DD146823A5 - Verfahren zur herstellung von aminopropanolderivaten des 6-hydroxy-2,3,4,5-tetrahydro-1 h-1-benzazepin-2-ons - Google Patents

Verfahren zur herstellung von aminopropanolderivaten des 6-hydroxy-2,3,4,5-tetrahydro-1 h-1-benzazepin-2-ons Download PDF

Info

Publication number: DD146823A5
Authority: DD; German Democratic Republic
Prior art keywords: tetrahydro; benzazepin; hydroxy; acid; radical
Prior art date: 1978-11-18

Application number

DD79216930A

Other languages

German (de)

English (en)

Inventor

Albrecht Franke

Dieter Lenke

Josef Gries

Hans D Lehmann

Original Assignee

Basf Ag

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.)

1978-11-18

Filing date

1979-11-15

Publication date

1981-03-04

1979-11-15 Application filed by Basf Ag filed Critical Basf Ag

1981-03-04 Publication of DD146823A5 publication Critical patent/DD146823A5/de

Links

MXZROAOUCUVNHX-UHFFFAOYSA-N 2-Aminopropanol Chemical class CCC(N)O MXZROAOUCUVNHX-UHFFFAOYSA-N 0.000 title abstract description 5
238000004519 manufacturing process Methods 0.000 title 1
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 21
238000002360 preparation method Methods 0.000 claims abstract description 14
150000003839 salts Chemical class 0.000 claims abstract description 10
125000003342 alkenyl group Chemical group 0.000 claims abstract description 4
125000000217 alkyl group Chemical group 0.000 claims abstract description 3
150000001875 compounds Chemical class 0.000 claims description 35
239000002253 acid Substances 0.000 claims description 24
239000002904 solvent Substances 0.000 claims description 17
150000001412 amines Chemical class 0.000 claims description 10
239000011230 binding agent Substances 0.000 claims description 8
238000000034 method Methods 0.000 claims description 4
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
239000000219 Sympatholytic Substances 0.000 abstract description 12
230000000694 effects Effects 0.000 abstract description 10
230000002526 effect on cardiovascular system Effects 0.000 abstract 1
TUJKJAMUKRIRHC-UHFFFAOYSA-N hydroxyl Chemical compound [OH] TUJKJAMUKRIRHC-UHFFFAOYSA-N 0.000 abstract 1
239000000825 pharmaceutical preparation Substances 0.000 abstract 1
-1 alkyl radical Chemical group 0.000 description 39
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 31
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 30
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 24
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 20
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 19
238000006243 chemical reaction Methods 0.000 description 17
HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 16
AQHHHDLHHXJYJD-UHFFFAOYSA-N propranolol Chemical compound C1=CC=C2C(OCC(O)CNC(C)C)=CC=CC2=C1 AQHHHDLHHXJYJD-UHFFFAOYSA-N 0.000 description 16
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FBYNTMTYLLVDIG-UHFFFAOYSA-N 6-hydroxy-1,3,4,5-tetrahydro-1-benzazepin-2-one Chemical compound N1C(=O)CCCC2=C1C=CC=C2O FBYNTMTYLLVDIG-UHFFFAOYSA-N 0.000 description 12
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241000282326 Felis catus Species 0.000 description 4
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239000008101 lactose Substances 0.000 description 4
AOJFQRQNPXYVLM-UHFFFAOYSA-N pyridin-1-ium;chloride Chemical compound [Cl-].C1=CC=[NH+]C=C1 AOJFQRQNPXYVLM-UHFFFAOYSA-N 0.000 description 4
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JSEWNRUYUMTVES-UHFFFAOYSA-N 6-[3-(butan-2-ylamino)-2-hydroxypropoxy]-1,3,4,5-tetrahydro-1-benzazepin-2-one;hydrochloride Chemical compound Cl.N1C(=O)CCCC2=C1C=CC=C2OCC(O)CNC(C)CC JSEWNRUYUMTVES-UHFFFAOYSA-N 0.000 description 2
NEMWEYAZCVDHEF-UHFFFAOYSA-N 6-methoxy-1,3,4,5-tetrahydro-1-benzazepin-2-one Chemical compound N1C(=O)CCCC2=C1C=CC=C2OC NEMWEYAZCVDHEF-UHFFFAOYSA-N 0.000 description 2
PRSVRYCHQAVAJM-UHFFFAOYSA-N 7-hydroxy-1,3,4,5-tetrahydro-1-benzazepin-2-one Chemical compound N1C(=O)CCCC2=CC(O)=CC=C21 PRSVRYCHQAVAJM-UHFFFAOYSA-N 0.000 description 2
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VHGZVEJDQAELEQ-UHFFFAOYSA-N benzenesulfonic acid;n-(5-methoxy-3,4-dihydro-2h-naphthalen-1-ylidene)hydroxylamine Chemical compound OS(=O)(=O)C1=CC=CC=C1.ON=C1CCCC2=C1C=CC=C2OC VHGZVEJDQAELEQ-UHFFFAOYSA-N 0.000 description 2
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Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D223/16—Benzazepines; Hydrogenated benzazepines

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Plural Heterocyclic Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Hydrogenated Pyridines (AREA)

DD79216930A 1978-11-18 1979-11-15 Verfahren zur herstellung von aminopropanolderivaten des 6-hydroxy-2,3,4,5-tetrahydro-1 h-1-benzazepin-2-ons DD146823A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19782850078 DE2850078A1 (de)	1978-11-18	1978-11-18	Aminopropanolderivate des 6-hydroxy-2,3,4,5-tetrahydro-1h-1- benzazepin-2-ons

Publications (1)

Publication Number	Publication Date
DD146823A5 true DD146823A5 (de)	1981-03-04

Family

ID=6055009

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD79216930A DD146823A5 (de)	1978-11-18	1979-11-15	Verfahren zur herstellung von aminopropanolderivaten des 6-hydroxy-2,3,4,5-tetrahydro-1 h-1-benzazepin-2-ons

Country Status (18)

Country	Link
US (1)	US4340595A (da)
EP (1)	EP0011747B1 (da)
JP (1)	JPS5572171A (da)
AT (1)	ATE1066T1 (da)
AU (1)	AU527311B2 (da)
CA (1)	CA1131220A (da)
DD (1)	DD146823A5 (da)
DE (2)	DE2850078A1 (da)
DK (1)	DK486879A (da)
ES (1)	ES486049A1 (da)
FI (1)	FI793552A7 (da)
HU (1)	HU179676B (da)
IE (1)	IE49113B1 (da)
IL (1)	IL58635A0 (da)
NO (1)	NO793715L (da)
SU (1)	SU900808A3 (da)
YU (1)	YU279579A (da)
ZA (1)	ZA796167B (da)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3119874A1 (de) *	1981-05-19	1982-12-09	Dr. Karl Thomae Gmbh, 7950 Biberach	"benzazepinderivate, ihre herstellung und ihre verwendung als arzneimittel"
JPS57193461A (en) *	1981-05-22	1982-11-27	Otsuka Pharmaceut Co Ltd	Benzazepine derivative
EP0081006B1 (en) *	1981-12-08	1985-09-25	Smithkline Beckman Corporation	Pharmaceutical compositions comprising 7,8-dihydroxy-1(hydroxyphenyl)-2,3,4,5-tetrahydro-1h-3-benzazepine derivatives and a beta-adrenergic blocking compound
DE3434271A1 (de) *	1984-09-19	1986-03-20	Beiersdorf Ag, 2000 Hamburg	Substituierte 3,4-dihydro-chinolin-2(1h)-one verfahren zu ihrer herstellung und ihre verwendung sowie diese verbindungen enthaltende zubereitungen
US4774239A (en) *	1987-08-26	1988-09-27	E. R. Squibb & Sons, Inc.	Benzazepine derivatives
DE19932555A1 (de) *	1999-07-13	2001-01-18	Solvay Pharm Gmbh	Arzneimittel mit protektiver Wirkung gegen oxidativ-toxische und insbesondere gegen kardiotoxische Substanzen
KR100564085B1 (ko) *	1999-11-30	2006-03-27	일렉트릭 파워 리서치 인스티튜트	캐필러리 전기영동 프로브 및 방법

1978
- 1978-11-18 DE DE19782850078 patent/DE2850078A1/de not_active Withdrawn
1979
- 1979-11-05 IL IL58635A patent/IL58635A0/xx unknown
- 1979-11-08 DE DE7979104388T patent/DE2962917D1/de not_active Expired
- 1979-11-08 EP EP79104388A patent/EP0011747B1/de not_active Expired
- 1979-11-08 AT AT79104388T patent/ATE1066T1/de not_active IP Right Cessation
- 1979-11-12 IE IE2167/79A patent/IE49113B1/en unknown
- 1979-11-13 FI FI793552A patent/FI793552A7/fi not_active Application Discontinuation
- 1979-11-14 CA CA339,875A patent/CA1131220A/en not_active Expired
- 1979-11-14 YU YU02795/79A patent/YU279579A/xx unknown
- 1979-11-15 AU AU52849/79A patent/AU527311B2/en not_active Ceased
- 1979-11-15 DD DD79216930A patent/DD146823A5/de unknown
- 1979-11-16 NO NO793715A patent/NO793715L/no unknown
- 1979-11-16 HU HU79BA3887A patent/HU179676B/hu unknown
- 1979-11-16 SU SU792843107A patent/SU900808A3/ru active
- 1979-11-16 ZA ZA00796167A patent/ZA796167B/xx unknown
- 1979-11-16 DK DK486879A patent/DK486879A/da not_active Application Discontinuation
- 1979-11-16 ES ES486049A patent/ES486049A1/es not_active Expired
- 1979-11-16 JP JP14788079A patent/JPS5572171A/ja active Pending
1981
- 1981-01-19 US US06/226,485 patent/US4340595A/en not_active Expired - Fee Related

Also Published As

Publication number	Publication date
DE2850078A1 (de)	1980-05-29
DK486879A (da)	1980-05-19
EP0011747A1 (de)	1980-06-11
IE792167L (en)	1980-05-18
FI793552A7 (fi)	1981-01-01
IL58635A0 (en)	1980-02-29
AU527311B2 (en)	1983-02-24
SU900808A3 (ru)	1982-01-23
AU5284979A (en)	1980-05-22
YU279579A (en)	1983-02-28
NO793715L (no)	1980-05-20
JPS5572171A (en)	1980-05-30
ZA796167B (en)	1980-11-26
HU179676B (en)	1982-11-29
ATE1066T1 (de)	1982-06-15
ES486049A1 (es)	1980-05-16
US4340595A (en)	1982-07-20
EP0011747B1 (de)	1982-05-19
CA1131220A (en)	1982-09-07
IE49113B1 (en)	1985-08-07
DE2962917D1 (en)	1982-07-08

Publication	Publication Date	Title
US4081447A (en)	1978-03-28	5-[2-Hydroxy-3-(3,4-dimethoxy phenethylamino)]-propoxy-3,4-dihydro carbostyril and pharmaceutically acceptable salts thereof
DE1493955B2 (de)	1976-11-18	Sulfonanilide und verfahren zu ihrer herstellung
EP0073505B1 (de)	1985-11-27	Neue Benzo-Heterocyclen
DE3519693A1 (de)	1987-01-02	Pyridin-derivate, ihre herstellung und verwendung
DD201305A5 (de)	1983-07-13	Verfahren zur herstellung von in 7-stellung substituierten benzopyranen
DE2020864B2 (de)	1980-05-08	p-Substituierte 1-Phenoxy-3-alkylaminopropan-2-ole, Herstellungsverfahren und Arzneimittel
DD146823A5 (de)	1981-03-04	Verfahren zur herstellung von aminopropanolderivaten des 6-hydroxy-2,3,4,5-tetrahydro-1 h-1-benzazepin-2-ons
EP0080176B1 (de)	1986-02-19	Triazolochinazoline, Verfahren zu ihrer Herstellung und diese enthaltende pharmazeutische Zubereitungen
CH640227A5 (de)	1983-12-30	Aminoalkoxyphenyl-derivate.
EP0027928B1 (de)	1983-03-09	Piperidinderivate von 4,5-Dialkyl-3-hydroxy-pyrrol-2-carbonsäureestern, ihre Herstellung und diese enthaltende pharmazeutische Zubereitungen
EP0000693B1 (de)	1980-07-23	Aminophenoxymethyl-2-morpholinderivate, ihre Herstellung und sie enthaltende Arzneimittel
DE3201817C2 (da)	1991-03-07
DE1593762A1 (de)	1972-06-08	Verfahren zur Herstellung von neuen substituierten 1-Phenoxy-2-hydroxy-3-alkylaminopropanen
DE2923817B1 (de)	1980-08-14	(3-Alkylamino-2-hydroxypropoxy)-furan-2-carbonsaeureanilide und deren physiologisch vertraegliche Saeureadditionssalze und Verfahren zu deren Herstellung sowie Arzneimittel mit einem Gehalt dieser Verbindungen
DE2919495C2 (da)	1988-09-15
EP0006971B1 (de)	1981-12-02	Aminoderivate des 2-Methyl-5-(2-hydroxystyryl)-1,3,4-thiadiazols, Verfahren zu ihrer Herstellung und diese enthaltende therapeutische Mittel
DD210266A5 (de)	1984-06-06	Verfahren zur herstellung von 3-(ureidocyclohexylamino)-propan-1,2-diolderivaten
DE2950064A1 (de)	1981-06-19	Piperidinderivate von 3-hydroxythiophen-2-carbonsaeure und -estern, ihre herstellung und diese enthaltende pharmazeutische zubereitungen
EP0297435B1 (de)	1991-10-16	Aminopropanolderivate von 3-(3'-Hydroxyphenyl)-1-propanon-Verbindungen, Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende Arzneimittel
EP0182271B1 (de)	1990-01-17	Neue Nb-quartäre Dibromderivate von Ajmalin, Isoajmalin, Sandwicin und Isosandwicin sowie diese Derivate enthaltende pharmazeutische Zubereitungen und Zwischenprodukte und Verfahren zu ihrer Herstellung
DE3519693C1 (da)
WO1991009834A1 (de)	1991-07-11	o-HYDROXY-β-(1-NAPHTHYL)-PROPIOPHENONDERIVATE, VERFAHREN ZU IHRER HERSTELLUNG UND DIESE VERBINDUNGEN ENTHALTENDE ARZNEIMITTEL
DE1543344A1 (de)	1969-08-07	Verfahren zur Herstellung von neuen 1-Amino-3-aryloxypropanol-2-aethern
DE1618160C3 (de)	1974-04-25	l-(2-Äthinylphenoxy)-2-hydroxy-3alkylaminopropane, ihre physiologisch verträglichen Säureadditionssalze, Verfahren zu ihrer Herstellung, sowie diese Verbindungen enthaltende Arzneimittel
KR810001887B1 (ko)	1981-11-20	페닐에틸아민류의 제조방법