GB1268536A - Penicillanic acid derivatives - Google Patents
Penicillanic acid derivativesInfo
- Publication number
- GB1268536A GB1268536A GB30958/69A GB3095869A GB1268536A GB 1268536 A GB1268536 A GB 1268536A GB 30958/69 A GB30958/69 A GB 30958/69A GB 3095869 A GB3095869 A GB 3095869A GB 1268536 A GB1268536 A GB 1268536A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- formula
- alkyl
- aryl
- reaction
- 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
- RBKMMJSQKNKNEV-RITPCOANSA-N penicillanic acid Chemical class OC(=O)[C@H]1C(C)(C)S[C@@H]2CC(=O)N21 RBKMMJSQKNKNEV-RITPCOANSA-N 0.000 title abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 7
- 125000003118 aryl group Chemical group 0.000 abstract 5
- 238000006243 chemical reaction Methods 0.000 abstract 5
- 150000002148 esters Chemical class 0.000 abstract 5
- -1 penicillanic acid ester Chemical class 0.000 abstract 5
- 229910052736 halogen Inorganic materials 0.000 abstract 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 150000002367 halogens Chemical class 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000004093 cyano group Chemical class *C#N 0.000 abstract 2
- 125000001261 isocyanato group Chemical group *N=C=O 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 1
- GZFGOTFRPZRKDS-UHFFFAOYSA-N 4-bromophenol Chemical compound OC1=CC=C(Br)C=C1 GZFGOTFRPZRKDS-UHFFFAOYSA-N 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 150000002440 hydroxy compounds Chemical class 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 239000012948 isocyanate Substances 0.000 abstract 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 abstract 1
- 150000002960 penicillins Chemical class 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000000951 phenoxy group Chemical class [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 abstract 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 abstract 1
- 239000002244 precipitate Substances 0.000 abstract 1
- 239000012429 reaction media Substances 0.000 abstract 1
- 230000009257 reactivity Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000003107 substituted aryl group Chemical group 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 0.000 abstract 1
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL686808622A NL155260B (nl) | 1968-06-19 | 1968-06-19 | Werkwijze voor de bereiding van derivaten van 6-aminopenicillaanzuur. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1268536A true GB1268536A (en) | 1972-03-29 |
Family
ID=19803934
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB30958/69A Expired GB1268536A (en) | 1968-06-19 | 1969-06-18 | Penicillanic acid derivatives |
Country Status (15)
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CS165353B2 (enrdf_load_stackoverflow) * | 1969-12-18 | 1975-12-22 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE603703A (fr) * | 1960-07-05 | 1961-09-01 | Novo Terapeutisk Labor As | Dérivés de l'acide 6-amino-pénicillanique et leur procédé de préparation |
-
1968
- 1968-06-19 NL NL686808622A patent/NL155260B/xx unknown
-
1969
- 1969-06-02 IL IL32329A patent/IL32329A/xx unknown
- 1969-06-13 SE SE6908458A patent/SE377126B/xx unknown
- 1969-06-17 CH CH923669A patent/CH528539A/de not_active IP Right Cessation
- 1969-06-17 CH CH1324271A patent/CH547308A/xx not_active IP Right Cessation
- 1969-06-17 BE BE734708D patent/BE734708A/xx unknown
- 1969-06-18 AT AT575569A patent/AT290726B/de not_active IP Right Cessation
- 1969-06-18 BR BR209873/69A patent/BR6909873D0/pt unknown
- 1969-06-18 ZA ZA694354A patent/ZA694354B/xx unknown
- 1969-06-18 LU LU58901D patent/LU58901A1/xx unknown
- 1969-06-18 IE IE834/69A patent/IE32890B1/xx unknown
- 1969-06-18 AT AT658470A patent/AT300194B/de not_active IP Right Cessation
- 1969-06-18 GB GB30958/69A patent/GB1268536A/en not_active Expired
- 1969-06-19 DE DE1931097A patent/DE1931097C3/de not_active Expired
- 1969-06-19 ES ES368569A patent/ES368569A1/es not_active Expired
- 1969-06-19 CA CA054776A patent/CA922705A/en not_active Expired
- 1969-06-19 FR FR696920550A patent/FR2011238B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| IL32329A0 (en) | 1969-08-27 |
| IE32890B1 (en) | 1974-01-09 |
| DE1966702B2 (de) | 1976-01-15 |
| BR6909873D0 (pt) | 1973-02-08 |
| ZA694354B (en) | 1971-01-27 |
| DE1931097A1 (de) | 1970-01-02 |
| CH547308A (de) | 1974-03-29 |
| DE1931097B2 (de) | 1974-08-08 |
| DE1966702A1 (de) | 1973-09-06 |
| SE377126B (enrdf_load_stackoverflow) | 1975-06-23 |
| IE32890L (en) | 1969-12-19 |
| IL32329A (en) | 1974-01-14 |
| ES368569A1 (es) | 1971-05-01 |
| NL155260B (nl) | 1977-12-15 |
| NL6808622A (enrdf_load_stackoverflow) | 1969-12-23 |
| AT300194B (de) | 1972-07-10 |
| DE1931097C3 (de) | 1975-05-07 |
| BE734708A (enrdf_load_stackoverflow) | 1969-12-17 |
| CH528539A (de) | 1972-09-30 |
| FR2011238A1 (enrdf_load_stackoverflow) | 1970-02-27 |
| CA922705A (en) | 1973-03-13 |
| LU58901A1 (enrdf_load_stackoverflow) | 1969-11-12 |
| AT290726B (de) | 1971-06-11 |
| FR2011238B1 (enrdf_load_stackoverflow) | 1973-01-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0180252B1 (en) | Process of preparing azetidinone compounds | |
| CA1144155A (en) | Process for removing an allylic group from allylic esters, carbonates and carbamates | |
| US4237051A (en) | Stereospecific production of 6- or 7-carbon-substituted-β-lactams | |
| US3252973A (en) | Acylation via carbodimides for penicillin and cephalosporin preparation | |
| SE7512141L (sv) | Nya organiska foreningar | |
| US4122086A (en) | Isopenicillins | |
| GB1268536A (en) | Penicillanic acid derivatives | |
| US4008229A (en) | Halo substituted β-lactam antibiotics | |
| US3925362A (en) | {60 -Alkylsulfobenzyl penicillins and production thereof | |
| US4171303A (en) | Process for the preparation of reactive penicillanic acid and cephalosporanic acid derivatives | |
| ES8200370A1 (es) | Procedimiento para la preparacion de nuevas cefalosporinas | |
| US4304717A (en) | Process for the preparation of reactive penicillanic acid and cephalosporanic acid derivatives | |
| US4210750A (en) | Process for the preparation of 3-carbamoyl cephalosporins using isocyanates | |
| US3736318A (en) | 6-(2-substituted-3-phenyl-2h-isoindole-1-carboxamido)penicillanic acids | |
| EP0232822B1 (en) | Process for preparing optically active fluorine-containing compounds | |
| US4029645A (en) | Mercury intermediates useful in the preparation of 2-alkoxy cephalosporins | |
| EP0023045A1 (en) | Imidazolecarboxylic acid derivatives of penicillins and cephalosporins | |
| KR870000313B1 (ko) | 6-(아미노메틸)페니실란산 1,1-다이옥사이드 및 이의 유도체의 제조방법 | |
| US4217274A (en) | Methoxyethoxymethyl esters of penicillins | |
| US4099000A (en) | Process for preparing di-7-azido cephalosporin compounds | |
| GB1312030A (en) | Penicillin compounds and a method of synthesising same | |
| US4292427A (en) | Cephalosporin compounds | |
| US4289894A (en) | Pentachlorophenyl-phenyl malonate compound suitable for use as acylating agents | |
| CA1115692A (en) | Oxygen analogs of cephalosporins | |
| Lau et al. | Synthesis of penicillin N and isopenicillin N |