FI70220B - Foerfarande foer framstaellning av en ny som antibakteriellt medel anvaendbara alfa-substituerad ureidobensylpenicillansyra - Google Patents
Foerfarande foer framstaellning av en ny som antibakteriellt medel anvaendbara alfa-substituerad ureidobensylpenicillansyra Download PDFInfo
- Publication number
- FI70220B FI70220B FI812395A FI812395A FI70220B FI 70220 B FI70220 B FI 70220B FI 812395 A FI812395 A FI 812395A FI 812395 A FI812395 A FI 812395A FI 70220 B FI70220 B FI 70220B
- Authority
- FI
- Finland
- Prior art keywords
- acid
- formula
- group
- hydroxyl
- compound
- Prior art date
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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
- C07D499/21—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 with a nitrogen atom directly attached in position 6 and 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
- C07D499/44—Compounds with an amino radical acylated by carboxylic acids, attached in position 6
- C07D499/48—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical
- C07D499/58—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical substituted in alpha-position to the carboxamido radical
- C07D499/64—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical substituted in alpha-position to the carboxamido radical by nitrogen atoms
- C07D499/68—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical substituted in alpha-position to the carboxamido radical by nitrogen atoms with aromatic rings as additional substituents on the carbon chain
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Oncology (AREA)
- Pharmacology & Pharmacy (AREA)
- Communicable Diseases (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cephalosporin Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
Claims (7)
1. Förfarande för framställning av en ny, som antibakteriellt medel användbarc*-substituerad ureidobensyl-5 penicillansyra med formeln (I): HO—C // CO-N-CONH-CH-CONH —I-S S''V'CH3 (I) „ -^ί Λ I1 väri R^ är väte eller hydroxyl, X är en C _I.-alkyl och Y är 2. b 3 15 en substituent för X och Y är -OR , -CN, -COOR , -fl—J eller 2 i vilka R är väte, en C^_^-alkyl, en C^^-alkanoyl eller en 20 C2_^-alkyl, som är substituerad med en hydroxylgrupp, R^ är en C^_4~alkyl, n är 2, dä Y är -OR2, och 1, dä Y är nägon av de andra grupperna, eller för framställning av ett farmaceutiskt godtagbart sait därav, kännetecknat därav, att 25 a) enc<-substituerad ureidofenylättiksyra med formeln (II) : R6 \ λ-CON-CONH-CH-COOH (II) - i- 6 I11 väri R** är väte, hydroxyl eller en skyddad hydroxylgrupp, R^ är hydroxyl eller en skyddad hydroxylgrupp, Y* är 35 antingen samma som Y i formeln (I) eller Y, som innehäller en skyddad hydroxyl- eller karboxylgrupp och X är samma som X i formeln (I), eller ett reaktivt derivat därav, bringas 38 70220 att reagera med en 6-aminopenicillansyra med formeln (III) : S ch3 5 “2ΝΊ ( YCH, 11111 -N -^ 3 O COOR väri R7 är väte eller en skyddsgrupp, eller ett reaktivt derivat därav, i ett inert organiskt lösningsmedel, och 10 skyddsgruppen, om en sädan finns i R^, R8, R7 eller Y^, avlägsnas, eller b) en N-bensoylkarbaminsyrahalogenid med formeln (IV):
15 R8--CON-CO-Z (IV) Ji/ I 2 R y 8. väri R är en skyddad hydroxylgrupp, Y är antingen samma 20 som Y i formeln (I) eller Y, som innehäller en skyddad hydroxyl- eller karboxylgrupp, och Z är en halogen, bringas att reagera med ett<X-aminobensylpenicillin med formeln (V):
25 H2N-CH-CONH^-N<CH3 J-N -\CH3 _ (V) Γ J O COOR7 T1 11 7 30 väri R och R anger samma som ovan, eller ett reaktivt derivat därav, i ett organiskt lösningsmedel, och varje skyddsgrupp som är närvarande i den erhällna produkten avlägsnas, och om s& Önskas, omvandlas den erhällna föreningen till 35 ett salt.
2. Förfarande enligt patentkravet 1 (a), känne-t e c k n a t därav, att en syrahalogenid av denO<.- II
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10677580 | 1980-08-05 | ||
| JP10677580A JPS5732289A (en) | 1980-08-05 | 1980-08-05 | Alpha-substituted ureidobenzylpenicillin |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI812395L FI812395L (fi) | 1982-02-06 |
| FI70220B true FI70220B (fi) | 1986-02-28 |
| FI70220C FI70220C (fi) | 1986-09-15 |
Family
ID=14442271
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI812395A FI70220C (fi) | 1980-08-05 | 1981-07-31 | Foerfarande foer framstaellning av en ny som antibakteriellt medel anvaendbara alfa-substituerad ureidobensylpenicillansyra |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US4355038A (sv) |
| EP (1) | EP0045523B1 (sv) |
| JP (1) | JPS5732289A (sv) |
| KR (2) | KR850000049B1 (sv) |
| AT (1) | ATE10635T1 (sv) |
| AU (1) | AU542522B2 (sv) |
| CA (1) | CA1203530A (sv) |
| DE (1) | DE3167610D1 (sv) |
| DK (1) | DK159272C (sv) |
| FI (1) | FI70220C (sv) |
| IL (1) | IL63456A (sv) |
| MX (1) | MX6943E (sv) |
| NO (1) | NO158300C (sv) |
| ZA (1) | ZA815222B (sv) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5810585A (ja) * | 1981-07-10 | 1983-01-21 | Chugai Pharmaceut Co Ltd | α−置換ウレイドベンジルペニシラン酸 |
| GB2168975A (en) * | 1984-12-20 | 1986-07-02 | Procter & Gamble | Amides and compositions thereof having anti-inflammatory and analgesic activity |
| JPH06159622A (ja) * | 1992-11-19 | 1994-06-07 | Miura Kenkyusho:Kk | 燃焼ガス自己循環式気化燃焼バーナ |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IE32700B1 (en) | 1968-02-03 | 1973-10-31 | Beecham Group Ltd | Penicillins |
| GB1250611A (sv) | 1968-02-03 | 1971-10-20 | ||
| DE1770620A1 (de) | 1968-06-12 | 1971-11-11 | Bayer Ag | Neue Penicilline |
| US3939149A (en) * | 1970-05-25 | 1976-02-17 | Bayer Aktiengesellschaft | Ureidoacetamido-penicillins |
| US3959258A (en) * | 1970-05-25 | 1976-05-25 | Bayer Aktiengesellschaft | Ureidoacetamido-penicillins |
| US3974140A (en) * | 1970-05-25 | 1976-08-10 | Bayer Aktiengesellschaft | Ureidoacetamido-penicillins |
| US3936442A (en) * | 1970-05-25 | 1976-02-03 | Bayer Aktiengesellschaft | Unreidoacetamido-penicilins |
| US4016282A (en) * | 1970-05-25 | 1977-04-05 | Bayer Aktiengesellschaft | Ureidoacetamido-penicillins |
| US3978223A (en) * | 1970-05-25 | 1976-08-31 | Bayer Aktiengesellschaft | Ureidoacetamido-penicillins for treating bacterial infections |
| CH562249A5 (sv) | 1970-05-25 | 1975-05-30 | Bayer Ag | |
| US3933795A (en) * | 1970-05-25 | 1976-01-20 | Hans-Bodo Konig | Ureidoacetamido-penicillins |
| US3980792A (en) * | 1970-05-25 | 1976-09-14 | Bayer Aktiengesellschaft | Ureidoacetamido-penicillins |
| GB1433131A (en) * | 1972-03-13 | 1976-04-22 | Astra Laekemedel Ab | Penicillins |
| DE2258973A1 (de) | 1972-12-01 | 1974-06-06 | Bayer Ag | Penicilline, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel |
| GB1562802A (en) | 1976-06-26 | 1980-03-19 | Beecham Group Ltd | Pharmaceutical compositions containing containing clavulanic acid |
| JPS54163590A (en) * | 1978-06-13 | 1979-12-26 | Chugai Pharmaceutical Co Ltd | Penicilunic acid derivative and salt thereof |
| JPS5524135A (en) * | 1978-08-11 | 1980-02-21 | Chugai Pharmaceut Co Ltd | Penicillin derivative and its preparation |
| CA1133896A (en) * | 1978-05-26 | 1982-10-19 | Nobuhiro Oi | Penicillanic acid derivative and process for preparing the same |
| JPS54154782A (en) * | 1978-05-26 | 1979-12-06 | Chugai Pharmaceut Co Ltd | Penicillin derivative and its salt |
| US4240960A (en) * | 1979-03-19 | 1980-12-23 | Bristol-Myers Company | Trimethylsilyl substituted penicillins |
| JPS5583789A (en) | 1978-12-18 | 1980-06-24 | Bristol Myers Co | Preparation of penicillin |
-
1980
- 1980-08-05 JP JP10677580A patent/JPS5732289A/ja active Granted
-
1981
- 1981-07-29 ZA ZA815222A patent/ZA815222B/xx unknown
- 1981-07-29 IL IL63456A patent/IL63456A/xx unknown
- 1981-07-29 AU AU73549/81A patent/AU542522B2/en not_active Ceased
- 1981-07-30 US US06/288,402 patent/US4355038A/en not_active Expired - Fee Related
- 1981-07-31 DK DK343481A patent/DK159272C/da not_active IP Right Cessation
- 1981-07-31 FI FI812395A patent/FI70220C/fi not_active IP Right Cessation
- 1981-08-03 NO NO812630A patent/NO158300C/no unknown
- 1981-08-03 KR KR1019810002807A patent/KR850000049B1/ko active
- 1981-08-04 CA CA000383181A patent/CA1203530A/en not_active Expired
- 1981-08-05 AT AT81106149T patent/ATE10635T1/de not_active IP Right Cessation
- 1981-08-05 MX MX819591U patent/MX6943E/es unknown
- 1981-08-05 DE DE8181106149T patent/DE3167610D1/de not_active Expired
- 1981-08-05 EP EP81106149A patent/EP0045523B1/en not_active Expired
-
1984
- 1984-08-21 KR KR1019840005041A patent/KR850000048B1/ko not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5732289A (en) | 1982-02-20 |
| CA1203530A (en) | 1986-04-22 |
| FI812395L (fi) | 1982-02-06 |
| DE3167610D1 (en) | 1985-01-17 |
| IL63456A (en) | 1984-12-31 |
| FI70220C (fi) | 1986-09-15 |
| DK159272C (da) | 1991-02-18 |
| NO812630L (no) | 1982-02-08 |
| EP0045523B1 (en) | 1984-12-05 |
| US4355038A (en) | 1982-10-19 |
| EP0045523A1 (en) | 1982-02-10 |
| DK343481A (da) | 1982-02-06 |
| NO158300C (no) | 1988-08-17 |
| AU542522B2 (en) | 1985-02-21 |
| DK159272B (da) | 1990-09-24 |
| ATE10635T1 (de) | 1984-12-15 |
| KR850000049B1 (ko) | 1985-02-14 |
| MX6943E (es) | 1986-12-17 |
| ZA815222B (en) | 1982-08-25 |
| JPH0118916B2 (sv) | 1989-04-07 |
| AU7354981A (en) | 1982-02-11 |
| NO158300B (no) | 1988-05-09 |
| IL63456A0 (en) | 1981-10-30 |
| KR850000048B1 (ko) | 1985-02-14 |
| KR830006306A (ko) | 1983-09-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM | Patent lapsed |
Owner name: CHUGAI SEIYAKU KABUSHIKI KAISHA |