CH371806A - Verfahren zur Herstellung eines neuen Isochinuclidin-Alkaloids - Google Patents

Verfahren zur Herstellung eines neuen Isochinuclidin-Alkaloids

Info

Publication number: CH371806A
Authority: CH; Switzerland
Prior art keywords: parts; alkaloid; new; isoquinuclidine; preparation
Prior art date: 1959-03-05

Application number

CH7038759A

Other languages

German (de)

English (en)

Inventor

Ulrich Dr Renner

A Dr Prins Daniel

Original Assignee

Geigy Ag J R

Priority date (The priority date 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 date listed.)

1959-03-05

Filing date

1959-03-05

Publication date

1963-09-15

1959-03-05 Application filed by Geigy Ag J R filed Critical Geigy Ag J R

1959-03-05 Priority to CH7038759A priority Critical patent/CH371806A/de

1960-03-03 Priority to GB753860A priority patent/GB924042A/en

1960-03-04 Priority to BE588337A priority patent/BE588337A/fr

1960-03-04 Priority to ES0256270A priority patent/ES256270A1/es

1963-09-15 Publication of CH371806A publication Critical patent/CH371806A/de

Links

238000000034 method Methods 0.000 title claims description 4
KPUSZZFAYGWAHZ-UHFFFAOYSA-N 3-azabicyclo[2.2.2]octane Chemical class C1CC2CCC1NC2 KPUSZZFAYGWAHZ-UHFFFAOYSA-N 0.000 title description 4
238000004519 manufacturing process Methods 0.000 claims description 3
230000002378 acidificating effect Effects 0.000 claims description 2
229930013930 alkaloid Natural products 0.000 claims description 2
150000003797 alkaloid derivatives Chemical class 0.000 claims description 2
238000010438 heat treatment Methods 0.000 claims description 2
150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
238000002844 melting Methods 0.000 description 3
VLOWUTVRYMTRJO-UHFFFAOYSA-N (-)-Ibogalin Natural products CCC1CC(C2)CC3C1N2CCC1=C3NC2=CC(OC)=C(OC)C=C12 VLOWUTVRYMTRJO-UHFFFAOYSA-N 0.000 description 2
VLOWUTVRYMTRJO-HHNICDRHSA-N 12,13-dimethoxyibogamine Chemical compound N1([C@@H]2[C@H]3C[C@H](C1)C[C@@H]2CC)CCC1=C3NC2=CC(OC)=C(OC)C=C12 VLOWUTVRYMTRJO-HHNICDRHSA-N 0.000 description 2
230000004071 biological effect Effects 0.000 description 2
230000000694 effects Effects 0.000 description 2
239000000284 extract Substances 0.000 description 2
238000000605 extraction Methods 0.000 description 2
230000008018 melting Effects 0.000 description 2
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 description 2
239000003208 petroleum Substances 0.000 description 2
HDMZJSUFXDYYFB-UHFFFAOYSA-N 12,13-dimethoxy-20-methyl-ibogamine-18-carboxylic acid methyl ester Natural products COC(=O)C12CC3CC(C(C)C)C1N(CCc4c2[nH]c5cc(OC)c(OC)cc45)C3 HDMZJSUFXDYYFB-UHFFFAOYSA-N 0.000 description 1
RMMXTBMQSGEXHJ-UHFFFAOYSA-N Aminophenazone Chemical compound O=C1C(N(C)C)=C(C)N(C)N1C1=CC=CC=C1 RMMXTBMQSGEXHJ-UHFFFAOYSA-N 0.000 description 1
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
229960000212 aminophenazone Drugs 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
230000000202 analgesic effect Effects 0.000 description 1
229940035676 analgesics Drugs 0.000 description 1
239000000730 antalgic agent Substances 0.000 description 1
LODGIKWNLDQZBM-LBPRGKRZSA-N bulbocapnine Chemical compound CN([C@H]1CC2=CC=C(C(=C2C2=C11)O)OC)CCC1=CC1=C2OCO1 LODGIKWNLDQZBM-LBPRGKRZSA-N 0.000 description 1
150000001735 carboxylic acids Chemical class 0.000 description 1
206010007776 catatonia Diseases 0.000 description 1
239000002026 chloroform extract Substances 0.000 description 1
230000000911 decarboxylating effect Effects 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
230000003301 hydrolyzing effect Effects 0.000 description 1
230000001939 inductive effect Effects 0.000 description 1
238000011081 inoculation Methods 0.000 description 1
229960005181 morphine Drugs 0.000 description 1
229910000069 nitrogen hydride Inorganic materials 0.000 description 1
TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
229920005989 resin Polymers 0.000 description 1
239000011347 resin Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
230000004936 stimulating effect Effects 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Landscapes

Nitrogen Condensed Heterocyclic Rings (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

CH7038759A 1959-03-05 1959-03-05 Verfahren zur Herstellung eines neuen Isochinuclidin-Alkaloids CH371806A (de)

Priority Applications (4)

Application Number	Priority Date	Filing Date	Title
CH7038759A CH371806A (de)	1959-03-05	1959-03-05	Verfahren zur Herstellung eines neuen Isochinuclidin-Alkaloids
GB753860A GB924042A (en)	1959-03-05	1960-03-03	Process for the decarboxylation of alkyl esters of unsaturated, nitrogen-containing carboxylic acids
BE588337A BE588337A (fr)	1959-03-05	1960-03-04	Nouvel alcaloïde de la série de l'isoquinuclidine et sa préparation
ES0256270A ES256270A1 (es)	1959-03-05	1960-03-04	Procedimiento para la preparaciën de un nuevo alcaloide de isoquinuclidina

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH7038759A CH371806A (de)	1959-03-05	1959-03-05	Verfahren zur Herstellung eines neuen Isochinuclidin-Alkaloids

Publications (1)

Publication Number	Publication Date
CH371806A true CH371806A (de)	1963-09-15

Family

ID=4530227

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH7038759A CH371806A (de)	1959-03-05	1959-03-05	Verfahren zur Herstellung eines neuen Isochinuclidin-Alkaloids

Country Status (3)

Country	Link
BE (1)	BE588337A (fr)
CH (1)	CH371806A (fr)
ES (1)	ES256270A1 (fr)

1959
- 1959-03-05 CH CH7038759A patent/CH371806A/de unknown
1960
- 1960-03-04 ES ES0256270A patent/ES256270A1/es not_active Expired
- 1960-03-04 BE BE588337A patent/BE588337A/fr unknown

Also Published As

Publication number	Publication date
ES256270A1 (es)	1960-08-16
BE588337A (fr)	1960-09-05

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