11-(4-Chlorobutoxy)undec-1-yne | 372167-91-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 11-(4-Chlorobutoxy)undec-1-yne
• CAS: 372167-91-4
• 化学式: C₁₅H₂₇ClO
• 分子量: 258.832
• InChiKey: YPGPSIXKNJLJDA-UHFFFAOYSA-N

物化性质

• 沸点：
  328.6±17.0 °C(Predicted)
• 密度：
  0.932±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  17
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  11-(4-Chlorobutoxy)undec-1-yne 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 23.0h， 生成 6-[9-(4-chlorobutoxy)nonyl]-3-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]furo[2,3-d]pyrimidin-2-one
  参考文献：
  名称：

  Novel bicyclic furanopyrimidines with dual anti-VZV and -HCMV activity

  摘要：

  Several novel bicyclic furanopyrimidine deoxy nucleosides have been designed, prepared and evaluated as anti-Varicella Zoster Virus agents. The compounds have long ether side chains. Uniquely amongst compounds of this family to date the present agents show dual anti- (VZV) and human cytomegalovirus (HCMV) activity. The lead compounds inhibit VZV at 10 nM and HCMV at 5 muM. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.028
• 作为产物：
  描述：

  4-氯丁醇 、 undec-10-yn-1-yl methanesulfonate 以 四氢呋喃 为溶剂， 生成 11-(4-Chlorobutoxy)undec-1-yne
  参考文献：
  名称：

  Novel bicyclic furanopyrimidines with dual anti-VZV and -HCMV activity

  摘要：

  Several novel bicyclic furanopyrimidine deoxy nucleosides have been designed, prepared and evaluated as anti-Varicella Zoster Virus agents. The compounds have long ether side chains. Uniquely amongst compounds of this family to date the present agents show dual anti- (VZV) and human cytomegalovirus (HCMV) activity. The lead compounds inhibit VZV at 10 nM and HCMV at 5 muM. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.028

文献信息

• Anti-viral pyrimidine nucleoside analogues
  申请人：——

  公开号：US20030176370A1

  公开（公告）日：2003-09-18

  A compound, which can show potent anti-viral activity against, for example, cytomegalo virus, has the formula (I), wherein R is selected from the group comprising, optionally substituted, C 5 to C 20 alkyl and, optionally substituted, C 5 to C 20 cycloalkyl; R′ is selected from the group comprising hydrogen, alkyl, cycloalkyl, halogens, amino, alkylamino, dialkylamino, nitro, cyano, alkyoxy, aryloxy, thiol, alkylthiol, arythiol, alkyl; R″ is selected from the group comprising hydrogen, alkyl, cycloalkyl, halogens, alkyloxy, aryloxy and aryl; Q is selected from the group comprising O, NH, S, N-alkyl and CY 2 , where Y may be the same or different and is selected from H, alkyl and halogens; X is selected from the group comprising O, NH, S, Se, N-alkyl, (CH 2 ) n where n is 1 to 10, and CY 2 where Y may be the same or different and is selected from hydrogen, alkyl and halogens; Z is selected from the group comprising O, S, NH, and N-alkyl; T is selected from the group comprising H, halogens, alkyl (C 1 to C 10 ), O-alkyl (C 1 to C 10 ), N 3 and CN; T′ is selected from the group comprising H, halogens, O-alkyl (C 1 to C 10 ), N 3 and CN; or T and T′ together form a bridge which is selected from the group comprising —O—, —NH— and —(CH 2 ) p — wherein p is an integer from 1 to 6; T″ is selected from the group comprising H, OH, halogens, N 3 and CN; T′″ is selected from the group comprising H, OH, halogens, N 3 and CN; or T″ and T′″ together form a bridge which is selected from the group comprising —O—, —NH— and —(CH 2 ) p — wherein p is an integer from 1 to 6; or T and T′″ together form ═CH 2 ; and W is selected from the group comprising H, a phosphate group a phosphonate group; and a pharmacologically acceptable salt derivative or pro-drug thereof.

  一种可对例如巨细胞病毒表现出强效抗病毒活性的化合物具有式(I)，其中 R 选自由任选取代的 C 5 至 C 20 烷基和任选取代的 C 5 至 C 20 R′选自包括氢、烷基、环烷基、卤素、氨基、烷基氨基、二烷基氨基、硝基、氰基、烷氧基、芳氧基、硫醇、烷硫醇、芳硫醇、烷基在内的组；R″选自包括氢、烷基、环烷基、卤素、烷氧基、芳氧基和芳基在内的组；Q 选自包括 O、NH、S、N-烷基和 CY 2 其中 Y 可以相同或不同，选自 H、烷基和卤素； X 选自包括 O、NH、S、Se、N-烷基、(CH2) 2 ) n 其中 n 为 1 至 10，以及 CY 2 其中 Y 可以相同或不同，选自氢、烷基和卤素；Z 选自 O、S、NH 和 N-烷基；T 选自 H、卤素、烷基（C 1 至 C 10 ）、O-烷基（C 1 至 C 10 ), N 3 和 CN；T′选自包括 H、卤素、O-烷基（C 1 至 C 10 ), N 3 和 CN；或 T 和 T′共同形成一个桥，该桥选自包括 -O-、-NH- 和 -(CH)在内的组。 2 ) p - 其中 p 是 1 到 6 的整数；T″ 选自包括 H、OH、卤素、N 3 和 CN 所组成的组； T′″ 选自包括 H、OH、卤素、N 3 和 CN 所组成的组；或 T″ 和 T′″ 一起形成一个桥，该桥选自由 -O-、-NH- 和 -(CH 2) 组成的组。 2 ) p - 其中 p 是 1 到 6 的整数；或 T 和 T′″一起形成 ═CH 2 和 W 选自包括 H、磷酸基团、膦酸基团和药理学上可接受的盐衍生物或其原药的组。
• ANTI-VIRAL PYRIMIDINE NUCLEOSIDE ANALOGUES
  申请人：University College Cardiff Consultants Limited

  公开号：EP1280813A1

  公开（公告）日：2003-02-05
• US7019135B2
  申请人：——

  公开号：US7019135B2

  公开（公告）日：2006-03-28
• [EN] ANTI-VIRAL PYRIMIDINE NUCLEOSIDE ANALOGUES<br/>[FR] ANALOGUES DE NUCLEOSIDE PYRIMIDIQUE A ACTION ANTIVIRALE
  申请人：UNIV CARDIFF

  公开号：WO2001085749A1

  公开（公告）日：2001-11-15

  A compound, which can show potent anti-viral activity against, for example, cytomegalo virus, has the formula (I), wherein R is selected from the group comprising, optionally substituted, C5 to C20 alkyl and, optionally substituted, C5 to C20 cycloalkyl; R' is selected from the group comprising hydrogen, alkyl, cycloalkyl, halogens, amino, alkylamino, dialkylamino, nitro, cyano, alkyoxy, aryloxy, thiol, alkylthiol, arythiol, alkyl; R' is selected from the group comprising hydrogen, alkyl, cycloalkyl, halogens, alkyloxy, aryloxy and aryl; Q is selected from the group comprising O, NH, S, N-alkyl and CY2, where Y may be the same or different and is selected from H, alkyl and halogens; X is selected from the group comprising O, NH, S, Se, N-alkyl, (CH2)n where n is 1 to 10, and CY2 where Y may be the same or different and is selected from hydrogen, alkyl and halogens; Z is selected from the group comprising O, S, NH, and N-alkyl; T is selected from the group comprising H, halogens, alkyl (C1 to C10), O-alkyl (C1 to C10), N3 and CN; T' is selected from the group comprising H, halogens, O-alkyl (C1 to C10), N3 and CN; or T and T' together form a bridge which is selected from the group comprising -O-, -NH- and -(CH2)p- wherein p is an integer from 1 to 6; T' is selected from the group comprising H, OH, halogens, N3 and CN; T''' is selected from the group comprising H, OH, halogens, N3 and CN; or T' and T''' together form a bridge which is selected from the group comprising -O-, -NH- and -(CH2)p- wherein p is an integer from 1 to 6; or T and T''' together form =CH2; and W is selected from the group comprising H, a phosphate group a phosphonate group; and a pharmacologically acceptable salt, derivative or pro-drug thereof.
• Novel bicyclic furanopyrimidines with dual anti-VZV and -HCMV activity
  作者：Christopher McGuigan、Andrea Brancale、Graciela Andrei、Robert Snoeck、Erik De Clercq、Jan Balzarini

  DOI：10.1016/j.bmcl.2003.08.028

  日期：2003.12

  Several novel bicyclic furanopyrimidine deoxy nucleosides have been designed, prepared and evaluated as anti-Varicella Zoster Virus agents. The compounds have long ether side chains. Uniquely amongst compounds of this family to date the present agents show dual anti- (VZV) and human cytomegalovirus (HCMV) activity. The lead compounds inhibit VZV at 10 nM and HCMV at 5 muM. (C) 2003 Elsevier Ltd. All rights reserved.