GB1450764A - Penicillins - Google Patents
PenicillinsInfo
- Publication number
- GB1450764A GB1450764A GB4266272A GB4266272A GB1450764A GB 1450764 A GB1450764 A GB 1450764A GB 4266272 A GB4266272 A GB 4266272A GB 4266272 A GB4266272 A GB 4266272A GB 1450764 A GB1450764 A GB 1450764A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- amino
- penicillins
- acid
- prepared
- 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 4
- 150000002960 penicillins Chemical class 0.000 title abstract 4
- 150000003839 salts Chemical class 0.000 abstract 3
- 125000003277 amino group Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- WPJSXUYBLQGKHR-SSDOTTSWSA-N (2R)-2-amino-2-(4-hydroxy-3-nitrophenyl)acetic acid Chemical compound OC(=O)[C@H](N)C1=CC=C(O)C([N+]([O-])=O)=C1 WPJSXUYBLQGKHR-SSDOTTSWSA-N 0.000 abstract 1
- 125000004169 (C1-C6) alkyl group Chemical group 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
- LJCWONGJFPCTTL-SSDOTTSWSA-N D-4-hydroxyphenylglycine Chemical compound [O-]C(=O)[C@H]([NH3+])C1=CC=C(O)C=C1 LJCWONGJFPCTTL-SSDOTTSWSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- -1 N-(1-methoxycarbonylpropen-2-yl)amino Chemical group 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000003115 biocidal effect Effects 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 230000007935 neutral effect Effects 0.000 abstract 1
- 230000000802 nitrating effect Effects 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000008024 pharmaceutical diluent Substances 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)
Abstract
1450764 Penicillins BEECHAM GROUP Ltd 21 Aug 1973 [14 Sept 1972] 42662/72 Heading C2C Novel penicillins of Formula (I) and salts thereof, wherein R 1 and R 2 are each a hydrogen atom, a C 1-6 alkyl group or a nitro group, or R 1 is hydrogen and R 2 is a 3-hydroxy group, with the proviso that R 1 and R 2 are not both hydrogen atoms, are prepared by reacting a N-acylating derivative of an acid of Formula (II) wherein X is an amino group or a group convertible thereto (e.g. N-(1-methoxycarbonylpropen-2-yl)amino), with 6-aminopenicillanic acid or a neutral salt thereof, and thereafter if necessary, converting X into an amino group. Any hydroxyl groups may also be protected before the reaction and subsequently deprotected. D - α - amino - α - (4 - hydroxy - 3 - nitrophenyl)acetic acid is prepared by nitrating D-α- amino-α-(4-hydroxyphenyl)acetic acid. The penicillins (I) or their pharmaceutically acceptable salts may be combined with pharmaceutical carriers or diluents to provide pharmaceutical compositions having antibiotic activity.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB4266272A GB1450764A (en) | 1972-09-14 | 1972-09-14 | Penicillins |
| BE135688A BE804896A (en) | 1972-09-14 | 1973-09-14 | PENICILLINS |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB4266272A GB1450764A (en) | 1972-09-14 | 1972-09-14 | Penicillins |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1450764A true GB1450764A (en) | 1976-09-29 |
Family
ID=10425433
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4266272A Expired GB1450764A (en) | 1972-09-14 | 1972-09-14 | Penicillins |
Country Status (2)
| Country | Link |
|---|---|
| BE (1) | BE804896A (en) |
| GB (1) | GB1450764A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4206116A (en) * | 1978-10-16 | 1980-06-03 | Bristol-Myers Company | Novel penicillins |
-
1972
- 1972-09-14 GB GB4266272A patent/GB1450764A/en not_active Expired
-
1973
- 1973-09-14 BE BE135688A patent/BE804896A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4206116A (en) * | 1978-10-16 | 1980-06-03 | Bristol-Myers Company | Novel penicillins |
Also Published As
| Publication number | Publication date |
|---|---|
| BE804896A (en) | 1974-03-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |