SE8207480D0 - NEW BICYCLIC COMPOUNDS AND A PROCESS FOR THE PREPARATION THEREOF - Google Patents

NEW BICYCLIC COMPOUNDS AND A PROCESS FOR THE PREPARATION THEREOF

Info

Publication number
SE8207480D0
SE8207480D0 SE8207480A SE8207480A SE8207480D0 SE 8207480 D0 SE8207480 D0 SE 8207480D0 SE 8207480 A SE8207480 A SE 8207480A SE 8207480 A SE8207480 A SE 8207480A SE 8207480 D0 SE8207480 D0 SE 8207480D0
Authority
SE
Sweden
Prior art keywords
general formula
substituted benzyl
group
benzyl group
alkali metal
Prior art date
Application number
SE8207480A
Other languages
Swedish (sv)
Other versions
SE8207480L (en
Inventor
K Lempert
G Doleschall
J Fetter
G Hornyak
J Nyitrai
G Simig
K Zauer
K Harsanyi
G Fekete
L Szporny
G Hajos
Original Assignee
Richter Gedeon Vegyeszet
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 Richter Gedeon Vegyeszet filed Critical Richter Gedeon Vegyeszet
Publication of SE8207480D0 publication Critical patent/SE8207480D0/en
Publication of SE8207480L publication Critical patent/SE8207480L/en

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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D205/06—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D205/08—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C07D207/273—2-Pyrrolidones with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to other ring carbon atoms
    • C07D207/277—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D207/28—2-Pyrrolidone-5- carboxylic acids; Functional derivatives thereof, e.g. esters, nitriles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D411/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen and sulfur atoms as the only ring hetero atoms
    • C07D411/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen and sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D411/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen and sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • 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)
  • Health & Medical Sciences (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

New thienamycin analogues of the general formula (I), <IMAGE> wherein Y<1> and Y<2> represent a removable carbonyl protecting group, Q' is a C1-5 alkyl group, a substituted benzyl group, hydrogen atom or an alkali metal ion, and R'' is an optionally substituted hydrocarbyl residue, are prepared in such a way that a) a compound of the general formula (II), <IMAGE> wherein Y<1> and Y<2> are as defined above and Q is a C1-5 alkyl group or a substituted benzyl group, is treated with an O-acylating agent and then with a mercaptan in the presence of a tertiary amine, and the resulting product is separated, or b) the substituted benzyl moiety of a compound of the general formula (I), wherein Q' is a substituted benzyl group and the other substituents are as defined above, is removed, and, if desired, the resulting carboxylic acid is converted into its alkali metal salt. The new compounds of the general formula (I) can be used in the therapy primarily as ???-lactamase inhibitors.
SE8207480A 1981-12-30 1982-12-29 NEW BICYCLIC ASSOCIATIONS AND A PROCEDURE FOR PREPARING THEREOF SE8207480L (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
HU814017A HU185493B (en) 1981-12-30 1981-12-30 Process for producing new azabicyclo-bracket-3.2.0-bracket closedheptene derivatives

Publications (2)

Publication Number Publication Date
SE8207480D0 true SE8207480D0 (en) 1982-12-29
SE8207480L SE8207480L (en) 1983-07-01

Family

ID=10966528

Family Applications (1)

Application Number Title Priority Date Filing Date
SE8207480A SE8207480L (en) 1981-12-30 1982-12-29 NEW BICYCLIC ASSOCIATIONS AND A PROCEDURE FOR PREPARING THEREOF

Country Status (18)

Country Link
JP (1) JPS58118588A (en)
AT (1) AT375944B (en)
AU (1) AU9197382A (en)
BE (1) BE895488A (en)
CA (1) CA1192202A (en)
DE (1) DE3248678A1 (en)
ES (1) ES8405797A1 (en)
FI (1) FI824518L (en)
FR (1) FR2519002A1 (en)
GB (1) GB2112391B (en)
GR (1) GR78431B (en)
HU (1) HU185493B (en)
IT (1) IT1210971B (en)
LU (1) LU84564A1 (en)
NL (1) NL8205065A (en)
PL (1) PL239887A1 (en)
SE (1) SE8207480L (en)
ZA (1) ZA829600B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA1198440A (en) * 1982-04-08 1985-12-24 Choung U. Kim Carbapenem antibiotics
JPS6028981A (en) * 1983-07-27 1985-02-14 Shionogi & Co Ltd Dioxolanylpenemcarboxylic acid derivative
WO1999031106A1 (en) * 1997-12-16 1999-06-24 Banyu Pharmaceutical Co., Ltd. Carbapenem derivatives

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5625110A (en) * 1978-12-18 1981-03-10 Bristol Myers Co Antibacterial
IE52147B1 (en) * 1980-03-27 1987-07-08 Merck & Co Inc 4-(3-carboxy-2-oxopropyl)-azetidin-2-ones and process for their preparation
JPS57176982A (en) * 1981-04-24 1982-10-30 Shionogi & Co Ltd Dioxolanylazetidinone compound, its preparation and use

Also Published As

Publication number Publication date
HU185493B (en) 1985-02-28
ES518725A0 (en) 1984-06-16
AT375944B (en) 1984-09-25
ZA829600B (en) 1983-10-26
GB2112391A (en) 1983-07-20
PL239887A1 (en) 1984-01-02
BE895488A (en) 1983-06-28
GR78431B (en) 1984-09-27
SE8207480L (en) 1983-07-01
FI824518A0 (en) 1982-12-30
LU84564A1 (en) 1984-10-22
CA1192202A (en) 1985-08-20
ATA450982A (en) 1984-02-15
ES8405797A1 (en) 1984-06-16
JPS58118588A (en) 1983-07-14
FR2519002A1 (en) 1983-07-01
DE3248678A1 (en) 1983-07-07
IT1210971B (en) 1989-09-29
FI824518L (en) 1983-07-01
IT8225065A0 (en) 1982-12-30
GB2112391B (en) 1985-10-16
AU9197382A (en) 1983-07-07
NL8205065A (en) 1983-07-18

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