GB1171603A - Improvements in or relating to cephalosporins - Google Patents
Improvements in or relating to cephalosporinsInfo
- Publication number
- GB1171603A GB1171603A GB1571966A GB1571966A GB1171603A GB 1171603 A GB1171603 A GB 1171603A GB 1571966 A GB1571966 A GB 1571966A GB 1571966 A GB1571966 A GB 1571966A GB 1171603 A GB1171603 A GB 1171603A
- Authority
- GB
- United Kingdom
- Prior art keywords
- salt
- acid
- acid addition
- addition salt
- pyridinium
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D501/00—Heterocyclic 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
- C07D501/14—Compounds having a nitrogen atom directly attached in position 7
- C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
- C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
- C07D501/24—7-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
- C07D501/38—Methylene 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
- C07D501/46—Methylene 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cephalosporin Compounds (AREA)
Abstract
1,171,603. Cephalosporin C A compounds. GLAXO LABORATORIES Ltd. 22 March, 1967 [7 April, 1966], No. 15719/66. Heading C2A. An N - (7 - acylamido - ceph - 3 - em - 3 - ylmethyl) - pyridinium - 4 - carboxylate is produced by (A) reacting a 7-acylamidocephalosporanic acid or a salt thereof with pyridine or a substituted pyridine in solution in a reaction medium in the presence of at least an equivalent equimolar proportion, calculated on the 7-acylamido cephalosporanic acid, of thiocyanate or iodide ions and recovering the resultant N-(7- acylamidoceph - 3 - em - 3 - yl - methyl)- pyridinium-4-carboxylate as its crude hydrothiocyanate or hydroidide acid addition salt; (B) converting the crude hydrothiocyanate or hydroiodide acid addition salt from (A) to the betaine form by reacting said salt with a base, the betaine being recovered in an aqueous phase; (C) if desired, passing the aqueous phase from (B) through one or more ion-exchangers and, if desired, decolouring absorbent, to remove further impurities, e.g. acidic and basic impurities as well as colourants; (D) reacting the aqueous phase from (B) or (C) with an acid to form an insoluble acid addition salt; (E) separating the acid addition salt from (D) from the mother liquor and converting the salt to the betaine form by reaction with a base. The examples relate to the preparation of N-(7-2<SP>1</SP>- thienylacetamidoceph - 3 - em - 3 - ylmethyl)- pyridinium - 4 - carboxylate - (cephaloridine). The pyridine may be substituted by one or more alkyl, carboxy or carbamoyl groups. Specifications 912,541, 966,221, 1,028,563, 1,101,561, 1,101,562 and 1,132,621 are referred to.
Priority Applications (13)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1571966A GB1171603A (en) | 1966-04-07 | 1966-04-07 | Improvements in or relating to cephalosporins |
GR670135150A GR35150B (en) | 1966-04-07 | 1967-04-04 | PERFECTIONS IN OR IN RELATION TO THE METHOD OF ANTIBIOTICS. |
DK195867A DK136609C (en) | 1966-04-07 | 1967-04-07 | PROCEDURE FOR PREPARATION AND PURIFICATION OF CEPHALORIDINE |
NL6704945A NL6704945A (en) | 1966-04-07 | 1967-04-07 | |
ES339028A ES339028A1 (en) | 1966-04-07 | 1967-04-07 | Improvements in or relating to cephalosporins |
BE696775D BE696775A (en) | 1966-04-07 | 1967-04-07 | |
AT333467A AT287189B (en) | 1966-04-07 | 1967-04-07 | Process for the preparation of N- (7-acylamidoceph-3-em-3-ylmethyl) -pyridinium-4-carboxylates |
CH494767A CH504472A (en) | 1966-04-07 | 1967-04-07 | N-(7-acylamidoceph-3-em-3-ylmethyl)-pyridinium-4-carboxylate, antibiot |
SE489467A SE370080B (en) | 1966-04-07 | 1967-04-07 | |
CH1898269A CH533135A (en) | 1966-04-07 | 1967-04-07 | N-(7-acylamidoceph-3-em-3-ylmethyl)-pyridinium-4-carboxylate, antibiot |
DE1967G0049776 DE1695015C3 (en) | 1966-04-07 | 1967-04-07 | Process for the recovery of highly purified N- (7-2'-thienylacetamidoceph-3-em-3-y! -Methyl) -pyridinium-4carboxylate |
FR101871A FR1518199A (en) | 1966-04-07 | 1967-04-07 | Method for the preparation of cephalosporin-type antibiotics |
US220537A US3887551A (en) | 1964-11-04 | 1972-01-24 | Crystalline forms of cephaloridine |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1571966A GB1171603A (en) | 1966-04-07 | 1966-04-07 | Improvements in or relating to cephalosporins |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1171603A true GB1171603A (en) | 1969-11-26 |
Family
ID=10064258
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1571966A Expired GB1171603A (en) | 1964-11-04 | 1966-04-07 | Improvements in or relating to cephalosporins |
Country Status (10)
Country | Link |
---|---|
AT (1) | AT287189B (en) |
BE (1) | BE696775A (en) |
CH (1) | CH504472A (en) |
DE (1) | DE1695015C3 (en) |
DK (1) | DK136609C (en) |
ES (1) | ES339028A1 (en) |
GB (1) | GB1171603A (en) |
GR (1) | GR35150B (en) |
NL (1) | NL6704945A (en) |
SE (1) | SE370080B (en) |
-
1966
- 1966-04-07 GB GB1571966A patent/GB1171603A/en not_active Expired
-
1967
- 1967-04-04 GR GR670135150A patent/GR35150B/en unknown
- 1967-04-07 CH CH494767A patent/CH504472A/en not_active IP Right Cessation
- 1967-04-07 SE SE489467A patent/SE370080B/xx unknown
- 1967-04-07 BE BE696775D patent/BE696775A/xx not_active IP Right Cessation
- 1967-04-07 NL NL6704945A patent/NL6704945A/xx unknown
- 1967-04-07 DE DE1967G0049776 patent/DE1695015C3/en not_active Expired
- 1967-04-07 AT AT333467A patent/AT287189B/en active
- 1967-04-07 ES ES339028A patent/ES339028A1/en not_active Expired
- 1967-04-07 DK DK195867A patent/DK136609C/en not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
CH504472A (en) | 1971-03-15 |
SE370080B (en) | 1974-09-30 |
NL6704945A (en) | 1967-10-09 |
DE1695015C3 (en) | 1978-05-03 |
DK136609B (en) | 1977-10-31 |
DE1695015B2 (en) | 1977-09-22 |
BE696775A (en) | 1967-10-09 |
ES339028A1 (en) | 1968-07-01 |
DK136609C (en) | 1978-04-10 |
AT287189B (en) | 1971-01-11 |
DE1695015A1 (en) | 1972-03-09 |
GR35150B (en) | 1968-08-21 |
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