CA1286661C - 2,6-disubstituted penem compounds - Google Patents

2,6-disubstituted penem compounds

Info

Publication number
CA1286661C
CA1286661C CA000342069A CA342069A CA1286661C CA 1286661 C CA1286661 C CA 1286661C CA 000342069 A CA000342069 A CA 000342069A CA 342069 A CA342069 A CA 342069A CA 1286661 C CA1286661 C CA 1286661C
Authority
CA
Canada
Prior art keywords
ethyl
solution
mmol
ether
penem
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 - Fee Related
Application number
CA000342069A
Other languages
English (en)
French (fr)
Inventor
Marcel Menard
Alain Martel
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.)
Bristol Myers Squibb Co
Original Assignee
Bristol Myers Co
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 Bristol Myers Co filed Critical Bristol Myers Co
Priority to CA000423146A priority Critical patent/CA1268183A/en
Application granted granted Critical
Publication of CA1286661C publication Critical patent/CA1286661C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/44—Iso-indoles; Hydrogenated iso-indoles
    • C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/12—Ketones
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/425—Thiazoles
    • A61K31/429—Thiazoles condensed with heterocyclic ring systems
    • A61K31/43—Compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula, e.g. penicillins, penems
    • 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
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C247/00—Compounds containing azido groups
    • 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
    • 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
    • C07D205/09—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 with a sulfur atom directly attached in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • C07D499/88—Compounds with a double bond between positions 2 and 3 and 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
    • 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
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/0803—Compounds with Si-C or Si-Si linkages
    • C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
    • C07F7/0812—Compounds 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
    • 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
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/10—Compounds having one or more C—Si linkages containing nitrogen having a Si-N linkage
    • 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
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804—Compounds having Si-O-C linkages
    • 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
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
    • C07F9/568—Four-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
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6536—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having nitrogen and sulfur atoms with or without oxygen atoms, as the only ring hetero atoms
    • C07F9/6539—Five-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
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6558—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system
    • 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
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6561—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings
    • C07F9/65611—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings containing the ring system (X = CH2, O, S, NH) optionally with an additional double bond and/or substituents, e.g. penicillins and analogs
    • 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)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Communicable Diseases (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oncology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Cephalosporin Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Saccharide Compounds (AREA)
CA000342069A 1978-12-18 1979-12-17 2,6-disubstituted penem compounds Expired - Fee Related CA1286661C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CA000423146A CA1268183A (en) 1978-12-18 1983-03-08 INTERMEDIATES OF PHOSPHORANE USED IN THE PREPARATION OF ANTIBIOTIC PENEMS

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US96866378A 1978-12-18 1978-12-18
US968,663 1978-12-18

Related Child Applications (1)

Application Number Title Priority Date Filing Date
CA000423146A Division CA1268183A (en) 1978-12-18 1983-03-08 INTERMEDIATES OF PHOSPHORANE USED IN THE PREPARATION OF ANTIBIOTIC PENEMS

Publications (1)

Publication Number Publication Date
CA1286661C true CA1286661C (en) 1991-07-23

Family

ID=25514601

Family Applications (2)

Application Number Title Priority Date Filing Date
CA000342069A Expired - Fee Related CA1286661C (en) 1978-12-18 1979-12-17 2,6-disubstituted penem compounds
CA000423146A Expired - Fee Related CA1268183A (en) 1978-12-18 1983-03-08 INTERMEDIATES OF PHOSPHORANE USED IN THE PREPARATION OF ANTIBIOTIC PENEMS

Family Applications After (1)

Application Number Title Priority Date Filing Date
CA000423146A Expired - Fee Related CA1268183A (en) 1978-12-18 1983-03-08 INTERMEDIATES OF PHOSPHORANE USED IN THE PREPARATION OF ANTIBIOTIC PENEMS

Country Status (13)

Country Link
JP (1) JPS60222486A (da)
AU (4) AU541717B2 (da)
CA (2) CA1286661C (da)
CH (2) CH643265A5 (da)
DK (5) DK161520C (da)
ES (1) ES487034A0 (da)
FI (2) FI69845C (da)
GR (2) GR81420B (da)
IE (3) IE49876B1 (da)
IL (2) IL58576A (da)
SE (5) SE448995B (da)
YU (4) YU43628B (da)
ZA (2) ZA796813B (da)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB8509180D0 (en) * 1985-04-10 1985-05-15 Erba Farmitalia Penem derivatives
US4826832A (en) * 1986-05-06 1989-05-02 Ciba-Geigy Corporation Penen compounds
ES2206557T3 (es) * 1995-02-17 2004-05-16 Daiichi Suntory Pharma Co., Ltd. Derivados que penem y agente antimicrobiano que los contiene.
WO1999036098A1 (fr) 1998-01-13 1999-07-22 Suntory Limited Composition antibacterienne contenant des antibiotiques et destinee a l'administration topique
JP2005239696A (ja) 2004-01-30 2005-09-08 Daiichi Suntory Pharma Co Ltd 無機物質を配合した医薬硬質カプセル剤
CN112746066B (zh) * 2021-01-25 2023-10-31 洛阳华荣生物技术有限公司 一种l-赖氨酸脱羧酶突变体及其应用

Also Published As

Publication number Publication date
DK161970B (da) 1991-09-02
YU43464B (en) 1989-08-31
SE7910391L (sv) 1981-06-18
SE8405812D0 (sv) 1984-11-19
YU215782A (en) 1983-06-30
IL58576A (en) 1985-12-31
YU43628B (en) 1989-10-31
DK161970C (da) 1992-02-03
YU215382A (en) 1983-06-30
FI67853C (fi) 1985-06-10
ES8101594A1 (es) 1980-12-16
FI67853B (fi) 1985-02-28
DK533879A (da) 1980-06-19
YU42125B (en) 1988-04-30
IL58576A0 (en) 1980-01-31
DK236590A (da) 1990-10-01
IE49876B1 (en) 1986-01-08
AU3288484A (en) 1985-03-07
AU563015B2 (en) 1987-06-25
SE8405813D0 (sv) 1984-11-19
SE464027B (sv) 1991-02-25
FI793905A (fi) 1980-06-19
AU539983B2 (en) 1984-10-25
IE792462L (en) 1980-06-18
YU307679A (en) 1983-02-28
DK237690A (da) 1990-10-01
ZA796812B (en) 1981-05-27
GR74491B (da) 1984-06-28
AU5371079A (en) 1980-06-26
AU3240884A (en) 1984-12-13
SE7910390L (sv) 1981-06-18
SE8405813L (sv) 1984-11-19
IE851853L (en) 1980-06-18
FI793903A (fi) 1980-06-19
GR81420B (da) 1984-12-11
IL58804A0 (en) 1980-02-29
JPS60222486A (ja) 1985-11-07
IE50597B1 (en) 1986-05-28
DK161520C (da) 1991-12-23
DK135291A (da) 1991-07-15
SE461395B (sv) 1990-02-12
ZA796813B (en) 1981-05-27
DK161520B (da) 1991-07-15
YU276079A (en) 1983-02-28
IL58804A (en) 1986-03-31
CH643846A5 (en) 1984-06-29
CH643265A5 (en) 1984-05-30
YU43280B (en) 1989-06-30
FI69845C (fi) 1986-05-26
DK135291D0 (da) 1991-07-15
SE8405719L (sv) 1984-11-14
CA1268183A (en) 1990-04-24
AU557545B2 (en) 1986-12-24
AU541717B2 (en) 1985-01-17
ES487034A0 (es) 1980-12-16
SE454779B (sv) 1988-05-30
DK237690D0 (da) 1990-10-01
SE448995B (sv) 1987-03-30
DK236590D0 (da) 1990-10-01
IE49877B1 (en) 1986-01-08
FI69845B (fi) 1985-12-31
IE852246L (en) 1980-06-18
SE8405812L (sv) 1984-11-19
AU5378779A (en) 1980-08-28
SE8405719D0 (sv) 1984-11-14
DK533779A (da) 1980-06-19

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