GB1444947A

GB1444947A – Cephalosporins and a process for preparing them
– Google Patents

GB1444947A – Cephalosporins and a process for preparing them
– Google Patents
Cephalosporins and a process for preparing them

Info

Publication number
GB1444947A

GB1444947A
GB5717973A
GB5717973A
GB1444947A
GB 1444947 A
GB1444947 A
GB 1444947A
GB 5717973 A
GB5717973 A
GB 5717973A
GB 5717973 A
GB5717973 A
GB 5717973A
GB 1444947 A
GB1444947 A
GB 1444947A
Authority
GB
United Kingdom
Prior art keywords
prepared
group
cephem
dec
acylamino
Prior art date
1972-12-08
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
GB5717973A
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.)

Takeda Pharmaceutical Co Ltd

Original Assignee
Takeda Chemical Industries 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.)
1972-12-08
Filing date
1973-12-10
Publication date
1976-08-04

1972-12-08
Priority claimed from JP47123601A
external-priority
patent/JPS523951B2/ja

1972-12-25
Priority claimed from JP731423A
external-priority
patent/JPS5652907B2/ja

1973-12-10
Application filed by Takeda Chemical Industries Ltd
filed
Critical
Takeda Chemical Industries Ltd

1976-08-04
Publication of GB1444947A
publication
Critical
patent/GB1444947A/en

Status
Expired
legal-status
Critical
Current

Links

Espacenet

Global Dossier

Discuss

Classifications

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring

C07D501/02—Preparation

C07D501/04—Preparation from compounds already containing the ring or condensed ring systems, e.g. by dehydrogenation of the ring, by introduction, elimination or modification of substituents

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring

C07D501/14—Compounds having a nitrogen atom directly attached in position 7

C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3

C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids

C07D501/24—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with hydrocarbon radicals, substituted by hetero atoms or hetero rings, attached in position 3

C07D501/26—Methylene radicals, substituted by oxygen atoms; Lactones thereof with the 2-carboxyl group

Abstract

1444947 7 – # – (Acylamino) – 3 – formyl – 3- cephem-4-carboxylic acids and cyclic isomers thereof TEKADE YAKUHIN KOGYO KK 10 Dec 1973 [8 Dec 1972 25 Dec 1972] 57179/73 Heading C2C Novel compounds of the Formulae I or III wherein R1 is hydrogen or alkoxy and R2 is acylamino or a cyclic imide group subject to the proviso that when R1 is a hydrogen atom, R2 is an acylamino group which is other than a 2- thienyl acetylamino group; and alkoxy and acyloxy derivatives of the compounds of the Formula I may be prepared by reacting a compound of the Formula II or a salt thereof with a hexavalent chromium compound optionally followed by etherification and esterification of the free hydroxyl group on the compound I. The intermediates II is prepared by (1) hydrolysis of a 3-acetoxymethyl group optionally followed by salt formation and/or (2) acylation with p-(t-butyl)-benzene sulphonyl chloride or phenyl acetyl chloride of cephalosporin C or its deacetyl derivative. N – isobornyloxycarbonyl – deacetylcephalosporin C disodium is prepared by reaction of cephalosporin C monosodium with isobornylchlorocarbonate in basic conditions. 7 – # – [D – α – ( # – methylsulphonylethoxycarbonyl)aminophenylacetamido]- 3 – hydroxymethyl – 3 – cephem – 4 – carboxylic acid sodium is prepared by acylation of 7-#-[D-α-aminophenylacetamido) – 3 – acetoxoxymethyl – 3- cephem – 4 – carboxylic acid with # – methylsulphonylethoxycarbonyl chloride followed by treatment of the free acid with sodium bicarbonate. Pharmaceutical compositions of the compounds I and III have antimicrobial and bacterocidal activity.

GB5717973A
1972-12-08
1973-12-10
Cephalosporins and a process for preparing them

Expired

GB1444947A
(en)

Applications Claiming Priority (2)

Application Number
Priority Date
Filing Date
Title

JP47123601A

JPS523951B2
(en)

1972-12-08
1972-12-08

JP731423A

JPS5652907B2
(en)

1972-12-25
1972-12-25

Publications (1)

Publication Number
Publication Date

GB1444947A
true

GB1444947A
(en)

1976-08-04

Family
ID=26334632
Family Applications (1)

Application Number
Title
Priority Date
Filing Date

GB5717973A
Expired

GB1444947A
(en)

1972-12-08
1973-12-10
Cephalosporins and a process for preparing them

Country Status (8)

Country
Link

US
(1)

US3984401A
(en)

CA
(1)

CA1109860A
(en)

CH
(1)

CH588497A5
(en)

DE
(1)

DE2360620C2
(en)

FR
(1)

FR2209763B1
(en)

GB
(1)

GB1444947A
(en)

NL
(1)

NL7316827A
(en)

SE
(1)

SE416204B
(en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

FR2301526A1
(en)

*

1975-02-21
1976-09-17
Shionogi & Co
3-Formyl-7-amino-3-cephem-4-carboxylic acids prepn. – by oxidation of the 3-hydroxymethyl acid with hexavalent chromium in aqueous or N,N-dialkyl-alkanoic amide contg. medium

JPS5268193A
(en)

*

1975-11-28
1977-06-06
Sumitomo Chem Co Ltd
Synthesis of novel cephalosporin derivatives

FR2494279A1
(en)

*

1980-11-20
1982-05-21
Rhone Poulenc Ind

NEW OXACEPHALOSPORINS, THEIR PREPARATION AND THE MEDICINAL PRODUCTS CONTAINING THEM

US5856474A
(en)

*

1994-04-25
1999-01-05
Biochemie Gesellschaft, M.B.H.
Cephalosporin synthesis

US5631366A
(en)

*

1995-01-12
1997-05-20
Hoffmann-La Roche Inc.
Process for making 3-formylcephem derivatives

CN102898439B
(en)

*

2011-07-27
2015-03-25
广东立国制药有限公司
Preparation method of descarbamoyl cefuroxime lactone

Family Cites Families (3)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US3351596A
(en)

*

1966-09-21
1967-11-07
Lilly Co Eli
3-formyl cephalosporins

CH504473A
(en)

*

1967-11-03
1971-03-15
Ciba Geigy Ag

Process for the preparation of cephalosporanic acid derivatives

CH546794A
(en)

*

1970-06-18
1974-03-15
Ciba Geigy Ag

PROCESS FOR THE PRODUCTION OF CEPHALOSPORANIC ACID DERIVATIVES.

1973

1973-11-20
CA
CA186,321A
patent/CA1109860A/en
not_active
Expired

1973-12-05
SE
SE7316419A
patent/SE416204B/en
unknown

1973-12-05
DE
DE2360620A
patent/DE2360620C2/en
not_active
Expired

1973-12-06
CH
CH1709173A
patent/CH588497A5/xx
not_active
IP Right Cessation

1973-12-07
NL
NL7316827A
patent/NL7316827A/xx
not_active
Application Discontinuation

1973-12-07
FR
FR7343847A
patent/FR2209763B1/fr
not_active
Expired

1973-12-07
US
US05/422,748
patent/US3984401A/en
not_active
Expired – Lifetime

1973-12-10
GB
GB5717973A
patent/GB1444947A/en
not_active
Expired

Also Published As

Publication number
Publication date

DE2360620A1
(en)

1974-06-12

DE2360620C2
(en)

1983-11-17

CA1109860A
(en)

1981-09-29

NL7316827A
(en)

1974-06-11

SE416204B
(en)

1980-12-08

FR2209763B1
(en)

1976-06-25

CH588497A5
(en)

1977-06-15

FR2209763A1
(en)

1974-07-05

US3984401A
(en)

1976-10-05

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Legal Events

Date
Code
Title
Description

1976-12-15
PS
Patent sealed [section 19, patents act 1949]

1991-08-07
PCNP
Patent ceased through non-payment of renewal fee

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