DE270575C - - Google Patents

Info

Publication number

DE270575C

DE270575C DENDAT270575D DE270575DA DE270575C DE 270575 C DE270575 C DE 270575C DE NDAT270575 D DENDAT270575 D DE NDAT270575D DE 270575D A DE270575D A DE 270575DA DE 270575 C DE270575 C DE 270575C

Authority

DE

Germany

Prior art keywords

morphine

narcotine

percent

water

double

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.)

Active

Links

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• BQJCRHHNABKAKU-KBQPJGBKSA-N morphine Chemical compound O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O BQJCRHHNABKAKU-KBQPJGBKSA-N 0.000 claims description 23
• 150000003839 salts Chemical class 0.000 claims description 19
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 14
• 229930013930 alkaloid Natural products 0.000 claims description 13
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
• 229960005181 morphine Drugs 0.000 claims description 9
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 8
• AKNNEGZIBPJZJG-MSOLQXFVSA-N (-)-noscapine Chemical compound CN1CCC2=CC=3OCOC=3C(OC)=C2[C@@H]1[C@@H]1C2=CC=C(OC)C(OC)=C2C(=O)O1 AKNNEGZIBPJZJG-MSOLQXFVSA-N 0.000 claims description 7
• AKNNEGZIBPJZJG-UHFFFAOYSA-N alpha-noscapine Natural products CN1CCC2=CC=3OCOC=3C(OC)=C2C1C1C2=CC=C(OC)C(OC)=C2C(=O)O1 AKNNEGZIBPJZJG-UHFFFAOYSA-N 0.000 claims description 7
• PLPRGLOFPNJOTN-UHFFFAOYSA-N narcotine Natural products COc1ccc2C(OC(=O)c2c1OC)C3Cc4c(CN3C)cc5OCOc5c4OC PLPRGLOFPNJOTN-UHFFFAOYSA-N 0.000 claims description 7
• 239000000203 mixture Substances 0.000 claims description 6
• 239000002253 acid Substances 0.000 claims description 5
• 238000000034 method Methods 0.000 claims description 5
• MFLVZFXCSKVCSH-URBRKQAFSA-N (3s)-6,7-dimethoxy-3-[(5r)-4-methoxy-6-methyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-6-ium-5-yl]-3h-2-benzofuran-1-one;chloride Chemical compound [Cl-].C[NH+]1CCC2=CC=3OCOC=3C(OC)=C2[C@@H]1[C@@H]1C2=CC=C(OC)C(OC)=C2C(=O)O1 MFLVZFXCSKVCSH-URBRKQAFSA-N 0.000 claims description 4
• 230000001476 alcoholic effect Effects 0.000 claims description 4
• 150000001875 compounds Chemical class 0.000 claims description 4
• 238000002425 crystallisation Methods 0.000 claims description 2
• 230000008025 crystallization Effects 0.000 claims description 2
• 238000001704 evaporation Methods 0.000 claims description 2
• 229960005195 morphine hydrochloride Drugs 0.000 claims description 2
• XELXKCKNPPSFNN-BJWPBXOKSA-N morphine hydrochloride trihydrate Chemical compound O.O.O.Cl.O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O XELXKCKNPPSFNN-BJWPBXOKSA-N 0.000 claims description 2
• 230000008018 melting Effects 0.000 claims 5
• 238000002844 melting Methods 0.000 claims 5
• OROGSEYTTFOCAN-DNJOTXNNSA-N codeine Chemical compound C([C@H]1[C@H](N(CC[C@@]112)C)C3)=C[C@H](O)[C@@H]1OC1=C2C3=CC=C1OC OROGSEYTTFOCAN-DNJOTXNNSA-N 0.000 claims 4
• 239000013078 crystal Substances 0.000 claims 3
• 239000000243 solution Substances 0.000 claims 3
• QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 2
• 239000007864 aqueous solution Substances 0.000 claims 2
• 229960004126 codeine Drugs 0.000 claims 2
• OROGSEYTTFOCAN-UHFFFAOYSA-N hydrocodone Natural products C1C(N(CCC234)C)C2C=CC(O)C3OC2=C4C1=CC=C2OC OROGSEYTTFOCAN-UHFFFAOYSA-N 0.000 claims 2
• BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 claims 1
• CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims 1
• 229910021529 ammonia Inorganic materials 0.000 claims 1
• 230000008020 evaporation Effects 0.000 claims 1
• 239000006260 foam Substances 0.000 claims 1
• 238000005187 foaming Methods 0.000 claims 1
• 229910000039 hydrogen halide Inorganic materials 0.000 claims 1
• 239000012433 hydrogen halide Substances 0.000 claims 1
• 239000007788 liquid Substances 0.000 claims 1
• 239000000155 melt Substances 0.000 claims 1
• 238000002360 preparation method Methods 0.000 claims 1
• 239000000126 substance Substances 0.000 claims 1
• 150000007513 acids Chemical class 0.000 description 4
• 230000000694 effects Effects 0.000 description 4
• 150000007519 polyprotic acids Polymers 0.000 description 3
• 239000008896 Opium Substances 0.000 description 2
• 150000003797 alkaloid derivatives Chemical class 0.000 description 2
• 238000004519 manufacturing process Methods 0.000 description 2
• 229960001027 opium Drugs 0.000 description 2
• 230000001225 therapeutic effect Effects 0.000 description 2
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical class Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
• 238000001816 cooling Methods 0.000 description 1
• 229940079593 drug Drugs 0.000 description 1
• 239000003814 drug Substances 0.000 description 1
• 239000000463 material Substances 0.000 description 1
• 230000004048 modification Effects 0.000 description 1
• 238000012986 modification Methods 0.000 description 1
• 230000003533 narcotic effect Effects 0.000 description 1
• 230000002787 reinforcement Effects 0.000 description 1
• 231100000331 toxic Toxicity 0.000 description 1
• 230000002588 toxic effect Effects 0.000 description 1