KR840004403A - 1-술포-2-아조티디논 유도체의 제조방법 - Google Patents
1-술포-2-아조티디논 유도체의 제조방법 Download PDFInfo
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- KR840004403A KR840004403A KR1019830001836A KR830001836A KR840004403A KR 840004403 A KR840004403 A KR 840004403A KR 1019830001836 A KR1019830001836 A KR 1019830001836A KR 830001836 A KR830001836 A KR 830001836A KR 840004403 A KR840004403 A KR 840004403A
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- 238000000034 method Methods 0.000 title claims 7
- -1 carbamoylamino, N-sulfocarbamoylamino, carbamoyl Chemical group 0.000 claims 17
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 17
- 150000002148 esters Chemical class 0.000 claims 16
- 150000003839 salts Chemical class 0.000 claims 12
- 125000003277 amino group Chemical group 0.000 claims 11
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 7
- CDFGMYLBUSYTKQ-UHFFFAOYSA-N 2-oxoazetidine-1-sulfonic acid Chemical class OS(=O)(=O)N1CCC1=O CDFGMYLBUSYTKQ-UHFFFAOYSA-N 0.000 claims 5
- 125000000623 heterocyclic group Chemical group 0.000 claims 5
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 5
- 125000006239 protecting group Chemical group 0.000 claims 5
- 125000004423 acyloxy group Chemical group 0.000 claims 4
- 125000003545 alkoxy group Chemical group 0.000 claims 4
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 4
- 125000005278 alkyl sulfonyloxy group Chemical group 0.000 claims 4
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 4
- 125000004442 acylamino group Chemical group 0.000 claims 3
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 3
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims 3
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 3
- 150000001875 compounds Chemical class 0.000 claims 3
- 150000007970 thio esters Chemical class 0.000 claims 3
- 239000000969 carrier Substances 0.000 claims 2
- 125000001475 halogen functional group Chemical group 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 125000003396 thiol group Chemical class [H]S* 0.000 claims 2
- 239000004480 active ingredient Substances 0.000 claims 1
- 125000002252 acyl group Chemical group 0.000 claims 1
- 230000000845 anti-microbial effect Effects 0.000 claims 1
- 239000004599 antimicrobial Substances 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 239000003781 beta lactamase inhibitor Substances 0.000 claims 1
- 229940126813 beta-lactamase inhibitor Drugs 0.000 claims 1
- 230000003115 biocidal effect Effects 0.000 claims 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 238000009472 formulation Methods 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 231100000252 nontoxic Toxicity 0.000 claims 1
- 230000003000 nontoxic effect Effects 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims 1
- 229940126085 β‑Lactamase Inhibitor Drugs 0.000 claims 1
- 238000010586 diagram Methods 0.000 description 1
- 238000000634 powder X-ray diffraction Methods 0.000 description 1
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- 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
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- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/587—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with aliphatic hydrocarbon radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms, said aliphatic radicals being substituted in the alpha-position to the ring by a hetero atom, e.g. with m >= 0, Z being a singly or a doubly bound hetero atom
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- 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
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- 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
- C07D205/085—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 with a nitrogen atom directly attached in position 3
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
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- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
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- C07F7/10—Compounds having one or more C—Si linkages containing nitrogen having a Si-N linkage
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
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Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
제1도는 생성물의 분말 X-선 회절형식을 나타내는 도면이다.
Claims (11)
- 일반식[상기식중 Ra는 -COQ0(Q0는 임의로 보호 또는 치환될 수 있는 아미노기 임), -COQ5(Q5는 임의로 보호될 수 있는 히드록실기 임), -(CH2)na -R4a(na는 1∼3의 정수이고, R4a는 수소원자 또는 카르바모일아미노, N-술포카르바모일아미노, 카르바모일, 카르바모일옥시, N-술포키르바모일옥시, 할로알킬카르보닐카르바모일옥시, 알킬술포닐옥시, 피리디니오, 알콕시, 알킬술포닐, 알킬술포닐, 할로겐알킬카르보닐옥시, 히드록실, 알콕시카르보닐, 아실옥시, 1-알콕시이미노알킬, 알킬카르보닐 또는 아실아미노기임) 또는 질소함유 복소환기이며, R1은 임의로 아실화 또는 보호될 수 있는 아미노기이고 X는 수소원자 또는 메톡시기이다]의 화합물 또는 그의 염 또는 에스테르를 술폰화하고 필요시 보호기를 제거함을 특징으로 하는 일반식(상기식중 모든 기호는 상술한 바와 같다)의 1-술포-2-옥소아제티딘 유도체 또는 그의 염 또는 에스테르의 제조방법.
- 일반식[상기식중 Ra는 -COQo(Qo는 임의로 보호 또는 치환될 수 있는 아미노기 임), -COQ5(Q5는 임의로 보호될 수 있는 히드록실기 임), -(CH2)na -R4a(na는 1∼3의 정수이고, R4a는 수소원자 또는 카르바모일아미노, N-술포카르바모일아미노, 카르바모일, 카르바모일옥시, N-술포카르바모일옥시, 할로알킬카르보닐카르바모일옥시, 알킬술포닐옥시, 피리디니오, 알콕시, 알킬술피닐, 알킬술포닐할게노알킬카르보닐옥시, 히드록실알콕시카르보닐, 아실옥시, 1-알콕시이미노알킬, 알킬카르보닐 또는 아실아미노기 임) 또는 질소함유 복소환기이고, R1은 아실화된 아미노기이며, X는 수소원자 또는 메톡시기이다]의 화합물 또는 그의 염 또는 에스테르를 아실화하고 필요시 보호기를 제거함을 특징으로 하는 일반식(상기식중 모든 기호는 상술한 바와 같다)의 1-술포-2-옥소아제티딘 유도체 또는 그의 염 또는 에스테르의 제조방법.
- 제1항에 있어서, (3S,4S)-배위를 가진 일반식(상기식중 R´는 수소원자 또는 저급알킬기이고 R″는 수소원자 또는 에스테르잔기 임)의 1-술포-2-아제티디는 유도체 또는 그의 염 또는 에스테르가 일반식(식중 R´ 및 R″는 상술한 바와 같은 R´″는 아미노 호기 임)의 화합물 또는 그의 염을 술폰화하고 보호기 및 필요시 에스테르 잔기를 제거함으로써 제조됨을 특징으로 하는 방법.
- 제2항에 있어서, (3S,4S)-배위를 가진 일반식(상기식중 R´는 수소원자 또는 저급알킬기이고 R″는 수소원자 또는 에스테르잔기 임)의 1-술포-2-아제티디논 유도체 또는 그의 염 또는 에스테르가 (3S,4S)-시스-3-아미노-4-카르바모일옥시메틸-2-아제티디논-1-술폰산 또는 그의 염 또는 에스테르의 일반식(식중 R´은 상술한 바와 같고, R″″은 수소원자 또는 아미노 보호기이며 R´″″은 에스테르 잔기임)의 카르복실산 또는 그의 관응적 유도체와 반응시키고 보호기 및 필요시 에스테르잔기를 제거함으로써 제조됨을 특징으로 하는 방법.
- 제4항에 있어서, 관능적 유도체가 활성티오에스테르 유도체임을 특징으로 하는 방법.
- 제5항에 있어서, 활성티오에스테르가 2-벤조티아졸릴티오에스테르임을 특징으로 하는 방법.
- 활성성분으로써 유효량의 일반식[상기식중 Ra는 -COQ0(Q0는 임의로 보호 또는 치환될 수 있는 아미노기 임), -COQ5(Q5는 임의로 보호될 수 있는 히드록실기 임), -(CH2)na -R4a(na는 1∼3의 정수이고, R4a는 수소원자 또는 카르바모일아미노, N-술포카르바모일아미노, 카르바모일, 카르바모일옥시, N-술포카르바모일옥시, 할로알킬카르보닐 카르바모일옥시, 알킬술포닐옥시, 피리디니오, 알콕시, 알킬술피닐, 알킬술포닐, 할로게노알킬카르보닐옥시, 히드록실, 알콕시카르보닐, 아실옥시, 1-알콕시이미노알킬, 알킬카르보닐 또는 아실아미노기 임) 또는 질소함유 복소환기이고, R1은 임의로 아실화 또는 보호될 수 있는 아미노기이며, X는 수소원자 또는 메톡시기이다]의 1-술포-2-옥소아제티딘 유도체 또는 약학적으로 무독인 그의 염 또는 에스테르를 적당한 담체 또는 담체류와 함께 함유하는 항균적제제.
- β-락담 항생물질 및 베타-락타마제 억제인자로써 유효량의 일반식[상기식중 Ra는 -COQ0(Q0는 임의로 보호 또는 치환될 수 있는 아미노기임), -COQ5(Q5는 임의로 보호될 수 있는 히드록실기임), -(CH2)na -R4a(na는 1∼3의 정수이고, R4a는 수소원자 또는 카르바모일아미노, N-술포카르바모일아미노, 카르바모일, 카르바모일옥시, N-술포카르바모일옥시, 할로알킬카르보닐 카르바모일옥시, 알킬술포닐옥시, 피리디니오, 알콕시, 알킬술피닐, 알킬술포닐할, 로게노알킬카르보닐옥시, 히드록실, 알콕시카르보닐, 아실옥시, 1-알콕시이미노알킬, 알킬카르보닐 또는 아실아미노기 임) 또는 질소함유 복소환기이고, R1은 임의로 아실화 또는 보호될 수 있는 아미노기이며 X는 수소원자 또는 메톡시기이다]의 1-술포-2-옥소아제티딘 유도체 또는 약학적으로 무독인 염을 적당한 담체 또는 담체류와 함께 함유하는 항균적 제제.
- 일반식(상기식중 R1d는 임의로 보호될 수 있는 아미노기이며, X는 수소 또는 메톡시이고 n은 0-∼3의 정수이며, R2및 R3는 같거나 서로 다른 것이며 수소, 알킬, 시클로알킬*, 아르알킬*, 아릴*, 복소환*기, 알콕시카르보닐 또는 아실을 나타내거나 R2및 R3가 함께 옥소를 나타내며 이중"*"표시는 같거나 서로 다른 1∼3치환제로 치환될 수 있는 기이다)의 화합물 또는 그의 염 또는 에스테르를 술폰화하고 필요시 보호기를 제거함을 특징으로 하는 일반식(상기식중 R1c는 임의로 보호될 수 있는 아미노기이며 다른 기는 상술한 바와 같다)의 화합물 또는 그의 염 또는 에스테르의 제조방법.
- 일반식[Ⅱ´]의 화합물(상기식중 R´는 수소원자 또는 저급알킬기이며 R″″은 수소원자 또는 아미노보호기이고 R´″″은 에스테르 잔기임)을 티올과 반응시킴을 특징으로 하는 일반식[Ⅱ]´ 화합물의 활성티오에스테르의 제조방법.
- 제10항에 있어서, 티올이 복소환 티올임을 특징으로 하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP73728/82 | 1982-04-30 | ||
| JP57073728A JPS58189176A (ja) | 1982-04-30 | 1982-04-30 | １−スルホ−２−アゼチジノン誘導体およびその製造法 |
| JP57093463A JPS58210061A (ja) | 1982-05-31 | 1982-05-31 | １−スルホ−２−オキソアゼチジン誘導体、その製造法および用途 |
| JP93463/82 | 1982-05-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR840004403A true KR840004403A (ko) | 1984-10-15 |
Family
ID=26414878
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019830001836A KR840004403A (ko) | 1982-04-30 | 1983-04-29 | 1-술포-2-아조티디논 유도체의 제조방법 |
Country Status (22)
| Country | Link |
|---|---|
| EP (1) | EP0093376B2 (ko) |
| KR (1) | KR840004403A (ko) |
| AT (1) | ATE51223T1 (ko) |
| AU (1) | AU564150B2 (ko) |
| CS (1) | CS305383A2 (ko) |
| DD (1) | DD212510B3 (ko) |
| DE (1) | DE3381353D1 (ko) |
| DK (1) | DK161832C (ko) |
| ES (4) | ES8505340A1 (ko) |
| FI (2) | FI831457L (ko) |
| GB (2) | GB2124207B (ko) |
| GR (1) | GR78189B (ko) |
| HU (2) | HU194876B (ko) |
| IL (1) | IL68451A0 (ko) |
| MC (1) | MC1513A1 (ko) |
| MX (1) | MX155085A (ko) |
| NO (2) | NO160581C (ko) |
| NZ (2) | NZ215805A (ko) |
| PH (1) | PH22251A (ko) |
| PT (1) | PT76621B (ko) |
| SU (1) | SU1480763A3 (ko) |
| ZW (1) | ZW9283A1 (ko) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2515182B1 (fr) * | 1981-10-23 | 1986-05-09 | Roussel Uclaf | Nouveaux produits derives de l'acide 3-amino 2-oxo azetidine 1-sulfamique, leur procede de preparation, leur application comme medicaments et les produits intermediaires necessaires a leur preparation |
| FR2558467B2 (fr) * | 1981-10-23 | 1987-03-20 | Roussel Uclaf | Nouveau produit derive de l'acide 3-amino 2-oxo azetidine 1-sulfamique, son procede de preparation, son application comme medicament et un produit intermediaire necessaire a sa preparation |
| US4501697A (en) * | 1983-06-17 | 1985-02-26 | E. R. Squibb & Sons, Inc. | 4-[[(Amidomethyl)oxy]methyl]-2-oxo-1-azetidinesulfonic acid salts |
| EP0151411A1 (de) * | 1984-02-03 | 1985-08-14 | F. HOFFMANN-LA ROCHE & CO. Aktiengesellschaft | Antibakterielle Komposition |
| US4883869A (en) * | 1984-12-20 | 1989-11-28 | The Upjohn Company | Novel beta-lactams containing amino acid substituents |
| DE3587308T2 (de) * | 1984-12-20 | 1993-08-19 | Upjohn Co | Monobactame. |
| US4684722A (en) * | 1986-01-06 | 1987-08-04 | E. R. Squibb & Sons, Inc. | Monosulfactams |
| GB8614710D0 (en) * | 1986-06-17 | 1986-07-23 | Ici Plc | Process |
| US5194604A (en) * | 1990-06-29 | 1993-03-16 | E. R. Squibb & Sons, Inc. | Process and intermediates for beta-lactams having aminothiazole(iminooxyacetic acid)acetic acid sidechains |
| IT1244699B (it) * | 1991-02-01 | 1994-08-08 | Luso Farmaco Inst | Processo per la preparazione di acidi 3 acilammino-4- carbamoilossimetil-2-azetidinone-l-solfonici ed intermedi per la loro preparazione |
| AU4133697A (en) * | 1996-09-23 | 1998-04-14 | Synphar Laboratories, Inc. | 3,4-disubstituted azetidin-2-one derivatives useful as cysteine proteinase regulators |
| AT406773B (de) | 1998-04-02 | 2000-08-25 | Biochemie Gmbh | Neues salz von 7-(2-(aminothiazol-4yl)-2- |
| ES2719136T3 (es) | 2014-03-24 | 2019-07-08 | Novartis Ag | Compuestos orgánicos de monobactam para el tratamiento de infecciones bacterianas |
| KR20180054816A (ko) | 2015-09-23 | 2018-05-24 | 노파르티스 아게 | 모노박탐 항생제의 염 및 고체 형태 |
| WO2019026004A2 (en) | 2017-08-02 | 2019-02-07 | Novartis Ag | CHEMICAL PROCESS FOR THE PREPARATION OF ANTIBIOTIC MONOBACTAM AND ITS INTERMEDIATES |
| CN111303144B (zh) * | 2019-12-13 | 2020-11-27 | 苏州信诺维医药科技有限公司 | 一种治疗细菌感染的化合物 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ205240A (en) * | 1980-02-07 | 1984-07-31 | Squibb & Sons Inc | Sulphonamide derivatives,being starting materials for producing beta-lactams |
| NL8100539A (nl) * | 1980-02-12 | 1981-09-01 | Rhone Poulenc Ind | Nieuwe thiolesters, de bereiding daarvan en hun gebruik bij syntheses. |
| WO1982001873A1 (en) * | 1980-12-05 | 1982-06-10 | Takeda Chemical Industries Ltd | 1-sulfo-2-oxoazetidine derivatives and process for their preparation |
| MX7096E (es) * | 1980-12-05 | 1987-06-19 | Takeda Chemical Industries Ltd | Metodo para preparacion de derivados de 2-oxoazetidina |
| CA1262128A (en) * | 1981-08-27 | 1989-10-03 | Christian N. Hubschwerlen | .beta.-lactams |
| DE3377061D1 (en) * | 1982-06-03 | 1988-07-21 | Hoffmann La Roche | Process for the preparation of 1-sulfo-2-oxoazetidine derivatives |
-
1983
- 1983-04-12 AU AU13445/83A patent/AU564150B2/en not_active Ceased
- 1983-04-19 GB GB08310520A patent/GB2124207B/en not_active Expired
- 1983-04-21 IL IL68451A patent/IL68451A0/xx unknown
- 1983-04-22 ZW ZW92/83A patent/ZW9283A1/xx unknown
- 1983-04-26 EP EP83104061A patent/EP0093376B2/en not_active Expired - Lifetime
- 1983-04-26 DE DE8383104061T patent/DE3381353D1/de not_active Expired - Fee Related
- 1983-04-26 AT AT83104061T patent/ATE51223T1/de not_active IP Right Cessation
- 1983-04-28 DK DK188983A patent/DK161832C/da not_active IP Right Cessation
- 1983-04-28 NZ NZ215805A patent/NZ215805A/en unknown
- 1983-04-28 GR GR71251A patent/GR78189B/el unknown
- 1983-04-28 SU SU833590552A patent/SU1480763A3/ru active
- 1983-04-28 NZ NZ204039A patent/NZ204039A/en unknown
- 1983-04-28 FI FI831457A patent/FI831457L/fi not_active Application Discontinuation
- 1983-04-29 DD DD83250410A patent/DD212510B3/xx not_active IP Right Cessation
- 1983-04-29 HU HU831486A patent/HU194876B/hu not_active IP Right Cessation
- 1983-04-29 KR KR1019830001836A patent/KR840004403A/ko not_active Application Discontinuation
- 1983-04-29 CS CS833053A patent/CS305383A2/cs unknown
- 1983-04-29 HU HU882264A patent/HU199115B/hu not_active IP Right Cessation
- 1983-04-29 NO NO831514A patent/NO160581C/no unknown
- 1983-04-29 MX MX8483A patent/MX155085A/es unknown
- 1983-04-29 ES ES521954A patent/ES8505340A1/es not_active Expired
- 1983-04-29 PT PT76621A patent/PT76621B/pt unknown
- 1983-04-29 MC MC831631A patent/MC1513A1/xx unknown
- 1983-12-30 ES ES528562A patent/ES8607924A1/es not_active Expired
-
1984
- 1984-08-03 PH PH31065A patent/PH22251A/en unknown
-
1985
- 1985-04-09 GB GB08509070A patent/GB2156350B/en not_active Expired
- 1985-06-01 ES ES543809A patent/ES8609236A1/es not_active Expired
-
1986
- 1986-02-13 ES ES551942A patent/ES8800186A1/es not_active Expired
-
1987
- 1987-03-10 NO NO870981A patent/NO870981D0/no unknown
-
1988
- 1988-04-05 FI FI881563A patent/FI881563A/fi not_active Application Discontinuation
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