NL7613973A - Antibacterial azetidinones with a carboxyalk(en)yl side chain - prepd. e.g. by acylation and cyclisation of imines - Google Patents
Antibacterial azetidinones with a carboxyalk(en)yl side chain - prepd. e.g. by acylation and cyclisation of iminesInfo
- Publication number
- NL7613973A NL7613973A NL7613973A NL7613973A NL7613973A NL 7613973 A NL7613973 A NL 7613973A NL 7613973 A NL7613973 A NL 7613973A NL 7613973 A NL7613973 A NL 7613973A NL 7613973 A NL7613973 A NL 7613973A
- Authority
- NL
- Netherlands
- Prior art keywords
- substd
- opt
- haloalkyl
- arylthio
- heterocyclyl
- Prior art date
Links
Classifications
-
- 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
- C07D205/085—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 nitrogen atom directly attached in position 3
-
- 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
- C07D205/095—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 and with a nitrogen atom directly attached in position 3
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Azetidinones of formula (I) are new (R1 is opt. substd. amino, substd. OH, N3 or halo. R3 is H, hydroxymethyl, arylalkoxylminomethyl, aryl, aralkenyl, formyl, carboxy or a nucleophile residue. R3 is CHR4R5 or -CR5=CR6R7. R4 = aryl, aralkyl, arylthioalkyl or heterocyclyl, R5 = COOH or one of its derivs. R6 = alkyl, haloalkyl, heterocyclythioalkyl, or arylthio. R7 = H, haloalkyl or heterocyclylthioalkyl; provided that (A) when R1 = NH2 or acylamino derived from carboxylic or sulphonic acid, and R2 = H, then R3 is CHR4R5, CR5=CR6R7 or CR5=CHR8, with R4 = phenyl substd. by opt. N-substd. alkanesulphonamido or aroylalkoxy, naphthyl, aralkyl, arylthioalkyl or heterocyclyl. R6 = alkyl, haloalkyl or heterocyclyl thioalkyl. R7 = haloalkyl or heterocyclythioalkyl. R8 = arylthio. (B) when R1 is opt. substd. amino or N3, and R2 = aryl, halo or residue of an S-contg. nucleophile, then R6 = alkyl or heterocyclylic thioalkyl; R7 is heterocyclic thioalkyl; R8 is arylthio. Alkane, arene and heterocyclic gps. are opt. substd.). (I) are antibacterials useful for treating Gram positive and negative inections in animal including humans. The usual dose is 1-2g/day. A typical cpd., 0.2-(2-oxo-3-phthalimido-1-azetidinyl)-2-(2-thienyl)acetate, was prepd. from 2-phthalimidoacetyl chloride and 1,3,5-tris D-1-(2-thienyl)-1-methoxycarbonylmethyl perhydro-1,3,5- -triazine.
Applications Claiming Priority (23)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP49077091A JPS51125061A (en) | 1974-07-04 | 1974-07-04 | A process for 3-acylaminoazetidinone derivatives |
JP49085526A JPS51125062A (en) | 1974-07-24 | 1974-07-24 | A process for preparing 3-aminoazetidinone |
JP49088452A JPS51125064A (en) | 1974-07-31 | 1974-07-31 | A process for preparing 1-substituted-3- acylaminoazetidinone derivati ves |
JP49100159A JPS5129476A (en) | 1974-08-30 | 1974-08-30 | 33 chikanguriokishiroiruamino 22 azechijinonjudotainoseizoho |
JP49101712A JPS5129477A (en) | 1974-09-02 | 1974-09-02 | 33 arufuaa arufuaa jichikanasetoamido 22 azechijinonjudotai no seizoho |
JP49102288A JPS5129478A (en) | 1974-09-04 | 1974-09-04 | 33 ashiruchikanashiruamino 22 azechijinonjudotainoseizoho |
JP50002650A JPS5175056A (en) | 1974-12-23 | 1974-12-23 | 33 chikanazejinonjudotaino seizoho |
JP50003779A JPS5175057A (en) | 1974-12-25 | 1974-12-25 | 11 harogenofueniruchikanarukiru 33 ashiruamino 22 azechijinonjudotaino seiho |
JP751272A JPS51125272A (en) | 1974-12-28 | 1974-12-28 | Process for preparing 3-acylamino substituted acylamino-2-azetidinone derivatives |
JP50016584A JPS5191249A (en) | 1975-02-07 | 1975-02-07 | 33 surufuiniruchikanashiruamino 22 azechijinonjudotainoseiho |
JP50018241A JPS5195056A (en) | 1975-02-12 | 1975-02-12 | 33 chikanashiruamino 22 azechijinonjudotainoseiho |
JP50030356A JPS51105052A (en) | 1975-03-12 | 1975-03-12 | |
JP50032702A JPS51108054A (en) | 1975-03-17 | 1975-03-17 | 3 aminochikanashiruamino 22 azechijinonjudotainoseiho |
JP50032703A JPS51108055A (en) | 1975-03-17 | 1975-03-17 | Iminokiojusuru 33 ashiruamino 22 azechijinonjudotainoseiho |
JP50033292A JPS51122058A (en) | 1975-03-18 | 1975-03-18 | A method for preparing 3-substituted acylamino-2-azetidinone derivativ es |
JP50034830A JPS51108059A (en) | 1975-03-19 | 1975-03-19 | |
JP50150909A JPS5273854A (en) | 1975-12-16 | 1975-12-16 | Preparation of 3-iminoaralkylamino substituted acylamino-2-azetidinone derivatives |
JP50150912A JPS5273857A (en) | 1975-12-16 | 1975-12-16 | Preparation of 1,3-disubstituted-2-azetidinones having acyloxy goup |
JP50150910A JPS5273855A (en) | 1975-12-16 | 1975-12-16 | Preparation of 1-substituted-3-acylamino-2-azetidinones having acyloxy groups |
JP50150911A JPS5273856A (en) | 1975-12-16 | 1975-12-16 | Synthesis of 3-acylamino-2-azetidinone derivatives having substituted amino groups |
JP15851175A JPS5283451A (en) | 1975-12-30 | 1975-12-30 | Preparation of 3-imino-substituted acylamino-2-azetidinone derivative |
JP51000190A JPS6042237B2 (en) | 1976-01-01 | 1976-01-01 | Azetidinone derivatives |
GB2150776 | 1976-05-25 |
Publications (1)
Publication Number | Publication Date |
---|---|
NL7613973A true NL7613973A (en) | 1977-06-20 |
Family
ID=27586677
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NL7613973A NL7613973A (en) | 1974-07-04 | 1976-12-16 | Antibacterial azetidinones with a carboxyalk(en)yl side chain - prepd. e.g. by acylation and cyclisation of imines |
Country Status (1)
Country | Link |
---|---|
NL (1) | NL7613973A (en) |
-
1976
- 1976-12-16 NL NL7613973A patent/NL7613973A/en not_active Application Discontinuation
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
BV | The patent application has lapsed |