IE44433L - Derivatives of thienamycin and its isomers - Google Patents
Derivatives of thienamycin and its isomersInfo
- Publication number
- IE44433L IE44433L IE762542A IE254276A IE44433L IE 44433 L IE44433 L IE 44433L IE 762542 A IE762542 A IE 762542A IE 254276 A IE254276 A IE 254276A IE 44433 L IE44433 L IE 44433L
- Authority
- IE
- Ireland
- Prior art keywords
- pharmaceutically acceptable
- thienamycin
- acceptable salts
- gram
- novel
- Prior art date
Links
- WKDDRNSBRWANNC-ATRFCDNQSA-N Thienamycin Chemical class C1C(SCCN)=C(C(O)=O)N2C(=O)[C@H]([C@H](O)C)[C@H]21 WKDDRNSBRWANNC-ATRFCDNQSA-N 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 241000894006 Bacteria Species 0.000 abstract 1
- WKDDRNSBRWANNC-UHFFFAOYSA-N Thienamycin Natural products C1C(SCCN)=C(C(O)=O)N2C(=O)C(C(O)C)C21 WKDDRNSBRWANNC-UHFFFAOYSA-N 0.000 abstract 1
- 150000001409 amidines Chemical class 0.000 abstract 1
- 239000003242 anti bacterial agent Substances 0.000 abstract 1
- 229940088710 antibiotic agent Drugs 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 150000002463 imidates Chemical class 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D477/00—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring
- C07D477/10—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
- C07D477/12—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached in position 6
- C07D477/16—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached in position 6 with hetero atoms or carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 3
- C07D477/20—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
- C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D205/06—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D205/08—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams
-
- 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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/10—Compounds having one or more C—Si linkages containing nitrogen having a Si-N linkage
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
Amidines of the general formula (II) <IMAGE> in which the substituents are defined in Claim 1, and their pharmaceutically acceptable salts, are obtained by treating thienamycin (I), while temporarily protecting the oxygen functions and/or the carboxyl function, with an imidoester or with an imidohalide, and, where appropriate, converting the resulting compounds into their pharmaceutically acceptable salts. The novel compounds, which can be prepared in accordance with the invention, are novel, valuable antibiotics which, as a rule, are active against various Gram-positive and Gram-negative bacteria, and may, therefore, be used in human and veterinary medicine.
[GB1570990A]
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US63429675A | 1975-11-21 | 1975-11-21 | |
| US67626176A | 1976-04-12 | 1976-04-12 | |
| US73365476A | 1976-10-18 | 1976-10-18 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE44433L true IE44433L (en) | 1977-05-21 |
| IE44433B1 IE44433B1 (en) | 1981-12-02 |
Family
ID=27417545
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE2542/76A IE44433B1 (en) | 1975-11-21 | 1976-11-18 | Substituted n-methylene derivatives of thienamycin |
Country Status (27)
| Country | Link |
|---|---|
| AT (1) | AT358168B (en) |
| AU (1) | AU512383B2 (en) |
| BG (1) | BG34037A3 (en) |
| CA (1) | CA1083577A (en) |
| CH (2) | CH632510A5 (en) |
| DD (1) | DD127742A5 (en) |
| DE (1) | DE2652679A1 (en) |
| DK (1) | DK157401C (en) |
| EG (1) | EG12261A (en) |
| ES (1) | ES453501A1 (en) |
| FI (1) | FI62306C (en) |
| FR (1) | FR2332012A1 (en) |
| GB (1) | GB1570990A (en) |
| GR (1) | GR62072B (en) |
| HK (1) | HK29683A (en) |
| HU (1) | HU180865B (en) |
| IE (1) | IE44433B1 (en) |
| IL (1) | IL50911A (en) |
| KE (1) | KE3286A (en) |
| NL (1) | NL189297C (en) |
| NO (1) | NO153298C (en) |
| NZ (1) | NZ182630A (en) |
| PH (1) | PH16714A (en) |
| PL (1) | PL110937B1 (en) |
| PT (1) | PT65865B (en) |
| SE (1) | SE427841B (en) |
| SG (1) | SG10983G (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1593524A (en) * | 1976-11-19 | 1981-07-15 | Merck & Co Inc | 1-carba-2-penem-3-carboxylic acids |
| SE436569B (en) * | 1977-05-05 | 1985-01-07 | Merck & Co Inc | ANALOGY PROCEDURE FOR THE PREPARATION OF TIENAMYCIN DERIVATIVES |
| US4232030A (en) * | 1977-09-15 | 1980-11-04 | Merck & Co., Inc. | Substituted N-methylene derivatives of thienamycin sulfoxide and sulfone |
| DK153486C (en) * | 1978-07-03 | 1988-11-28 | Merck & Co Inc | ANALOGY PROCEDURE FOR THE PREPARATION OF CRYSTALLINIC N-FORMIMIDOYL-THIENAMYCINE MONOHYDRATE |
| EP0044170A1 (en) * | 1980-07-11 | 1982-01-20 | Beecham Group Plc | Beta-lactam antibiotics, their preparation and use |
| CA2089261A1 (en) * | 1990-08-30 | 1992-03-01 | John F.W. Keana | Substituted amidines having high binding to the sigma receptor and the use thereof |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1004670A (en) * | 1963-04-23 | 1965-09-15 | Beecham Res Lab | Penicillins |
| GB1348984A (en) * | 1970-06-16 | 1974-03-27 | Merck & Co Inc | Antibiotics and processes for their production |
| US3950357A (en) * | 1974-11-25 | 1976-04-13 | Merck & Co., Inc. | Antibiotics |
-
1976
- 1976-11-15 NZ NZ182630A patent/NZ182630A/en unknown
- 1976-11-15 IL IL50911A patent/IL50911A/en unknown
- 1976-11-15 AU AU19647/76A patent/AU512383B2/en not_active Expired
- 1976-11-18 FI FI763308A patent/FI62306C/en not_active IP Right Cessation
- 1976-11-18 PH PH19142A patent/PH16714A/en unknown
- 1976-11-18 IE IE2542/76A patent/IE44433B1/en not_active IP Right Cessation
- 1976-11-19 NO NO763958A patent/NO153298C/en unknown
- 1976-11-19 GB GB48240/76A patent/GB1570990A/en not_active Expired
- 1976-11-19 FR FR7634882A patent/FR2332012A1/en active Granted
- 1976-11-19 CH CH1462376A patent/CH632510A5/en not_active IP Right Cessation
- 1976-11-19 ES ES453501A patent/ES453501A1/en not_active Expired
- 1976-11-19 AT AT863476A patent/AT358168B/en active Protection Beyond IP Right Term
- 1976-11-19 NL NLAANVRAGE7612939,A patent/NL189297C/en not_active IP Right Cessation
- 1976-11-19 SE SE7612963A patent/SE427841B/en not_active IP Right Cessation
- 1976-11-19 HU HU76ME2032A patent/HU180865B/en unknown
- 1976-11-19 PT PT65865A patent/PT65865B/en unknown
- 1976-11-19 BG BG034723A patent/BG34037A3/en unknown
- 1976-11-19 CA CA266,186A patent/CA1083577A/en not_active Expired
- 1976-11-19 DD DD7600195868A patent/DD127742A5/en unknown
- 1976-11-19 DE DE19762652679 patent/DE2652679A1/en active Granted
- 1976-11-19 DK DK523576A patent/DK157401C/en not_active IP Right Cessation
- 1976-11-20 PL PL1976193809A patent/PL110937B1/en not_active IP Right Cessation
- 1976-11-20 GR GR52223A patent/GR62072B/en unknown
- 1976-11-21 EG EG76723A patent/EG12261A/en active
-
1980
- 1980-09-26 CH CH725580A patent/CH633800A5/en not_active IP Right Cessation
-
1983
- 1983-03-14 SG SG109/83A patent/SG10983G/en unknown
- 1983-04-08 KE KE3286A patent/KE3286A/en unknown
- 1983-08-18 HK HK296/83A patent/HK29683A/en unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK9A | Patent expired |