FI67552B - Foerfarande foer framstaellning av en ny som beta-laktamas-inhibitor anvaendbar 2beta-acetoxymetyl-2alfa-metyl-(5r)-penam-3alfa-karboxylsyra-1,1-dioxid - Google Patents

Foerfarande foer framstaellning av en ny som beta-laktamas-inhibitor anvaendbar 2beta-acetoxymetyl-2alfa-metyl-(5r)-penam-3alfa-karboxylsyra-1,1-dioxid Download PDF

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Publication number
FI67552B
FI67552B FI803028A FI803028A FI67552B FI 67552 B FI67552 B FI 67552B FI 803028 A FI803028 A FI 803028A FI 803028 A FI803028 A FI 803028A FI 67552 B FI67552 B FI 67552B
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FI
Finland
Prior art keywords
compound
formula
penam
acid
acetoxymethyl
Prior art date
Application number
FI803028A
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English (en)
Finnish (fi)
Other versions
FI67552C (fi
FI803028A (fi
Inventor
Wayne Ernest Barth
Original Assignee
Pfizer
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.)
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Publication date
Application filed by Pfizer filed Critical Pfizer
Publication of FI803028A publication Critical patent/FI803028A/fi
Priority to FI840367A priority Critical patent/FI67854C/fi
Application granted granted Critical
Publication of FI67552B publication Critical patent/FI67552B/fi
Publication of FI67552C publication Critical patent/FI67552C/fi

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D499/00Heterocyclic 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D499/00Heterocyclic 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
    • C07D499/21Heterocyclic 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 with a nitrogen atom directly attached in position 6 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
    • C07D499/28Heterocyclic 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 with a nitrogen atom directly attached in position 6 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 with modified 2-carboxyl group
    • C07D499/32Esters

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Cephalosporin Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Saccharide Compounds (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Claims (3)

1. Förfarande för framställning av en ny, sorti β -laktamas-inhibitor användbar 2β-acetoxymetyl-2 oo-metyl-(5R)-penam-3oc-karboxylsyra-1., 1-dioxid med formeln I
0. O H \ ^ i| : St . CH--0-C-CH, Γ~Γ f, CH, J-ή-v (i) 0 'COOH eller farmaceutiskt godtagbara salter därav, känneteck-n a t därav, att man omsätter en förening med formeln III 0 H CH^-0-i:-CHo 3 3 -1 |''"ΌΗ L I (III) <y--N V//, o 0 '' COOR3 väri R3 är väte eller en sedvanlig penicillinkarboxiskyddsgrupp, med ett oxidationsmedel tillsoxidationen tili en förening med formeln II'
0. O f ch2-o4-ch3 )-N-L 3 (II·) 0 *' COOR 3 väri R betecknar sarana som ovan, är väsentligen total, och, ifali behövligt, avlägsnar karboxiskyddsgruppen, och, ifali önskvärt, bil-dar ett farmaceutiskt godtagbart sait av föreningen med formeln I genom reaktion med en bas.
2. Förfarande enligt patentkravet 1, känneteck-n a t därav, att föreningen med formeln III oxideras under användande av 2-5 molekvivalenter av en organisk peroxisyra i ett reaktionsinert lösningsmedel vid en temperatur i omrädet -20...50°C.
3. Förfarande enligt patentkravet 2, känneteck-n a t därav, att föreningen med formeln III oxideras med 3-klorperbensoesyra.
FI803028A 1979-09-26 1980-09-25 Foerfarande foer framstaellning av en ny som beta-laktamas-inhibitor anvaendbar 2beta-acetoxymetyl-2alfa-metyl-(5r)-penam-3alfa-karboxylsyra-1,1-dioxid FI67552C (fi)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FI840367A FI67854C (fi) 1979-09-26 1984-01-30 Som mellanprodukter vid framstaellningen av terapeutiskt anvaendbara 2beta-acetoximetyl-2alfa-metyl-(5r)-penam-3alfa-karboxylsyra-1,1-dioxidderivat anvaendbara 2beta-acetoximetyl-2alfa-metyl-(5r)-penam-3alfa-karboxylsyraderivat

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US06/079,127 US4256733A (en) 1979-09-26 1979-09-26 Acetoxymethyl penam compounds as β-lactamase inhibitors
US7912779 1979-09-26

Publications (3)

Publication Number Publication Date
FI803028A FI803028A (fi) 1981-03-27
FI67552B true FI67552B (fi) 1984-12-31
FI67552C FI67552C (fi) 1985-04-10

Family

ID=22148609

Family Applications (2)

Application Number Title Priority Date Filing Date
FI803028A FI67552C (fi) 1979-09-26 1980-09-25 Foerfarande foer framstaellning av en ny som beta-laktamas-inhibitor anvaendbar 2beta-acetoxymetyl-2alfa-metyl-(5r)-penam-3alfa-karboxylsyra-1,1-dioxid
FI840367A FI67854C (fi) 1979-09-26 1984-01-30 Som mellanprodukter vid framstaellningen av terapeutiskt anvaendbara 2beta-acetoximetyl-2alfa-metyl-(5r)-penam-3alfa-karboxylsyra-1,1-dioxidderivat anvaendbara 2beta-acetoximetyl-2alfa-metyl-(5r)-penam-3alfa-karboxylsyraderivat

Family Applications After (1)

Application Number Title Priority Date Filing Date
FI840367A FI67854C (fi) 1979-09-26 1984-01-30 Som mellanprodukter vid framstaellningen av terapeutiskt anvaendbara 2beta-acetoximetyl-2alfa-metyl-(5r)-penam-3alfa-karboxylsyra-1,1-dioxidderivat anvaendbara 2beta-acetoximetyl-2alfa-metyl-(5r)-penam-3alfa-karboxylsyraderivat

Country Status (36)

Country Link
US (1) US4256733A (sv)
JP (1) JPS6016958B2 (sv)
KR (1) KR840000796B1 (sv)
AR (1) AR224547A1 (sv)
AT (1) AT366384B (sv)
AU (1) AU517074B2 (sv)
BE (1) BE885389A (sv)
CA (1) CA1150242A (sv)
CH (1) CH645646A5 (sv)
CS (1) CS212284B2 (sv)
DD (1) DD153123A5 (sv)
DE (1) DE3035995C2 (sv)
DK (1) DK404980A (sv)
EG (1) EG14888A (sv)
ES (1) ES8106528A1 (sv)
FI (2) FI67552C (sv)
FR (1) FR2465736A1 (sv)
GB (2) GB2059420B (sv)
GR (1) GR70065B (sv)
HU (1) HU183212B (sv)
IE (2) IE50507B1 (sv)
IL (1) IL61117A (sv)
IN (1) IN154557B (sv)
IT (1) IT1132754B (sv)
LU (1) LU82795A1 (sv)
MX (1) MX6580E (sv)
NL (1) NL185923C (sv)
NO (2) NO160370C (sv)
NZ (1) NZ195058A (sv)
PH (1) PH15697A (sv)
PL (1) PL126949B1 (sv)
PT (1) PT71837B (sv)
SE (2) SE449865B (sv)
SU (1) SU959628A3 (sv)
YU (1) YU41733B (sv)
ZA (1) ZA805132B (sv)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4364957A (en) * 1979-09-26 1982-12-21 Pfizer Inc. Bis-esters of alkanediols as antibacterial agents
US4511512A (en) * 1980-05-01 1985-04-16 Leo Pharmaceutical Products Ltd. A/S (Lovens Kemiske Produktionsaktiensel skab) Substantially pure dicyclohexyl ammonium 6-β-bromo-penicillanate
US4361513A (en) * 1980-12-11 1982-11-30 Pfizer Inc. Esters of penicillanic acid sulfone
US4474698A (en) * 1980-12-11 1984-10-02 Pfizer Inc. Process for preparing esters of penicillanic acid sulfone
US4558042A (en) * 1981-05-06 1985-12-10 Farmitalia Carlo Erba S.P.A. β-Lactam-containing antibacterial agents and β-lactamase inhibitors
ZA826687B (en) * 1981-09-14 1983-07-27 Pfizer Beta-lactamase inhibiting 2-beta-substituted-2-alpha-methyl 5(r)penam-3-alpha-carboxylic acid 1,1-dioxides and intermediates therefor
JPS58185589A (ja) * 1982-04-23 1983-10-29 Taiho Yakuhin Kogyo Kk ペニシリン誘導体
JPS62198687A (ja) * 1986-02-27 1987-09-02 Taiho Yakuhin Kogyo Kk 2β−置換チオメチルペニシリン誘導体
US4861768A (en) * 1986-02-27 1989-08-29 Taiho Pharmaceutical Company, Limited 2 β-substituted thiomethylpenicillin derivatives and their preparation and use
SK63894A3 (en) * 1991-12-19 1995-03-08 Novo Nordisk As Method of preparation of beta-lactam antibiotic
CN115385934A (zh) * 2022-10-26 2022-11-25 北京纳百生物科技有限公司 一种舒巴坦半抗原及其合成方法和应用

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IN149747B (sv) * 1977-06-07 1982-04-03 Pfizer

Also Published As

Publication number Publication date
GB2125037B (en) 1984-08-01
LU82795A1 (fr) 1981-04-17
NO160299C (no) 1989-04-05
NL185923C (nl) 1990-08-16
YU41733B (en) 1987-12-31
KR830003494A (ko) 1983-06-20
IE801095L (en) 1981-01-09
ZA805132B (en) 1981-12-30
SE8005714L (sv) 1981-03-27
IT8024920A0 (it) 1980-09-25
NL185923B (nl) 1990-03-16
ES495354A0 (es) 1981-08-16
FI67854B (fi) 1985-02-28
NO831082L (no) 1981-03-27
GB8319784D0 (en) 1983-08-24
IL61117A0 (en) 1980-11-30
NO160370C (no) 1989-04-12
AU6271380A (en) 1981-04-09
DE3035995C2 (de) 1985-01-10
PL226868A1 (sv) 1981-10-16
IN154557B (sv) 1984-11-10
AR224547A1 (es) 1981-12-15
GR70065B (sv) 1982-07-26
FR2465736B1 (sv) 1982-04-30
FR2465736A1 (fr) 1981-03-27
IT1132754B (it) 1986-07-02
IE50507B1 (en) 1986-04-30
CA1150242A (en) 1983-07-19
HU183212B (en) 1984-04-28
NL8005344A (nl) 1981-03-30
BE885389A (fr) 1981-03-25
CH645646A5 (fr) 1984-10-15
IE801998L (en) 1981-03-26
NZ195058A (en) 1982-12-07
PT71837A (en) 1980-10-01
GB2059420A (en) 1981-04-23
JPS6016958B2 (ja) 1985-04-30
DE3035995A1 (de) 1981-04-02
KR840000796B1 (ko) 1984-06-12
SE8500965D0 (sv) 1985-02-27
IL61117A (en) 1983-10-31
EG14888A (en) 1985-06-30
AT366384B (de) 1982-04-13
GB2125037A (en) 1984-02-29
AU517074B2 (en) 1981-07-09
NO802836L (no) 1981-03-27
FI67552C (fi) 1985-04-10
GB2059420B (en) 1984-03-14
PL126949B1 (en) 1983-09-30
SU959628A3 (ru) 1982-09-15
CS212284B2 (en) 1982-03-26
FI840367A0 (fi) 1984-01-30
US4256733A (en) 1981-03-17
IE50506B1 (en) 1986-04-30
YU244980A (en) 1983-02-28
ES8106528A1 (es) 1981-08-16
NO160299B (no) 1988-12-27
FI803028A (fi) 1981-03-27
FI67854C (fi) 1985-06-10
SE449865B (sv) 1987-05-25
JPS5657788A (en) 1981-05-20
MX6580E (es) 1985-07-24
SE461528B (sv) 1990-02-26
NO160370B (no) 1989-01-02
PH15697A (en) 1983-03-14
FI840367A (fi) 1984-01-30
ATA474680A (de) 1981-08-15
DK404980A (da) 1981-03-27
PT71837B (en) 1981-07-09
DD153123A5 (de) 1981-12-23

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Owner name: PFIZER INC.