GB1433227A

GB1433227A – Dibenzazecines and pharmaceutical uses thereof
– Google Patents

GB1433227A – Dibenzazecines and pharmaceutical uses thereof
– Google Patents
Dibenzazecines and pharmaceutical uses thereof

Info

Publication number
GB1433227A

GB1433227A
GB3754973A
GB3754973A
GB1433227A
GB 1433227 A
GB1433227 A
GB 1433227A
GB 3754973 A
GB3754973 A
GB 3754973A
GB 3754973 A
GB3754973 A
GB 3754973A
GB 1433227 A
GB1433227 A
GB 1433227A
Authority
GB
United Kingdom
Prior art keywords
formula
compound
group
hexahydrodibenz
dimethoxy
Prior art date
1972-08-17
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.)

Expired

Application number
GB3754973A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Shionogi and Co Ltd

Original Assignee
Shionogi and Co Ltd
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.)
1972-08-17
Filing date
1973-08-03
Publication date
1976-04-22

1972-08-17
Priority claimed from JP8240072A
external-priority
patent/JPS532878B2/ja

1972-08-17
Priority claimed from JP8239972A
external-priority
patent/JPS532877B2/ja

1972-09-26
Priority claimed from JP9636872A
external-priority
patent/JPS533398B2/ja

1973-08-03
Application filed by Shionogi and Co Ltd
filed
Critical
Shionogi and Co Ltd

1976-04-22
Publication of GB1433227A
publication
Critical
patent/GB1433227A/en

Status
Expired
legal-status
Critical
Current

Links

Espacenet

Global Dossier

Discuss

Classifications

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 – C07D459/00, C07D463/00, C07D477/00 or C07D489/00

C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 – C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings

C07D491/04—Ortho-condensed systems

Abstract

1433227 Dibenzazecines and production thereof SHIONOGI & CO Ltd 8 Aug 1973 [17 Aug 1972 (2) 26 Sept 1972] 37549/73 Heading C2C The invention comprises compounds of formula wherein R1 and R2 are the same or different, and each is H, -OH, alkoxy, aralkoxy, or hydroxymethyl, or when adjacent to each other and considered together, they can be alkylenedioxy; R3, R4 and R5 are the same or different, and each is H, -OH, or alkoxy, or any two of R3, R4 and R5 when adjacent and considered together can be alkylenedioxy; R6 is H, alkyl, alkenyl, aralkyl or cycloalkyl; provided that the following are excluded: all of R1-R6 being hydrogen concurrently; R1 and R2, taken together, forming a 10,11-methylenedioxy group and any two of R3, R4 and R6 being 3- and 4- methoxy groups with the remaining group from R3, R4 and R6 being hydrogen and R6 a methyl group; and R1 and R2 being 10- and 11-methoxy groups and any two of R3, R4 and R5, taken together, representing a 3,4-methylenedioxy group with the remaining group from R3, R4 and R5 being hydrogen and R6 is a methyl group. These compounds may be prepared by either: (a) subjecting a compound of formula wherein X is halogen, to Hofmann degradation or to treatment with a base or with an ion exchange resin to produce a 13,14-dehydro compound of formula and reducing the 13,14-dehydro compound by catalytic hydrogenation or by dissolving metal reduction; or (b) subjecting the compound of Formula II to dissolving metal reduction. The following intermediates are prepared in Example 4: 10 – benzyloxy – 3,4 – dimethoxy- 6 – formyl – 5,6,7,8,13,14, – hexahydrodibenz- [c,g]azecine by the oxidation of 10-benzyloxy- 3,4 – dimethoxy – 6 – methyl – 5,6,7,8,13,14- hexahydrodibenz[c,g]azacine; 3,4 – dimethoxy- 6 – formyl – 10 – hydroxy – 5,6,7,8,13,14 – hexahydrodibenz[c,g]azacine by the reduction of aforementioned intermediate. The invention also comprises a pharmaceutical composition which contains as an active ingredient a compound according to the invention together with a pharmaceutically acceptable diluent or carrier.

GB3754973A
1972-08-17
1973-08-03
Dibenzazecines and pharmaceutical uses thereof

Expired

GB1433227A
(en)

Applications Claiming Priority (3)

Application Number
Priority Date
Filing Date
Title

JP8240072A

JPS532878B2
(en)

1972-08-17
1972-08-17

JP8239972A

JPS532877B2
(en)

1972-08-17
1972-08-17

JP9636872A

JPS533398B2
(en)

1972-09-26
1972-09-26

Publications (1)

Publication Number
Publication Date

GB1433227A
true

GB1433227A
(en)

1976-04-22

Family
ID=27303905
Family Applications (1)

Application Number
Title
Priority Date
Filing Date

GB3754973A
Expired

GB1433227A
(en)

1972-08-17
1973-08-03
Dibenzazecines and pharmaceutical uses thereof

Country Status (12)

Country
Link

US
(1)

US3932384A
(en)

CA
(1)

CA1005054A
(en)

CH
(1)

CH592630A5
(en)

DD
(1)

DD107921A5
(en)

DE
(1)

DE2340846A1
(en)

ES
(1)

ES417971A1
(en)

FR
(1)

FR2196175B1
(en)

GB
(1)

GB1433227A
(en)

IL
(1)

IL43008A
(en)

NL
(1)

NL7311419A
(en)

PH
(1)

PH10465A
(en)

SE
(1)

SE7603122L
(en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

DE3007710C2
(en)

*

1980-02-29
1982-04-15
Gödecke AG, 1000 Berlin

5,6; 8,9-Tetrahydro-7H-dibenz (d, f) azonine derivatives, processes for their preparation and pharmaceuticals

US20020061339A1
(en)

*

2000-09-28
2002-05-23
Martin Stogniew
Compositions and methods for use of extracts of rutaceae plants

CN1900076B
(en)

*

2005-07-08
2011-06-22
中国科学院上海药物研究所
Tetrahydro proto-berberine compounds, and their preparing method and use

WO2007006212A1
(en)

*

2005-07-08
2007-01-18
Shanghai Institute Of Materia Medica, Chinese Academy Of Siences
Tetrahydroprotoberberine compounds, the synthetic method and the use thereof

US8003795B2
(en)

2007-06-22
2011-08-23
Cvi Pharmaceuticals Limited
Compounds and compositions for reducing lipid levels

CN102256973B
(en)

2008-12-23
2014-06-11
西威埃医药技术（上海）有限公司
Corydaline derivatives useful for reducing lipid levels

Family Cites Families (1)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US3498988A
(en)

*

1967-03-15
1970-03-03
Sandoz Ag
Dibenz(c,f)azonines

1973

1973-07-27
US
US05/383,148
patent/US3932384A/en
not_active
Expired – Lifetime

1973-08-03
GB
GB3754973A
patent/GB1433227A/en
not_active
Expired

1973-08-13
DE
DE19732340846
patent/DE2340846A1/en
active
Pending

1973-08-13
CA
CA178,612A
patent/CA1005054A/en
not_active
Expired

1973-08-16
DD
DD172934A
patent/DD107921A5/xx
unknown

1973-08-16
IL
IL43008A
patent/IL43008A/en
unknown

1973-08-16
CH
CH1180873A
patent/CH592630A5/xx
not_active
IP Right Cessation

1973-08-17
NL
NL7311419A
patent/NL7311419A/xx
not_active
Application Discontinuation

1973-08-17
PH
PH14945A
patent/PH10465A/en
unknown

1973-08-17
ES
ES417971A
patent/ES417971A1/en
not_active
Expired

1973-08-17
FR
FR7330095A
patent/FR2196175B1/fr
not_active
Expired

1976

1976-03-09
SE
SE7603122A
patent/SE7603122L/en
unknown

Also Published As

Publication number
Publication date

SE7603122L
(en)

1976-03-09

CH592630A5
(en)

1977-10-31

CA1005054A
(en)

1977-02-08

US3932384A
(en)

1976-01-13

DE2340846A1
(en)

1974-02-28

IL43008A
(en)

1976-07-30

ES417971A1
(en)

1976-06-01

AU5895373A
(en)

1975-02-06

FR2196175A1
(en)

1974-03-15

PH10465A
(en)

1977-04-25

DD107921A5
(en)

1974-08-20

NL7311419A
(en)

1974-02-19

FR2196175B1
(en)

1976-08-13

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Legal Events

Date
Code
Title
Description

1976-09-02
PS
Patent sealed [section 19, patents act 1949]

1979-03-14
PCNP
Patent ceased through non-payment of renewal fee

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