhodes Technologies | 1,3-dioxanomorphides and 1,3-dioxanocodides |
Also Published As
| Publication number | Publication date |
|---|---|
| NL289751A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | |
| NL6903698A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1969-05-27 |
| MY6600072A (en) | 1966-12-31 |
| NL138131C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1969-03-10 |
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