KR830009102A - 미토마이신(mitomycin) 유도체의 제조방법 - Google Patents
미토마이신(mitomycin) 유도체의 제조방법 Download PDFInfo
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- KR830009102A KR830009102A KR1019820001365A KR820001365A KR830009102A KR 830009102 A KR830009102 A KR 830009102A KR 1019820001365 A KR1019820001365 A KR 1019820001365A KR 820001365 A KR820001365 A KR 820001365A KR 830009102 A KR830009102 A KR 830009102A
- Authority
- KR
- South Korea
- Prior art keywords
- pyrrole
- methoxy
- hexahydro
- indole
- hydroxymethyl
- Prior art date
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- NWIBSHFKIJFRCO-WUDYKRTCSA-N Mytomycin Chemical class C1N2C(C(C(C)=C(N)C3=O)=O)=C3[C@@H](COC(N)=O)[C@@]2(OC)[C@@H]2[C@H]1N2 NWIBSHFKIJFRCO-WUDYKRTCSA-N 0.000 title claims 3
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 68
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 46
- OIYWKBOYJXEVBU-UHFFFAOYSA-N carbamic acid 1H-indole-4,7-dione Chemical compound C(N)(O)=O.N1C=CC=2C(C=CC(C12)=O)=O OIYWKBOYJXEVBU-UHFFFAOYSA-N 0.000 claims 37
- -1 1-indolinyl Chemical group 0.000 claims 33
- 125000000217 alkyl group Chemical group 0.000 claims 14
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims 8
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims 3
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 claims 3
- YEJRWHAVMIAJKC-UHFFFAOYSA-N gamma-butyrolactone Natural products O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 claims 3
- HYFMSAFINFJTFH-UHFFFAOYSA-N Mitomycin-A Natural products O=C1C(OC)=C(C)C(=O)C2=C1C(COC(N)=O)C1(OC)N2CC2NC21 HYFMSAFINFJTFH-UHFFFAOYSA-N 0.000 claims 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 2
- 125000005518 carboxamido group Chemical group 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 125000003226 pyrazolyl group Chemical group 0.000 claims 2
- 125000003396 thiol group Chemical group [H]S* 0.000 claims 2
- 125000004520 1,3,4-thiadiazolyl group Chemical group 0.000 claims 1
- PVOAHINGSUIXLS-UHFFFAOYSA-N 1-Methylpiperazine Chemical compound CN1CCNCC1 PVOAHINGSUIXLS-UHFFFAOYSA-N 0.000 claims 1
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 125000004364 3-pyrrolinyl group Chemical group [H]C1=C([H])C([H])([H])N(*)C1([H])[H] 0.000 claims 1
- 125000005036 alkoxyphenyl group Chemical group 0.000 claims 1
- 125000004414 alkyl thio group Chemical group 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- HSMPSHPWCOOUJH-UHFFFAOYSA-N anilinyl Chemical group [NH]C1=CC=CC=C1 HSMPSHPWCOOUJH-UHFFFAOYSA-N 0.000 claims 1
- 125000005874 benzothiadiazolyl group Chemical group 0.000 claims 1
- 125000004541 benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 claims 1
- 229930188620 butyrolactone Natural products 0.000 claims 1
- DLZFBCKCPJBHKS-UHFFFAOYSA-N carbamic acid;1h-indole Chemical compound NC(O)=O.C1=CC=C2NC=CC2=C1 DLZFBCKCPJBHKS-UHFFFAOYSA-N 0.000 claims 1
- 125000004705 ethylthio group Chemical group C(C)S* 0.000 claims 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 125000004464 hydroxyphenyl group Chemical group 0.000 claims 1
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims 1
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims 1
- HYFMSAFINFJTFH-NGSRAFSJSA-N mitomycin A Chemical compound O=C1C(OC)=C(C)C(=O)C2=C1[C@@H](COC(N)=O)[C@]1(OC)N2C[C@@H]2N[C@@H]21 HYFMSAFINFJTFH-NGSRAFSJSA-N 0.000 claims 1
- DHHVAGZRUROJKS-UHFFFAOYSA-N phentermine Chemical compound CC(C)(N)CC1=CC=CC=C1 DHHVAGZRUROJKS-UHFFFAOYSA-N 0.000 claims 1
- 125000005936 piperidyl group Chemical group 0.000 claims 1
- 125000006308 propyl amino group Chemical group 0.000 claims 1
- 125000004621 quinuclidinyl group Chemical group N12C(CC(CC1)CC2)* 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Natural products C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 1
- 125000001113 thiadiazolyl group Chemical group 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains three hetero rings
- C07D487/14—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (2)
- 미토마이신 A 또는 N-알킬 미토마이신 A와 적절한 아민을 반응시킨 다음 반응혼합물로 부터 다음 식을 갖는 화합물들을 분리함을 특징으로 한 미토마이신 유도체의 제조방법.(이 식에서 Y는 수소나 저급알킬기이고, X는 저급알콕시기가 치환된 퀴놀린일아미노 라디칼, 시아노기가 치환된 피라졸일아미노라디칼 또는 저급알킬기가 단일 혹은 이 치환된 티아졸아미노라디칼, 또는 1-피롤린일, 1-인돌린일, N-티아졸아딘일 및 N-티오모폴린일 라디칼등으로 이루어진 기중에서 선택한 질소를 함유하고 있는 헤테로고리 라디칼, 또는 시아노기, 페닐기, 카르복시아미도기 또는 저급 알콕시카르보닐기가 치환된 1-아지리딘일 라디칼 또는 저급알킬기, 포름일기 혹은 아세틸페닐기가 치환된 1-피페라진일 라디칼, 또는 히드록시기나 피페리딜기나 치환된 1-피페리딜 라디칼, 또는 저급 알콕시기, 아미노기 혹은 할로기가 치환된 피리딜아미노 라디칼, 또는 카르복시아미도기, 메르캅토기 혹은 메틸렌디옥시기가 치환된 아닐리노 라디칼, 또는 다음식을 갖는 라디칼,t-2(이 식에서 R은 수소나 저급 알킬기이고 R'는 퀴뉴클리딘일, 피라졸일, 1-트리아졸일, 이소퀴놀린일, 인다졸일, 벤조옥사졸일, 티아디아졸일과 벤조티아디아졸일 및 저급 알킬기와 할로기가 치환된 그것의 유도체등으로 이루어진 기중에서 선택한 질소를 함유하고 있는 헤테로고리 라디칼이다) 또는 부티로락톤일라디칼, 또는 아디멘틸 라디칼, 또는 메르캅토 저급알킬기, 단일-, 이-및 삼-저급 알콕시 저급 알킬기, 저급 알킬티오 저급 알킬기와 저급 알콕시카르보닐기가 치환된 그것의 유도체, 시아노 저급 알킬기, 단일-, 이-및 삼-저급 알콕시페닐 저급 알킬기, 페닐 시클로 저급 알킬기, 1-피롤리딘일 저급 알킬기, N-저급 알킬피롤리딘일 저급 알킬기 및 N-모폴린일 저급 알킬기등으로 이루어진 기중에서 선택한 치환된 저급 알킬 라디칼이다.
- 제1항에 있어서, 다음과 같은 명명된 화합물을 제조하는 미토마이신 유도체의 제조방법.1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-(2-시아노-1-아지리딘일)-아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-(티오모폴린일)-아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-(1-인돌린일)-아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-[(6-메톡시-3-피리딜)아미노]-아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-[(6-메톡시-8-퀴놀린일)-아미노-아지린[2',3' : 3,4] 피롤 [1,2-a]인돌 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-(3-퀴뉴클리딘일아미노)-아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-[2-(γ-부티로락톤일) 아미노]-아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-(4-카르복시아미도이닐리노)-아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-(3,4-디메톡시벤질아미노)아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-[(1-에틸-2-피롤리디노)메틸아미노]-아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-[(1-메톡시카르보닐-3-메틸티오)프로필아미노]-아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-(2-페닐시클로프로필아미노)-아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-[(5-클로로-2-벤조옥사졸일)아미노-아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-[5-메틸-2-(1,3,4-티아디아졸일)아미노-아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-(2,2-디메톡시에틸아미노)-아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시페닐)-8a-메톡시-5-메틸-6-(2-메르캅토에틸아미노)-아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-디톡시-5-메틸-6-[(4-메틸-2-티아졸일)아미노-아지린[2',3' : 3,4] 피롤 [1,2-2]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-(4-메르캅토아닐리노)-아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;b1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-(3,4-메틸렌디옥시아닐리노)-아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-[2-(1-피롤리딘)에틸아미노[-아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-(5-이소퀴놀린일아미노)-아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-(5-인다졸일아미노)-아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-[4-(2,1,3-벤조티아디아졸일)아미노]-아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-(2-시아노에틸아미노)아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-[1-(3-피롤린일)]-아지린[2',3' : 3,4] 피롤[1,2-a]-인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-(3-티아졸리딘)-아지린[2',3' : 3,4] 피롤-[1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-[1-(4-메틸피페라진)]-아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-[3-(피라졸일)아미노-아지린[2',3' : 3,4] 피롤 [1,2-a]-인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-[2-(N-모폴린)에틸아미노]-아지린[2',3' : 3,4] 피롤-[1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-[2-(에틸티오)에틸아미노]-아지린[2',3' : 3,4] 피롤- [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-1,5-디메틸-6-(2-메르캅토에틸아미노)-아지린[2',3' : 3,4] 피롤- [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-(2-메톡시에틸아미노)아지린[2',3' : 3,4] 피롤 [1,2-a]-인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-(1-아다맨틸아미노)-아지린[2',3' : 3,4] 피롤 [1,2-a]-인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-[1-(1,3,4-트리아졸일)아미노]-아지린[2',3' : 3,4] 피롤 [1,2-a]-인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-(3,4,5-트리메톡시벤질아미노)-아지린[2',3' : 3,4] 피롤- [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-1,5-디메틸-6-[2-(에틸티오)에틸아미노]-아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-5-메틸-6-[1-(3-히드록시피페리딜)]-아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-6-(2-페닐-1-아지리딘일)-아지린[2',3' : 3,4] 피롤- [1,2-a]-인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-6-(2-메톡시카르보닐-1-아지리딘일)-아지린[2',3' : 3,4] 피롤- [1,2-a]-인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-6-(2-카르복시아미도-1-아지리딘일)-아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-6-(4-포름일-1-피페라진일)-아지린[2',3' : 3,4] 피롤 [1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-6-(4-아세틸페닐-1-피페라진일)-아지린[2',3' : 3,4] 피롤-[1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-6-[4-(1-피페리딜)--1-피페리딜]-아지린[2',3' : 3,4] 피롤-[1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-6-[(6-클로로-3-피리딜)아미노]-아지린[2',3' : 3,4] 피롤-[1,2-a]인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-6-[(6-아미노-3-피리딜)아미노]-아지린[2',3' : 3,4] 피롤- [1,2-a]-인돌-4,7-디온 카르밤산염;1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-6-[(4,5-디메틸-2-티아졸일)아미노-아지린[2',3' : 3,4] 피롤-[1,2-a]인돌-4,7-디온 카르밤산염 및 1,1a,2,8,8a,8b-헥사히드로-8-(히드록시메틸)-8a-메톡시-6-[(4-시아노-3-피라졸일)아미노-아지린[2',3' : 3,4] 피롤-[1,2-a]-인돌-4,7-디온 카르밤산염.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US26418781A | 1981-05-15 | 1981-05-15 | |
| US264187 | 1981-05-15 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR830009102A true KR830009102A (ko) | 1983-12-17 |
| KR890000935B1 KR890000935B1 (ko) | 1989-04-14 |
Family
ID=23004963
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR8201365A KR890000935B1 (ko) | 1981-05-15 | 1982-03-30 | 미토마이신(mitomycin) 유도체의 제조방법 |
Country Status (27)
| Country | Link |
|---|---|
| JP (1) | JPS57188590A (ko) |
| KR (1) | KR890000935B1 (ko) |
| AT (1) | AT375943B (ko) |
| AU (1) | AU559686B2 (ko) |
| BE (1) | BE893162A (ko) |
| CA (1) | CA1244412A (ko) |
| CH (1) | CH655116A5 (ko) |
| DE (1) | DE3217769A1 (ko) |
| DK (1) | DK161078C (ko) |
| ES (1) | ES8303417A1 (ko) |
| FI (1) | FI78100C (ko) |
| FR (1) | FR2505839B1 (ko) |
| GB (1) | GB2106096B (ko) |
| GR (1) | GR76033B (ko) |
| HU (1) | HU186510B (ko) |
| IE (1) | IE52956B1 (ko) |
| IL (1) | IL64998A0 (ko) |
| IT (1) | IT1156453B (ko) |
| LU (1) | LU84144A1 (ko) |
| NL (1) | NL8200839A (ko) |
| NO (1) | NO158743C (ko) |
| NZ (1) | NZ199617A (ko) |
| PH (1) | PH20358A (ko) |
| PT (1) | PT74895B (ko) |
| SE (1) | SE450895B (ko) |
| YU (1) | YU44819B (ko) |
| ZA (1) | ZA82923B (ko) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA833967B (en) * | 1982-06-04 | 1984-02-29 | Bristol Myers Co | Amidines |
| EP0116208B1 (en) * | 1982-12-07 | 1988-03-30 | Kyowa Hakko Kogyo Co., Ltd. | Mitomycin analogues |
| NZ206932A (en) * | 1983-02-07 | 1987-08-31 | University Patents Inc | Certain 6-(heterocyclyl or amino) mitosanes and pharmaceutical compositions |
| US4803212A (en) * | 1983-04-11 | 1989-02-07 | Bristol-Myers Company | Amino disulfides |
| US4642352A (en) * | 1983-12-23 | 1987-02-10 | Bristol-Myers Company | Acylamino mitosanes |
| JPS60255789A (ja) * | 1984-06-01 | 1985-12-17 | Kyowa Hakko Kogyo Co Ltd | マイトマイシン誘導体，その製造法および抗腫瘍剤 |
| FR2571373A1 (fr) * | 1984-10-09 | 1986-04-11 | Bristol Myers Co | Procede de preparation de derives n7-substitues de la mitomycine c |
| DE3674043D1 (de) * | 1985-04-10 | 1990-10-18 | Kyowa Hakko Kogyo Kk | Pharmakologisch aktive mitomycinderivate. |
| US5023253A (en) * | 1987-12-21 | 1991-06-11 | University Patents, Inc. | 6-substituted mitomycin analogs |
| CN107266345B (zh) | 2011-10-20 | 2021-08-17 | 奥瑞泽恩基因组学股份有限公司 | 作为lsd1抑制剂的(杂)芳基环丙胺化合物 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL129868C (ko) * | 1963-06-07 | |||
| US3420846A (en) * | 1964-08-25 | 1969-01-07 | Kyowa Hakko Kogyo Kk | 7-substituted mitomycin a |
| US3332944A (en) * | 1964-11-02 | 1967-07-25 | American Cyanamid Co | Antibiotic derivatives of mitomycins a, b, c and porfiromycin |
| JPS5439098A (en) * | 1977-08-31 | 1979-03-24 | Kyowa Hakko Kogyo Co Ltd | Mitomycin c derivatives |
| US4268676A (en) * | 1979-12-05 | 1981-05-19 | University Patents, Inc. | Mitomycin analogs |
| JPS5686184A (en) * | 1979-12-17 | 1981-07-13 | Kyowa Hakko Kogyo Co Ltd | Novel mitomycin c derivative |
-
1982
- 1982-02-01 NZ NZ199617A patent/NZ199617A/en unknown
- 1982-02-12 ZA ZA82923A patent/ZA82923B/xx unknown
- 1982-02-12 IL IL64998A patent/IL64998A0/xx not_active IP Right Cessation
- 1982-02-26 GR GR67435A patent/GR76033B/el unknown
- 1982-02-26 IE IE431/82A patent/IE52956B1/en not_active IP Right Cessation
- 1982-03-02 NL NL8200839A patent/NL8200839A/nl not_active Application Discontinuation
- 1982-03-11 CA CA000398102A patent/CA1244412A/en not_active Expired
- 1982-03-15 IT IT67321/82A patent/IT1156453B/it active
- 1982-03-30 KR KR8201365A patent/KR890000935B1/ko active
- 1982-04-07 FI FI821241A patent/FI78100C/fi not_active IP Right Cessation
- 1982-04-16 AU AU82682/82A patent/AU559686B2/en not_active Ceased
- 1982-04-19 JP JP57065598A patent/JPS57188590A/ja active Pending
- 1982-04-27 CH CH2580/82A patent/CH655116A5/de not_active IP Right Cessation
- 1982-05-03 ES ES511874A patent/ES8303417A1/es not_active Expired
- 1982-05-07 YU YU972/82A patent/YU44819B/xx unknown
- 1982-05-07 GB GB08213332A patent/GB2106096B/en not_active Expired
- 1982-05-11 AT AT0184482A patent/AT375943B/de not_active IP Right Cessation
- 1982-05-11 LU LU84144A patent/LU84144A1/fr unknown
- 1982-05-11 FR FR8208163A patent/FR2505839B1/fr not_active Expired
- 1982-05-12 PT PT74895A patent/PT74895B/pt not_active IP Right Cessation
- 1982-05-12 PH PH27285A patent/PH20358A/en unknown
- 1982-05-12 DE DE19823217769 patent/DE3217769A1/de not_active Withdrawn
- 1982-05-12 BE BE0/208074A patent/BE893162A/fr not_active IP Right Cessation
- 1982-05-13 NO NO821598A patent/NO158743C/no unknown
- 1982-05-14 SE SE8203035A patent/SE450895B/sv not_active IP Right Cessation
- 1982-05-14 HU HU821520A patent/HU186510B/hu not_active IP Right Cessation
- 1982-05-14 DK DK219182A patent/DK161078C/da active
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