IL41020A - 3-oximinomethyl cephalosporin derivatives and their preparation - Google Patents
3-oximinomethyl cephalosporin derivatives and their preparationInfo
- Publication number
- IL41020A IL41020A IL41020A IL4102072A IL41020A IL 41020 A IL41020 A IL 41020A IL 41020 A IL41020 A IL 41020A IL 4102072 A IL4102072 A IL 4102072A IL 41020 A IL41020 A IL 41020A
- Authority
- IL
- Israel
- Prior art keywords
- alkyl
- compound
- methoxyiminomethyl
- cephem
- tert
- Prior art date
Links
- 229930186147 Cephalosporin Natural products 0.000 title claims 3
- 229940124587 cephalosporin Drugs 0.000 title claims 3
- 150000001780 cephalosporins Chemical class 0.000 title 1
- -1 azidoacetyl cyanoacetyl Chemical group 0.000 claims abstract 20
- 125000000217 alkyl group Chemical group 0.000 claims abstract 9
- 239000002253 acid Substances 0.000 claims abstract 7
- 150000003839 salts Chemical class 0.000 claims abstract 7
- ZZVUWRFHKOJYTH-UHFFFAOYSA-N diphenhydramine Chemical group C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 ZZVUWRFHKOJYTH-UHFFFAOYSA-N 0.000 claims abstract 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 5
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 claims abstract 4
- 230000032050 esterification Effects 0.000 claims abstract 4
- 238000005886 esterification reaction Methods 0.000 claims abstract 4
- 125000001589 carboacyl group Chemical group 0.000 claims abstract 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract 3
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims abstract 2
- WRQNANDWMGAFTP-UHFFFAOYSA-N Methylacetoacetic acid Chemical compound COC(=O)CC(C)=O WRQNANDWMGAFTP-UHFFFAOYSA-N 0.000 claims abstract 2
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 claims abstract 2
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 claims abstract 2
- 150000001875 compounds Chemical class 0.000 claims 16
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 239000001257 hydrogen Substances 0.000 claims 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- 150000002431 hydrogen Chemical group 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 150000002081 enamines Chemical class 0.000 claims 1
- 150000002443 hydroxylamines Chemical class 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000000453 2,2,2-trichloroethyl group Chemical group [H]C([H])(*)C(Cl)(Cl)Cl 0.000 abstract 2
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 125000006502 nitrobenzyl group Chemical group 0.000 abstract 2
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 abstract 1
- 125000000389 2-pyrrolyl group Chemical group [H]N1C([*])=C([H])C([H])=C1[H] 0.000 abstract 1
- 125000003682 3-furyl group Chemical group O1C([H])=C([*])C([H])=C1[H] 0.000 abstract 1
- 125000001397 3-pyrrolyl group Chemical group [H]N1C([H])=C([*])C([H])=C1[H] 0.000 abstract 1
- 125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 abstract 1
- 125000003143 4-hydroxybenzyl group Chemical group [H]C([*])([H])C1=C([H])C([H])=C(O[H])C([H])=C1[H] 0.000 abstract 1
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract 1
- 229910006069 SO3H Inorganic materials 0.000 abstract 1
- XAKBSHICSHRJCL-UHFFFAOYSA-N [CH2]C(=O)C1=CC=CC=C1 Chemical group [CH2]C(=O)C1=CC=CC=C1 XAKBSHICSHRJCL-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000001240 enamine group Chemical group 0.000 abstract 1
- 125000002795 guanidino group Chemical group C(N)(=N)N* 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 125000001475 halogen functional group Chemical group 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 125000005544 phthalimido group Chemical group 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 abstract 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 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
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cephalosporin Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US21178471A | 1971-12-23 | 1971-12-23 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL41020A0 IL41020A0 (en) | 1973-02-28 |
| IL41020A true IL41020A (en) | 1976-08-31 |
Family
ID=22788358
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL41020A IL41020A (en) | 1971-12-23 | 1972-12-06 | 3-oximinomethyl cephalosporin derivatives and their preparation |
Country Status (18)
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5652907B2 (enrdf_load_stackoverflow) * | 1972-12-25 | 1981-12-15 | ||
| JPS49109391A (enrdf_load_stackoverflow) * | 1973-02-28 | 1974-10-17 | ||
| JPS5715597B2 (enrdf_load_stackoverflow) * | 1973-12-20 | 1982-03-31 | ||
| AT402072B (de) * | 1994-04-25 | 1997-01-27 | Biochemie Gmbh | Cephemderivate und verfahren zu ihrer herstellung |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3351596A (en) * | 1966-09-21 | 1967-11-07 | Lilly Co Eli | 3-formyl cephalosporins |
-
0
- BE BE793178D patent/BE793178A/xx unknown
-
1972
- 1972-01-01 AR AR245801A patent/AR206767A1/es active
- 1972-12-06 IL IL41020A patent/IL41020A/en unknown
- 1972-12-07 ZA ZA728675A patent/ZA728675B/xx unknown
- 1972-12-07 AU AU49753/72A patent/AU464412B2/en not_active Expired
- 1972-12-12 IE IE1732/72A patent/IE37209B1/xx unknown
- 1972-12-16 BG BG022143A patent/BG22838A3/xx unknown
- 1972-12-20 NL NL7217421A patent/NL7217421A/xx not_active Application Discontinuation
- 1972-12-20 PL PL1972159706A patent/PL88471B1/pl unknown
- 1972-12-21 RO RO73251A patent/RO61182A/ro unknown
- 1972-12-21 FR FR7245635A patent/FR2164793A1/fr active Granted
- 1972-12-21 AT AT1094972A patent/AT323325B/de not_active IP Right Cessation
- 1972-12-22 CH CH1880672A patent/CH565187A5/xx not_active IP Right Cessation
- 1972-12-22 HU HUEI451A patent/HU166210B/hu unknown
- 1972-12-22 DD DD167848A patent/DD103901A5/xx unknown
- 1972-12-22 ES ES409979A patent/ES409979A1/es not_active Expired
- 1972-12-22 SU SU1864316A patent/SU525429A3/ru active
- 1972-12-23 JP JP48004452A patent/JPS4868594A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| FR2164793B1 (enrdf_load_stackoverflow) | 1976-03-05 |
| JPS4868594A (enrdf_load_stackoverflow) | 1973-09-18 |
| IE37209B1 (en) | 1977-05-25 |
| BE793178A (fr) | 1973-06-22 |
| NL7217421A (enrdf_load_stackoverflow) | 1973-06-26 |
| SU525429A3 (ru) | 1976-08-15 |
| PL88471B1 (enrdf_load_stackoverflow) | 1976-09-30 |
| AR206767A1 (es) | 1976-08-23 |
| ZA728675B (en) | 1974-07-31 |
| BG22838A3 (bg) | 1977-04-20 |
| AU464412B2 (en) | 1975-08-28 |
| DD103901A5 (enrdf_load_stackoverflow) | 1974-02-12 |
| ES409979A1 (es) | 1976-05-16 |
| CH565187A5 (enrdf_load_stackoverflow) | 1975-08-15 |
| IL41020A0 (en) | 1973-02-28 |
| RO61182A (enrdf_load_stackoverflow) | 1976-11-15 |
| IE37209L (en) | 1973-06-23 |
| AT323325B (de) | 1975-07-10 |
| AU4975372A (en) | 1974-06-13 |
| HU166210B (enrdf_load_stackoverflow) | 1975-02-28 |
| FR2164793A1 (en) | 1973-08-03 |
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