CAS: 67656-30-8; (S)-4-Ethyl-4,10-Dihydroxy-1H-Pyrano[3',4':6,7]Indolizino[1,2-B]Quinoline-3,14(4H,12H)-Dione

上下游产品

CAS号86639-48-7 喜树碱氮氧化物 | CAS号91421-43-1 9-氨基喜树碱 | CAS号91421-42-0 9-硝基喜树碱 | CAS号606-31-5 2,6-二硝基苯甲醛 | CAS号110351-94-5 (S)-4-乙基-4-羟基-7... | CAS号151585-78-3 2-amino-6-nitro... | CAS号7689-03-4 喜树碱 | CAS号39026-92-1 9-甲氧基喜树碱

鲁比替康置于盐酸,硫酸,Tin(Ll) Chloride,Sodium Nitrite体系中,用 水 作为反应溶剂,化学反应 2.5H,反应生成 10-羟基喜树碱
参考文献:植物抗肿瘤剂.30.新型喜树碱类似物的合成和结构活性.
标题:植物抗肿瘤剂.30.新型喜树碱类似物的合成和结构活性.
摘要:已经制备了具有许多环a取代基的20S,20Rs和20R构型的大量喜树碱(cpt)类似物.拓扑异构酶i(ti)抑制数据(ic50)已通过标准程序获得.通常,具有20S构型的化合物在9或10位上被氨基,卤代或羟基取代会导致ti抑制作用增强.20Rs构型的化合物在体外和体内活性较低,而20R构型的化合物则无活性.在ti抑制试验中,在a环上具有10,11-亚甲二氧基取代的化合物显示出显着的效能增强.在包括l-1210小鼠白血病测定法在内的各种体内测定法中确定的某些类似物的活性通常与ti抑制作用一致.制备了许多水溶性类似物,例如20-甘氨酸酯,9-甘氨酰胺或水解的内酯盐,并在体外和体内试验中进行了测试.通常,就l-1210分析中的ti抑制作用和寿命延长而言,这些化合物的活性均不如cpt.然而,某些20-甘氨酸酯在静脉内给药后显示出非常好的体内活性.
DOI:10.1021/jm00070A013

专利信息

专利号:US-6252079-B1
优先权日:1993-06-30
标 题 :Intermediates in the synthesis of camptothecin and related compounds and synthesis thereof
发明人：CURRAN DENNIS P; BOM DAVID
权利人:UNIV PITTSBURGH
摘要:The present invention provides a short, convergent total synthesis of irinotecan and derivative compounds which comprises of a novel 4+1 radical annulation wherein the precursoris reacted with an aryl isonitrile having the formulawherein X is Br or I, and R4 is an alkyl group, an allyl group, a propargyl group or a benzyl group, and R16 is H, a C1-C6 alkoxy group, agroup wherein p is an integer between 4 and 12, or a C1-C12 acyclic dialkylamino group. The present invention also provides novel chemical intermediates for such 4+1 radical annulations.

专利号:US-6982333-B2
优先权日:1993-06-30
标 题:Intermediates in the synthesis of camptothecin and related compounds and synthesis thereof
发明人：CURRAN DENNIS P; JOSIEN HUBERT; KO SUNG BO
权利人:UNIV PITTSBURGH
摘要:The present invention provides a short, convergent total synthesis of camptothecin and related compounds which consists of a novel 4+1 radical annulation. The present invention also provides novel chemical intermediates for such 4+1 radical annulations.

专利号:US-5212317-A
优先权日:1990-12-20
标 题:Methods and intermediates for the assymmetric synthesis of camptothecin and camptothecin analogs
发明人：COMINS DANIEL L; BAEVSKY MATTHEW F
权利人:UNIV NORTH CAROLINA STATE
摘要:Processes for making compounds of Formulae XIV, XV, and XVII ##STR1## wherein R 6 is lower alkyl, R 7 is lower alkyl, R is lower alkyl, Y is H, F or Cl, R 8 is a moiety of Formula XVIII ##STR2## wherein n is 1, 2, or 3, R 11 is C 1 -C 4 alkyl and R 12 is the same as R 11 , or R 11 and R 12 together form cyclopentane or cyclohexane, and R 13 is: n (a) phenyl substituted 1 to 5 times with C 3 -C 7 secondary alkyl or C 4 -C 7 tertiary alkyl, or n (b) selected from the group consisting of naphthyl, anthryl, and phenanthryl optionally substituted 1 to 5 times with C 3 -C 7 secondary alkyl or C 4 -C 7 tertiary alkyl groups, n R 10 is C 6 -C 10 alkyl, aryl or alkyl aryl, n and Y is H, F or Cl, n are disclosed. These processes can be used to make optically enhanced and optically pure forms of the compounds, which are useful in the making of camptothecin and analogs thereof.

专利号:US-5258516-A
优先权日:1990-12-20
标题 :Optically pure D,E ring intermediates useful for the synthesis of camptothecin and camptothecin analogs
发明人：COMINS DANIEL L; BAEVSKY MATTHEW F
权利人:NC STATE UNIVERSITY
摘要:Processes for making compounds of Formulae XIV, XV, and XVII ##STR1## wherein R 6 is lower alkyl, R 7 is lower alkyl, R is lower alkyl, Y is H, F or Cl, R 8 is a compound of Formula XVIII ##STR2## wherein n is 1, 2, or 3, R 11 is C 1 -C 4 alkyl and R 12 is the same as R 11 , or R 11 and R 12 together form cyclopentane or cyclohexane, and R 13 is: n (a) phenyl substituted 1 to 5 times with C 3 -C 7 secondary alkyl or C 4 -C 7 ; tertiary alkyl, or n (b) selected from the group consisting of naphthyl, anthryl, and phenanthryl optionally substituted 1 to 5 times with C 3 -C 7 secondary alkyl or C 4 -C 7 tertiary alkyl groups, n R 10 is C 6 -C 10 alkyl, aryl or alkyl aryl, n and Y is H, F or Cl, n are disclosed. These processes can be used to make optically enhanced and optically pure forms of the compounds, which are useful in the making of camptothecin and analogs thereof.

专利号:US-5254690-A
优先权日:1990-12-20
标 题 :Alkoxymethylpyridine d-ring intermediates useful for the synthesis of camptpthecin and camptothecin analogs
发明人：COMINS DANIEL L; BAEVSKY MATTHEW F
权利人:UNIV NORTH CAROLINA STATE
摘要:Compounds of Formula I ##STR1## are made in accordance with the following scheme: ##STR2## wherein R may be loweralkyl; R 1 may be H, loweralkyl, loweralkoxy, or halo; R 2 , R 3 , R 4 , and R 5 may each independently be H, amino, hydroxy, loweralkyl, loweralkoxy, loweralkylthio, di(loweralkyl)amino, cyano, methylenedioxy, formyl, nitro, halo, trifluoromethyl, aminomethyl, azido, amido, hydrazino, or any of the twenty standard amino acids bonded to the A ring via the amino-nitrogen atom; Y is H and W and X are halogen. Also disclosed are novel processes for making starting materials for the scheme given above, and novel intermediates employed in these processes.

专利号:US-5264579-A
优先权日:1990-12-20
标 题 :D ring intermediates for the synthesis of camptothecin and camptothecin analogs
发明人：COMINS DANIEL L; BAEVSKY MATTHEW F
权利人:UNIV NORTH CAROLINA STATE
摘要:Processes for making compounds of Formulae XIV, XV, and XVII ##STR1## wherein R 6 is lower alkyl, R 7 is lower alkyl, R is lower alkyl, Y is H, F or Cl, R 8 is a compound of Formula ##STR2## wherein n is 1, 2, or 3, R 11 is C 1 -C 4 alkyl and R 12 is the same as R 11 , or R 11 and R 12 together form cyclopentane or cyclohexane, and R 13 is: n (a) phenyl substituted 1 to 5 times with C 3 -C 7 secondary alkyl or C 4 -C 7 tertiary alkyl, or n (b) selected from the group consisting of naphthyl, anthryl, and phenanthryl optionally substituted 1 to 5 times with C 3 -C 7 secondary alkyl or C 4 -C 7 tertiary alkyl groups, n R 10 is C 6 -C 10 alkyl, aryl or alkyl aryl, and Y is H, F or Cl, are disclosed. These processes can be used to make optically enhanced and optically pure forms of the compounds, which are useful in the making of camptothecin and analogs thereof.