GB1413851A - Carboxamido acyl derivatives of penicillin - Google Patents
Carboxamido acyl derivatives of penicillinInfo
- Publication number
- GB1413851A GB1413851A GB5545872A GB5545872A GB1413851A GB 1413851 A GB1413851 A GB 1413851A GB 5545872 A GB5545872 A GB 5545872A GB 5545872 A GB5545872 A GB 5545872A GB 1413851 A GB1413851 A GB 1413851A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- reacting
- prepared
- compound
- acid
- 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
- 229930182555 Penicillin Natural products 0.000 title abstract 2
- 229940049954 penicillin Drugs 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 8
- -1 carboxy, carbamyl Chemical group 0.000 abstract 6
- 150000003839 salts Chemical class 0.000 abstract 4
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract 2
- 125000005041 acyloxyalkyl group Chemical group 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 2
- 230000003301 hydrolyzing effect Effects 0.000 abstract 2
- 239000000543 intermediate Substances 0.000 abstract 2
- 125000004455 (C1-C3) alkylthio group Chemical group 0.000 abstract 1
- OCWDBKQNNKCYCJ-UHFFFAOYSA-N 2-(2-bromoethoxy)isoindole-1,3-dione Chemical compound C1=CC=C2C(=O)N(OCCBr)C(=O)C2=C1 OCWDBKQNNKCYCJ-UHFFFAOYSA-N 0.000 abstract 1
- SCVPCPGAVILMLR-UHFFFAOYSA-N 2-ethoxy-7a-methoxy-3aH-isoindole-1,3-dione Chemical compound COC12C(C(=O)N(C1=O)OCC)C=CC=C2 SCVPCPGAVILMLR-UHFFFAOYSA-N 0.000 abstract 1
- NGHVIOIJCVXTGV-ALEPSDHESA-N 6-aminopenicillanic acid Chemical compound [O-]C(=O)[C@H]1C(C)(C)S[C@@H]2[C@H]([NH3+])C(=O)N21 NGHVIOIJCVXTGV-ALEPSDHESA-N 0.000 abstract 1
- NGHVIOIJCVXTGV-UHFFFAOYSA-N 6beta-amino-penicillanic acid Natural products OC(=O)C1C(C)(C)SC2C(N)C(=O)N21 NGHVIOIJCVXTGV-UHFFFAOYSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- NQTADLQHYWFPDB-UHFFFAOYSA-N N-Hydroxysuccinimide Chemical compound ON1C(=O)CCC1=O NQTADLQHYWFPDB-UHFFFAOYSA-N 0.000 abstract 1
- JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 abstract 1
- 150000001266 acyl halides Chemical class 0.000 abstract 1
- 150000001299 aldehydes Chemical class 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- 235000019445 benzyl alcohol Nutrition 0.000 abstract 1
- 230000003115 biocidal effect Effects 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 150000001718 carbodiimides Chemical class 0.000 abstract 1
- 125000005518 carboxamido group Chemical group 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 125000004181 carboxyalkyl group Chemical group 0.000 abstract 1
- QPJDMGCKMHUXFD-UHFFFAOYSA-N cyanogen chloride Chemical compound ClC#N QPJDMGCKMHUXFD-UHFFFAOYSA-N 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 239000012948 isocyanate Substances 0.000 abstract 1
- KVGGSRKAJYWCQS-UHFFFAOYSA-N o-(2-methoxyethyl)hydroxylamine Chemical compound COCCON KVGGSRKAJYWCQS-UHFFFAOYSA-N 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000008024 pharmaceutical diluent Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US00221814A US3819600A (en) | 1972-01-28 | 1972-01-28 | Alpha-carboxamido acyl derivatives of penicillin |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1413851A true GB1413851A (en) | 1975-11-12 |
Family
ID=22829507
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5545872A Expired GB1413851A (en) | 1972-01-28 | 1972-11-30 | Carboxamido acyl derivatives of penicillin |
Country Status (9)
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2462454C2 (ru) * | 2007-06-20 | 2012-09-27 | Мицубиси Танабе Фарма Корпорейшн | Новое сульфонамидное производное малоновой кислоты и его фармацевтическое применение |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11059775B2 (en) * | 2016-11-18 | 2021-07-13 | The Johns Hopkins University | Prodrug compositions and utility of hydroxamate-based GCPII inhibitors |
-
0
- BE BE792886D patent/BE792886A/xx unknown
-
1972
- 1972-01-28 US US00221814A patent/US3819600A/en not_active Expired - Lifetime
- 1972-11-30 GB GB5545872A patent/GB1413851A/en not_active Expired
- 1972-12-18 SE SE7216551A patent/SE415476B/xx unknown
- 1972-12-18 NL NL7217197A patent/NL7217197A/xx not_active Application Discontinuation
- 1972-12-19 CH CH847374A patent/CH578004A5/xx not_active IP Right Cessation
- 1972-12-19 CH CH839874A patent/CH565803A5/xx not_active IP Right Cessation
- 1972-12-19 JP JP12682972A patent/JPS5535396B2/ja not_active Expired
- 1972-12-19 FR FR7245270A patent/FR2169040B1/fr not_active Expired
- 1972-12-19 DE DE19722262001 patent/DE2262001A1/de active Pending
- 1972-12-19 CH CH1863472A patent/CH567512A5/xx not_active IP Right Cessation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2462454C2 (ru) * | 2007-06-20 | 2012-09-27 | Мицубиси Танабе Фарма Корпорейшн | Новое сульфонамидное производное малоновой кислоты и его фармацевтическое применение |
Also Published As
| Publication number | Publication date |
|---|---|
| BE792886A (fr) | 1973-06-15 |
| SE415476B (sv) | 1980-10-06 |
| FR2169040A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1973-09-07 |
| JPS4885594A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1973-11-13 |
| CH567512A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1975-10-15 |
| FR2169040B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1976-07-02 |
| US3819600A (en) | 1974-06-25 |
| CH565803A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1975-08-29 |
| DE2262001A1 (de) | 1973-08-02 |
| CH578004A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1976-07-30 |
| NL7217197A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1973-07-31 |
| JPS5535396B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1980-09-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |