ES333486A1 - Novel urea derivatives and their production - Google Patents

Novel urea derivatives and their production

Info

Publication number
ES333486A1
ES333486A1 ES333486A ES333486A ES333486A1 ES 333486 A1 ES333486 A1 ES 333486A1 ES 333486 A ES333486 A ES 333486A ES 333486 A ES333486 A ES 333486A ES 333486 A1 ES333486 A1 ES 333486A1
Authority
ES
Spain
Prior art keywords
formula
reacting
splitting
hydrolysis
amine
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
ES333486A
Other languages
Spanish (es)
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.)
Novartis AG
Original Assignee
JR Geigy 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 JR Geigy AG filed Critical JR Geigy AG
Publication of ES333486A1 publication Critical patent/ES333486A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
    • C07D451/14—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing 9-azabicyclo [3.3.1] nonane ring systems, e.g. granatane, 2-aza-adamantane; Cyclic acetals thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
    • C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
    • C07D493/08—Bridged systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

Novel compounds of Formula I wherein X represents a methylene, ethylene' imino or C 1-2 alkylimino or alkanoylimino group, or oxygen, Y represents oxygen or sulphur, R 1 , R 2 and R5 represent hydrogen or a C 1-4 alkyl group, R 3 and R 4 represent hydrogen, halogen up to the atomic number 35, trifluoromethyl, or C 1-4 low alkyl or alkoxy or C 1-2 alkanoyl groups, and n represents 0 or 1, are prepared (1) by reacting an amine of Formula II wherein X1 has the meaning given for X above with the exception of the imino group, with a suitable phenyl isocyanate or isothiocyanate or with a reactive functional derivative of a suitable carbanilic acid or thiocarbanilic acid, and, if desired, splitting off any low alkanoyl radical in X1 by hydrolysis, (2) by reacting an isocyanate or isothiocyanate of Formula VI or a reactive functional derivative of a carbamic acid or thiocarbamic acid of Formula VII with a suitable aniline, and, if desired, splitting off any low alkanoyl radical in X1 by hydrolysis, (3) by reacting a compound of Formula VIII with a compound of formula H 2 Y, and, if desired, splitting off any low alkanoyl radical in X1 by hydrolysis, or (4) by converting a thiourea obtained as described above into the corresponding urea. 2-Oxa - adamantane - 1 - amine may be prepared by reacting bicyclo[3,3,1]nonan-3,7-dione with benzylamine, reducing the 3-benzylamino- 2 - oxaadamantan - 1 - ol obtained with lithium aluminium hydride, and debenzylating the N - benzyl - 2 - oxaadamantane - 1 - amine thus formed. 1 - (1 - Adamantyl) - 3 - (3,4 - dichlorophenyl)- carbodiimide may be obtained by treating 1-(1- adamantyl) - 3 - (3,4 - dichlorophenyl) - thiourea with anhydrous magnesium sulphate and lead oxide. Therapeutic compositions having anti-bacterial activity, which may be administered locally, parenterally or orally, contain as active ingredient a compound of Formula I above.
ES333486A 1965-11-18 1966-11-17 Novel urea derivatives and their production Expired ES333486A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH1590965A CH456570A (en) 1965-11-18 1965-11-18 Process for the production of new substituted urea derivatives

Publications (1)

Publication Number Publication Date
ES333486A1 true ES333486A1 (en) 1968-01-01

Family

ID=4412947

Family Applications (4)

Application Number Title Priority Date Filing Date
ES0333485A Expired ES333485A1 (en) 1965-11-18 1966-11-17 Procedure for the preparation of new substituteed urea derivatives. (Machine-translation by Google Translate, not legally binding)
ES333486A Expired ES333486A1 (en) 1965-11-18 1966-11-17 Novel urea derivatives and their production
ES0333487A Expired ES333487A1 (en) 1965-11-18 1966-11-17 Procedure for the preparation of new substituteed urea derivatives. (Machine-translation by Google Translate, not legally binding)
ES0333484A Expired ES333484A1 (en) 1965-11-18 1966-11-17 Procedure for the preparation of new substituteed urea derivatives. (Machine-translation by Google Translate, not legally binding)

Family Applications Before (1)

Application Number Title Priority Date Filing Date
ES0333485A Expired ES333485A1 (en) 1965-11-18 1966-11-17 Procedure for the preparation of new substituteed urea derivatives. (Machine-translation by Google Translate, not legally binding)

Family Applications After (2)

Application Number Title Priority Date Filing Date
ES0333487A Expired ES333487A1 (en) 1965-11-18 1966-11-17 Procedure for the preparation of new substituteed urea derivatives. (Machine-translation by Google Translate, not legally binding)
ES0333484A Expired ES333484A1 (en) 1965-11-18 1966-11-17 Procedure for the preparation of new substituteed urea derivatives. (Machine-translation by Google Translate, not legally binding)

Country Status (10)

Country Link
AT (2) AT267543B (en)
BE (1) BE689823A (en)
CH (1) CH456570A (en)
DE (1) DE1246722B (en)
ES (4) ES333485A1 (en)
FR (2) FR1504098A (en)
GB (1) GB1125559A (en)
NL (1) NL6616214A (en)
NO (1) NO119270B (en)
SE (1) SE325024B (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3621100A (en) * 1965-11-18 1971-11-16 Geigy Chem Corp Composition and method for producing a tuberculostatic effect
US3615941A (en) * 1968-05-07 1971-10-26 Hitachi Ltd Method for manufacturing semiconductor device with passivation film
BE758165A (en) * 1969-10-28 1971-04-28 Cilag Chemie ADAMANTYLURIDES AND METHODS FOR PREPARING THEM
ATE61574T1 (en) * 1987-07-02 1991-03-15 Warner Lambert Co N-((2,6-DISUBSTITUTED)-PHENYL>-UREA AND - CARBAMATE INHIBITORS OF ACYL-COENZYME A:CHOLESTEROL ACYLTRANSFERASE.
CN100448863C (en) 2003-07-24 2009-01-07 默克公司 Antibiotic compound
HRP20090186A2 (en) 2009-03-31 2010-10-31 Institut Ruđer Bošković Adamantane bisurea derivates, method of their preparation and application in anion sensing
KR20180030706A (en) * 2015-07-28 2018-03-23 유니버시테이트 드 바르셀로나 Analogs of adamantylurea as a soluble epoxide hydrolase inhibitor

Also Published As

Publication number Publication date
ES333487A1 (en) 1967-12-01
CH456570A (en) 1968-07-31
NO119270B (en) 1970-04-27
DE1246722B (en) 1967-08-10
GB1125559A (en) 1968-08-28
NL6616214A (en) 1967-05-19
SE325024B (en) 1970-06-22
ES333485A1 (en) 1967-12-01
FR1504098A (en) 1967-12-01
FR6433M (en) 1968-11-04
AT267543B (en) 1969-01-10
BE689823A (en) 1967-05-17
ES333484A1 (en) 1967-12-01
AT267540B (en) 1969-01-10

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