GB1436409A - Cephalosporin derivatives - Google Patents

Cephalosporin derivatives

Info

Publication number
GB1436409A
GB1436409A GB4303373A GB4303373A GB1436409A GB 1436409 A GB1436409 A GB 1436409A GB 4303373 A GB4303373 A GB 4303373A GB 4303373 A GB4303373 A GB 4303373A GB 1436409 A GB1436409 A GB 1436409A
Authority
GB
United Kingdom
Prior art keywords
compound
alkyl
reacting
give
ococh
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
GB4303373A
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.)
Pfizer Ltd
Original Assignee
Pfizer 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 Pfizer Ltd filed Critical Pfizer Ltd
Priority to GB4303373A priority Critical patent/GB1436409A/en
Priority to IE1828/74A priority patent/IE40515B1/en
Priority to SE7411229A priority patent/SE7411229L/xx
Priority to NL7411847A priority patent/NL7411847A/en
Priority to FI2637/74A priority patent/FI263774A/fi
Priority to IL45636A priority patent/IL45636A0/en
Priority to ZA00745779A priority patent/ZA745779B/en
Priority to LU70881A priority patent/LU70881A1/xx
Priority to DE2443424A priority patent/DE2443424A1/en
Priority to AT732274A priority patent/AT332971B/en
Priority to BE148421A priority patent/BE819798A/en
Priority to AU73210/74A priority patent/AU7321074A/en
Priority to FR7430877A priority patent/FR2243698B1/fr
Priority to HUPI431A priority patent/HU169118B/hu
Priority to NO743287A priority patent/NO743287L/no
Priority to DK481674A priority patent/DK481674A/da
Priority to JP49105933A priority patent/JPS5082085A/ja
Priority to DD181090A priority patent/DD114087A5/xx
Priority to US05/635,297 priority patent/US4006230A/en
Publication of GB1436409A publication Critical patent/GB1436409A/en
Priority to US05/720,101 priority patent/US4058610A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06—Esters of carbamic acids
    • C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C271/22—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
    • C07D265/28—1,4-Oxazines; Hydrogenated 1,4-oxazines
    • C07D265/30—1,4-Oxazines; Hydrogenated 1,4-oxazines not condensed with other rings
    • C07D265/32—1,4-Oxazines; Hydrogenated 1,4-oxazines not condensed with other rings with oxygen atoms directly attached to ring carbon atoms
    • 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

1436409 Peptide derivatives of cephalosporins PFIZER Ltd 5 Dec 1974 [13 Sept 1973] 43033/73 Heading C3H [Also in Division C2] Novel cephalosporins I (in which R<SP>1</SP> is phenyl, 2- or 3-thienyl, or 2- furyl, the phenyl and thienyl groups optionally being substituted by one or more of halo, OH, CF 3 or 1-6 C alkyl or alkoxy; R is OH and R<SP>2</SP> is H, OH, OCOCH 3 , OCONH 2 , N-pyridyl, substituted N-pyridyl, azido or heterocyclylthio or R and R<SP>2</SP> together represent an -O- atom ; R<SP>3</SP> is COOH, SO 3 H, COOR<SP>4</SP> or CONR<SP>5</SP>R<SP>6</SP>; R<SP>4</SP> is 1-6 C alkyl, 5-indanyl, naphthyl or phenyl optionally substituted by halo, CF 3 or 1-6C alkyl or alkoxy; R<SP>5</SP> and R<SP>6</SP> are H, 1-6C alkyl or cycloalkyl or NR<SP>5</SP>R<SP>6</SP> is a saturated heterocyclyl group; X is -NR<SP>7</SP>-, R<SP>7</SP> is H, 1-6 C alkyl, 2-6 C alkenyl, or benzyl; alk<SP>1</SP> is -OH 2 - and alk<SP>2</SP> is a 1-3C divalent, saturated aliphatic hydrocarbon radical) and salts thereof are prepared by (1) reacting a compound II with a cyclic anhydride III or IV (in which X is other than -NH-); (2) reacting a compound II with a compound VI or a compound IX (in which X is other than -NH-) or with an acid chloride, activated ester or mixed anhydride of a compound VI or IX; (3) deprotecting a compound I in which X is -NR<SP>7'</SP>-, R<SP>7'</SP> being a protecting group, to give a compound I in which X is NH; (4) reacting a compound I in which R<SP>2</SP> is OCOCH 3 with an appropriate pyridine, sodium azide or heterocyclic thiol to give a compound I in which R<SP>2</SP> is N-pyridyl, azido or heterocyclylthio; (5) reacting a compound I in which R and R<SP>2</SP> are each OH with a mineral acid to give a compound I in which R and R<SP>2</SP> together represent an -O- atom; and (6) hydrolysing a compound I in which R<SP>2</SP> is OCOCH 3 to give a compound I in which R<SP>2</SP> is OH.
GB4303373A 1973-09-13 1973-09-13 Cephalosporin derivatives Expired GB1436409A (en)

Priority Applications (20)

Application Number Priority Date Filing Date Title
GB4303373A GB1436409A (en) 1973-09-13 1973-09-13 Cephalosporin derivatives
IE1828/74A IE40515B1 (en) 1973-09-13 1974-09-04 Dephalosporin derivatives
SE7411229A SE7411229L (en) 1973-09-13 1974-09-05
NL7411847A NL7411847A (en) 1973-09-13 1974-09-06 PROCESS FOR PREPARING ANTIBACTERIAL PRODUCTS.
FI2637/74A FI263774A (en) 1973-09-13 1974-09-09
IL45636A IL45636A0 (en) 1973-09-13 1974-09-10 Novel cephalosporin derivatives,their preparation and pharmaceutical compositions containing them
AT732274A AT332971B (en) 1973-09-13 1974-09-11 PROCESS FOR PRODUCING NEW CEPHALOSPORIN COMPOUNDS
LU70881A LU70881A1 (en) 1973-09-13 1974-09-11
DE2443424A DE2443424A1 (en) 1973-09-13 1974-09-11 CEPHALOSPORINE COMPOUNDS AND THEIR USE IN MEDICINAL PRODUCTS
ZA00745779A ZA745779B (en) 1973-09-13 1974-09-11 Cephem derivatives
BE148421A BE819798A (en) 1973-09-13 1974-09-11 NEW CEPHALOSPORIN DERIVATIVES AND MEDICINAL PRODUCTS CONTAINING THEM
AU73210/74A AU7321074A (en) 1973-09-13 1974-09-11 Cephem derivatives
HUPI431A HU169118B (en) 1973-09-13 1974-09-12
FR7430877A FR2243698B1 (en) 1973-09-13 1974-09-12
NO743287A NO743287L (en) 1973-09-13 1974-09-12
DK481674A DK481674A (en) 1973-09-13 1974-09-12
JP49105933A JPS5082085A (en) 1973-09-13 1974-09-13
DD181090A DD114087A5 (en) 1973-09-13 1974-09-13
US05/635,297 US4006230A (en) 1973-09-13 1975-11-26 7-D-(α-acylamino-arylacetamido)-cephalosporanic acid derivatives
US05/720,101 US4058610A (en) 1973-09-13 1976-09-03 7-D-(α-Acylamino-arylacetamido)-cephalosporanic acid derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB4303373A GB1436409A (en) 1973-09-13 1973-09-13 Cephalosporin derivatives

Publications (1)

Publication Number Publication Date
GB1436409A true GB1436409A (en) 1976-05-19

Family

ID=10427040

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4303373A Expired GB1436409A (en) 1973-09-13 1973-09-13 Cephalosporin derivatives

Country Status (18)

Country Link
JP (1) JPS5082085A (en)
AT (1) AT332971B (en)
AU (1) AU7321074A (en)
BE (1) BE819798A (en)
DD (1) DD114087A5 (en)
DE (1) DE2443424A1 (en)
DK (1) DK481674A (en)
FI (1) FI263774A (en)
FR (1) FR2243698B1 (en)
GB (1) GB1436409A (en)
HU (1) HU169118B (en)
IE (1) IE40515B1 (en)
IL (1) IL45636A0 (en)
LU (1) LU70881A1 (en)
NL (1) NL7411847A (en)
NO (1) NO743287L (en)
SE (1) SE7411229L (en)
ZA (1) ZA745779B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5492982A (en) * 1977-12-28 1979-07-23 Dai Ichi Seiyaku Co Ltd Dipeptide-type cephem derivative
YU44832B (en) * 1981-08-03 1991-04-30 Pliva Pharm & Chem Works Process for preparing semisynthetic cephalosporins

Also Published As

Publication number Publication date
IE40515B1 (en) 1979-06-20
AU7321074A (en) 1976-03-18
DE2443424A1 (en) 1975-04-03
ATA732274A (en) 1976-02-15
ZA745779B (en) 1975-10-29
LU70881A1 (en) 1976-08-19
BE819798A (en) 1975-03-11
IL45636A0 (en) 1974-11-29
FI263774A (en) 1975-03-14
DD114087A5 (en) 1975-07-12
AT332971B (en) 1976-10-25
IE40515L (en) 1975-03-13
NL7411847A (en) 1975-03-17
JPS5082085A (en) 1975-07-03
SE7411229L (en) 1975-03-14
DK481674A (en) 1975-05-12
HU169118B (en) 1976-09-28
FR2243698A1 (en) 1975-04-11
NO743287L (en) 1975-04-07
FR2243698B1 (en) 1978-07-21

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee