DE281047C - - Google Patents
Info
- Publication number
- DE281047C DE281047C DENDAT281047D DE281047DA DE281047C DE 281047 C DE281047 C DE 281047C DE NDAT281047 D DENDAT281047 D DE NDAT281047D DE 281047D A DE281047D A DE 281047DA DE 281047 C DE281047 C DE 281047C
- Authority
- DE
- Germany
- Prior art keywords
- tetrahydropapaverine
- parts
- och
- chlorohydrate
- hydrochloric acid
- 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
- YXWQTVWJNHKSCC-UHFFFAOYSA-N 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline Chemical compound C1=C(OC)C(OC)=CC=C1CC1C2=CC(OC)=C(OC)C=C2CCN1 YXWQTVWJNHKSCC-UHFFFAOYSA-N 0.000 claims description 9
- 150000001241 acetals Chemical class 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- 239000007859 condensation product Substances 0.000 claims description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 3
- 239000011707 mineral Substances 0.000 claims description 3
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- 239000000047 product Substances 0.000 claims description 2
- 238000006467 substitution reaction Methods 0.000 claims description 2
- 150000003934 aromatic aldehydes Chemical class 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
- -1 aldehydes Acetals Chemical class 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 4
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- XQYZDYMELSJDRZ-UHFFFAOYSA-N papaverine Chemical class C1=C(OC)C(OC)=CC=C1CC1=NC=CC2=CC(OC)=C(OC)C=C12 XQYZDYMELSJDRZ-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Natural products CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 229930013930 alkaloid Natural products 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000012458 free base Substances 0.000 description 2
- 230000005484 gravity Effects 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 229930008281 A03AD01 - Papaverine Natural products 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 241001623626 Corydalis aurea Species 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- NKDDWNXOKDWJAK-UHFFFAOYSA-N dimethoxymethane Chemical compound COCOC NKDDWNXOKDWJAK-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 229960001789 papaverine Drugs 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D455/00—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Publications (1)
Publication Number | Publication Date |
---|---|
DE281047C true DE281047C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) |
Family
ID=536821
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DENDAT281047D Active DE281047C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE281047C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) |
-
0
- DE DENDAT281047D patent/DE281047C/de active Active
Similar Documents
Publication | Publication Date | Title |
---|---|---|
DE1154810B (de) | Verfahren zur Herstellung basisch substituierter Phenylacetonitrile | |
DE2411382A1 (de) | Neue 2-tetrahydrofurfuryl-6,7-benzomorphane, deren saeureadditionssalze, ihre verwendung als arzneimittel und verfahren zu deren herstellung | |
DE2165962A1 (de) | 4-Hydroxy-6-arylpyrimidine. Ausscheidung aus: 2149249 | |
DE2001431A1 (de) | Verfahren zur Herstellung neuer,therapeutisch wertvoller Derivate des 2'-Hydroxy-3-phenylpropionphenons und deren Salze | |
DE1227447B (de) | Verfahren zur Herstellung von Phenylisopropylaminen | |
DE281047C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | ||
DE2000030C3 (de) | 3-Alkoxy-und 3-Phenoxy-2-(diphenylhydroxy)methyl-propylamine und diese enthaltende Arzneimittel | |
DE2717001A1 (de) | Arzneimittel mit antithrombotischer wirkung | |
DE2219455C3 (de) | Verfahren zur Herstellung von Aldehyden sowie (3,4-IsopropylidendioxyphenyD-acetaldehyd | |
DE256757C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | ||
DE422098C (de) | Verfahren zur Darstellung von Aminoketonen | |
DE1670583A1 (de) | Neue Piperidinderivate | |
DE2229931A1 (de) | Verfahren zur herstellung von neuen o-substituierten phenylaethylguanidinen | |
DE542253C (de) | Verfahren zur Herstellung von Aldehydbasen | |
DE247906C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | ||
DE224347C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | ||
DE158998C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | ||
AT73460B (de) | Verfahren zur Darstellung von Kondensationsprodukten des Papaverins und dessen Derivaten mit Aldehyden oder aldehydeliefernden Substanzen. | |
DE209609C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | ||
DE951987C (de) | Verfahren zur Herstellung von Di-(4'-oxy-phenyl)-pyridyl-methanen oder deren O-Acyl-oder O-Alkyl-derivaten | |
DE671840C (de) | Verfahren zur Herstellung cyclischer Arylaether | |
DE959097C (de) | Verfahren zur Herstellung von basisch substituierten Diarylacetonitrilen | |
DE641271C (de) | Verfahren zur Darstellung von aromatisch substituierten Pyridiniumaethanolen | |
DE68240C (de) | Verfahren zur Darstellung von p-Aethoxyantipyrin | |
DE1668964C3 (de) | 1-(2,3,5-Trimethyl-4-hydroxyphenoxy) -3-amino-2-propanol-Derivate und Verfahren zu deren Herstellung |