GB1433131A

GB1433131A – Penicillins
– Google Patents

GB1433131A – Penicillins
– Google Patents
Penicillins

Info

Publication number
GB1433131A

GB1433131A
GB1169172A
GB1169172A
GB1433131A
GB 1433131 A
GB1433131 A
GB 1433131A
GB 1169172 A
GB1169172 A
GB 1169172A
GB 1169172 A
GB1169172 A
GB 1169172A
GB 1433131 A
GB1433131 A
GB 1433131A
Authority
GB
United Kingdom
Prior art keywords
formula
defined above
compound
benzyl
phenyl
Prior art date
1972-03-13
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
GB1169172A
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.)

Astra Lakemedel AB

Original Assignee
Astra Lakemedel AB
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.)
1972-03-13
Filing date
1972-03-13
Publication date
1976-04-22

1972-03-13
Application filed by Astra Lakemedel AB
filed
Critical
Astra Lakemedel AB

1972-03-13
Priority to GB1169172A
priority
Critical
patent/GB1433131A/en

1973-02-27
Priority to US05/336,213
priority
patent/US3931405A/en

1973-03-07
Priority to DE19732311328
priority
patent/DE2311328A1/en

1973-03-12
Priority to AU53208/73A
priority
patent/AU5320873A/en

1973-03-12
Priority to AT214073A
priority
patent/AT329177B/en

1973-03-12
Priority to FR7308755A
priority
patent/FR2201871A1/fr

1973-03-13
Priority to NL7303483A
priority
patent/NL7303483A/xx

1975-04-24
Priority to AT313975A
priority
patent/AT330356B/en

1976-04-22
Publication of GB1433131A
publication
Critical
patent/GB1433131A/en

Status
Expired
legal-status
Critical
Current

Links

Espacenet

Global Dossier

Discuss

Classifications

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

C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System

C07F9/02—Phosphorus compounds

C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom

C07F9/6561—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings

C07F9/65611—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings containing the ring system (X = CH2, O, S, NH) optionally with an additional double bond and/or substituents, e.g. penicillins and analogs

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D499/00—Heterocyclic 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

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

C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System

C07F9/02—Phosphorus compounds

C07F9/06—Phosphorus compounds without P—C bonds

C07F9/22—Amides of acids of phosphorus

C07F9/24—Esteramides

C07F9/2454—Esteramides the amide moiety containing a substituent or a structure which is considered as characteristic

C07F9/2458—Esteramides the amide moiety containing a substituent or a structure which is considered as characteristic of aliphatic amines

Y—GENERAL 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

Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE

Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS

Y02P20/00—Technologies relating to chemical industry

Y02P20/50—Improvements relating to the production of bulk chemicals

Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Abstract

1433131 Penicillins ASTRA LAKEMEDEL AB 12 March 1973 [13 March 1972] 11691/72 Headings C2C and C2P [Also in Division A5] Novel penicillins comprise compounds of Formula I and therapeutically acceptable salts thereof; wherein R1 is phenyl, thienyl or furyl; R2 is -SO 3 H, -NHSO 2 R4 or wherein R4 is OH, benzyl or halogen-substituted benzyl; R5 is H, C 1 -C 6 alkyl, phenyl or benzyl; R6 is -O-R5, wherein R6 is as defined above, C 1 -C 6 alkyl, phenyl or benzyl; R9 is -H, -CH 3 or -C 2 H 5 ; and R10 is C 1 -C 8 alkyl, C 3 -C 7 cycloalkyl, aryl, aralkyl or a heterocyclic group, which groups are optionally substituted with amino, substituted amino, nitro, azido, C 1 -C 4 alkoxy or aralkoxycarbonylamino groups. The penicillin esters are prepared by (a) acylating the corresponding 6-APA ester with a compound of formula wherein R1 is as defined above and R21 is the same as R2 above or is a hydroxy-protected derivative of R2 and -CO-Z is an acylating group, and thereafter removing the protecting groups, (b) acylating the corresponding 6- APA ester as in (a) but wherein the 6-APA esters are formed in situ by hydrolysis of an imino ether of the corresponding esters of a natural penicillin or (c) by esterifying a compound of formula wherein R1 and R2 are as defined above, with a compound Y-CH(R9)OCOOR10, wherein R9 and R10 are as defined above and Y is a halogen or equivalent group. Penicillin esters of formula wherein R1, R9 and R10 are as defined above and R11 is a R15-SO 2 or group wherein R15 is benzyl or halogen-substituted benzyl, R12 is C 1 -C 6 alkyl, phenyl or benzyl and R13 is R6 as defined above are prepared by reacting a compound of Formula X with a compound of formula R11-Cl, wherein R1, R9, R10 and R11 are as defined above, whereafter R12-O and R13, if desired, are converted to OH. Compounds of formula wherein R1, R9 and R10 are as defined above are prepared by reacting a compound of Formula X wherein R1, R9 and R10 are as defined above, with a sulphate-trioxide-tri(C 1 -C 6 ) alkylamine complex. Pharmaceutical compositions comprise a compound of Formula I or a pharmaceutically acceptable salt thereof and a carrier. Other antibiotics may be present (see Division A5).

GB1169172A
1972-03-13
1972-03-13
Penicillins

Expired

GB1433131A
(en)

Priority Applications (8)

Application Number
Priority Date
Filing Date
Title

GB1169172A

GB1433131A
(en)

1972-03-13
1972-03-13
Penicillins

US05/336,213

US3931405A
(en)

1972-03-13
1973-02-27
New penicillin esters and methods and compositions for treating infectious diseases

DE19732311328

DE2311328A1
(en)

1972-03-13
1973-03-07

PENICILLIN AND METHOD FOR MANUFACTURING THEREOF

AU53208/73A

AU5320873A
(en)

1972-03-13
1973-03-12
Penicillins

AT214073A

AT329177B
(en)

1972-03-13
1973-03-12

METHOD OF MANUFACTURING NEW PENICILLINES

FR7308755A

FR2201871A1
(en)

1972-03-13
1973-03-12

NL7303483A

NL7303483A
(en)

1972-03-13
1973-03-13

AT313975A

AT330356B
(en)

1972-03-13
1975-04-24

METHOD OF MANUFACTURING NEW PENICILLINES

Applications Claiming Priority (1)

Application Number
Priority Date
Filing Date
Title

GB1169172A

GB1433131A
(en)

1972-03-13
1972-03-13
Penicillins

Publications (1)

Publication Number
Publication Date

GB1433131A
true

GB1433131A
(en)

1976-04-22

Family
ID=9990931
Family Applications (1)

Application Number
Title
Priority Date
Filing Date

GB1169172A
Expired

GB1433131A
(en)

1972-03-13
1972-03-13
Penicillins

Country Status (7)

Country
Link

US
(1)

US3931405A
(en)

AT
(1)

AT329177B
(en)

AU
(1)

AU5320873A
(en)

DE
(1)

DE2311328A1
(en)

FR
(1)

FR2201871A1
(en)

GB
(1)

GB1433131A
(en)

NL
(1)

NL7303483A
(en)

Cited By (2)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US4606865A
(en)

*

1982-09-20
1986-08-19
Astra Lakemedel Aktiebolag
Methods for the preparation of α-bromodiethylcarbonate

US4619785A
(en)

*

1982-06-29
1986-10-28
Astra Lakemedel Aktiebolag
Novel synthesis route for bacampicillin

Families Citing this family (6)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

CA1133896A
(en)

*

1978-05-26
1982-10-19
Nobuhiro Oi
Penicillanic acid derivative and process for preparing the same

JPS5732289A
(en)

*

1980-08-05
1982-02-20
Chugai Pharmaceut Co Ltd
Alpha-substituted ureidobenzylpenicillin

ATE106887T1
(en)

*

1990-08-21
1994-06-15
Glaxo Spa

ESTERS OF 10-(1-HYDROXY-ETHYL)-11-OXO-1- AZATRICYCLO(7.2.0.0(3,8)>UNDEC-2-ENE-2- CARBONIC ACID AND THEIR DERIVATIVES AND PROCESS FOR THEIR PRODUCTION.

GB9104838D0
(en)

*

1991-03-07
1991-04-17
Glaxo Spa
Heterocyclic compounds

PA8579701A1
(en)

*

2002-08-23
2005-05-24
Pfizer Prod Inc

BETA-LACTAMASA INHIBITOR PROFARMACO

EP3626721B1
(en)

2018-07-31
2023-09-06
Paolo Bonomi
Synthesis of ester and amide derivatives of beta-lactam nuclei

Family Cites Families (2)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US3697507A
(en)

*

1968-09-26
1972-10-10
Leo Pharm Prod Ltd
Esters of {60 -aminobenzylpenicillin

US3660575A
(en)

*

1968-09-26
1972-05-02
Leo Pharm Prod Ltd
Esters of alpha-aminobenzylpenicillin in dosage unit form

1972

1972-03-13
GB
GB1169172A
patent/GB1433131A/en
not_active
Expired

1973

1973-02-27
US
US05/336,213
patent/US3931405A/en
not_active
Expired – Lifetime

1973-03-07
DE
DE19732311328
patent/DE2311328A1/en
active
Pending

1973-03-12
AT
AT214073A
patent/AT329177B/en
not_active
IP Right Cessation

1973-03-12
FR
FR7308755A
patent/FR2201871A1/fr
not_active
Withdrawn

1973-03-12
AU
AU53208/73A
patent/AU5320873A/en
not_active
Expired

1973-03-13
NL
NL7303483A
patent/NL7303483A/xx
unknown

Cited By (3)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US4619785A
(en)

*

1982-06-29
1986-10-28
Astra Lakemedel Aktiebolag
Novel synthesis route for bacampicillin

US4606865A
(en)

*

1982-09-20
1986-08-19
Astra Lakemedel Aktiebolag
Methods for the preparation of α-bromodiethylcarbonate

US4820857A
(en)

*

1982-09-20
1989-04-11
Astra Lakemedel Aktiebolag
α-bromodiethylcarbonate

Also Published As

Publication number
Publication date

FR2201871A1
(en)

1974-05-03

NL7303483A
(en)

1973-09-17

US3931405A
(en)

1976-01-06

AT329177B
(en)

1976-04-26

DE2311328A1
(en)

1973-10-18

AU5320873A
(en)

1974-09-12

ATA214073A
(en)

1975-07-15

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Legal Events

Date
Code
Title
Description

1976-09-02
PS
Patent sealed [section 19, patents act 1949]

1977-10-05
PLNP
Patent lapsed through nonpayment of renewal fees

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