1-bromo-2-pentadecanol | 417699-21-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: 1-bromo-2-pentadecanol
• 英文别名: 1-Bromopentadecan-2-ol；1-bromopentadecan-2-ol
• CAS: 417699-21-9
• 化学式: C₁₅H₃₁BrO
• 分子量: 307.315
• InChiKey: XSVKFGKQBZOEDS-UHFFFAOYSA-N

物化性质

• 沸点：
  363.2±15.0 °C(Predicted)
• 密度：
  1.070±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  17
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-bromo-2-pentadecanol 在 chromium(VI) oxide 、 硫酸 作用下， 以 四氢呋喃 、 硝基甲烷 为溶剂， 生成
  参考文献：
  名称：

  Acylcarnitine analogues as topical, microbicidal spermicides.

  摘要：

  Acylcarnitine analogues, (+)-6-Carboxylatomethyl-2-alkyl-4,4-dimethylmorpholinium (Z-n, where n = the number of carbons in the alkyl chain), synthesized in multi-gram quantities show in vitro activities as spermicides, anti-HIV agents, and inhibitors of the growth of Candida albicans. Activity improves with increasing chain length. Compound Z-15 is a candidate for further study as a topical, microbicidal spermicide. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00423-0
• 作为产物：
  描述：

  1-十五碳烯 在 N-溴代丁二酰亚胺(NBS) 、 三氯化铁 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 1-bromo-2-pentadecanol
  参考文献：
  名称：

  Acylcarnitine analogues as topical, microbicidal spermicides.

  摘要：

  Acylcarnitine analogues, (+)-6-Carboxylatomethyl-2-alkyl-4,4-dimethylmorpholinium (Z-n, where n = the number of carbons in the alkyl chain), synthesized in multi-gram quantities show in vitro activities as spermicides, anti-HIV agents, and inhibitors of the growth of Candida albicans. Activity improves with increasing chain length. Compound Z-15 is a candidate for further study as a topical, microbicidal spermicide. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00423-0

文献信息

• Spermicidal, anti-HIV, and micellar properties of di- and trihydroxylated cationic surfactants
  作者：Yue-Ling Wong、Christopher L Curfman、Gustavo F Doncel、M Patricia Hubieki、Travis C Dudding、Prashant S Savle、Richard D Gandour

  DOI：10.1016/s0040-4020(01)01114-0

  日期：2002.1

  effective at 0.1 mg mL−1 in the cell-free assay and 0.5 mg mL−1 in the cell-associated assay. Compound 1(16) shows the best combination of dual activity against sperm and HIV. In summary, hydroxylated cationic surfactants, 1 and 2, show promise as inexpensive topical, contraceptive microbicides.

  2-羟基-N-（2-羟乙基）-N，N-二甲基-1-烷胺1（p）和2-羟基-N，N-双（2-羟乙基）-N-甲基-1- alkanaminium 2（p为同源系列中描述）溴化物，tetradecanaminium（p = 14）通过octadecaminium（p= 18）。该系列偶数成员的临界胶束浓度（cmc's）在25和37°C下通过电导率测量，显示了预期的线性依赖于链长。所有化合物均显示杀精和杀虫活性。在Sander–Cramer杀虫剂测定法1和2中，最小有效浓度（MEC）与链长的关系图分别显示了截止效应和抛物线关系。最好的化合物1（17）和1（18）的MEC（〜0.12 mg mL -1）略低于市售杀精子剂壬氧化酚9（N-9）。化合物1（16）和2（17）在体外，无细胞和细胞相关的病毒灭活试验中显示出最佳的抗HIV活性。两者在无细胞测定中均为0.1 mg mL -1，在细胞相关测定中均为0
• Acylcarnitine analogues as topical, microbicidal spermicides.
  作者：Prashant S. Savle、Gustavo F. Doncel、Stephen D. Bryant、M. Patricia Hubieki、R. Graham Robinette、Richard D. Gandour

  DOI：10.1016/s0960-894x(99)00423-0

  日期：1999.9

  Acylcarnitine analogues, (+)-6-Carboxylatomethyl-2-alkyl-4,4-dimethylmorpholinium (Z-n, where n = the number of carbons in the alkyl chain), synthesized in multi-gram quantities show in vitro activities as spermicides, anti-HIV agents, and inhibitors of the growth of Candida albicans. Activity improves with increasing chain length. Compound Z-15 is a candidate for further study as a topical, microbicidal spermicide. (C) 1999 Elsevier Science Ltd. All rights reserved.