GB1350968A - Basically substituted alkyl theophyllines - Google Patents
Basically substituted alkyl theophyllinesInfo
- Publication number
- GB1350968A GB1350968A GB3511671A GB3511671A GB1350968A GB 1350968 A GB1350968 A GB 1350968A GB 3511671 A GB3511671 A GB 3511671A GB 3511671 A GB3511671 A GB 3511671A GB 1350968 A GB1350968 A GB 1350968A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compound
- reaction
- prepared
- hydrogen
- theophylline
- 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.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/02—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6
- C07D473/04—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms
- C07D473/06—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms with radicals containing only hydrogen and carbon atoms, attached in position 1 or 3
- C07D473/08—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms with radicals containing only hydrogen and carbon atoms, attached in position 1 or 3 with methyl radicals in positions 1 and 3, e.g. theophylline
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1350968 Basic theophylline derivatives DEUTSCHE GOLDUND SILBER-SCHEIDEANSTALT 27 July 1971 [27 July 1970] 35116/71 Heading C2C Novel compounds of the general Formula II in which R<SP>1</SP> and R<SP>2</SP>, which are the same or different, and are C 1-4 alkyl and one of R<SP>1</SP> and R<SP>2</SP> can also be hydrogen, R<SP>3</SP> is hydrogen, or C 1-4 alkyl and n is 1 or 2, optical and stereoisomers and salts thereof may be prepared by (a) reduction of the keto group of a compound III to a hydroxyl group; (b) condensing a compound IV and compound V wherein one of X and Z is halogen and the other is amino; (c) condensing theophylline or a metal salt thereof with a compound VI wherein Hal is a halogen atom; (d) reductive condensation of compound VII with VIII wherein one of V and W is -C(R<SP>4</SP>) = O and the other is -(R<SP>4</SP>)NH 2 where R<SP>4</SP> is hydrogen or a C 1-4 alkyl and Y is oxygen, or a hydrogen and hydroxyl; (e) reaction of a compound IV in which Z is NH 2 or a protected amino group with a compound IX wherein in any reaction any of the amino and/or phenolic hydroxy groups may be protected during the reaction and either the protective group removed under the conditions of the reaction or subsequently removed. The compounds III may be prepared by a process similar to (b) above wherein Z in IV is benzylamino and in V a keto group replaces hydrogen and hydroxyl on the carbon atom α to the phenyl. 1 - (3,4 - Dibenzyloxyphenyl) - 1 - hydroxy - 2- bromoethane may be prepared by reduction of 1 - (3,4 - dibenzyloxyphenyl) - 1 - oxo - 2 - bromoethane. 7 - (2 - Methyl - 3 - aminopropyl) - theophylline may be prepared by reaction of 7-(2-methyl-3 chloropropyl)-theophylline and ammonia. p - Hydroxyphenylacefylcarbinol may be prepared by hydration of p-hydroxyphenylethynylcarbinol. Pharmaceutical compositions of compounds II show broncholytic activity without tachycardia when administered orally, parenterally or perlingually with the usual excipients.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT686070A AT308139B (en) | 1970-07-27 | 1970-07-27 | Process for the preparation of new basic substituted alkyl theophyllines, their isomers and acid addition salts |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1350968A true GB1350968A (en) | 1974-04-24 |
Family
ID=3590507
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3511671A Expired GB1350968A (en) | 1970-07-27 | 1971-07-27 | Basically substituted alkyl theophyllines |
Country Status (13)
Country | Link |
---|---|
JP (1) | JPS5611715B1 (en) |
AT (1) | AT308139B (en) |
BE (1) | BE770521A (en) |
CA (1) | CA925870A (en) |
CH (2) | CH560700A5 (en) |
DE (1) | DE2136643A1 (en) |
DK (1) | DK127118B (en) |
ES (1) | ES391993A1 (en) |
FI (1) | FI54482C (en) |
FR (1) | FR2100953B1 (en) |
GB (1) | GB1350968A (en) |
NL (1) | NL7108037A (en) |
SE (1) | SE381050B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9522871B2 (en) | 2006-08-10 | 2016-12-20 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Preparation of (R,R)-fenoterol and (R,R)-or (R,S)-fenoterol analogues and their use in treating congestive heart failure |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE788427A (en) * | 1971-09-06 | 1973-03-05 | Degussa | BASIC ALKYLTHEOPHYLLINE SUBSTITUTION |
GB1527543A (en) * | 1976-04-15 | 1978-10-04 | Degussa | Basically substituted xanthine derivatives |
AR221879A1 (en) * | 1978-06-23 | 1981-03-31 | Degussa | PROCEDURE FOR THE ELABORATION OF THEOPHILINE DERIVATIVES |
BR112012022552A8 (en) | 2010-03-10 | 2017-12-05 | Stanford Res Inst Int | use of fenoterol and fenoterol analogs in the treatment of gliobastomas and astrocytomas and pharmaceutical composition comprising said compounds |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3245994A (en) * | 1966-04-12 | Theophylline derivatives |
-
1970
- 1970-07-27 AT AT686070A patent/AT308139B/en not_active IP Right Cessation
-
1971
- 1971-06-07 ES ES391993A patent/ES391993A1/en not_active Expired
- 1971-06-11 NL NL7108037A patent/NL7108037A/xx not_active Application Discontinuation
- 1971-06-17 FI FI1712/71A patent/FI54482C/en active
- 1971-07-19 DK DK354571AA patent/DK127118B/en not_active IP Right Cessation
- 1971-07-22 DE DE19712136643 patent/DE2136643A1/en not_active Withdrawn
- 1971-07-26 FR FR7127276A patent/FR2100953B1/fr not_active Expired
- 1971-07-26 BE BE770521A patent/BE770521A/en unknown
- 1971-07-27 SE SE7109642A patent/SE381050B/en unknown
- 1971-07-27 CH CH757974A patent/CH560700A5/xx not_active IP Right Cessation
- 1971-07-27 CA CA119217A patent/CA925870A/en not_active Expired
- 1971-07-27 GB GB3511671A patent/GB1350968A/en not_active Expired
- 1971-07-27 CH CH1106371A patent/CH555353A/en not_active IP Right Cessation
- 1971-07-27 JP JP5634071A patent/JPS5611715B1/ja active Pending
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9522871B2 (en) | 2006-08-10 | 2016-12-20 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Preparation of (R,R)-fenoterol and (R,R)-or (R,S)-fenoterol analogues and their use in treating congestive heart failure |
US9908841B2 (en) | 2006-08-10 | 2018-03-06 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Preparation of (R,R)-fenoterol and (R,R)- or (R,S)-fenoterol analogues and their use in treating congestive heart failure |
US10308591B2 (en) | 2006-08-10 | 2019-06-04 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Preparation of (R,R)-fenoterol and (R,R)- or (R,S)-fenoterol analogues and their use in treating congestive heart failure |
US10562843B2 (en) | 2006-08-10 | 2020-02-18 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Preparation of (R,R)-fenoterol and (R,R)- or (R,S)-fenoterol analogues and their use in treating congestive heart failure |
Also Published As
Publication number | Publication date |
---|---|
ES391993A1 (en) | 1973-06-16 |
FI54482C (en) | 1978-12-11 |
CH555353A (en) | 1974-10-31 |
CH560700A5 (en) | 1975-04-15 |
NL7108037A (en) | 1972-01-31 |
JPS5611715B1 (en) | 1981-03-16 |
AT308139B (en) | 1973-06-25 |
CA925870A (en) | 1973-05-08 |
FR2100953B1 (en) | 1974-11-15 |
FR2100953A1 (en) | 1972-03-24 |
DK127118B (en) | 1973-09-24 |
FI54482B (en) | 1978-08-31 |
DE2136643A1 (en) | 1972-02-10 |
BE770521A (en) | 1971-12-01 |
AU3138071A (en) | 1973-01-25 |
SE381050B (en) | 1975-11-24 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PCNP | Patent ceased through non-payment of renewal fee |