GB966221A - N-acyl derivatives of 7-aminocephalosporanic acid and related compounds - Google Patents
N-acyl derivatives of 7-aminocephalosporanic acid and related compoundsInfo
- Publication number
- GB966221A GB966221A GB213560A GB213560A GB966221A GB 966221 A GB966221 A GB 966221A GB 213560 A GB213560 A GB 213560A GB 213560 A GB213560 A GB 213560A GB 966221 A GB966221 A GB 966221A
- Authority
- GB
- United Kingdom
- Prior art keywords
- cephalosporin
- group
- nucleus
- phenyl group
- compound
- 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
- 150000001875 compounds Chemical class 0.000 title abstract 4
- 239000002253 acid Substances 0.000 title abstract 3
- 229930186147 Cephalosporin Natural products 0.000 abstract 9
- 229940124587 cephalosporin Drugs 0.000 abstract 9
- 150000001780 cephalosporins Chemical class 0.000 abstract 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 4
- HOKIDJSKDBPKTQ-GLXFQSAKSA-N Cephalosporin C Natural products S1CC(COC(=O)C)=C(C(O)=O)N2C(=O)[C@@H](NC(=O)CCC[C@@H](N)C(O)=O)[C@@H]12 HOKIDJSKDBPKTQ-GLXFQSAKSA-N 0.000 abstract 3
- HOKIDJSKDBPKTQ-GLXFQSAKSA-M cephalosporin C(1-) Chemical compound S1CC(COC(=O)C)=C(C([O-])=O)N2C(=O)[C@@H](NC(=O)CCC[C@@H]([NH3+])C([O-])=O)[C@@H]12 HOKIDJSKDBPKTQ-GLXFQSAKSA-M 0.000 abstract 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 150000003863 ammonium salts Chemical class 0.000 abstract 1
- 150000003841 chloride salts Chemical class 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- -1 phenylacetyl Chemical class 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- 239000011591 potassium Substances 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
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
-
- 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
- C07D501/02—Preparation
- C07D501/04—Preparation from compounds already containing the ring or condensed ring systems, e.g. by dehydrogenation of the ring, by introduction, elimination or modification of substituents
- C07D501/06—Acylation of 7-aminocephalosporanic acid
-
- 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
- C07D501/18—7-Aminocephalosporanic or substituted 7-aminocephalosporanic acids
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cephalosporin Compounds (AREA)
Abstract
Relates to N-acyl derivatives of the nucleus of Cephalosporin C, Cephalosporin CC or a Cephalosporin CA compound, such as Cephalosporin CA (pyridine), having the general formula R1R2. CH.CO.X in which R1, R2 represent a hydrogen atom, an alkyl group, a phenyl group, a substituted phenyl group or a group of structure R3-O-, in which R3 represents an alkyl group, a phenyl group or a substituted phenyl group, and are the same or different, and X represents the residue of the nucleus of Cephalosporin C, Cephalosporin CC or a Cephalosporin CA compound, and to sodium, potassium and ammonium salts thereof. The derivatives may be prepared by treating the nucleus of Cephalosporin C, Cephalosporin CC or a Cephalosporin CA compound with an acylating agent capable of acylating the amino group of the nucleus with the group R1R2.CH. CO, prepared acylating agents being acid chlorides. Examples describe the production of 7-phenylacetamido- and 7-a -phenoxypropionamido-cephalosporamic acid, and of the phenylacetyl derivatives of the nuclei of Cephalosporin CA (pyridine) and Cephalosporin CC. Specification 810,196 also is referred to.
Priority Applications (13)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB213560A GB966221A (en) | 1960-01-20 | 1960-01-20 | N-acyl derivatives of 7-aminocephalosporanic acid and related compounds |
NO136915A NO122748B (en) | 1959-08-04 | 1960-08-03 | |
SE7511/60A SE309986B (en) | 1959-08-04 | 1960-08-03 | |
DK307160AA DK105027C (en) | 1959-08-04 | 1960-08-03 | Process for the preparation of derivatives of Cephalosporin C, Cephalosporin Cc or of Cephalosporin CA compounds. |
CH879860A CH404860A (en) | 1959-08-04 | 1960-08-03 | Process for the preparation of cephalosporin C derivatives |
CH1418365A CH430721A (en) | 1959-08-04 | 1960-08-03 | Process for the preparation of new antibiotics |
SE536/61A SE321930B (en) | 1960-01-20 | 1961-01-19 | |
DK24161AA DK105590C (en) | 1960-01-20 | 1961-01-19 | Process for the preparation of N-acyl derivatives of the nuclei of Cephalosporin C, Cephalosporin CC and Cephalosporin-CA compounds or salts thereof. |
FR878632A FR89204E (en) | 1960-01-20 | 1961-11-10 | Cephalosporin c derivatives |
US191213A US3219662A (en) | 1960-01-20 | 1962-04-30 | Transformation products of cephalosporin c and derivatives thereof |
OA51513A OA01264A (en) | 1959-08-04 | 1964-12-31 | Cephalosporin C derivatives. |
NL6608907A NL6608907A (en) | 1959-08-04 | 1966-06-27 | |
NO16577466A NO122750B (en) | 1959-08-04 | 1966-11-28 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB213560A GB966221A (en) | 1960-01-20 | 1960-01-20 | N-acyl derivatives of 7-aminocephalosporanic acid and related compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
GB966221A true GB966221A (en) | 1964-08-06 |
Family
ID=9734213
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB213560A Expired GB966221A (en) | 1959-08-04 | 1960-01-20 | N-acyl derivatives of 7-aminocephalosporanic acid and related compounds |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB966221A (en) |
-
1960
- 1960-01-20 GB GB213560A patent/GB966221A/en not_active Expired
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