GB1028563A - Antibacterial derivative of 7-aminocephalosporanic acid - Google Patents

Antibacterial derivative of 7-aminocephalosporanic acid

Info

Publication number
GB1028563A
GB1028563A GB47316/62A GB4731662A GB1028563A GB 1028563 A GB1028563 A GB 1028563A GB 47316/62 A GB47316/62 A GB 47316/62A GB 4731662 A GB4731662 A GB 4731662A GB 1028563 A GB1028563 A GB 1028563A
Authority
GB
United Kingdom
Prior art keywords
compound
thienylacetylated
pyridinium
carboxylate
pyridine
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
GB47316/62A
Inventor
Vincent Arkley
Stephen Eardley
Alan Gibson Long
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.)
Glaxo Laboratories Ltd
Original Assignee
Glaxo Laboratories 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 Glaxo Laboratories Ltd filed Critical Glaxo Laboratories Ltd
Priority to GB47316/62A priority Critical patent/GB1028563A/en
Priority to SE13901/63A priority patent/SE320073B/xx
Priority to DK581363AA priority patent/DK121861B/en
Priority to BR155431/63A priority patent/BR6355431D0/en
Priority to CS732868*1A priority patent/CS154598B2/cs
Priority to DE19631795600 priority patent/DE1795600C3/en
Priority to CS690863A priority patent/CS158177B2/cs
Priority to DE19631445828 priority patent/DE1445828A1/en
Priority to CH767567A priority patent/CH469023A/en
Priority to AT1011063A priority patent/AT249861B/en
Priority to CH1540763A priority patent/CH442310A/en
Publication of GB1028563A publication Critical patent/GB1028563A/en
Priority to CA969,425A priority patent/CA973879A/en
Priority to CY41567A priority patent/CY415A/en
Priority to SE18134/67A priority patent/SE350509B/xx
Priority to MY19689A priority patent/MY6800009A/en
Priority to DK01907/71A priority patent/DK125138B/da
Priority to DK190771AA priority patent/DK125138C/en
Priority to NL7304127A priority patent/NL7304127A/xx
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D501/00Heterocyclic 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
    • C07D501/14Compounds having a nitrogen atom directly attached in position 7
    • C07D501/16Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
    • C07D501/207-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
    • C07D501/247-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
    • C07D501/38Methylene radicals, substituted by nitrogen atoms; Lactams thereof with the 2-carboxyl group; Methylene radicals substituted by nitrogen-containing hetero rings attached by the ring nitrogen atom; Quaternary compounds thereof
    • C07D501/46Methylene radicals, substituted by nitrogen atoms; Lactams thereof with the 2-carboxyl group; Methylene radicals substituted by nitrogen-containing hetero rings attached by the ring nitrogen atom; Quaternary compounds thereof with the 7-amino radical acylated by carboxylic acids containing hetero rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/54Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
    • A61K31/542Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame ortho- or peri-condensed with heterocyclic ring systems
    • A61K31/545Compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins, cefaclor, or cephalexine
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B60VEHICLES IN GENERAL
    • B60GVEHICLE SUSPENSION ARRANGEMENTS
    • B60G11/00Resilient suspensions characterised by arrangement, location or kind of springs
    • B60G11/18Resilient suspensions characterised by arrangement, location or kind of springs having torsion-bar springs only

Abstract

N - (7 - 21 - thienylacetami doceph - 3 em -3 - yl methyl) - pyridinium - 4 - carboxylate <FORM:1028563/C2/1> is prepared by reacting a compound of formula <FORM:1028563/C2/2> where R is H or a 2-thienylacetyl, with pyridine in a strongly polar medium, the resulting compound where R is H, being 2-thienylacetylated. Alternatively, cephalosporin C may be treated with pyridine, converted to the 7-ACA derivative, which is then 2-thienylacetylated. Compound IIa may be in the form of a water-soluble salt.ALSO:A pharmaceutical formulation for human or veterinary use comprises N-(7-21-thienyl-acetamidoceph-3-em-3yl methyl)pyridinium-4-carboxylate. The compositions may be for oral, parenteral or topical use and include a veterinary arate. Optional ingredients are antibacterial antibiotics such as penicillins and/or tetracyclines.
GB47316/62A 1962-12-14 1962-12-14 Antibacterial derivative of 7-aminocephalosporanic acid Expired GB1028563A (en)

Priority Applications (18)

Application Number Priority Date Filing Date Title
GB47316/62A GB1028563A (en) 1962-12-14 1962-12-14 Antibacterial derivative of 7-aminocephalosporanic acid
SE13901/63A SE320073B (en) 1962-12-14 1963-12-13
DK581363AA DK121861B (en) 1962-12-14 1963-12-13 Analogous process for the preparation of N- (7-2'-thienylacetamidoceph-3-em-3-ylmethyl) -pyridinium-4-carboxylate.
BR155431/63A BR6355431D0 (en) 1962-12-14 1963-12-13 PROCESS FOR THE PRODUCTION OF A 7-AMINO-CEPHALOSPORANIC ACID DERIVATIVE
CS732868*1A CS154598B2 (en) 1962-12-14 1963-12-14
DE19631795600 DE1795600C3 (en) 1962-12-14 1963-12-14 Cephalosporin derivatives and processes for their preparation
CS690863A CS158177B2 (en) 1962-12-14 1963-12-14
DE19631445828 DE1445828A1 (en) 1962-12-14 1963-12-14 New derivative of cephalosporane acid and process for its preparation
AT1011063A AT249861B (en) 1962-12-14 1963-12-16 Process for the preparation of new derivatives of 7-aminocephalosporanic acid
CH767567A CH469023A (en) 1962-12-14 1963-12-16 Process for the preparation of derivatives of 7-aminocephalosporanic acid
CH1540763A CH442310A (en) 1962-12-14 1963-12-16 Process for the preparation of a derivative of 7-aminocephalosporanic acid
CA969,425A CA973879A (en) 1962-12-14 1966-09-02 Cephalosporanic acid derivatives
CY41567A CY415A (en) 1962-12-14 1967-11-14 Antibacterial derivative of 7-aminocephalosporanic acid
SE18134/67A SE350509B (en) 1962-12-14 1967-12-29
MY19689A MY6800009A (en) 1962-12-14 1968-12-31 Antibacterial derivative of t-aminocephalosporanic acid
DK01907/71A DK125138B (en) 1962-12-14 1971-04-21
DK190771AA DK125138C (en) 1962-12-14 1971-04-21 Analogous process for the preparation of cephalosporin compounds.
NL7304127A NL7304127A (en) 1962-12-14 1973-03-23

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB47316/62A GB1028563A (en) 1962-12-14 1962-12-14 Antibacterial derivative of 7-aminocephalosporanic acid

Publications (1)

Publication Number Publication Date
GB1028563A true GB1028563A (en) 1966-05-04

Family

ID=10444515

Family Applications (1)

Application Number Title Priority Date Filing Date
GB47316/62A Expired GB1028563A (en) 1962-12-14 1962-12-14 Antibacterial derivative of 7-aminocephalosporanic acid

Country Status (11)

Country Link
AT (1) AT249861B (en)
BR (1) BR6355431D0 (en)
CH (2) CH442310A (en)
CS (2) CS158177B2 (en)
CY (1) CY415A (en)
DE (1) DE1445828A1 (en)
DK (3) DK121861B (en)
GB (1) GB1028563A (en)
MY (1) MY6800009A (en)
NL (1) NL7304127A (en)
SE (2) SE320073B (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3536705A (en) * 1968-03-11 1970-10-27 Lilly Co Eli Delta**2-cephalosporin ester intermediate
US3624225A (en) * 1966-06-24 1971-11-30 Glaxo Lab Ltd Cephalosporin compositions
US4369313A (en) 1979-05-25 1983-01-18 Glaxo Group Limited Intermediates for use in the preparation of cephalosporin antibiotics
CN107793433A (en) * 2017-11-15 2018-03-13 中国医药集团总公司四川抗菌素工业研究所 A kind of preparation method of cefaloridine

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3624225A (en) * 1966-06-24 1971-11-30 Glaxo Lab Ltd Cephalosporin compositions
US3536705A (en) * 1968-03-11 1970-10-27 Lilly Co Eli Delta**2-cephalosporin ester intermediate
US4369313A (en) 1979-05-25 1983-01-18 Glaxo Group Limited Intermediates for use in the preparation of cephalosporin antibiotics
US4433141A (en) * 1979-05-25 1984-02-21 Glaxo Group Limited Intermediate for use in the preparation of cephalosporin antibiotics
CN107793433A (en) * 2017-11-15 2018-03-13 中国医药集团总公司四川抗菌素工业研究所 A kind of preparation method of cefaloridine

Also Published As

Publication number Publication date
AT249861B (en) 1966-10-10
DK121861B (en) 1971-12-13
CS154598B2 (en) 1974-04-30
DK125138B (en) 1973-01-02
DK125138C (en) 1973-07-02
SE320073B (en) 1970-02-02
DE1795600B2 (en) 1975-09-25
CH469023A (en) 1969-02-28
CY415A (en) 1967-11-14
NL7304127A (en) 1973-06-25
MY6800009A (en) 1968-12-31
DE1445828A1 (en) 1969-04-17
CH442310A (en) 1967-08-31
DE1795600A1 (en) 1972-01-27
BR6355431D0 (en) 1973-09-20
SE350509B (en) 1972-10-30
CS158177B2 (en) 1974-10-15

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