GB1350968A - Basically substituted alkyl theophyllines - Google Patents

Basically substituted alkyl theophyllines

Info

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
Application number
GB3511671A
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.)
Evonik Operations GmbH
Original Assignee
Degussa GmbH
Deutsche Gold und Silber Scheideanstalt
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.)
Filing date
Publication date
Application filed by Degussa GmbH, Deutsche Gold und Silber Scheideanstalt filed Critical Degussa GmbH
Publication of GB1350968A publication Critical patent/GB1350968A/en
Expired legal-status Critical Current

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.
GB3511671A 1970-07-27 1971-07-27 Basically substituted alkyl theophyllines Expired GB1350968A (en)

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) CH555353A (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)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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
WO2011112867A1 (en) 2010-03-10 2011-09-15 The United States Of America, As Represented By The Secretary, Dept. Of Health And Human Services The use of fenoterol and fenoterol analogues in the treatment of glioblastomas and astrocytomas

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3245994A (en) * 1966-04-12 Theophylline derivatives

Cited By (4)

* Cited by examiner, † Cited by third party
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
FI54482C (en) 1978-12-11
AT308139B (en) 1973-06-25
JPS5611715B1 (en) 1981-03-16
AU3138071A (en) 1973-01-25
DK127118B (en) 1973-09-24
SE381050B (en) 1975-11-24
NL7108037A (en) 1972-01-31
FR2100953A1 (en) 1972-03-24
DE2136643A1 (en) 1972-02-10
FI54482B (en) 1978-08-31
CH555353A (en) 1974-10-31
BE770521A (en) 1971-12-01
ES391993A1 (en) 1973-06-16
CA925870A (en) 1973-05-08
CH560700A5 (en) 1975-04-15
FR2100953B1 (en) 1974-11-15

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee