methyl 3,5-diiodo-4-hydroxybenzimidate hydrochloride | 57943-61-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: methyl 3,5-diiodo-4-hydroxybenzimidate hydrochloride
• 英文别名: Methyl 4-hydroxy-3,5-diiodobenzenecarboximidate;hydrochloride
• CAS: 57943-61-0
• 化学式: C₈H₇I₂NO₂*ClH
• 分子量: 439.419
• InChiKey: PIXOBJKDCPSTTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.99
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  53.3
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-aminomethyl-7-deazaguanine dihydrochloride 、 methyl 3,5-diiodo-4-hydroxybenzimidate hydrochloride 在 sodium borate buffer 作用下， 以 甲醇 为溶剂， 反应 65.0h， 以133 mg的产率得到2-amino-5-<1-(3,5-diiodo-4-hydroxyphenyl)-1-<((iminomethyl)amino)methyl>>pyrrolo<2,3-d>pyrimidin-4-one
  参考文献：
  名称：

  Queuine analogs. Their synthesis and inhibition of growth of mouse L5178Y cells in vitro

  摘要：

  A variety of analogues of queuine (7-[(3S,4R,5S)-4,5-dihydroxycyclopent-1-en-3-ylaminomethyl]- 7 -deazaguanine), i.e., those with 7-N-substituted aminomethyl side chains and those in which the oxygen function at the 6 position of the 7-deazaguanine ring was replaced by sulfur, were synthesized and tested for ability to act as substrates for tRNA-guanine transglycosylase and for inhibitory effects on growth of mouse L5178Y leukemic cells in vitro. Of the compounds tested, analogues with sulfur at the 6 position of the 7-deazaguanine ring in place of oxygen or with an N-o-hydroxyphenyl, N-m-hydroxyphenyl, or iodoacetyl group in the 7-aminomethyl side chain in place of the naturally occurring cyclopentene diol moiety markedly inhibited the growth of cells at concentrations of 1-10 micrograms/mL, although queuine itself had practically no effect at a concentration of 100 micrograms/mL.

  DOI：

  10.1021/jm00159a031

文献信息

• 7-Deazapurine derivatives
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0075881A1

  公开（公告）日：1983-04-06

  Novel 7-deazapurine derivatives of the formula: wherein X is halogen, Y is hydroxyl or di-C1-3 alkylamino, Z is a -NH- or -NHC(=NH)- group, ℓ is an integer of 1 to 5, m is an integer of 0 to 2, and n is 1 when Z is a -NH- group or n is 0 or 1 when Z is a -NHC(=NH)- group, and salts thereof are selectively taken up by tumor cells.

  式中 X 为卤素，Y 为羟基或二-C1-3 烷基氨基，Z 为 -NH- 或 -NHC(=NH)- 基团，ℓ 为 1 至 5 的整数，m 为 0 至 2 的整数，当 Z 为 -NH- 基团时，n 为 1；当 Z 为 -NHC(=NH)- 基团时，n 为 0 或 1。
• US4435570A
  申请人：——

  公开号：US4435570A

  公开（公告）日：1984-03-06