ES338970A3 - A procedure for preparing an antibiotic composite of cefalosporine. (Machine-translation by Google Translate, not legally binding) - Google Patents
A procedure for preparing an antibiotic composite of cefalosporine. (Machine-translation by Google Translate, not legally binding)Info
- Publication number
- ES338970A3 ES338970A3 ES338970A ES338970A ES338970A3 ES 338970 A3 ES338970 A3 ES 338970A3 ES 338970 A ES338970 A ES 338970A ES 338970 A ES338970 A ES 338970A ES 338970 A3 ES338970 A3 ES 338970A3
- Authority
- ES
- Spain
- Prior art keywords
- class consisting
- cephalosporin
- general formula
- carbon atoms
- radical
- 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
- 230000003115 biocidal effect Effects 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 239000003242 anti bacterial agent Substances 0.000 title 1
- 239000002131 composite material Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 5
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- HOKIDJSKDBPKTQ-GLXFQSAKSA-N cephalosporin C Chemical compound 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 4
- 229930186147 Cephalosporin Natural products 0.000 abstract 3
- 229940124587 cephalosporin Drugs 0.000 abstract 3
- 150000001780 cephalosporins Chemical class 0.000 abstract 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 3
- 125000001302 tertiary amino group Chemical group 0.000 abstract 3
- -1 bensofuryl Chemical group 0.000 abstract 2
- 125000002619 bicyclic group Chemical group 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 239000000470 constituent Substances 0.000 abstract 2
- 108010013043 Acetylesterase Proteins 0.000 abstract 1
- 102100036617 Monoacylglycerol lipase ABHD2 Human genes 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 239000012736 aqueous medium Substances 0.000 abstract 1
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- XWCFYHBHOFBVIV-JWKOBGCHSA-N deacetylcephalosporin C Chemical class S1CC(CO)=C(C(O)=O)N2C(=O)[C@@H](NC(=O)CCC[C@@H](N)C(O)=O)[C@H]21 XWCFYHBHOFBVIV-JWKOBGCHSA-N 0.000 abstract 1
- 125000002541 furyl group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 230000001105 regulatory effect Effects 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 238000006467 substitution reaction Methods 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 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
Landscapes
- Cephalosporin Compounds (AREA)
Abstract
A procedure for preparing a cephalosporin antibiotic compound having the general formula: **(See formula)** wherein R1, taken alone, is a member of the class consisting of -OH, acyloxy of 1 to 8 carbon atoms, and tertiary amino; R2 is -OH, when R1 is -OH; R2 is -0 when R1 is tertiary amino; R1 and R2, when taken together, are -0-; R3 is a member of the class consisting of C 1-4 -alkyl, phenyl, naphthyl, thienyl, benzothienyl, furyl, bensofuryl, indolyl pyridyl, and their substitution products having at least one substituent of the class which it consists of halogen, nitro trifluoctomethyl, alkyl of 1 to 4 carbon atoms, and alkoxy of 1 to 2 carbon atoms; R4 is a member of the class consisting of hydrogen, methyl and ethyl; R5 is a member of the class consisting of hydrogen, methyl and ethyl; R6 is a member of the class consisting of hydrogen, methyl and ethyl; m is a member of the class consisting of 0 and 1, and n is a member of the class consisting of 0 and 1; characterized by (A) acylating a compound having the bicyclic ring structure of cephalosporin C and having a general formula represented by one of the following: **(See formula)** wherein R1 is -OH or an acyloxy radical of 1 to 8 carbon atoms, and Am + is a tertiary amino radical; with an acylating agent having at least one constituent radical of the general formula: **(See formula)** where R3, R4, R5, R6, m and n are as defined above; or (B) acylating a compound having the bicyclic ring structure of cephalosporin C and having the general formula: **(See formula)** with an acylating agent having at least one constituent radical of the general formula: **(See formula)** wherein R3, R4, R5, R6, m and n are as defined above; and heating the product with acidified water to form the corresponding acyl derivative of the nuclei of the cephalosporin Cc compounds: refluxing the product in solution with an excess of a tertiary amine corresponding to Am + as defined above, to form the corresponding derivative of the nuclei of the cephalosporin Ca compounds; or treating the product with citric acetyl esterase in a pH regulated aqueous medium to form the corresponding derivative of the nuclei of deacetyl cephalosporin C compounds. (Machine-translation by Google Translate, not legally binding)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES338970A ES338970A3 (en) | 1967-04-06 | 1967-04-06 | A procedure for preparing an antibiotic composite of cefalosporine. (Machine-translation by Google Translate, not legally binding) |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES338970A ES338970A3 (en) | 1967-04-06 | 1967-04-06 | A procedure for preparing an antibiotic composite of cefalosporine. (Machine-translation by Google Translate, not legally binding) |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES338970A3 true ES338970A3 (en) | 1968-04-16 |
Family
ID=8444122
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES338970A Expired ES338970A3 (en) | 1967-04-06 | 1967-04-06 | A procedure for preparing an antibiotic composite of cefalosporine. (Machine-translation by Google Translate, not legally binding) |
Country Status (1)
| Country | Link |
|---|---|
| ES (1) | ES338970A3 (en) |
-
1967
- 1967-04-06 ES ES338970A patent/ES338970A3/en not_active Expired
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