KR840005148A - 페니실린 유도체 및 그의 제조방법 - Google Patents
페니실린 유도체 및 그의 제조방법 Download PDFInfo
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- KR840005148A KR840005148A KR1019830002737A KR830002737A KR840005148A KR 840005148 A KR840005148 A KR 840005148A KR 1019830002737 A KR1019830002737 A KR 1019830002737A KR 830002737 A KR830002737 A KR 830002737A KR 840005148 A KR840005148 A KR 840005148A
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- alkyl
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- benzyl
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- 150000002960 penicillins Chemical class 0.000 title claims 4
- 238000002360 preparation method Methods 0.000 title 1
- -1 acetylene compound Chemical class 0.000 claims 16
- 125000000217 alkyl group Chemical group 0.000 claims 13
- 150000003839 salts Chemical class 0.000 claims 9
- 239000003814 drug Substances 0.000 claims 7
- 229910052739 hydrogen Inorganic materials 0.000 claims 7
- 239000001257 hydrogen Substances 0.000 claims 7
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 7
- 239000003782 beta lactam antibiotic agent Substances 0.000 claims 4
- 239000002132 β-lactam antibiotic Substances 0.000 claims 4
- 229940124586 β-lactam antibiotics Drugs 0.000 claims 4
- 125000006705 (C5-C7) cycloalkyl group Chemical group 0.000 claims 3
- 229930182555 Penicillin Natural products 0.000 claims 3
- 125000005079 alkoxycarbonylmethyl group Chemical group 0.000 claims 3
- 125000004849 alkoxymethyl group Chemical group 0.000 claims 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 3
- 150000001875 compounds Chemical class 0.000 claims 3
- ZZVUWRFHKOJYTH-UHFFFAOYSA-N diphenhydramine Chemical group C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 ZZVUWRFHKOJYTH-UHFFFAOYSA-N 0.000 claims 3
- 125000005843 halogen group Chemical group 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 125000005633 phthalidyl group Chemical group 0.000 claims 3
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims 3
- YNEJMXAHJJVUTL-UHFFFAOYSA-N 1-chloro-2,3-dimethylsiline Chemical compound CC1=CC=C[Si](Cl)=C1C YNEJMXAHJJVUTL-UHFFFAOYSA-N 0.000 claims 2
- 208000035143 Bacterial infection Diseases 0.000 claims 2
- 229930186147 Cephalosporin Natural products 0.000 claims 2
- 241000124008 Mammalia Species 0.000 claims 2
- RJQXTJLFIWVMTO-TYNCELHUSA-N Methicillin Chemical compound COC1=CC=CC(OC)=C1C(=O)N[C@@H]1C(=O)N2[C@@H](C(O)=O)C(C)(C)S[C@@H]21 RJQXTJLFIWVMTO-TYNCELHUSA-N 0.000 claims 2
- 229960003022 amoxicillin Drugs 0.000 claims 2
- LSQZJLSUYDQPKJ-NJBDSQKTSA-N amoxicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=C(O)C=C1 LSQZJLSUYDQPKJ-NJBDSQKTSA-N 0.000 claims 2
- 229960000723 ampicillin Drugs 0.000 claims 2
- AVKUERGKIZMTKX-NJBDSQKTSA-N ampicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=CC=C1 AVKUERGKIZMTKX-NJBDSQKTSA-N 0.000 claims 2
- XMQVYNAURODYCQ-SLFBBCNNSA-N apalcillin Chemical compound C1([C@@H](NC(=O)C=2C(=C3N=CC=CC3=NC=2)O)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=CC=C1 XMQVYNAURODYCQ-SLFBBCNNSA-N 0.000 claims 2
- 229950001979 apalcillin Drugs 0.000 claims 2
- 229960002699 bacampicillin Drugs 0.000 claims 2
- PFOLLRNADZZWEX-FFGRCDKISA-N bacampicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@@H]3N(C2=O)[C@H](C(S3)(C)C)C(=O)OC(C)OC(=O)OCC)=CC=CC=C1 PFOLLRNADZZWEX-FFGRCDKISA-N 0.000 claims 2
- 208000022362 bacterial infectious disease Diseases 0.000 claims 2
- 229960003669 carbenicillin Drugs 0.000 claims 2
- FPPNZSSZRUTDAP-UWFZAAFLSA-N carbenicillin Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)C(C(O)=O)C1=CC=CC=C1 FPPNZSSZRUTDAP-UWFZAAFLSA-N 0.000 claims 2
- 229960000717 carindacillin Drugs 0.000 claims 2
- JIRBAUWICKGBFE-MNRDOXJOSA-N carindacillin Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)C(C(=O)OC=1C=C2CCCC2=CC=1)C1=CC=CC=C1 JIRBAUWICKGBFE-MNRDOXJOSA-N 0.000 claims 2
- UOCJDOLVGGIYIQ-PBFPGSCMSA-N cefatrizine Chemical compound S([C@@H]1[C@@H](C(N1C=1C(O)=O)=O)NC(=O)[C@H](N)C=2C=CC(O)=CC=2)CC=1CSC=1C=NNN=1 UOCJDOLVGGIYIQ-PBFPGSCMSA-N 0.000 claims 2
- 229960002420 cefatrizine Drugs 0.000 claims 2
- 229960001139 cefazolin Drugs 0.000 claims 2
- MLYYVTUWGNIJIB-BXKDBHETSA-N cefazolin Chemical compound S1C(C)=NN=C1SCC1=C(C(O)=O)N2C(=O)[C@@H](NC(=O)CN3N=NN=C3)[C@H]2SC1 MLYYVTUWGNIJIB-BXKDBHETSA-N 0.000 claims 2
- 229940124587 cephalosporin Drugs 0.000 claims 2
- 150000001780 cephalosporins Chemical class 0.000 claims 2
- HGBLNBBNRORJKI-WCABBAIRSA-N cyclacillin Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)C1(N)CCCCC1 HGBLNBBNRORJKI-WCABBAIRSA-N 0.000 claims 2
- 229960004244 cyclacillin Drugs 0.000 claims 2
- 229960003884 hetacillin Drugs 0.000 claims 2
- DXVUYOAEDJXBPY-NFFDBFGFSA-N hetacillin Chemical compound C1([C@@H]2C(=O)N(C(N2)(C)C)[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=CC=C1 DXVUYOAEDJXBPY-NFFDBFGFSA-N 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 229960003085 meticillin Drugs 0.000 claims 2
- 229960000198 mezlocillin Drugs 0.000 claims 2
- YPBATNHYBCGSSN-VWPFQQQWSA-N mezlocillin Chemical compound N([C@@H](C(=O)N[C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C=1C=CC=CC=1)C(=O)N1CCN(S(C)(=O)=O)C1=O YPBATNHYBCGSSN-VWPFQQQWSA-N 0.000 claims 2
- LSQZJLSUYDQPKJ-UHFFFAOYSA-N p-Hydroxyampicillin Natural products O=C1N2C(C(O)=O)C(C)(C)SC2C1NC(=O)C(N)C1=CC=C(O)C=C1 LSQZJLSUYDQPKJ-UHFFFAOYSA-N 0.000 claims 2
- 229960002292 piperacillin Drugs 0.000 claims 2
- WCMIIGXFCMNQDS-IDYPWDAWSA-M piperacillin sodium Chemical compound [Na+].O=C1C(=O)N(CC)CCN1C(=O)N[C@H](C=1C=CC=CC=1)C(=O)N[C@@H]1C(=O)N2[C@@H](C([O-])=O)C(C)(C)S[C@@H]21 WCMIIGXFCMNQDS-IDYPWDAWSA-M 0.000 claims 2
- 229960004659 ticarcillin Drugs 0.000 claims 2
- OHKOGUYZJXTSFX-KZFFXBSXSA-N ticarcillin Chemical compound C=1([C@@H](C(O)=O)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)C=CSC=1 OHKOGUYZJXTSFX-KZFFXBSXSA-N 0.000 claims 2
- PPDADIYYMSXQJK-UHFFFAOYSA-N trichlorosilicon Chemical group Cl[Si](Cl)Cl PPDADIYYMSXQJK-UHFFFAOYSA-N 0.000 claims 2
- JETQIUPBHQNHNZ-NJBDSQKTSA-N (2s,5r,6r)-3,3-dimethyl-7-oxo-6-[[(2r)-2-phenyl-2-sulfoacetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid Chemical compound C1([C@H](C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)S(O)(=O)=O)=CC=CC=C1 JETQIUPBHQNHNZ-NJBDSQKTSA-N 0.000 claims 1
- JWCSIUVGFCSJCK-CAVRMKNVSA-N Disodium Moxalactam Chemical compound N([C@]1(OC)C(N2C(=C(CSC=3N(N=NN=3)C)CO[C@@H]21)C(O)=O)=O)C(=O)C(C(O)=O)C1=CC=C(O)C=C1 JWCSIUVGFCSJCK-CAVRMKNVSA-N 0.000 claims 1
- LRUUNMYPIBZBQH-UHFFFAOYSA-N Methazole Chemical compound O=C1N(C)C(=O)ON1C1=CC=C(Cl)C(Cl)=C1 LRUUNMYPIBZBQH-UHFFFAOYSA-N 0.000 claims 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims 1
- 125000001231 benzoyloxy group Chemical group C(C1=CC=CC=C1)(=O)O* 0.000 claims 1
- CZTQZXZIADLWOZ-CRAIPNDOSA-N cefaloridine Chemical compound O=C([C@@H](NC(=O)CC=1SC=CC=1)[C@H]1SC2)N1C(C(=O)[O-])=C2C[N+]1=CC=CC=C1 CZTQZXZIADLWOZ-CRAIPNDOSA-N 0.000 claims 1
- 229960003866 cefaloridine Drugs 0.000 claims 1
- XIURVHNZVLADCM-IUODEOHRSA-N cefalotin Chemical compound N([C@H]1[C@@H]2N(C1=O)C(=C(CS2)COC(=O)C)C(O)=O)C(=O)CC1=CC=CS1 XIURVHNZVLADCM-IUODEOHRSA-N 0.000 claims 1
- 229960000603 cefalotin Drugs 0.000 claims 1
- OLVCFLKTBJRLHI-AXAPSJFSSA-N cefamandole Chemical compound CN1N=NN=C1SCC1=C(C(O)=O)N2C(=O)[C@@H](NC(=O)[C@H](O)C=3C=CC=CC=3)[C@H]2SC1 OLVCFLKTBJRLHI-AXAPSJFSSA-N 0.000 claims 1
- 229960003012 cefamandole Drugs 0.000 claims 1
- 230000032050 esterification Effects 0.000 claims 1
- 238000005886 esterification reaction Methods 0.000 claims 1
- 238000005755 formation reaction Methods 0.000 claims 1
- 229960000433 latamoxef Drugs 0.000 claims 1
- 229940049954 penicillin Drugs 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 229960004932 sulbenicillin Drugs 0.000 claims 1
- 238000005809 transesterification reaction Methods 0.000 claims 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
- C07D499/86—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 only atoms other than nitrogen atoms 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
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- 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
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (3)
- 상기 구조식(I)로 나타내지며, R4가 페니실린 카르복실 보호기인 화합물을 구조식 R5OOCC≡CCOOR6으로 나타내지며, R5및 R6가 동일하거나 상이하며, 수소, C1-8알킬, 모노니트로-치환 벤질인 아세틸렌 화합물과 반응시키고, 필요하면 디에스테르화후의 에스테르화, 에스테르교환 반응 및 염형성 반응을 포함하는 하기 구조식(Ⅱ)로 나타내지는 페니실린 유도체의 제조방법.여기서 R1및 R2는 각각 동일 또는 상이하며, 수소, C1-18알킬, 모노니트로-치환벤질 또는 약제로 가능한 염을 형성하는 기이고, R3는 수소, C1-6알킬, C2-7알콕시메틸, C3-8알킬카르보닐옥시메틸, C4-9알킬카르보닐옥시에틸, (C5-7사이클로알킬)카르보닐옥시메틸, C9-14벤질카르보닐옥시알킬, C3-8알콕시카르보닐메틸, C4-9알콕시카르보닐에틸, 프탈리딜, 크로토노락톤-4-일,-부티로락톤-4-일, 1~3개의 할로겐 원자로 치환된 할로겐화된 C1-6알킬, C1-6알콕시- 또는 니트로-치환 또는 디치환벤질, 벤즈히드릴, 테트라히드로피라닐, 디메틸아미노에틸, 디메틸클로로실, 릴트리클로로실릴, (5-치환 C1-6알킬 또는 페닐 또는 미치환 2-옥소-1,3-디옥소덴-4-일)메틸, C8-13벤조일 옥시알킬 및 약제로 가능한 염을 형성하는 기로 구성된 군 중에서 선택된다.
- (A) β-락탐항생제 및 (B)하기 구조식(Ⅱ)의 화합물을 함유하고, (A)/(B)의 중량비가 0.1~10이며, 상기 β-락탐 항생제가 암피실린, 아목시실린, 헤타실린, 시클라실린, 메실리남, 카르베니실린, 설베니실린, 티카르실린, 피페라실린, 아팔실린, 메티실린, 메즐로실린, 바캄피실린, 카린다실린, 탈암피실린, 카르페실린 및 피브메실리남 등의 페니실린:세파로리딘, 세라로린, 세파리린, 세파세트릴, 세파졸린, 세파렉신, 세프라딘, 세포티암, 세파만돌, 세푸록심, 세폭시틴, 세프메타졸, 세프술로딘, 세포페라존, 세포탁심, 세프티족심, 세프메녹심, 라타목세프, 세파클로르, 세프록사딘, 세파트리진, 세파드록실 및 세파로글리신 등의 세파로스포린:및 약제로 가능한 그들의 염으로 구성된 군에서 선택되는 것을 특징으로 하는 포유 동물의 박테리아 감염을 치료 하는데 유용한 약제 조성물.여기서 R1및 R2는 각각 동일 또는 상이하며 수소, C1-6알킬, 모노니트로-치환벤질 또는 약제로 가능한 염을 형성하는 기이고, R3는 수소, C1-6알킬, C2-7알콕시메틸, C3-8알킬카르보닐옥시메틸,C4-9알킬카르보닐옥시에틸, (C5-7사이클로알킬)카르보닐옥시메틸, C9-14벤질카르보닐옥시알킬, C3-8알콕시카르보닐메틸, C4-9알콕시카르보닐에틸, 프탈리딜, 크로토노락톤-4-일, γ-부티로락톤-4-일, 1~3개의 할로겐원자로 치환된 할로겐화된 C1-6알킬, C1-6알콕시-또는 니트로-치환 또는 미치환 벤질, 벤즈히드릴, 테트라히드로피라닐, 디메틸아미노에틸, 디메틸클로로실린, 트리클로로실릴, (5-치환 C1-6알킬 또는 페닐 또는 미치환 2-옥소-1,3-디옥소덴-4-일)메틸, C8-13벤조일옥시알킬 및 약제로 가능한 염을 형성하는 기로 구성된 군중에서 선택된다.
- 포유동물에(A)β-락탐 항생제 및 (B)하기 구조식(Ⅱ)의 화합물을 투여하고, 투여시(A)/(B)의 중량비가 0.1~10이 되도록 하며 상기 β-락탐 항생제가 암피실린, 아목시실린, 헤타실린, 시클라실린, 메실리남, 카르베니실린, 설베니실린, 티카르실린, 피페라실린, 아팔실린, 메티실린, 메즐로실린, 바캄피실린, 카린다실린, 탈암피실린, 카르페실린 및 피브메실리남 등의 페니실린:세파로리단, 세파로틴, 세파피린, 세파세트릴, 세파졸린, 세파렉신, 세프라딘, 세포티암, 세파만돌, 세푸록심, 세폭시틴, 세프메타졸, 세프슬로딘, 세포페라존, 세포탁심, 세프티족심, 세르메녹심, 파타목세프, 세파클로르, 세프록사딘, 세파트리진, 세파드록실 및 세파로글리신 등의 세파로스포린: 및 약제로 가능한 그들의 염으로 구성된 군에서 선택되는 것을 특징으로 하는, 포유 동물에 있어 박테리아 감염의 치료방법.여기서 R1및 R2는 각각 동일 또는 상이하며 수소, C1-18알킬, 모노니트로치환벤질 또는 약제로 가능한 염을 형성하는 기이고, R3는 수소, C1-6알킬, C2-7알콕시메틸, C3-8알킬카르보닐옥시메틸, C4-9알킬카르보옥시에틸 (C5-7사이클로알킬)카르보닐옥시메틸, C9-14벤질카르보닐옥시알킬, C3-8알콕시카르보닐메틸, C4-9알콕시카르보닐에틸, 프탈리딜, 크로토노락톤-4-일, γ-부티로락톤-4-일, 1~3개의 할로겐원자로 치환된 할로겐화된 C1-6알킬, C1-6알콕시-또는 니트로-치환 또는 미치환 벤질, 벤즈히드릴, 테트라히드로피라닐, 디메틸아미노에틸, 디메틸클로로실린, 트리클로로실릴, (5-치환 C1-6알킬 또는 페닐 또는 미치환 2-옥소-1,3-디옥소덴-4-일)메틸, C8-13벤조일옥시알킬 및 약제로 가능한 염을 형성하는 기로 구성된 군중에서 선택된다.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP107171 | 1982-06-21 | ||
| JP57107171A JPS58225091A (ja) | 1982-06-21 | 1982-06-21 | ペニシリン誘導体及びその製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR840005148A true KR840005148A (ko) | 1984-11-03 |
| KR900008677B1 KR900008677B1 (ko) | 1990-11-26 |
Family
ID=14452274
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019830002737A KR900008677B1 (ko) | 1982-06-21 | 1983-06-18 | 페니실린 유도체의 제조방법 |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US4529592A (ko) |
| JP (1) | JPS58225091A (ko) |
| KR (1) | KR900008677B1 (ko) |
| CA (1) | CA1212939A (ko) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61126087A (ja) * | 1984-11-26 | 1986-06-13 | Taiho Yakuhin Kogyo Kk | ２α−メチル−２β−（１，２，３−トリアゾ−ル−１−イル）メチルペナム−３α−カルボン酸誘導体の製造法 |
| US4891369A (en) * | 1986-12-03 | 1990-01-02 | Taiho Pharmaceutical Company, Limited | 2β-Substituted-methylpenicillanic acid derivatives, and salts and esters thereof |
| JP2599610B2 (ja) * | 1988-03-01 | 1997-04-09 | 大鵬薬品工業株式会社 | ２β―置換メチルペニシリン誘導体の製造法 |
| JP2602685B2 (ja) * | 1988-03-01 | 1997-04-23 | 大鵬薬品工業株式会社 | ２α−メチル−２β―（１，２，３−トリアゾール−１−イル）メチルペナム−３α−カルボン酸誘導体の製造法 |
| US4958020A (en) * | 1989-05-12 | 1990-09-18 | American Cyanamid Company | Process for producing β-lactamase inhibitor |
| KR100431052B1 (ko) * | 2001-10-08 | 2004-05-12 | 주식회사 네오텍리서치 | 표면 굴곡에 의하여 형성된 다중 영역 효과를 가지는 액정표시 장치 |
| EP1554287B1 (en) * | 2002-06-07 | 2006-11-02 | Orchid Chemicals and Pharmaceuticals Limited | Process for preparation of penam derivatives from cepham derivatives |
| US20060173177A1 (en) | 2005-01-28 | 2006-08-03 | Gego Csaba L | Process for preparation of penam derivatives |
| US8476425B1 (en) | 2012-09-27 | 2013-07-02 | Cubist Pharmaceuticals, Inc. | Tazobactam arginine compositions |
| US9872906B2 (en) | 2013-03-15 | 2018-01-23 | Merck Sharp & Dohme Corp. | Ceftolozane antibiotic compositions |
| US20140274989A1 (en) | 2013-03-15 | 2014-09-18 | Cubist Pharmaceuticals, Inc. | Manufacturing beta-lactam combination products |
| US20140274997A1 (en) | 2013-03-15 | 2014-09-18 | Cubist Pharmaceuticals, Inc. | Cephalosporin pharmaceutical compositions |
| ES2800603T3 (es) | 2013-09-09 | 2021-01-04 | Merck Sharp & Dohme | Tratamiento de infecciones con ceftolozano/tazobactam en sujetos con insuficiencia renal |
| US8906898B1 (en) | 2013-09-27 | 2014-12-09 | Calixa Therapeutics, Inc. | Solid forms of ceftolozane |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT365594B (de) * | 1978-11-24 | 1982-01-25 | Erba Farmitalia | Verfahren zur herstellung von neuen 7-oxo-4-thia1-aza-bicyclo-(3,2,0)heptanderivaten |
-
1982
- 1982-06-21 JP JP57107171A patent/JPS58225091A/ja active Granted
-
1983
- 1983-06-06 US US06/501,560 patent/US4529592A/en not_active Expired - Lifetime
- 1983-06-08 CA CA000429938A patent/CA1212939A/en not_active Expired
- 1983-06-18 KR KR1019830002737A patent/KR900008677B1/ko not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| JPS58225091A (ja) | 1983-12-27 |
| JPS6124396B2 (ko) | 1986-06-10 |
| KR900008677B1 (ko) | 1990-11-26 |
| CA1212939A (en) | 1986-10-21 |
| US4529592A (en) | 1985-07-16 |
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