ES385437A1 - Method for the preparation of new derivatives of penicilanico acid. (Machine-translation by Google Translate, not legally binding) - Google Patents
Method for the preparation of new derivatives of penicilanico acid. (Machine-translation by Google Translate, not legally binding)Info
- Publication number
- ES385437A1 ES385437A1 ES385437A ES385437A ES385437A1 ES 385437 A1 ES385437 A1 ES 385437A1 ES 385437 A ES385437 A ES 385437A ES 385437 A ES385437 A ES 385437A ES 385437 A1 ES385437 A1 ES 385437A1
- Authority
- ES
- Spain
- Prior art keywords
- radical
- acid
- translation
- preparation
- general formula
- 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
- 239000002253 acid Substances 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- -1 aliphatic hydrocarbon radical Chemical class 0.000 abstract 8
- 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 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 150000001408 amides Chemical class 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 238000003776 cleavage reaction Methods 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- 125000004185 ester group Chemical group 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- AEOCXXJPGCBFJA-UHFFFAOYSA-N ethionamide Chemical compound CCC1=CC(C(N)=S)=CC=N1 AEOCXXJPGCBFJA-UHFFFAOYSA-N 0.000 abstract 1
- 125000002950 monocyclic group Chemical group 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 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 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 230000007017 scission Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C259/00—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups
- C07C259/02—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups with replacement of the other oxygen atom of the carboxyl group by halogen atoms
-
- 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)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Abstract
Method for the preparation of new derivatives of penicillanic acid, of the general formula: **(See formula)** wherein R1 and R2 represent an aliphatic hydrocarbon radical, a mono- or bicyclic aryl radical, an aralkyl radical, a cycloalkyl radical, a cycloalkyl-alkyl radical, a heterocyclic radical or a heterocyclicly substituted alkyl radical; R1 and R2 taken together with the nitrogen atom represent a ring system; and R3 represents a hydroxyl group, or a substituted hydroxyl group; and pharmaceutically acceptable salts thereof, comprising reacting a reactive derivative of an amide or a thioamide of the general formula II: **(See formula)** wherein R1 and R2 have the meanings defined above and R5 represents 0 or S, with a 6-aminopenicilanic acid derivative of the general formula III: **(See formula)** wherein COOR4 is an ester group, or with a silyl ester of 6-aminopenicilanic acid, after which, if desired, the reaction is followed by cleavage of the ester to free acid. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB33211/70A GB1293590A (en) | 1969-11-11 | 1969-11-11 | New penicillanic acid derivatives |
| GB5520969 | 1969-11-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES385437A1 true ES385437A1 (en) | 1973-11-01 |
Family
ID=26261769
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES385437A Expired ES385437A1 (en) | 1969-11-11 | 1970-11-11 | Method for the preparation of new derivatives of penicilanico acid. (Machine-translation by Google Translate, not legally binding) |
Country Status (22)
| Country | Link |
|---|---|
| JP (1) | JPS518955B1 (en) |
| AT (1) | AT301026B (en) |
| BE (1) | BE758782A (en) |
| BG (1) | BG18619A3 (en) |
| CH (2) | CH559753A5 (en) |
| CS (1) | CS166020B2 (en) |
| DE (1) | DE2055531C3 (en) |
| DK (1) | DK135127B (en) |
| ES (1) | ES385437A1 (en) |
| FI (1) | FI54601C (en) |
| FR (1) | FR2073338A1 (en) |
| HU (1) | HU162440B (en) |
| IE (1) | IE34620B1 (en) |
| IL (1) | IL35490A (en) |
| IT (1) | IT1044209B (en) |
| LU (1) | LU62031A1 (en) |
| NL (1) | NL168227C (en) |
| NO (1) | NO137826C (en) |
| PL (1) | PL90581B1 (en) |
| RO (2) | RO60563A (en) |
| SE (1) | SE397355B (en) |
| SU (1) | SU406362A3 (en) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL79157B1 (en) * | 1970-12-22 | 1975-06-30 | ||
| GB1364672A (en) * | 1971-06-09 | 1974-08-29 | Beecham Group Ltd | Penicillins |
| GB1427139A (en) * | 1972-03-13 | 1976-03-10 | Astra Laekemedel Ab | Penicillins |
| GB1417099A (en) * | 1973-02-02 | 1975-12-10 | Leo Pharm Prod Ltd | Method for the production of derivatives of 6-aminopenicillanic acid |
| SU566843A1 (en) * | 1975-01-06 | 1977-07-30 | Ордена Трудового Красного Знамени Институт Органической Синтеза Ан Латвийской Сср | Method of preparing derivatives of 6- -amidino penicillanic acid |
| GB1579931A (en) * | 1976-04-15 | 1980-11-26 | Leo Pharm Prod Ltd | Bis-penicillanoyl-oxy-alkanes |
| TWI375678B (en) | 2005-06-09 | 2012-11-01 | Yakult Honsha Kk | A method of preparation of a tricyclic ketone |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3135755A (en) * | 1961-11-20 | 1964-06-02 | Hoffmann La Roche | Pyrimidine formamidines of primary amines |
| US3322781A (en) * | 1963-10-18 | 1967-05-30 | Bristol Myers Co | 6-(substituted-hydroxyamidino)-penicillanic acids |
| CH480792A (en) * | 1967-01-26 | 1969-11-15 | Ciba Geigy | Pesticides |
-
0
- BE BE758782D patent/BE758782A/en not_active IP Right Cessation
-
1970
- 1970-10-20 IL IL35490A patent/IL35490A/en unknown
- 1970-10-22 IE IE1359/70A patent/IE34620B1/en unknown
- 1970-11-05 CH CH1113074A patent/CH559753A5/xx not_active IP Right Cessation
- 1970-11-05 AT AT995970A patent/AT301026B/en not_active IP Right Cessation
- 1970-11-05 CH CH1644070A patent/CH559752A5/xx not_active IP Right Cessation
- 1970-11-06 DK DK565070AA patent/DK135127B/en not_active IP Right Cessation
- 1970-11-09 SU SU1489793A patent/SU406362A3/ru active
- 1970-11-10 FR FR7040428A patent/FR2073338A1/en active Granted
- 1970-11-10 RO RO72470A patent/RO60563A/ro unknown
- 1970-11-10 LU LU62031D patent/LU62031A1/xx unknown
- 1970-11-10 SE SE7015181A patent/SE397355B/en unknown
- 1970-11-10 RO RO64921A patent/RO56878A/ro unknown
- 1970-11-10 PL PL1970144350A patent/PL90581B1/en unknown
- 1970-11-10 NL NLAANVRAGE7016435,A patent/NL168227C/en not_active IP Right Cessation
- 1970-11-10 CS CS7560A patent/CS166020B2/cs unknown
- 1970-11-10 IT IT70739/70A patent/IT1044209B/en active
- 1970-11-10 NO NO4290/70A patent/NO137826C/en unknown
- 1970-11-11 BG BG016025A patent/BG18619A3/en unknown
- 1970-11-11 JP JP45099009A patent/JPS518955B1/ja active Pending
- 1970-11-11 HU HULO372A patent/HU162440B/hu not_active IP Right Cessation
- 1970-11-11 FI FI3032/70A patent/FI54601C/en active
- 1970-11-11 ES ES385437A patent/ES385437A1/en not_active Expired
- 1970-11-11 DE DE2055531A patent/DE2055531C3/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BG18619A3 (en) | 1975-02-25 |
| HU162440B (en) | 1973-02-28 |
| IL35490A0 (en) | 1970-12-24 |
| NL168227B (en) | 1981-10-16 |
| NO137826B (en) | 1978-01-23 |
| AT301026B (en) | 1972-08-25 |
| SU406362A3 (en) | 1973-11-05 |
| CH559753A5 (en) | 1975-03-14 |
| FI54601C (en) | 1979-01-10 |
| DE2055531B2 (en) | 1980-01-10 |
| NO137826C (en) | 1982-02-16 |
| PL90581B1 (en) | 1977-01-31 |
| DE2055531C3 (en) | 1982-02-25 |
| IE34620L (en) | 1971-05-11 |
| CH559752A5 (en) | 1975-03-14 |
| RO60563A (en) | 1977-01-15 |
| SE397355B (en) | 1977-10-31 |
| NL7016435A (en) | 1971-05-13 |
| CS166020B2 (en) | 1976-01-29 |
| LU62031A1 (en) | 1971-05-10 |
| DK135127B (en) | 1977-03-07 |
| IE34620B1 (en) | 1975-06-25 |
| DE2055531A1 (en) | 1971-05-27 |
| DK135127C (en) | 1977-08-15 |
| JPS518955B1 (en) | 1976-03-22 |
| NL168227C (en) | 1982-03-16 |
| BE758782A (en) | 1971-05-10 |
| FI54601B (en) | 1978-09-29 |
| IT1044209B (en) | 1980-03-20 |
| RO56878A (en) | 1975-02-15 |
| FR2073338B1 (en) | 1974-02-15 |
| FR2073338A1 (en) | 1971-10-01 |
| IL35490A (en) | 1974-11-29 |
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