EP0267924A1 - Salpetersäure ester von benzothiazepinonen - Google Patents

Salpetersäure ester von benzothiazepinonen

Info

Publication number
EP0267924A1
EP0267924A1 EP19870902370 EP87902370A EP0267924A1 EP 0267924 A1 EP0267924 A1 EP 0267924A1 EP 19870902370 EP19870902370 EP 19870902370 EP 87902370 A EP87902370 A EP 87902370A EP 0267924 A1 EP0267924 A1 EP 0267924A1
Authority
EP
European Patent Office
Prior art keywords
formula
benzothiazepine
dimethylamino
ethyl
nitric
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.)
Withdrawn
Application number
EP19870902370
Other languages
English (en)
French (fr)
Inventor
Pierre Baudet
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of EP0267924A1 publication Critical patent/EP0267924A1/de
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D281/00—Heterocyclic compounds containing rings of more than six members having one nitrogen atom and one sulfur atom as the only ring hetero atoms
    • C07D281/02—Seven-membered rings
    • C07D281/04—Seven-membered rings having the hetero atoms in positions 1 and 4
    • C07D281/08—Seven-membered rings having the hetero atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
    • C07D281/10—Seven-membered rings having the hetero atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems condensed with one six-membered ring

Definitions

  • the nitric esters of the invention have coronary vasodilatory properties useful for the treatment of angina of various types, relieving pain and improving the blood supply to ischemic heart tissue.
  • oxy-acyl derivatives of benzothiazepines currently in use as vasodilators hydrolyze relatively easily in the digestive tract and by hepatic metabolism, so that bioavailability, e.g. 2- (4-methoxyphenyl) -3-oxy-acetyl -5 (2-dimethylamino-ethyl) -2, 3 dihydro-1,5 benzothiazepine-4 (5H) -one is only about 10%.
  • the basic property of this benzothiazepine although relatively weak, does not, however, allow good intraepidermal penetration as new galenic preparations would allow.
  • the oxy-nitro derivatives of the invention such as: 2- (4-methoxyphenyl) -3-oxy-nitro-5 (2-dimethylamino-ethyl) 2,3 dihydro-1,5 benzothiazepine-4 (5H) - they have great stability in biological media and good diffusion through the epidermis through which they reach the bloodstream for a prolonged period. They can be used by trans-epidermal administration techniques.
  • reaction medium is removed from the ice-salt mixture and the reaction continues with magnetic stirring until the medium becomes homogeneous.
  • the solution in 50 ml of methylene chloride from the medium is extracted twice with 100 ml of CO 3 HNa at 5% and then twice with 100 ml of water.
  • the evaporation residue from the organic solution is taken up in ethyl acetate. This solution is extracted twice with 150 ml of water.
  • the organic solution is dried over magnesium sulfate and the solvent evaporated under reduced pressure.
  • the amorphous residue is crystallized from water, mp 76-77 °, recrystallized. in ether at -18 °, F. 86-87 °, recrystallization in EtOH at -18 °, F.86-87 °.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
EP19870902370 1986-05-09 1987-05-08 Salpetersäure ester von benzothiazepinonen Withdrawn EP0267924A1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH1895/86 1986-05-09
CH189586 1986-05-09

Publications (1)

Publication Number Publication Date
EP0267924A1 true EP0267924A1 (de) 1988-05-25

Family

ID=4221108

Family Applications (1)

Application Number Title Priority Date Filing Date
EP19870902370 Withdrawn EP0267924A1 (de) 1986-05-09 1987-05-08 Salpetersäure ester von benzothiazepinonen

Country Status (2)

Country Link
EP (1) EP0267924A1 (de)
WO (1) WO1987006934A1 (de)

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BR6915295D0 (pt) * 1969-01-25 1973-04-12 Tanabe Seiyaku Co Indicador cronologico de evento em transmissao televisada
US4065488A (en) * 1977-02-24 1977-12-27 American Home Products Corporation Process for preparing 1,4:3,6-dianhydro-D-glucitol 2-nitrate

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO8706934A1 *

Also Published As

Publication number Publication date
WO1987006934A1 (fr) 1987-11-19

Similar Documents

Publication Publication Date Title
EP0325540A1 (de) Aromatische Ester und Thioester, ihr Herstellungsverfahren und ihre Anwendung in der Human- oder Tiermedizin und in der Kosmetik
EP0874812B1 (de) 2,3,5-trimethyl-hydroxyanilid-derivative, ihre herstellung und ihre theraoeutische verwendung
CA1167047A (fr) Benzodioxanne l,4 methoxy-2 propanolamines, leur preparation et leur application en tant que medicaments
EP0469984B1 (de) N-sulphonylindolinderivate, deren Herstellung und diese enthaltende Arzneimittel
JPH0576939B2 (de)
EP0068998B1 (de) (Z)-1-Aryl-2-aminomethyl-cyclopropan-carboxylate, ihre Herstellung und ihre Verwendung als Arzneimittel für die Behandlung von verschiedenen Schmerzen
EP0461039B1 (de) Benzimidazol-Derivate, Verfahren und Zwischenprodukte zu ihrer Herstellung, ihre Anwendung als Arzneimittel und diese enthaltende pharmazeutische Zusammensetzungen
EP0025727B1 (de) Indol-Derivate, Verfahren zu ihrer Herstellung und sie enthaltende Medikamente
EP0000299A1 (de) Neue substituierte 2-Benzoyl-4-chloro-glycinanilidederivate, Verfahren zu ihrer Herstellung und deren Verwendung als Heilmittel.
EP0122827B1 (de) 1-(2-Ethoxycarbonyl-4-phenylalkylamido)-3-amino-2-Propanole, deren Herstellungen und deren pharmazeutische Verwendungen
EP0304665B1 (de) 2,4,6-Triaminopyrimidin N-3-oxid-Harnstoff-Derivate, deren Herstellung und deren kosmetische und dermopharmazeutische Verwendung
EP0223674A1 (de) 7-Acyl-benzoxazinone und deren Derivate, Verfahren zu ihrer Herstellung und sie enthaltende pharmazeutische Zubereitungen
EP0267924A1 (de) Salpetersäure ester von benzothiazepinonen
EP0487423A1 (de) Benzoselenazolinonderivate, Verfahren zu ihrer Herstellung und pharmazeutische Zusammensetzungen die sie enthalten
EP0143016B1 (de) Derivate von 4-(3-Alkynyloxy-2-hydroxy-propyl)-piperazin-1-yl-N-phenylacetamid, ihre Herstellung und ihre therapeutische Verwendung
CH656132A5 (fr) Derives de n-carbamoyl d'isothiazolo-(5,4b) pyridine one-3 leur procede de preparation, et compositions cosmetiques les contenant.
FR2483408A1 (fr) Esters de derives alcoxyacyliques de la carnitine, leur procede de preparation et compositions pharmaceutiques les contenant
EP0201400A1 (de) 4-Phenylpropylindolderivate und ihre Salze, Verfahren zur Herstellung, deren Anwendung als Heilmittel und sie enthaltende pharmazeutische Zusammensetzungen
EP0022017A1 (de) Derivate von 2-Benzoyl-4-nitro-aniliden, deren Herstellung und deren Verwendung als Heilmittel
EP0187096A1 (de) Arylalcoyloxymethyl-2-morpholine, deren Herstellung und deren Verwendung als Arzneimittel für die Behandlung von Zentralnervensystemstörungen
FR2504925A1 (en) N-2-amino 3-alkoxy or phenoxy-propyl urea and thiourea derivs. - are cardiovascular agents esp. used to treat arrhythmia
EP0871611B1 (de) Neue gylcylanilid-derivate, deren herstellung und deren verwendung zur behandlung von hypercholesterolämie und atherosklerose
KR870007911A (ko) 히드록시인돌 에스테르의 제조방법
LU86259A1 (fr) Amides aromatiques,leur procede de preparation et leur utilisation en medecine humaine ou veterinaire et en cosmetique
FR2573755A1 (fr) Derives polysubstitues du naphtalene, leur procede de preparation et leur application dans les domaines pharmaceutique et cosmetique

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AT BE CH DE FR GB IT LI LU NL SE

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN

18D Application deemed to be withdrawn

Effective date: 19880212