GB1465355A - Penicillanic acids their production and their medicinal use - Google Patents
Penicillanic acids their production and their medicinal useInfo
- 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
Links
- 239000002253 acid Substances 0.000 title abstract 3
- 150000007513 acids Chemical class 0.000 title abstract 3
- -1 alkyl radical Chemical class 0.000 abstract 6
- 125000004432 carbon atom Chemical group C* 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 3
- 150000003254 radicals Chemical class 0.000 abstract 3
- 239000003085 diluting agent Substances 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 101100188555 Arabidopsis thaliana OCT6 gene Proteins 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 241001465754 Metazoa Species 0.000 abstract 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- 150000005840 aryl radicals Chemical class 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- 150000001540 azides Chemical group 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000000000 cycloalkoxy group Chemical group 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000002541 furyl group Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 230000001737 promoting effect Effects 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000004094 surface-active agent Substances 0.000 abstract 1
- 125000001544 thienyl group Chemical group 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (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.
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)
| 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 |
-
1973
- 1973-04-14 DE DE2318955A patent/DE2318955C2/en not_active Expired
-
1974
- 1974-03-29 FR FR7411451A patent/FR2225151B1/fr not_active Expired
- 1974-04-08 HU HUBA3057A patent/HU168589B/hu not_active IP Right Cessation
- 1974-04-08 YU YU970/74A patent/YU36030B/en unknown
- 1974-04-08 CS CS742519A patent/CS188919B2/en unknown
- 1974-04-09 RO RO7478361A patent/RO67263A/en unknown
- 1974-04-10 BG BG026358A patent/BG25095A3/en unknown
- 1974-04-10 FI FI1090/74A patent/FI63412C/en active
- 1974-04-10 AR AR253239A patent/AR200919A1/en active
- 1974-04-10 ES ES425197A patent/ES425197A1/en not_active Expired
- 1974-04-10 JP JP49040042A patent/JPS606956B2/en not_active Expired
- 1974-04-10 SE SE7404889A patent/SE416052B/en not_active IP Right Cessation
- 1974-04-11 CA CA197,469A patent/CA1032159A/en not_active Expired
- 1974-04-11 SU SU7402013854A patent/SU568368A3/en active
- 1974-04-11 CH CH510374A patent/CH592672A5/xx not_active IP Right Cessation
- 1974-04-11 ZA ZA00742334A patent/ZA742334B/en unknown
- 1974-04-11 DD DD177841A patent/DD111080A5/xx unknown
- 1974-04-11 IL IL7444605A patent/IL44605A/en unknown
- 1974-04-11 NL NL7405027A patent/NL7405027A/xx not_active Application Discontinuation
- 1974-04-11 IE IE777/74A patent/IE39363B1/en unknown
- 1974-04-11 GB GB1612374A patent/GB1465355A/en not_active Expired
- 1974-04-12 BE BE143137A patent/BE813647A/en unknown
- 1974-04-12 LU LU69852A patent/LU69852A1/xx unknown
- 1974-04-12 AT AT309774A patent/AT331973B/en not_active IP Right Cessation
- 1974-04-13 EG EG74114A patent/EG11471A/en active
- 1974-04-13 PL PL1974170376A patent/PL90407B1/pl unknown
-
1979
- 1979-10-17 DK DK437579A patent/DK157684B/en unknown
Cited By (2)
| 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 |
|---|---|
| FI63412C (en) | 1983-06-10 |
| AT331973B (en) | 1976-09-10 |
| NL7405027A (en) | 1974-10-16 |
| DK437579A (en) | 1979-10-17 |
| DK157684B (en) | 1990-02-05 |
| BG25095A3 (en) | 1978-07-12 |
| ATA309774A (en) | 1975-12-15 |
| ZA742334B (en) | 1975-04-30 |
| FI63412B (en) | 1983-02-28 |
| AU6784874A (en) | 1975-10-16 |
| IE39363L (en) | 1974-10-14 |
| AR200919A1 (en) | 1974-12-27 |
| SU568368A3 (en) | 1977-08-05 |
| YU97074A (en) | 1981-04-30 |
| CS188919B2 (en) | 1979-03-30 |
| SE416052B (en) | 1980-11-24 |
| FR2225151B1 (en) | 1978-02-03 |
| CH592672A5 (en) | 1977-10-31 |
| IL44605A0 (en) | 1974-06-30 |
| CA1032159A (en) | 1978-05-30 |
| DD111080A5 (en) | 1975-01-20 |
| IL44605A (en) | 1977-06-30 |
| PL90407B1 (en) | 1977-01-31 |
| DE2318955A1 (en) | 1974-10-24 |
| LU69852A1 (en) | 1974-11-21 |
| RO67263A (en) | 1980-03-15 |
| DE2318955C2 (en) | 1982-12-23 |
| FR2225151A1 (en) | 1974-11-08 |
| ES425197A1 (en) | 1976-07-01 |
| IE39363B1 (en) | 1978-09-27 |
| BE813647A (en) | 1974-10-14 |
| HU168589B (en) | 1976-06-28 |
| JPS49135990A (en) | 1974-12-27 |
| YU36030B (en) | 1981-11-13 |
| EG11471A (en) | 1978-12-31 |
| JPS606956B2 (en) | 1985-02-21 |
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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 |