GB1361733A - Derivatives of chloroamphenicol and thiamphenicol their production and use - Google Patents

Derivatives of chloroamphenicol and thiamphenicol their production and use

Info

Publication number
GB1361733A
GB1361733A GB4048672A GB4048672A GB1361733A GB 1361733 A GB1361733 A GB 1361733A GB 4048672 A GB4048672 A GB 4048672A GB 4048672 A GB4048672 A GB 4048672A GB 1361733 A GB1361733 A GB 1361733A
Authority
GB
United Kingdom
Prior art keywords
chloramphenicol
thiamphenicol
butyrate
bromo
dinitrobenzoate
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
GB4048672A
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 GB1361733A publication Critical patent/GB1361733A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • C07C317/26—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C317/32—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
    • C07C233/17—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
    • C07C233/18—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton

Abstract

1361733 Esters of chloramphenicol and thiamphenicol SUMITOMO CHEMICAL CO Ltd 31 Aug 1972 [17 Sept 1971] 40486/72 Heading C2C [Also in Division A5] Novel D-threo-compounds I in which R 1 and R 2 are an α-halo-C 1-8 alkyl group or an optionally substituted phenyl group but R 1 differs from R 2 and R 3 is nitro or methylsulphonyl are prepared by acylating D-threo-1- R 3 substituted phenyl-2-dichloroacetamidopropane-1,3-diol with a carboxylic acid R 1 COOH or its acid halide anhydride or mixed anhydride to form a novel ester which may be isolated followed by acylation with an acid R 2 COOH or one of the above defined derivatives. Chloramphenicol O<SP>3</SP>-3,5-dinitrobenzoate-O<SP>1</SP>-α-bromo-n-butyrate. Chloramphenicol-O<SP>3</SP>-α-bromo-n-butyrate- O<SP>1</SP>-3,5-dinitrobenzoate. Thiamphenicol-O<SP>3</SP>-α-bromo-n-butyrate-O<SP>1</SP>-3,5-dinitrobenzoate, Chloramphenicol O<SP>3</SP>-chloroacetate-O<SP>1</SP>-α-bromo-n-butyrate are prepared. Compounds I exhibit anti-microbial activity and form with a carrier or diluent a pharmaceutical preparation which may be administered orally. The preparation may also contain chloramphenicol and/or thiamphenicol.
GB4048672A 1971-09-17 1972-08-31 Derivatives of chloroamphenicol and thiamphenicol their production and use Expired GB1361733A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP7258971A JPS5136742B2 (en) 1971-09-17 1971-09-17

Publications (1)

Publication Number Publication Date
GB1361733A true GB1361733A (en) 1974-07-30

Family

ID=13493715

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4048672A Expired GB1361733A (en) 1971-09-17 1972-08-31 Derivatives of chloroamphenicol and thiamphenicol their production and use

Country Status (5)

Country Link
JP (1) JPS5136742B2 (en)
CA (1) CA995237A (en)
DE (1) DE2244179C3 (en)
FR (1) FR2154510A1 (en)
GB (1) GB1361733A (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS55139358A (en) * 1979-04-13 1980-10-31 Hitachi Ltd Bisimide-ether compound and its preparation
JPH0325017U (en) * 1989-07-20 1991-03-14

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR976926A (en) * 1951-03-23
FR2081584A1 (en) * 1970-03-24 1971-12-10 Sumitomo Chemical Co Chloramphenicol and thiamphenicol esters

Also Published As

Publication number Publication date
DE2244179C3 (en) 1975-07-24
FR2154510A1 (en) 1973-05-11
FR2154510B1 (en) 1975-10-17
JPS4836136A (en) 1973-05-28
JPS5136742B2 (en) 1976-10-12
DE2244179B2 (en) 1974-12-05
CA995237A (en) 1976-08-17
DE2244179A1 (en) 1973-03-29

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Legal Events

Date Code Title Description
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees