GB1409177A - Penicillins their production and use - Google Patents

Penicillins their production and use

Info

Publication number
GB1409177A
GB1409177A GB1258073A GB1258073A GB1409177A GB 1409177 A GB1409177 A GB 1409177A GB 1258073 A GB1258073 A GB 1258073A GB 1258073 A GB1258073 A GB 1258073A GB 1409177 A GB1409177 A GB 1409177A
Authority
GB
United Kingdom
Prior art keywords
acid
alkanoyl
prepared
penicillins
hydrogen
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
GB1258073A
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.)
Sumitomo Chemical Co Ltd
Original Assignee
Sumitomo Chemical Co Ltd
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 Sumitomo Chemical Co Ltd filed Critical Sumitomo Chemical Co Ltd
Publication of GB1409177A publication Critical patent/GB1409177A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
    • C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
    • C07D221/04—Ortho- or peri-condensed ring systems
    • 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
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
    • C07D215/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3 with oxygen atoms in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/52—Two oxygen atoms
    • C07D239/54—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals
    • C07D239/545—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals with other hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/557—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals with other hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms, e.g. orotic acid
    • 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
    • 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

Abstract

1409177 Penicillins SUMITOMO CHEMICAL CO Ltd 15 March 1973 [15 March 1972] 12580/73 Heading C2C Derivatives of 6-(α-aminophenylacetamido)- penicillanic acid having the general Formula I wherein is a six-membrered heteroaromatic ring containing one or two nitrogen heteroatoms; Y is hydrogen, C 1-8 alkanoyl, or C 1-8 alkoxycarbonyl; R 1 and R 2 are each independently, hydrogen, C 1-8 alkyl, C 1-8 alkanoyl, benzoyl, C 1-8 alkylmercapto, hydroxy, mercapto, C 1-8 hydroxyalkyl, halogen or cyano or R 1 and R 2 in combination represent a C 3-6 alkylene chain optionally substituted with one or more oxo groups, and non-toxic pharmaceutically acceptable salts thereof, may be prepared by reacting 6 - (α - aminophenylacetamido) - penicillanic acid, or an ester thereof with a carboylic acid or a reactive derivative thereof, the acid having the formula if necessary, followed by hydrolysis or acylation of the resulting product and/or elimination of any protective group. The reaction may be carried out in an inert solvent, at -50‹ to 80‹ C. in the presence of a basic substance. Compounds of Formula I wherein Y is a hydrogen atom are prepared by hydrolysing the corresponding compound wherein Y is an alkanoyl or alkoxycarbonyl group. p - Nitrophenyl - 2,4 - dihydroxypyrimidine- 5-carboxylate is prepared by reacting uracil-5- carboxylic acid with p-nitrophenyl trifluoroacetate. Pharmaceutical compositions having antibacterial activity comprise the above penicillins and a carrier or diluent.
GB1258073A 1972-03-15 1973-03-15 Penicillins their production and use Expired GB1409177A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2675972A JPS569511B2 (en) 1972-03-15 1972-03-15

Publications (1)

Publication Number Publication Date
GB1409177A true GB1409177A (en) 1975-10-08

Family

ID=12202194

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1258073A Expired GB1409177A (en) 1972-03-15 1973-03-15 Penicillins their production and use

Country Status (8)

Country Link
JP (1) JPS569511B2 (en)
CA (1) CA1049504A (en)
CH (1) CH590290A5 (en)
DE (1) DE2312976A1 (en)
FR (1) FR2181818B1 (en)
GB (1) GB1409177A (en)
HU (1) HU168866B (en)
NL (1) NL7303660A (en)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AR208171A1 (en) * 1972-09-29 1976-12-09 Ciba Geigy Ag PROCEDURE FOR OBTAINING NEW DERIVATIVES OF CEF-3-EM-4-CARBOXYL ACID
JPS587637B2 (en) * 1973-12-27 1983-02-10 住友化学工業株式会社 Shinkipenicillin no Seihou
US3954734A (en) * 1974-01-21 1976-05-04 Parke, Davis & Company Novel antibacterial amide compounds and process means for producing the same
JPS5761760B2 (en) * 1974-02-04 1982-12-25 Sumitomo Chemical Co
JPS5346997A (en) * 1976-10-06 1978-04-27 Bristol Myers Co Antiibacterial agent
JPS54119484A (en) * 1978-03-07 1979-09-17 Mitsui Toatsu Chem Inc Novel penicillin and antibracterial containing the same as the active ingredient
JPS55111489A (en) * 1979-02-19 1980-08-28 Eisai Co Ltd Penicillin derivative, its preparation, and antibacterial agent comprising it
JPS55120566A (en) * 1979-03-09 1980-09-17 Mitsui Toatsu Chem Inc New quinoline derivative
US4231928A (en) * 1979-04-24 1980-11-04 Bristol-Myers Company Antibacterial agents
JPS57129218U (en) * 1981-02-09 1982-08-12
JPS57168819U (en) * 1981-04-20 1982-10-23
JPH0110726Y2 (en) * 1981-05-12 1989-03-28
JPS5875309U (en) * 1981-11-13 1983-05-21 東芝電池株式会社 Self-propelled record cleaner

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4872189A (en) * 1971-12-29 1973-09-29
JPS5017994A (en) * 1973-06-19 1975-02-25

Also Published As

Publication number Publication date
HU168866B (en) 1976-07-28
JPS4892391A (en) 1973-11-30
NL7303660A (en) 1973-09-18
CA1049504A (en) 1979-02-27
JPS569511B2 (en) 1981-03-02
CH590290A5 (en) 1977-07-29
FR2181818B1 (en) 1976-07-02
DE2312976A1 (en) 1973-09-27
FR2181818A1 (en) 1973-12-07

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee