GB1429573A - Cephalosporines - Google Patents
CephalosporinesInfo
- Publication number
- GB1429573A GB1429573A GB5716273A GB5716273A GB1429573A GB 1429573 A GB1429573 A GB 1429573A GB 5716273 A GB5716273 A GB 5716273A GB 5716273 A GB5716273 A GB 5716273A GB 1429573 A GB1429573 A GB 1429573A
- Authority
- GB
- United Kingdom
- Prior art keywords
- resulting
- reacting
- general formula
- amino
- treating
- 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
- 125000001271 cephalosporin group Chemical group 0.000 title 1
- 229940124587 cephalosporin Drugs 0.000 abstract 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 abstract 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 abstract 2
- NHKJPPKXDNZFBJ-UHFFFAOYSA-N phenyllithium Chemical compound [Li]C1=CC=CC=C1 NHKJPPKXDNZFBJ-UHFFFAOYSA-N 0.000 abstract 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 abstract 2
- ALHZEIINTQJLOT-UHFFFAOYSA-N (1-chloro-1-oxopropan-2-yl) acetate Chemical compound ClC(=O)C(C)OC(C)=O ALHZEIINTQJLOT-UHFFFAOYSA-N 0.000 abstract 1
- JGJMAGQNYJDZGI-UHFFFAOYSA-N (4-chloro-3-oxobutan-2-yl) acetate Chemical compound CC(=O)OC(C)C(=O)CCl JGJMAGQNYJDZGI-UHFFFAOYSA-N 0.000 abstract 1
- GCYXOLCPZMPYHW-UHFFFAOYSA-N (4-methoxyphenyl)methyl 2-(benzylideneamino)-2-diethoxyphosphorylacetate Chemical compound C=1C=C(OC)C=CC=1COC(=O)C(P(=O)(OCC)OCC)N=CC1=CC=CC=C1 GCYXOLCPZMPYHW-UHFFFAOYSA-N 0.000 abstract 1
- GEGJXVZGTAUMCO-UHFFFAOYSA-N (4-methoxyphenyl)methyl 2-amino-2-diethoxyphosphorylacetate Chemical compound CCOP(=O)(OCC)C(N)C(=O)OCC1=CC=C(OC)C=C1 GEGJXVZGTAUMCO-UHFFFAOYSA-N 0.000 abstract 1
- ZKAOKBMRNLXLKP-UHFFFAOYSA-N (4-methoxyphenyl)methyl 2-diethoxyphosphoryl-2-(methanethioylamino)acetate Chemical compound CCOP(=O)(OCC)C(NC=S)C(=O)OCC1=CC=C(OC)C=C1 ZKAOKBMRNLXLKP-UHFFFAOYSA-N 0.000 abstract 1
- BOVISBAPSYSQPI-UHFFFAOYSA-N (4-methoxyphenyl)methyl carbonochloridate Chemical compound COC1=CC=C(COC(Cl)=O)C=C1 BOVISBAPSYSQPI-UHFFFAOYSA-N 0.000 abstract 1
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- REXOGTNRQYAOQG-JLHYYAGUSA-N (e)-n-(diethoxyphosphorylmethyl)-1-phenylmethanimine Chemical compound CCOP(=O)(OCC)C\N=C\C1=CC=CC=C1 REXOGTNRQYAOQG-JLHYYAGUSA-N 0.000 abstract 1
- SUHXTVABLHHRST-UHFFFAOYSA-N 2-azidoacetyl chloride Chemical compound ClC(=O)CN=[N+]=[N-] SUHXTVABLHHRST-UHFFFAOYSA-N 0.000 abstract 1
- AGIJRRREJXSQJR-UHFFFAOYSA-N 2h-thiazine Chemical compound N1SC=CC=C1 AGIJRRREJXSQJR-UHFFFAOYSA-N 0.000 abstract 1
- YXHKONLOYHBTNS-UHFFFAOYSA-N Diazomethane Chemical compound C=[N+]=[N-] YXHKONLOYHBTNS-UHFFFAOYSA-N 0.000 abstract 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- 239000000010 aprotic solvent Substances 0.000 abstract 1
- 150000003934 aromatic aldehydes Chemical class 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 230000000903 blocking effect Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000006184 cosolvent Substances 0.000 abstract 1
- LXCYSACZTOKNNS-UHFFFAOYSA-N diethoxy(oxo)phosphanium Chemical compound CCO[P+](=O)OCC LXCYSACZTOKNNS-UHFFFAOYSA-N 0.000 abstract 1
- QNEUSMOUOOSHKT-UHFFFAOYSA-N diethoxyphosphorylmethanamine;hydrochloride Chemical compound Cl.CCOP(=O)(CN)OCC QNEUSMOUOOSHKT-UHFFFAOYSA-N 0.000 abstract 1
- 238000006345 epimerization reaction Methods 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- LEWADWGCENKZJX-UHFFFAOYSA-N n-(diethoxyphosphorylmethyl)-1-phenylmethanamine Chemical compound CCOP(=O)(OCC)CNCC1=CC=CC=C1 LEWADWGCENKZJX-UHFFFAOYSA-N 0.000 abstract 1
- VVWNENUJKRQDTB-UHFFFAOYSA-N o-ethyl methanethioate Chemical compound CCOC=S VVWNENUJKRQDTB-UHFFFAOYSA-N 0.000 abstract 1
- 150000002900 organolithium compounds Chemical class 0.000 abstract 1
- 230000020477 pH reduction Effects 0.000 abstract 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 abstract 1
- -1 phosphonate ester Chemical class 0.000 abstract 1
- XUYJLQHKOGNDPB-UHFFFAOYSA-N phosphonoacetic acid Chemical compound OC(=O)CP(O)(O)=O XUYJLQHKOGNDPB-UHFFFAOYSA-N 0.000 abstract 1
- 239000002516 radical scavenger Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/568—Four-membered rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Cephalosporin Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US31448472A | 1972-12-12 | 1972-12-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1429573A true GB1429573A (en) | 1976-03-24 |
Family
ID=23220145
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5716273A Expired GB1429573A (en) | 1972-12-12 | 1973-12-10 | Cephalosporines |
Country Status (6)
-
1973
- 1973-11-28 NL NL7316285A patent/NL7316285A/xx not_active Application Discontinuation
- 1973-12-07 FR FR7343697A patent/FR2223373B1/fr not_active Expired
- 1973-12-10 GB GB5716273A patent/GB1429573A/en not_active Expired
- 1973-12-10 CH CH1729373A patent/CH594685A5/xx not_active IP Right Cessation
- 1973-12-11 DE DE2361616A patent/DE2361616A1/de active Pending
- 1973-12-12 JP JP48137866A patent/JPS4987693A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| FR2223373A1 (US20020095090A1-20020718-M00002.png) | 1974-10-25 |
| CH594685A5 (US20020095090A1-20020718-M00002.png) | 1978-01-31 |
| DE2361616A1 (de) | 1974-06-20 |
| NL7316285A (US20020095090A1-20020718-M00002.png) | 1974-06-14 |
| FR2223373B1 (US20020095090A1-20020718-M00002.png) | 1978-10-27 |
| JPS4987693A (US20020095090A1-20020718-M00002.png) | 1974-08-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |