2-氯-8-甲基-腺苷 | 1020103-07-4

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 中文名称: 2-氯-8-甲基-腺苷
• 英文名称: 2-chloro-8-methyl-adenosine
• 英文别名: 2-Chloro-8-methyl adenosine；(2R,3R,4S,5R)-2-(6-amino-2-chloro-8-methylpurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• CAS: 1020103-07-4
• 化学式: C₁₁H₁₄ClN₅O₄
• 分子量: 315.716
• InChiKey: HAECNPAZKHPFNF-KQYNXXCUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  140
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-氯-8-甲基-腺苷 、 环己胺 反应 0.5h， 生成 C₁₇H₂₆N₆O₄
  参考文献：
  名称：

  [EN] ADENOSINE RECEPTOR AGONISTS
  [FR] COMPOSES THERAPEUTIQUES

  摘要：

  公开号：

  WO2005084653A3
• 作为产物：
  描述：

  2-chloro-8-bromo-adenosine 、 四甲基锡 在 四(三苯基膦)钯 甲苯 、 N-甲基吡咯烷酮 、 乙酸乙酯 、 水 、 magnesium sulfate 、 甲醇 、 potassium carbonate 作用下， 以 六甲基二硅氮烷 、 1,4-二氧六环 为溶剂， 反应 28.0h， 以to yield 2-chloro-8-methyl adenosine的产率得到2-氯-8-甲基-腺苷
  参考文献：
  名称：

  Therapeutic Compounds

  摘要：

  描述了一般式（A）化合物的药物应用，特别是用于治疗疼痛或炎症；其中：（I）当X = OH，R2 = NH2，R5 = CH2OH，R6 = H，R1为C5-C6烷氧基，OCH2环丙基，O-（2,2,3,3-四氟-环丁基），苯氧基，取代苯氧基，OCH2CH2OH或OCH2CHF2，（5-吲哚基）氧基，C1，C2，C5或C6烷基氨基，（R）或（S）-sec-丁基氨基，C5或C6环烷基氨基，外-去环辛烷氨基，（N-甲基，N-异戊基氨基），苯基氨基，带有甲氧基或氟代取代基的苯基氨基，C2磺酰基，C2烷基，氰基，CONH2基或3,5-二甲基苯基；或当X = H，R2 = NH2，R5 = CH2OH，R6 = H，R1为正己氧基；或（II）当X = OH，R1 = H，R5 = CH2OH，R6 = H，R2为NMe2，N-（2-异戊烯基），哌嗪基，（N-Me，N-苄基），（N-Me，N-CH2Ph（3-Br）），（N-Me，N-CH2Ph（3-CF3））或（N-Me，N-（2-甲氧基乙基）），或OCH2环戊基；或（III）当X = OH，R5 = CONHR3，R6 = H：R1为H，R3为异丙基基团，R2为NH2或甲基氨基（NHMe）或异戊基基团（CH2CH2CHMe2）；或R1为H，R3为H，R2为NH2；或R1为OMe，R3为Ph，R2为NH2；或R1为NHCH2CH2CH2CH2CH2Me，R3为CH2CH2CH2Me，R2为NH2；或（IV）当X = OH，R1 = H，R2 = NH2，R5 = CH2NHCOR4，R6 = H，R1为正丙基或NHCH2CH3；或（V）当X = OH，R5 = CH2OH，R6 = H：当R2为NMe2时，R1为NHCyclohexyl；或当R2为NHBenzyl时，R1为OMe；或（VI）当X = OH，R2 = NH2，R5 = CH2OH，R6 = Me，R1为NHCyclohexyl或NHCyclopentyl。

  公开号：

  US20080221060A1

文献信息

• ADENOSINE RECEPTOR AGONISTS
  申请人：Cambridge Biotechnology Ltd

  公开号：EP1749016A2

  公开（公告）日：2007-02-07
• [EN] THERAPEUTIC COMPOUNDS<br/>[FR] COMPOSES THERAPEUTIQUES
  申请人：CAMBRIDGE BIOTECHNOLOGY LTD

  公开号：WO2005084653A2

  公开（公告）日：2005-09-15

  Use of compounds of general formula (A) as medicaments is described, in particular for the treatment of pain or inflammation; wherein: (I) when X = OH, R2 = NH2, R5 = CH2OH, R6 = H , R1 is C5-C6 alkoxy, OCH2Cyclopropyl, O-(2,2,3,3-tetrafluoro-cycloButyl), phenoxy, substituted phenoxy, OCH2CH2OH, or OCH2CHF2, (5-indanyl)oxy, C1, C2, C5, or C6 alkylamino, (R) or (S)-sec-Butylamino, C5 or C6 cycloalkylamino, exo-norbornane amino, (N-methyl, N-­isoamylamino), phenylamino, phenylamino with either rnethoxy or fluoro substituents, a C2 sulfone group, a C2 alkyl group, a cyano group, a CONH2 group, or 3,5-dimethylphenyl; or when X = H, R2 = NH2, R5 = CH2OH , R6 = H, R1 is n-hexyloxy; or (II) when X = OH , R1 = H, R5 = CH2OH, R6 = H, R2 is NMe2, N-(2-isopentenyl), piperazinyl, (N-Me, N-benzyl), (N-Me, N-CH2Ph(3-Br)), (N-Me, N-­CH2Ph(3-CF3)), or (N-Me, N-(2-rnethoxyethyl)), or OCH2Cyclopentyl; or (III) when X = OH, R5 = CONHR3, R6 = H: R1 is H, R3 is an isopropyl group, and R2 is either NH2 or a methylamino group (NHMe) or an isoamyl group (CH2CH2CHMe2); or R1 is H, R3 is H, and R2 is NH2; or R1 is OMe, R3 is Ph, and R2 is NH2; or R1 is NHCH2CH2CH2CH2CH2Me, R3 is CH2CH2CH2Me, and R2 is NH2; or (IV) when X = OH, R1 = H, R2 = NH2, R5 = CH2NHCOR.4, R6 = H, R4 is n-propyl or NHCH2CH3; or (V) when X = OH, R5 = CH2OH, R6 = H: R1 is NHCyclohexyl when R2 is NMe2; or R1 is OMe when R2 is NHBenzyl; or (VI) when X = OH , R2 = NH2, R5 = CH2OH, R6 = Me, R1 is NHCyclohexyl or NHCyclopentyl.
• [EN] ADENOSINE RECEPTOR AGONISTS<br/>[FR] COMPOSES THERAPEUTIQUES
  申请人：CAMBRIDGE BIOTECHNOLOGY LTD

  公开号：WO2005084653A3

  公开（公告）日：2006-05-18
• Therapeutic Compounds
  申请人：Pritchard Martyn

  公开号：US20080221060A1

  公开（公告）日：2008-09-11

  Use of compounds of general formula (A) as medicaments is described, in particular for the treatment of pain or inflammation; wherein: (I) when X=OH, R 2 =NH 2 , R 5 =CH 2 OH, R 6 =H, R 1 is C 5 -C 6 alkoxy, OCH 2 Cyclopropyl, O-(2,2,3,3-tetrafluoro-cycloButyl), phenoxy, substituted phenoxy, OCH 2 CH 2 OH, or OCH 2 CHF 2 , (5-indanyl)oxy, C 1 , C 2 , C 5 , or C 6 alkylamino, (R) or (S)-sec-Butylamino, C 5 or C 6 cycloalkylamino, exo-norbornane amino, (N-methyl, N-isoamylamino), phenylamino, phenylamino with either methoxy or fluoro substituents, a C 2 sulfone group, a C 2 alkyl group, a cyano group, a CONH 2 group, or 3,5-dimethylphenyl; or when X=H, R 2 =NH 2 , R 5 =CH 2 OH, R 6 =H, R 1 is n-hexyloxy; or (II) when X=OH, R 1 =H, R 5 =CH 2 OH, R 6 =H, R 2 is NMe 2 , N-(2-isopentenyl), piperazinyl, (N-Me, N-benzyl), (N-Me, N—CH 2 Ph(3-Br)), (N-Me, N—CH 2 Ph(3-CF 3 )), or (N-Me, N-(2-methoxyethyl)), or OCH 2 Cyclopentyl; or (III) when X=OH, R 5 =CONHR 3 , R 6 =H: R 1 is H, R 3 is an isopropyl group, and R 2 is either NH 2 or a methylamino group (NHMe) or an isoamyl group (CH 2 CH 2 CHMe 2 ); or R 1 is H, R 3 is H, and R 2 is NH 2 ; or R 1 is OMe, R 3 is Ph, and R 2 is NH 2 ; or R 1 is NHCH 2 CH 2 CH 2 CH 2 CH 2 Me, R 3 is CH 2 CH 2 CH 2 Me, and R 2 is NH 2 ; or (IV) when X=OH, R 1 =H, R 2 =NH 2 , R 5 =CH 2 NHCOR 4 , R 6 =H, R 1 is n-propyl or NHCH 2 CH 3 ; or (V) when X=OH, R 5 =CH 2 OH, R 6 =H: R 1 is NHCyclohexyl when R 2 is NMe 2 ; or R 1 is OMe when R 2 is NHBenzyl; or (VI) when X=OH, R 2 =NH 2 , R 5 =CH 2 OH, R 6 =Me, R1 is NHCyclohexyl or NHCyclopentyl.

  描述了一般式（A）化合物的药物应用，特别是用于治疗疼痛或炎症；其中：（I）当X = OH，R2 = NH2，R5 = CH2OH，R6 = H，R1为C5-C6烷氧基，OCH2环丙基，O-（2,2,3,3-四氟-环丁基），苯氧基，取代苯氧基，OCH2CH2OH或OCH2CHF2，（5-吲哚基）氧基，C1，C2，C5或C6烷基氨基，（R）或（S）-sec-丁基氨基，C5或C6环烷基氨基，外-去环辛烷氨基，（N-甲基，N-异戊基氨基），苯基氨基，带有甲氧基或氟代取代基的苯基氨基，C2磺酰基，C2烷基，氰基，CONH2基或3,5-二甲基苯基；或当X = H，R2 = NH2，R5 = CH2OH，R6 = H，R1为正己氧基；或（II）当X = OH，R1 = H，R5 = CH2OH，R6 = H，R2为NMe2，N-（2-异戊烯基），哌嗪基，（N-Me，N-苄基），（N-Me，N-CH2Ph（3-Br）），（N-Me，N-CH2Ph（3-CF3））或（N-Me，N-（2-甲氧基乙基）），或OCH2环戊基；或（III）当X = OH，R5 = CONHR3，R6 = H：R1为H，R3为异丙基基团，R2为NH2或甲基氨基（NHMe）或异戊基基团（CH2CH2CHMe2）；或R1为H，R3为H，R2为NH2；或R1为OMe，R3为Ph，R2为NH2；或R1为NHCH2CH2CH2CH2CH2Me，R3为CH2CH2CH2Me，R2为NH2；或（IV）当X = OH，R1 = H，R2 = NH2，R5 = CH2NHCOR4，R6 = H，R1为正丙基或NHCH2CH3；或（V）当X = OH，R5 = CH2OH，R6 = H：当R2为NMe2时，R1为NHCyclohexyl；或当R2为NHBenzyl时，R1为OMe；或（VI）当X = OH，R2 = NH2，R5 = CH2OH，R6 = Me，R1为NHCyclohexyl或NHCyclopentyl。