GB1465355A - Penicillanic acids their production and their medicinal use - Google Patents

Penicillanic acids their production and their medicinal use

Info

Publication number
GB1465355A
GB1465355A GB1612374A GB1612374A GB1465355A GB 1465355 A GB1465355 A GB 1465355A GB 1612374 A GB1612374 A GB 1612374A GB 1612374 A GB1612374 A GB 1612374A GB 1465355 A GB1465355 A GB 1465355A
Authority
GB
United Kingdom
Prior art keywords
radical
carbon atoms
group
formula
acetamido
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
GB1612374A
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.)
Bayer AG
Original Assignee
Bayer AG
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 Bayer AG filed Critical Bayer AG
Publication of GB1465355A publication Critical patent/GB1465355A/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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oncology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Communicable Diseases (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1465355 Heterocyclic amido-acetamido penicillanic acids BAYER AG 11 April 1974 [14 April 1973 6 Oct 1973] 16123/74 Heading C2C Novel compounds of the Formula (I) in which A is a group and X is an -SO 2 - or -CO- group; Y is a -CO-, -CS-, group (R being a straight-chain or branched alkyl radical with 1-5 carbon atoms); (G being a hydrogen atom or a straight or branched chain alkyl radical with 1-5 carbon atoms); R 1 is an alkyl radical with 1-6 carbon atoms, or an alkenyl radical with 1-6 carbon atoms, or a cycloalkyl or cycloalkenyl radical with 1-7 carbon atoms, or an optionally substituted phenyl radical, or an -NH 2 , -NHR, -NR 2 , or -NH Aryl radical, or an alkoxy* or cycloalkoxy* radical with 1-6 carbon atoms, or an aryloxy*, thienyl, pyridyl, furyl or hydrogen* radical (R being as defined above, and provided that R 1 can only have the meaning marked * when X is a -CO- group; B is a group of the formula [in which R 2 , R 3 and R 4 are identical or different radicals selected from hydrogen, halogen, R-, RO-, RS-, R.SO-, R.SO 2 -, nitro, hydroxyl, -NR 2 , -NH.CO.R or -O.CO.R groups (R being as defined above]; Z is a -CO- or -CS- group; and C* denotes a centre of chirality, which can be in either the R- or the S- configuration ; the said acetamido-penicillanic acids being either optically pure or a mixture of diastereomers resulting from C* are obtained by reacting a compound of the formula with A-Z-W (III) (in which W is halogen, azide or -N(NO)-C 1-6 alkyl) in water in the absence of an organic solvent, at a pH 1-9 and temperature 0-50‹ C., and adjusting the pH if necessary to a value in the range 1-5 to precipitate the desired acetamido-penicillanic acid. Pharmaceutical compositions having antibacterial activity comprise compounds of Formula I above in admixture with a solid or liquefied gaseous diluent, or in admixture with a liquid diluent other than a solvent of a molecular weight less than 200 except in the presence of a surface active agent. The compositions may be in forms for administration perorally, parenterally, rectally or locally. The active ingedient (I) may also be used in fodder for animals for promoting feed utilization and growth.
GB1612374A 1973-04-14 1974-04-11 Penicillanic acids their production and their medicinal use Expired GB1465355A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE2318955A DE2318955C2 (en) 1973-04-14 1973-04-14 Process for the preparation of acylureidopenicillins

Publications (1)

Publication Number Publication Date
GB1465355A true GB1465355A (en) 1977-02-23

Family

ID=5878127

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1612374A Expired GB1465355A (en) 1973-04-14 1974-04-11 Penicillanic acids their production and their medicinal use

Country Status (27)

Country Link
JP (1) JPS606956B2 (en)
AR (1) AR200919A1 (en)
AT (1) AT331973B (en)
BE (1) BE813647A (en)
BG (1) BG25095A3 (en)
CA (1) CA1032159A (en)
CH (1) CH592672A5 (en)
CS (1) CS188919B2 (en)
DD (1) DD111080A5 (en)
DE (1) DE2318955C2 (en)
DK (1) DK157684B (en)
EG (1) EG11471A (en)
ES (1) ES425197A1 (en)
FI (1) FI63412C (en)
FR (1) FR2225151B1 (en)
GB (1) GB1465355A (en)
HU (1) HU168589B (en)
IE (1) IE39363B1 (en)
IL (1) IL44605A (en)
LU (1) LU69852A1 (en)
NL (1) NL7405027A (en)
PL (1) PL90407B1 (en)
RO (1) RO67263A (en)
SE (1) SE416052B (en)
SU (1) SU568368A3 (en)
YU (1) YU36030B (en)
ZA (1) ZA742334B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101585845B (en) * 2009-05-08 2011-06-22 浙江金华康恩贝生物制药有限公司 Preparation process of Mezlocillin
CN111471057A (en) * 2020-04-28 2020-07-31 江苏海宏制药有限公司 Process for preparing mezlocillin sodium by solvent crystallization

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101585845B (en) * 2009-05-08 2011-06-22 浙江金华康恩贝生物制药有限公司 Preparation process of Mezlocillin
CN111471057A (en) * 2020-04-28 2020-07-31 江苏海宏制药有限公司 Process for preparing mezlocillin sodium by solvent crystallization

Also Published As

Publication number Publication date
DK437579A (en) 1979-10-17
YU97074A (en) 1981-04-30
DE2318955C2 (en) 1982-12-23
ES425197A1 (en) 1976-07-01
IL44605A0 (en) 1974-06-30
AT331973B (en) 1976-09-10
IE39363B1 (en) 1978-09-27
JPS606956B2 (en) 1985-02-21
FI63412B (en) 1983-02-28
RO67263A (en) 1980-03-15
AU6784874A (en) 1975-10-16
CA1032159A (en) 1978-05-30
ZA742334B (en) 1975-04-30
ATA309774A (en) 1975-12-15
BG25095A3 (en) 1978-07-12
AR200919A1 (en) 1974-12-27
SE416052B (en) 1980-11-24
DD111080A5 (en) 1975-01-20
IL44605A (en) 1977-06-30
BE813647A (en) 1974-10-14
LU69852A1 (en) 1974-11-21
CH592672A5 (en) 1977-10-31
JPS49135990A (en) 1974-12-27
FI63412C (en) 1983-06-10
NL7405027A (en) 1974-10-16
IE39363L (en) 1974-10-14
FR2225151A1 (en) 1974-11-08
YU36030B (en) 1981-11-13
DE2318955A1 (en) 1974-10-24
HU168589B (en) 1976-06-28
SU568368A3 (en) 1977-08-05
PL90407B1 (en) 1977-01-31
EG11471A (en) 1978-12-31
CS188919B2 (en) 1979-03-30
FR2225151B1 (en) 1978-02-03
DK157684B (en) 1990-02-05

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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