DE48025T1 - Z-omega-(substituierte) 2-(cyclopropan-carboxamido)-2-alkensaeuren, deren ester und salze und diese enthaltende antibakterielle zusammensetzungen und eine verbindung der thienamycin-gattung. - Google Patents

Z-omega-(substituierte) 2-(cyclopropan-carboxamido)-2-alkensaeuren, deren ester und salze und diese enthaltende antibakterielle zusammensetzungen und eine verbindung der thienamycin-gattung.

Info

Publication number
DE48025T1
DE48025T1 DE1981107302 DE81107302T DE48025T1 DE 48025 T1 DE48025 T1 DE 48025T1 DE 1981107302 DE1981107302 DE 1981107302 DE 81107302 T DE81107302 T DE 81107302T DE 48025 T1 DE48025 T1 DE 48025T1
Authority
DE
Germany
Prior art keywords
carbon atoms
compound according
carboxyethylthio
amino
compound
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.)
Pending
Application number
DE1981107302
Other languages
English (en)
Inventor
Donald W. Mountainside New Jersey 07092 Graham
Frederick M. Scotch Plains New Jersey 07076 Kahan
Helmut Kenilworth New Jersey 07033 Kropp
Edward F. Middletown New Jersey 07748 Rogers
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.)
Merck and Co Inc
Original Assignee
Merck and Co Inc
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 Merck and Co Inc filed Critical Merck and Co Inc
Publication of DE48025T1 publication Critical patent/DE48025T1/de
Pending legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D477/00—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring
    • C07D477/10—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
    • C07D477/12—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached in position 6
    • C07D477/16—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached in position 6 with hetero atoms or carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 3
    • C07D477/20—Sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D339/00—Heterocyclic compounds containing rings having two sulfur atoms as the only ring hetero atoms
    • C07D339/08—Six-membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/3804—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)] not used, see subgroups
    • C07F9/3808—Acyclic saturated acids which can have further substituents on alkyl

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Claims (8)

Europäische Patentanmeldung EP 81 10? $02.2 27. Oktober 1982 Merck & Co., Inc. Veröffentlichungsnummer 0 048 025 Deutsche Übersetzung der Ansprüche der veröffentlichten Anmeldung
1. Verbindungen der allgemeinen Formel
3H 1
R^C=C-COOR'
im
ι ο
cop, ,
2
worin R für 2,2-Dimethylcyclopropyl oder 2,2-Dichlor-
1
cyclopropyl steht; R Wasserstoff, Niedrigalkyl mit 1-6 Kohlenstoffatomen, Dialkylaminoalkyl oder ein pharmazeutisch annehmbares Kation bedeutet; und R^ eine Kohlenwasserstoffkette mit 3-7 Kohlenstoffatomen darstellt, die gegebenenfalls einen endständigen Substituenten aufweist, der Trimethy!ammonium, Amidino, Guanidino, 2-Amino-2-carboxyethylthio oder Ureido ist.
2. Eine Verbindung nach Anspruch 1, worin R Dialkylaminoalkyl mit 1 bis 6 Kohlenstoffatomen in jeder Alkylgruppe ist.
3- Eine Verbindung nach Anspruch 1 in der Z-Konfiguration,
2 Λ
worin R für 2,2-Dimethylcyclopropyl steht; R Wasserstoff, Niedrigalkyl mit 1-6 Kohlenstoffatomen, Dialkylaminoalkyl mit 1-6 Kohlenstoffatomen in jeder Alkylgruppe oder ein pharmazeutisch annehmbares Kation darstellt; und R^ eine Alkylenkette mit 3-7 Kohlenstoffatomen ist, die einen endständigen Substituenten aufweist, der 2-Amino-2-carboxyethylthio ist.
4. Eine Verbindung nach Anspruch 1, nämlich Z-8-(L-2-Amino-2-carboxyethylthio)-2-(2,2-dimethylcyclopropancarbox- amido)-2-octensäure.
5· Eine Verbindung nach Anspruch 1, nämlich Z-7-(L-2-Amino-2-carboxyethylthio)-2-(2,2-dimethylcyclopropancarboxamido)-2-heptensäure.
6. Die Verbindung nach Anspruch 4 oder 5 in Form des Natrium-, Kalium-, Calcium- oder Magnesiumsalzes.
7· Eine antibakterielle Zusammensetzung, enthaltend eine Verbindung vom Thienamycintyp und eine Verbindung gemäß einem der Ansprüche 1 bis 6.
8. Die antibakterielle Zusammensetzung nach Anspruch 7? enthaltend Z-7-(L-2-Amino-2-carboxyethylthio)-2-(2,2-dimethylcyclopropancarboxamido)-2-heptensäure oder deren Natrium-, Kalium-, Magnesium- oder Calciumsalz und N-Formimidoylthienamycin.
DE1981107302 1980-09-17 1981-09-16 Z-omega-(substituierte) 2-(cyclopropan-carboxamido)-2-alkensaeuren, deren ester und salze und diese enthaltende antibakterielle zusammensetzungen und eine verbindung der thienamycin-gattung. Pending DE48025T1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US18817880A 1980-09-17 1980-09-17
US18792980A 1980-09-17 1980-09-17

Publications (1)

Publication Number Publication Date
DE48025T1 true DE48025T1 (de) 1983-03-17

Family

ID=26883552

Family Applications (2)

Application Number Title Priority Date Filing Date
DE1981107302 Pending DE48025T1 (de) 1980-09-17 1981-09-16 Z-omega-(substituierte) 2-(cyclopropan-carboxamido)-2-alkensaeuren, deren ester und salze und diese enthaltende antibakterielle zusammensetzungen und eine verbindung der thienamycin-gattung.
DE8181107302T Expired DE3173503D1 (en) 1980-09-17 1981-09-16 Antibacterial composition of thienamycin type compound and a dipeptidase inhibitor

Family Applications After (1)

Application Number Title Priority Date Filing Date
DE8181107302T Expired DE3173503D1 (en) 1980-09-17 1981-09-16 Antibacterial composition of thienamycin type compound and a dipeptidase inhibitor

Country Status (4)

Country Link
EP (1) EP0048025B1 (de)
DE (2) DE48025T1 (de)
HK (1) HK14287A (de)
SG (1) SG87986G (de)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4880793A (en) * 1978-07-24 1989-11-14 Merck & Co., Inc. Combination of thienamycin-type antibiotics with dipeptidase inhibitors
US5202467A (en) * 1990-02-08 1993-04-13 Sumitomo Chemical Company, Limited Process for preparing haloketo acid derivatives
US5268501A (en) * 1990-02-08 1993-12-07 Sumitomo Chemical Company, Limited Process for preparing haloketo acid derivatives

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NZ190994A (en) * 1978-07-24 1981-10-19 Merck & Co Inc Z-2-acylamino-3-monosubstituted propenoates
AR244550A1 (es) * 1978-07-24 1993-11-30 Merck & Co Inc Procedimiento para obtener una composicion de antibioticos del tipo de la tienamicina con inhibidores de la dipeptidasa
IE50333B1 (en) * 1979-11-02 1986-04-02 Merck & Co Inc Antibacterial compositions comprising a beta-lactam-type compound and a 3-substituted propenoate

Also Published As

Publication number Publication date
EP0048025A1 (de) 1982-03-24
EP0048025B1 (de) 1986-01-15
SG87986G (en) 1987-03-27
HK14287A (en) 1987-02-27
DE3173503D1 (en) 1986-02-27

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