| 871942-92-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• CAS: 871942-92-6
• 化学式: C₁₇H₁₈Cl₂N₄O₄
• 分子量: 413.26
• InChiKey: DISJDBMCXZRVJD-ZAJOQZNPSA-N

反应信息

• 作为反应物：
  描述：

  在 氨 作用下， 以 异丙醇 为溶剂， 反应 16.0h， 以68%的产率得到ethyl (1'S,2'R,3'S,4'R,5'S)-4-(6-amino-2-chloropurin-9-yl)-2,3-O-(isopropylidene)bicyclo[3.1.0]hexanecarboxylate
  参考文献：
  名称：

  5′-Phosphate and 5′-Phosphonate Ester Derivatives of (N)-Methanocarba Adenosine with in Vivo Cardioprotective Activity

  摘要：

  Activation of a cardiac myocyte P2X4 receptor protects against heart failure. 5'-Phosphonate and 5'-phosphate analogues of AMP containing a (N)-methanocarba (bicyclo[3.1.0]hexane) system could protect from heart failure by potentially activating this cardioprotective channel. Phosphoesters and phosphonodiesters were synthesized and administered in vivo via a miniosmotic pump in a mouse ischemic heart failure model and most significantly increased intact heart contractile function (echocardiography) compared to vehicle were protective in a calsequestrin (CSQ) overexpressing heart infusion. Several new thio and deuterated phosphate derivatives failure model. Diethyl (7, MRS4084) and diisopropyl (8, MRS4074) phosphotriesters were highly protective in the ischemic model. Substitution of 2-Cl with iodo reduced protection in the CSQ model. Diisopropyl ester 16 (MRS2978) of (1'S,2'R,3'S,4'R,5'S)-4'-(6-amino-2-chloropurin-9-yl)-2',3'-(dihydroxy)-1'-(phosphonoethylene)bicyclo[3.1.0]hexane was highly efficacious (CSQ), while lower homologue 1'-phosphonomethylene derivative 14 was inactive. Thus, we identified undiarged carbocyclic nucleotide analogues that represent potential candidates for the treatment of heart failure, suggesting this as a viable and structurally broad approach.

  DOI：

  10.1021/jm301372c