ES8603189A1 - Process for the preparation of 2-(trialkylsilyl)ergoline derivatives - Google Patents

Process for the preparation of 2-(trialkylsilyl)ergoline derivatives

Info

Publication number
ES8603189A1
ES8603189A1 ES542070A ES542070A ES8603189A1 ES 8603189 A1 ES8603189 A1 ES 8603189A1 ES 542070 A ES542070 A ES 542070A ES 542070 A ES542070 A ES 542070A ES 8603189 A1 ES8603189 A1 ES 8603189A1
Authority
ES
Spain
Prior art keywords
alkyl
bond
alpha
formula
trialkylsilyl
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
ES542070A
Other languages
Spanish (es)
Other versions
ES542070A0 (en
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.)
Bayer Pharma AG
Original Assignee
Schering 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.)
Filing date
Publication date
Application filed by Schering AG filed Critical Schering AG
Publication of ES8603189A1 publication Critical patent/ES8603189A1/en
Publication of ES542070A0 publication Critical patent/ES542070A0/en
Granted legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic System
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/10Compounds having one or more C—Si linkages containing nitrogen having a Si-N linkage
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D457/00Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid
    • C07D457/02Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid with hydrocarbon or substituted hydrocarbon radicals, attached in position 8
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D457/00Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid
    • C07D457/10Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid with hetero atoms directly attached in position 8
    • C07D457/12Nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic System
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/0803Compounds with Si-C or Si-Si linkages
    • C07F7/081Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
    • C07F7/0812Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic System
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/0803Compounds with Si-C or Si-Si linkages
    • C07F7/081Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
    • C07F7/0812Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring
    • C07F7/0814Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring said ring is substituted at a C ring atom by Si

Abstract

2-(trialkylsilyl)-ergoline derivs. of formula (I) and their salts are new. - R = 1-4C alkyl; R6 = 1-3C alkyl; R8 = Me, NHCOEt2, NHCSEt2; 2 single C-C bonds or one signale C-C bond and one double C=C bond; and R8 can be either alpha or beta positioned if C-C to which it is attached is a single bond. - (I) have an effect on the CNS; esp. they are central antidopaminergics and alpha-2 receptor blockers. (I) are therefore neuroleptics which can be used to treat psychoses of the schizophrenic type DEAB- DE3413660 C 2-(trialkylsilyl)-ergoline derivs. of formula (I) and their salts are new. - R = 1-4C alkyl; R6 = 1-3C alkyl; R8 = Me, NHCOEt2, NHCSEt2; 2 single C-C bonds or one signale C-C bond and one double C=C bond; and R8 can be either alpha or beta positioned if C-C to which it is attached is a single bond. - (I) have an effect on the CNS; esp. they are central antidopaminergics and alpha-2 receptor blockers. (I) are therefore neutroleptics which can be used to treat psychoses of the schizophrenic type (I) are also antidepressives. (14pp Dwg.No.0/0) - DE3413660 C New 2-(trialkyl-silyl) ergolinee derivs. of formula (I) and their salts can be prepd. from cpds. of formula (II) (sic) by reaction with an alkyl lithium cpd. at 0 deg. C in the presence of a tert. amine, and opt. conversion to the salt. The dotted line represents one, optional, double bond, and the substit. R8 can be alpha or beta; R = 1-4C alkyl; R6 = 1-3C alkyl; and R8 = methyl, NHCONEt2 or NHCSNEt2.
ES542070A 1984-04-09 1985-04-09 PROCEDURE FOR THE PREPARATION OF DERIVATIVES OF 2- (TRIAL- QUIL-SILIL) -ERGOLINE Granted ES542070A0 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19843413660 DE3413660A1 (en) 1984-04-09 1984-04-09 Process for the preparation of 2-(trialkylsilyl)ergoline derivatives

Publications (2)

Publication Number Publication Date
ES8603189A1 true ES8603189A1 (en) 1985-12-16
ES542070A0 ES542070A0 (en) 1985-12-16

Family

ID=6233293

Family Applications (1)

Application Number Title Priority Date Filing Date
ES542070A Granted ES542070A0 (en) 1984-04-09 1985-04-09 PROCEDURE FOR THE PREPARATION OF DERIVATIVES OF 2- (TRIAL- QUIL-SILIL) -ERGOLINE

Country Status (3)

Country Link
CS (1) CS247100B2 (en)
DE (1) DE3413660A1 (en)
ES (1) ES542070A0 (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2018502889A (en) * 2015-01-20 2018-02-01 エックスオーシー ファーマシューティカルズ インコーポレイテッドXoc Pharmaceuticals, Inc Isoergoline compounds and uses thereof
CA2974117A1 (en) 2015-01-20 2016-07-28 Xoc Pharmaceuticals, Inc. Ergoline compounds and uses thereof
CA3064274A1 (en) 2017-06-01 2018-12-06 Xoc Pharmaceuticals, Inc. Ergoline derivatives for use in medicine

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3251846A (en) * 1966-05-17 G-dimethyosoergolenyl-b
US3029243A (en) * 1960-06-20 1962-04-10 Miles Lab Preparation of dihydroagroclavine from a mixture of agroclavine and elymoclavine
CH573937A5 (en) * 1971-08-05 1976-03-31 Spofa Vereinigte Pharma Werke
US4382940A (en) * 1979-12-06 1983-05-10 Farmitalia Carlo Erba S.P.A. Ercoline derivatives and therapeutic compositions having CNS affecting activity

Also Published As

Publication number Publication date
DE3413660C2 (en) 1992-03-05
CS247100B2 (en) 1986-11-13
DE3413660A1 (en) 1985-10-17
ES542070A0 (en) 1985-12-16

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