GB1301962A - - Google Patents
Info
- Publication number
- GB1301962A GB1301962A GB1688171A GB1688171A GB1301962A GB 1301962 A GB1301962 A GB 1301962A GB 1688171 A GB1688171 A GB 1688171A GB 1688171 A GB1688171 A GB 1688171A GB 1301962 A GB1301962 A GB 1301962A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- formulμ
- carbon atoms
- lower alkyl
- alkyl
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
- C07D261/06—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
- C07D261/10—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D261/18—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/46—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups containing any of the groups, X being a hetero atom, Y being any atom, e.g. acylureas
- C07C275/58—Y being a hetero atom
- C07C275/60—Y being an oxygen atom, e.g. allophanic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings 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
- C07D233/30—Oxygen or sulfur atoms
- C07D233/32—One oxygen atom
- C07D233/38—One oxygen atom with acyl radicals or hetero atoms directly attached to ring nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/24—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur 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
- C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- 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 System
- 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
Abstract
1301962 Ureido penicillins BAYER AG 25 May 1971 [25 May 1970 1 Feb 1971 3 Feb 1971] 16881/71 Heading C2A The invention comprises penicillins of the general Formula (I) in which general formula A is a group having one of the general formulµ (2), (3) or (4) in which formulµ X is a hydrogen atom or an alkyl, alkenyl, cycloalkyl or cycloalkenyl group with up to ten carbon atoms, or a vinyl, arylvinyl, mono-, di- or tri-haloalkyl, alkyamino, dialkylamino, monoarylamino, arylalkylamino or aryloxy group or an alkoxy or aryloxy group, or an alkoxy or aryloxy group with up to 8 carbon atoms, or a cycloalkoxy group with up to 7 carbon atoms, or a group having one of the general formulµ (lower alkyl)-O-V-, (lower alkyl)-S-V-, N#C-V-,(lower alkyl)-O-CO-V- or in which formulµ V is a bivalent organic radical with 1 to 3 carbon atoms, lower alkyl groups have up to six carbon atoms; n is 0, 1 or 2 and R 1 , R 2 and R 3 may be the same or different and are each hydrogen, chlorine, bromine, iodine or fluorine, nitro, nitrile, di(lower alkyl)amino, di(lower alkyl)ammo-carbonyl, lower alkanoylamino, lower alkoxy carbonyl, lower alkanoyloxy, lower alkyl, lower alkoxy, sulphamyl or trifluoromethyl; Y is an alkyl, alkenyl, cycloalkyl or cycloalkenyl group with up to 10 carbon atoms, or a vinyl, propenyl, mono-, di- or tri-halo (lower alkyl) aryl or heterocyclic group, or an aralkyl group with up to 8-carbon atoms; #Z- is a divalent group having one of the formulµ in which formulµ n is 3, 4 or 5 and the arrow # means that the two free valencies of the group Z are not arbitrarily joined to the N and C atoms of the group (3) but are oriented as indicated by the arrow. Q is a divalent group, B is a group having one of the general formulµ in which formulµ R 4 , R 5 and R 6 may be the same or different and are each hydrogen, halogen, lower alkyl, lower alkoxy, lower alkylthio, lower alkylthionyl, lower alkylsulphonyl, nitro, di(lower alkyl) amino, lower alkanoylamino, hydroxy, or lower alkanoyloxy and in which the chirality centre C*can have either of the two possible R and S stereoisomeric configurations or can be a mixture of these two diastereosiomers. The invention also comprises salts of the above penicillins. A process for the production of penicillins of Formula (I) comprises reacting 6-amino-penicillanic acid or a compound of the general formula (46) or (47) in which R 7 , R 8 and R 9 are the same or different alkyl groups having up to 6 carbon atoms, at a temperature of -30 C. to +50 C. with a carboxylic acid of general formula If compounds of formula (46) or (47) are used, the reaction is carried out in an anhydrous solvent which is free of hydroxyl groups, with or without a base, and if 6-aminopenicillanic acid is used, the reaction is carried out in a solvent in the presence of a base. Various modifications of the process are described. Antibiotically active pharmaceutical compositions, which contain as active ingredient at least one penicillin of Formula (I) or a pharmaceutically acceptable salt thereof, have been prepared. Such compositions also contain a pharmaceutically acceptable carrier which may be solid or liquid. These compositions may be adapted for parenteral or oral administration and may be prepared in dosage unit form.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2025415A DE2025415C3 (en) | 1970-05-25 | 1970-05-25 | Process for the preparation of cyclic acylureido penicillins |
DE19712104579 DE2104579C3 (en) | 1971-02-01 | 1971-02-01 | Cyclic acylureidopenicillins and medicinal products containing them |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1301962A true GB1301962A (en) | 1973-01-04 |
Family
ID=25759180
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1688171A Expired GB1301962A (en) | 1970-05-25 | 1971-05-25 |
Country Status (26)
Country | Link |
---|---|
JP (1) | JPS55390B1 (en) |
AT (1) | AT306924B (en) |
BE (1) | BE767648A (en) |
BG (1) | BG23753A3 (en) |
CA (1) | CA932722A (en) |
CH (1) | CH571524A5 (en) |
CS (1) | CS185564B2 (en) |
CY (1) | CY830A (en) |
DD (1) | DD91496B3 (en) |
DK (1) | DK134438C (en) |
EG (1) | EG10490A (en) |
ES (4) | ES391533A1 (en) |
FI (1) | FI54485C (en) |
FR (1) | FR2100682B1 (en) |
GB (1) | GB1301962A (en) |
IE (1) | IE35404B1 (en) |
IL (1) | IL36904A (en) |
KE (1) | KE2591A (en) |
LU (1) | LU63204A1 (en) |
NL (1) | NL172659C (en) |
NO (1) | NO141759C (en) |
PH (1) | PH12110A (en) |
RO (1) | RO59290A (en) |
SE (1) | SE395895B (en) |
SU (1) | SU420181A3 (en) |
YU (1) | YU35889B (en) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2260118C2 (en) * | 1972-12-08 | 1982-06-03 | Bayer Ag, 5090 Leverkusen | Penicillins and their use as medicines |
US4039673A (en) | 1973-10-30 | 1977-08-02 | Bayer Aktiengesellschaft | Penicillins and cephalosporins and their production |
DE2354219A1 (en) * | 1973-10-30 | 1975-05-07 | Bayer Ag | BETA-LACTAM-ANTIBIOTICA, A PROCESS FOR THEIR MANUFACTURING AND ITS USE AS A MEDICINAL PRODUCT |
GB1486349A (en) * | 1974-11-28 | 1977-09-21 | Bayer Ag | Beta-lactam antibiotics process for their preparation and their use as medicaments |
GB1584400A (en) * | 1976-12-24 | 1981-02-11 | Bayer Ag | (2-oxo-imidazoliden-1-yl(carbonylamino)-acetamido-cephalosporins and penicillins |
KR860000300B1 (en) * | 1983-12-19 | 1986-03-31 | 보령제약 주식회사 | Process for preparing acylureide penicillin derivatives |
-
1971
- 1971-04-23 CH CH599171A patent/CH571524A5/xx not_active IP Right Cessation
- 1971-05-18 BG BG7100017581A patent/BG23753A3/en unknown
- 1971-05-19 EG EG212/71A patent/EG10490A/en active
- 1971-05-19 CS CS7100003647A patent/CS185564B2/en unknown
- 1971-05-20 SU SU1660129A patent/SU420181A3/en active
- 1971-05-21 IE IE644/71A patent/IE35404B1/en unknown
- 1971-05-21 FI FI1402/71A patent/FI54485C/en active
- 1971-05-21 LU LU63204D patent/LU63204A1/xx unknown
- 1971-05-24 NO NO1946/71A patent/NO141759C/en unknown
- 1971-05-24 IL IL7136904A patent/IL36904A/en unknown
- 1971-05-24 YU YU1296/71A patent/YU35889B/en unknown
- 1971-05-24 SE SE7106668A patent/SE395895B/en unknown
- 1971-05-24 DD DD71155308A patent/DD91496B3/en unknown
- 1971-05-24 PH PH12494A patent/PH12110A/en unknown
- 1971-05-24 DK DK251171A patent/DK134438C/en not_active IP Right Cessation
- 1971-05-25 BE BE767648A patent/BE767648A/en not_active IP Right Cessation
- 1971-05-25 ES ES391533A patent/ES391533A1/en not_active Expired
- 1971-05-25 GB GB1688171A patent/GB1301962A/en not_active Expired
- 1971-05-25 CA CA113785A patent/CA932722A/en not_active Expired
- 1971-05-25 NL NLAANVRAGE7107176,A patent/NL172659C/en not_active IP Right Cessation
- 1971-05-25 CY CY830A patent/CY830A/en unknown
- 1971-05-25 AT AT450571A patent/AT306924B/en not_active IP Right Cessation
- 1971-05-25 RO RO67015A patent/RO59290A/ro unknown
- 1971-05-25 JP JP3524571A patent/JPS55390B1/ja active Pending
- 1971-05-25 FR FR7118933A patent/FR2100682B1/fr not_active Expired
-
1973
- 1973-02-16 ES ES411676A patent/ES411676A1/en not_active Expired
- 1973-02-16 ES ES411675A patent/ES411675A1/en not_active Expired
- 1973-02-16 ES ES411674A patent/ES411674A1/en not_active Expired
-
1975
- 1975-12-22 KE KE2591*UA patent/KE2591A/en unknown
Also Published As
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
PE20 | Patent expired after termination of 20 years |