CAS: 86639-63-6; 10-Aminocamptothecin

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CAS号86639-62-5 9-硝基喜树碱 | CAS号86639-48-7 喜树碱氮氧化物 | CAS号86639-72-7 (4R,5bS,11aS)-4... | CAS号7689-03-4 喜树碱 | CAS号173442-34-7 (S)-4-ethyl-4-h... | CAS号174092-80-9 (S)-4-Ethyl-4-h... | CAS号19685-09-7 (S)-10-羟基喜树碱 | CAS号19685-10-0 10-甲氧基喜树碱

📜喜树碱置于platinum(Iv) Oxide 吡啶,硫酸,氢气,硝酸,溶剂黄146,2,3-二氯-5,6-二氰基-1,4-苯醌体系中,用 1,4-二氧六环,乙醇 作为反应溶剂,70.0 °C,101.33 Kpa 条件下,反应 8.0H,反应生成 10-氨基喜树碱
参考文献:Synthesis And Antitumor Activity Of 20(S)-Camptothecin Derivatives: A-Ring Modified And 7,10-Disubstituted Camptothecins.
标题:Synthesis And Antitumor Activity Of 20(S)-Camptothecin Derivatives: A-Ring Modified And 7,10-Disubstituted Camptothecins.
摘要:在a环上具有硝基,氨基,氯,溴,羟基和甲氧基的20(S)-喜树碱衍生物被合成出来.通过在三氟乙酸中用四乙酸铅处理,B环氢化的喜树碱(2A)被转化为10-羟基喜树碱(6E).通过n-氧化物(9)的光反应得到了10-取代的衍生物(6).对a环修饰的喜树碱的细胞毒性进行了体外kb细胞和小鼠中的白血病l1210的评估.鉴定出7-乙基-10-羟基喜树碱(6I)作为一个有潜力的衍生物,可进一步进行修饰.
DOI:10.1248/cpb.39.3183

专利信息

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.

专利号:US-5315007-A
优先权日:1990-12-20
标 题:Process for making DE 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 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-5321140-A
优先权日:1990-12-20
标 题 :Pyridinecarboxaldehyde D-ring intermediates useful 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: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.