GB1383765A - Esters of guanidino penicillins - Google Patents

Esters of guanidino penicillins

Info

Publication number
GB1383765A
GB1383765A GB3666771A GB3666771A GB1383765A GB 1383765 A GB1383765 A GB 1383765A GB 3666771 A GB3666771 A GB 3666771A GB 3666771 A GB3666771 A GB 3666771A GB 1383765 A GB1383765 A GB 1383765A
Authority
GB
United Kingdom
Prior art keywords
group
hydrogen
penicillins
prepared
formula
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
GB3666771A
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.)
Beecham Group PLC
Original Assignee
Beecham Group PLC
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
Priority to BE787015D priority Critical patent/BE787015A/en
Application filed by Beecham Group PLC filed Critical Beecham Group PLC
Priority to GB3666771A priority patent/GB1383765A/en
Priority to NL7210320A priority patent/NL7210320A/xx
Priority to ZA725193A priority patent/ZA725193B/en
Priority to FR7227663A priority patent/FR2150717B1/fr
Priority to AU45230/72A priority patent/AU4523072A/en
Priority to JP47078019A priority patent/JPS4826791A/ja
Priority to DE2238535A priority patent/DE2238535A1/en
Publication of GB1383765A publication Critical patent/GB1383765A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Abstract

1383765 α - Guanidino - benzylpenicillins BEECHAM GROUP Ltd 6 Sept 1972 [4 Aug 1971] 36667/71 Heading C2C Novel penicillins having the general Formula (II) and salts thereof, wherein R 1 is hydrogen o hydroxyl, R 2 is hydrogen or methyl, and R 3 is an acyloxyalkyl group having 3 to 8 carbon atoms are prepared by reacting an acid addition salt of a compound of Formula IV with a compound of Formula V wherein R 2 and R 3 are as defined above, R 4 is hydrogen or an optionally protected hydroxy group, Y is hydrogen or a silyl group and X is a group which is readily displaceable to form an amide link, and thereafter if necessary removing any silyl group or protecting group. Alternatively to penicillins (II) wherein R 3 is pivaloyloxymethyl may be prepared by esterifying the appropriate penicillanic acid with pivaloyloxymethanol or an esterifying derivative thereof. The compounds IV are prepared by reacting an appropriate hydroxyphenyl α-aminoacetic acid with O-methyl isourea hydrochloride. The compounds (IV) are then converted to their hydrochloride salts. The penicillins (II) or their pharmaceutically acceptable salts are used to prepare antibiotically active pharmaceutical compositions.
GB3666771A 1971-08-04 1971-08-04 Esters of guanidino penicillins Expired GB1383765A (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
BE787015D BE787015A (en) 1971-08-04 GUANIDINO-PENICILLINS
GB3666771A GB1383765A (en) 1971-08-04 1971-08-04 Esters of guanidino penicillins
NL7210320A NL7210320A (en) 1971-08-04 1972-07-26
ZA725193A ZA725193B (en) 1971-08-04 1972-07-27 Penicillins
FR7227663A FR2150717B1 (en) 1971-08-04 1972-08-01
AU45230/72A AU4523072A (en) 1971-08-04 1972-08-02 Penicillins
JP47078019A JPS4826791A (en) 1971-08-04 1972-08-03
DE2238535A DE2238535A1 (en) 1971-08-04 1972-08-04 ALPHA-GUANIDINOPENICILLIN DERIVATIVES, PROCESS FOR THEIR MANUFACTURING AND MEDICINAL PREPARATIONS CONTAINING THESE COMPOUNDS

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3666771A GB1383765A (en) 1971-08-04 1971-08-04 Esters of guanidino penicillins

Publications (1)

Publication Number Publication Date
GB1383765A true GB1383765A (en) 1974-02-12

Family

ID=10390184

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3666771A Expired GB1383765A (en) 1971-08-04 1971-08-04 Esters of guanidino penicillins

Country Status (8)

Country Link
JP (1) JPS4826791A (en)
AU (1) AU4523072A (en)
BE (1) BE787015A (en)
DE (1) DE2238535A1 (en)
FR (1) FR2150717B1 (en)
GB (1) GB1383765A (en)
NL (1) NL7210320A (en)
ZA (1) ZA725193B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0452706Y2 (en) * 1985-11-22 1992-12-10

Also Published As

Publication number Publication date
AU4523072A (en) 1974-02-07
FR2150717B1 (en) 1975-10-17
FR2150717A1 (en) 1973-04-13
JPS4826791A (en) 1973-04-09
DE2238535A1 (en) 1973-02-22
ZA725193B (en) 1973-04-25
NL7210320A (en) 1973-02-06
BE787015A (en) 1973-01-31

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Legal Events

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