DD201681A5 - Verfahren zur herstellung von 10-bromisosandwicin - Google Patents

Verfahren zur herstellung von 10-bromisosandwicin Download PDF

Info

Publication number: DD201681A5
Authority: DD; German Democratic Republic
Prior art keywords: methanol; preparation; pure; und und; yield
Prior art date: 1979-10-13

Application number

DD80233315A

Other languages

German (de)

English (en)

Inventor

Wolfgang Kehrbach

Joachim Wegener

Original Assignee

Kali Chemie Pharma Gmbh

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.)

1979-10-13

Filing date

1980-10-09

Publication date

1983-08-03

1980-10-09 Application filed by Kali Chemie Pharma Gmbh filed Critical Kali Chemie Pharma Gmbh

1983-08-03 Publication of DD201681A5 publication Critical patent/DD201681A5/de

Links

238000000034 method Methods 0.000 title claims abstract description 11
238000002360 preparation method Methods 0.000 title claims abstract description 8
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 7
239000002904 solvent Substances 0.000 claims description 6
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 4
239000002253 acid Substances 0.000 claims description 4
150000007513 acids Chemical class 0.000 claims description 3
150000003839 salts Chemical class 0.000 claims description 3
230000001476 alcoholic effect Effects 0.000 claims description 2
238000009835 boiling Methods 0.000 claims description 2
239000003814 drug Substances 0.000 abstract description 5
230000000144 pharmacologic effect Effects 0.000 abstract description 4
230000002763 arrhythmic effect Effects 0.000 abstract description 3
230000000747 cardiac effect Effects 0.000 abstract description 3
150000001875 compounds Chemical class 0.000 abstract description 2
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 30
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 18
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
QTMDXZNDVAMKGV-UHFFFAOYSA-L copper(ii) bromide Chemical compound [Cu+2].[Br-].[Br-] QTMDXZNDVAMKGV-UHFFFAOYSA-L 0.000 description 8
239000000243 solution Substances 0.000 description 7
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 5
SYSZENVIJHPFNL-UHFFFAOYSA-N (alpha-D-mannosyl)7-beta-D-mannosyl-diacetylchitobiosyl-L-asparagine, isoform B (protein) Chemical compound COC1=CC=C(I)C=C1 SYSZENVIJHPFNL-UHFFFAOYSA-N 0.000 description 4
229910021590 Copper(II) bromide Inorganic materials 0.000 description 4
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
102000001708 Protein Isoforms Human genes 0.000 description 4
108010029485 Protein Isoforms Proteins 0.000 description 4
IJJWOSAXNHWBPR-HUBLWGQQSA-N 5-[(3as,4s,6ar)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-n-(6-hydrazinyl-6-oxohexyl)pentanamide Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)NCCCCCC(=O)NN)SC[C@@H]21 IJJWOSAXNHWBPR-HUBLWGQQSA-N 0.000 description 3
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
229940079593 drug Drugs 0.000 description 3
239000000203 mixture Substances 0.000 description 3
229910000029 sodium carbonate Inorganic materials 0.000 description 3
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
KRKNYBCHXYNGOX-UHFFFAOYSA-M 3-carboxy-2-(carboxymethyl)-2-hydroxypropanoate Chemical compound OC(=O)CC(O)(C(O)=O)CC([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-M 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 2
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
FEWJPZIEWOKRBE-JCYAYHJZSA-M L-tartrate(1-) Chemical compound OC(=O)[C@H](O)[C@@H](O)C([O-])=O FEWJPZIEWOKRBE-JCYAYHJZSA-M 0.000 description 2
FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 2
230000031709 bromination Effects 0.000 description 2
238000005893 bromination reaction Methods 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
238000010790 dilution Methods 0.000 description 2
239000012895 dilution Substances 0.000 description 2
238000006317 isomerization reaction Methods 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
239000012074 organic phase Substances 0.000 description 2
230000020477 pH reduction Effects 0.000 description 2
239000000047 product Substances 0.000 description 2
NJQJGRGGIUNVAB-UHFFFAOYSA-N 2,4,4,6-tetrabromocyclohexa-2,5-dien-1-one Chemical compound BrC1=CC(Br)(Br)C=C(Br)C1=O NJQJGRGGIUNVAB-UHFFFAOYSA-N 0.000 description 1
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
XIDZNLXGUXPSNI-UHFFFAOYSA-N CO.CO.CO.CO.CO.CO.CO.CO.CO.CO.CO.CO.CO Chemical compound CO.CO.CO.CO.CO.CO.CO.CO.CO.CO.CO.CO.CO XIDZNLXGUXPSNI-UHFFFAOYSA-N 0.000 description 1
101100322245 Caenorhabditis elegans des-2 gene Proteins 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
CJDRUOGAGYHKKD-UHFFFAOYSA-N Iso-ajmalin Natural products CN1C2=CC=CC=C2C2(C(C34)O)C1C1CC3C(CC)C(O)N1C4C2 CJDRUOGAGYHKKD-UHFFFAOYSA-N 0.000 description 1
239000001358 L(+)-tartaric acid Substances 0.000 description 1
235000011002 L(+)-tartaric acid Nutrition 0.000 description 1
FEWJPZIEWOKRBE-LWMBPPNESA-N L-(+)-Tartaric acid Natural products OC(=O)[C@@H](O)[C@H](O)C(O)=O FEWJPZIEWOKRBE-LWMBPPNESA-N 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
208000003443 Unconsciousness Diseases 0.000 description 1
UGAPHEBNTGUMBB-UHFFFAOYSA-N acetic acid;ethyl acetate Chemical compound CC(O)=O.CCOC(C)=O UGAPHEBNTGUMBB-UHFFFAOYSA-N 0.000 description 1
239000003513 alkali Substances 0.000 description 1
230000029936 alkylation Effects 0.000 description 1
238000005804 alkylation reaction Methods 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
235000011114 ammonium hydroxide Nutrition 0.000 description 1
239000008346 aqueous phase Substances 0.000 description 1
230000009286 beneficial effect Effects 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
235000014121 butter Nutrition 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
239000004927 clay Substances 0.000 description 1
238000001816 cooling Methods 0.000 description 1
239000000284 extract Substances 0.000 description 1
238000000605 extraction Methods 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
229910052740 iodine Inorganic materials 0.000 description 1
239000011630 iodine Substances 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
PVWOIHVRPOBWPI-UHFFFAOYSA-N n-propyl iodide Chemical compound CCCI PVWOIHVRPOBWPI-UHFFFAOYSA-N 0.000 description 1
239000012071 phase Substances 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
238000005406 washing Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/22—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed systems contains four or more hetero rings
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/06—Antiarrhythmics

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Veterinary Medicine (AREA)
Life Sciences & Earth Sciences (AREA)
Cardiology (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Bioinformatics & Cheminformatics (AREA)
Pharmacology & Pharmacy (AREA)
Heart & Thoracic Surgery (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Engineering & Computer Science (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Detergent Compositions (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Saccharide Compounds (AREA)
Medicines Containing Material From Animals Or Micro-Organisms (AREA)
Curing Cements, Concrete, And Artificial Stone (AREA)
Chemical And Physical Treatments For Wood And The Like (AREA)
Confectionery (AREA)
Compositions Of Macromolecular Compounds (AREA)
Prostheses (AREA)
Polysaccharides And Polysaccharide Derivatives (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)

DD80233315A 1979-10-13 1980-10-09 Verfahren zur herstellung von 10-bromisosandwicin DD201681A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19792941531 DE2941531A1 (de)	1979-10-13	1979-10-13	10-bromsandwicin und 10-bromisosandwicin, verfahren zu deren herstellung und deren verwendung

Publications (1)

Publication Number	Publication Date
DD201681A5 true DD201681A5 (de)	1983-08-03

Family

ID=6083414

Family Applications (2)

Application Number	Title	Priority Date	Filing Date
DD80233315A DD201681A5 (de)	1979-10-13	1980-10-09	Verfahren zur herstellung von 10-bromisosandwicin
DD80224432A DD154488A5 (de)	1979-10-13	1980-10-09	Verfahren zur herstellung von 10-bromsandwicin

Family Applications After (1)

Application Number	Title	Priority Date	Filing Date
DD80224432A DD154488A5 (de)	1979-10-13	1980-10-09	Verfahren zur herstellung von 10-bromsandwicin

Country Status (21)

Country	Link
US (1)	US4558052A (fr)
EP (1)	EP0029117B1 (fr)
JP (1)	JPS5681584A (fr)
AT (1)	ATE3113T1 (fr)
AU (1)	AU536185B2 (fr)
CA (1)	CA1147331A (fr)
DD (2)	DD201681A5 (fr)
DE (2)	DE2941531A1 (fr)
DK (2)	DK430780A (fr)
ES (2)	ES495651A0 (fr)
FI (1)	FI69464C (fr)
GR (1)	GR70381B (fr)
HU (1)	HU184332B (fr)
IE (1)	IE50131B1 (fr)
IL (1)	IL61224A (fr)
NO (2)	NO154669C (fr)
NZ (1)	NZ195218A (fr)
PH (1)	PH16518A (fr)
PT (1)	PT71896B (fr)
SU (2)	SU986298A3 (fr)
ZA (1)	ZA806169B (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2941531A1 (de) *	1979-10-13	1981-04-23	Kali-Chemie Pharma Gmbh, 3000 Hannover	10-bromsandwicin und 10-bromisosandwicin, verfahren zu deren herstellung und deren verwendung

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB1582627A (en) *	1976-01-16	1981-01-14	Inverni Della Beffa Spa	Derivatives of sandwicine and isosandwicine and pharmaceutical compositions comprising sandwicine isosandwicine and derivatives thereof
DE2611162A1 (de) *	1976-03-17	1977-10-06	Kali Chemie Pharma Gmbh	Neue quartaere derivate von sandwicin und verfahren zu ihrer herstellung
DE2941531A1 (de) *	1979-10-13	1981-04-23	Kali-Chemie Pharma Gmbh, 3000 Hannover	10-bromsandwicin und 10-bromisosandwicin, verfahren zu deren herstellung und deren verwendung
DE2941529A1 (de) *	1979-10-13	1981-04-23	Kali-Chemie Pharma Gmbh, 3000 Hannover	N(pfeil abwaerts)b(pfeil abwaerts) -quartaere derivate von ajmalin und isoajmalin, verfahren und zwischenprodukte zur herstellung der derivate, die derivate enthaltende arzneimittel und die verwendung der derivate
DE2941530A1 (de) *	1979-10-13	1981-04-23	Kali-Chemie Pharma Gmbh, 3000 Hannover	N (pfeil abwaerts)b(pfeil hoch) -quartaere derivate von sandwicin und isosandwicin, verfahren und zwischenprodukte zur herstellung der derivate, die derivate enthaltende arzneimittel und die verwendung der derivate

1979
- 1979-10-13 DE DE19792941531 patent/DE2941531A1/de not_active Withdrawn
1980
- 1980-09-30 FI FI803088A patent/FI69464C/fi not_active IP Right Cessation
- 1980-10-02 SU SU802983701A patent/SU986298A3/ru active
- 1980-10-06 ES ES495651A patent/ES495651A0/es active Granted
- 1980-10-06 ZA ZA00806169A patent/ZA806169B/xx unknown
- 1980-10-07 IE IE2046/80A patent/IE50131B1/en unknown
- 1980-10-07 IL IL61224A patent/IL61224A/xx unknown
- 1980-10-09 PT PT71896A patent/PT71896B/pt unknown
- 1980-10-09 DD DD80233315A patent/DD201681A5/de unknown
- 1980-10-09 DD DD80224432A patent/DD154488A5/de unknown
- 1980-10-09 PH PH24693A patent/PH16518A/en unknown
- 1980-10-10 NO NO803043A patent/NO154669C/no unknown
- 1980-10-10 DK DK430780A patent/DK430780A/da not_active Application Discontinuation
- 1980-10-10 EP EP80106152A patent/EP0029117B1/fr not_active Expired
- 1980-10-10 AT AT80106152T patent/ATE3113T1/de not_active IP Right Cessation
- 1980-10-10 NZ NZ195218A patent/NZ195218A/xx unknown
- 1980-10-10 HU HU802473A patent/HU184332B/hu not_active IP Right Cessation
- 1980-10-10 DE DE8080106152T patent/DE3062840D1/de not_active Expired
- 1980-10-10 CA CA000362117A patent/CA1147331A/fr not_active Expired
- 1980-10-11 GR GR63124A patent/GR70381B/el unknown
- 1980-10-13 AU AU63207/80A patent/AU536185B2/en not_active Ceased
- 1980-10-13 JP JP14215680A patent/JPS5681584A/ja active Granted
- 1980-12-25 SU SU803220196A patent/SU996416A1/ru active
- 1980-12-29 ES ES498188A patent/ES498188A0/es active Granted
1984
- 1984-06-08 US US06/618,908 patent/US4558052A/en not_active Expired - Fee Related
1986
- 1986-03-19 NO NO86861078A patent/NO156326C/no unknown
1988
- 1988-05-19 DK DK273988A patent/DK273988A/da unknown

Also Published As

Publication number	Publication date
IL61224A (en)	1983-10-31
DK273988D0 (da)	1988-05-19
GR70381B (fr)	1982-10-04
DK273988A (da)	1988-05-19
HU184332B (en)	1984-08-28
ZA806169B (en)	1981-09-30
EP0029117A1 (fr)	1981-05-27
ES8106524A1 (es)	1981-07-01
ES8201160A1 (es)	1981-12-01
JPS5681584A (en)	1981-07-03
IE50131B1 (en)	1986-02-19
AU536185B2 (en)	1984-04-19
PT71896B (en)	1981-08-31
NZ195218A (en)	1983-11-18
PT71896A (en)	1980-11-01
EP0029117B1 (fr)	1983-04-20
IE802046L (en)	1981-04-13
DD154488A5 (de)	1982-03-24
AU6320780A (en)	1981-04-16
IL61224A0 (en)	1980-12-31
NO803043L (no)	1981-04-14
US4558052A (en)	1985-12-10
NO156326B (no)	1987-05-25
FI69464B (fi)	1985-10-31
FI69464C (fi)	1986-02-10
JPS6241597B2 (fr)	1987-09-03
ES495651A0 (es)	1981-07-01
DE3062840D1 (en)	1983-05-26
NO154669B (no)	1986-08-18
SU996416A1 (ru)	1983-02-15
SU986298A3 (ru)	1982-12-30
PH16518A (en)	1983-11-08
DE2941531A1 (de)	1981-04-23
FI803088A7 (fi)	1981-01-14
NO861078L (no)	1981-04-14
ATE3113T1 (de)	1983-05-15
CA1147331A (fr)	1983-05-31
NO156326C (no)	1987-09-02
NO154669C (no)	1986-11-26
DK430780A (da)	1981-04-14
ES498188A0 (es)	1981-12-01

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DE2736106A1 (de)	1978-02-23	Neuartige aryloxy-1-amino-3-propanole-2, verfahren zum herstellen und therapeutische anwendung derselben
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AT237591B (de)	1964-12-28	Verfahren zur Herstellung des neuen 1-Cyclohexyl-2-aminopropanons-(1) und dessen Salze
AT257058B (de)	1967-09-25	Verfahren zur Herstellung des neuen bis-Pyridylmethyl-disulfids
DE1962149A1 (de)	1970-07-02	Organische Verbindungen und Verfahren zu ihrer Herstellung
DE1543522B2 (de)	1976-05-06	Acylaminophenolalkanole, verfahren zu ihrer herstellung und diese acylaminophenolalkanole enthaltende pharmazeutische mittel
AT286275B (de)	1970-12-10	Verfahren zur herstellung von 1-(alpha-naphtoxy)-2-hydroxy-3-alkylaminopropan-hydrochloriden
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EP0175264B1 (fr)	1989-11-15	Procédé de préparation de 2-amino-3-cyano-5-dialkoxyméthyl-pyrazines et intermédiaires pour ce procédé
AT317238B (de)	1974-08-26	Verfahren zur Herstellung von neuen 3-Guanidinoalkyl-thiophenen und von ihren Säureadditionssalzen
AT368488B (de)	1982-10-11	Verfahren zur herstellung von 2-substituierten 1-(2,6-dimethylphenoxy)-propanen
AT298457B (de)	1972-05-10	Verfahren zur Herstellung von neuen 1-(4'-Acylaminophenoxy)-2-hydroxy-3-aminopropanen und von deren Säureadditionssalzen
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