外消旋MBDB盐酸（外消旋N-甲基-1-（3,4-亚甲二氧苯基）-2-丁胺盐酸盐）标准品 | 128767-12-4

• 物质功能分类: 生物 - 生化试剂盒
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 中文名称: 外消旋MBDB盐酸（外消旋N-甲基-1-（3,4-亚甲二氧苯基）-2-丁胺盐酸盐）标准品
• 中文别名: 苯甲基苯丙胺
• 英文名称: (+/-)-N-methyl-1-(1,3-benzodioxol-5-yl)-2-butanamine hydrochloride
• 英文别名: 1-(3,4-Methylenedioxyphenyl)-2-methylaminobutane hydrochloride；3,4-methylenedioxyphenyl-N-methyl-2-butanamine hydrochloride；MBDB (hydrochloride)；1-(1,3-benzodioxol-5-yl)-N-methylbutan-2-amine;hydrochloride
• CAS: 128767-12-4
• 化学式: C₁₂H₁₇NO₂*ClH
• 分子量: 243.733
• InChiKey: LFXXIXAVEJVYGY-UHFFFAOYSA-N

物化性质

• 闪点：
  9℃
• 溶解度：
  DMF：10mg/mL； DMSO：10mg/mL；乙醇：16mg/mL； PBS（pH 7.2）：5 mg/mL

计算性质

• 辛醇/水分配系数(LogP)：
  2.38
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  30.5
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• WGK Germany：
  2

反应信息

• 作为产物：
  描述：

  4-溴-1,2-亚甲二氧基苯 在 碘 吡啶 、 盐酸 、 lithium aluminium tetrahydride 、 magnesium 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 11.0h， 生成 外消旋MBDB盐酸（外消旋N-甲基-1-（3,4-亚甲二氧苯基）-2-丁胺盐酸盐）标准品
  参考文献：
  名称：

  Henry condensation at high pressures

  摘要：

  DOI：

  10.1007/bf00960337

文献信息

• Comparative potencies of 3,4-methylenedioxymethamphetamine (MDMA) analogues as inhibitors of [³ H]noradrenaline and [³ H]5-HT transport in mammalian cell lines
  作者：T Montgomery、C Buon、S Eibauer、P J Guiry、A K Keenan、G J McBean

  DOI：10.1038/sj.bjp.0707473

  日期：2007.12

  Background and purpose:Illegal ‘ecstasy’ tablets frequently contain 3,4‐methylenedioxymethamphetamine (MDMA)‐like compounds of unknown pharmacological activity. Since monoamine transporters are one of the primary targets of MDMA action in the brain, a number of MDMA analogues have been tested for their ability to inhibit [3H]noradrenaline uptake into rat PC12 cells expressing the noradrenaline transporter (NET) and [3H]5‐HT uptake into HEK293 cells stably transfected with the 5‐HT transporter (SERT).Experimental approach:Concentration–response curves for the following compounds at both NET and SERT were determined under saturating substrate conditions: 4‐hydroxy‐3‐methoxyamphetamine (HMA), 4‐hydroxy‐3‐methoxymethamphetamine (HMMA), 3,4‐methylenedioxy‐N‐hydroxyamphetamine (MDOH), 2,5‐dimethoxy‐4‐bromophenylethylamine (2CB), 3,4‐dimethoxymethamphetamine (DMMA), 3,4‐methylenedioxyphenyl‐2‐butanamine (BDB), 3,4‐methylenedioxyphenyl‐N‐methyl‐2‐butanamine (MBDB) and 2,3‐methylenedioxymethamphetamine (2,3‐MDMA).Key results:2,3‐MDMA was significantly less potent than MDMA at SERT, but equipotent with MDMA at NET. 2CB and BDB were both significantly less potent than MDMA at NET, but equipotent with MDMA at SERT. MBDB, DMMA, MDOH and the MDMA metabolites HMA and HMMA, were all significantly less potent than MDMA at both NET and SERT.Conclusions and implications:This study provides an important insight into the structural requirements of MDMA analogue affinity at both NET and SERT. It is anticipated that these results will facilitate understanding of the likely pharmacological actions of structural analogues of MDMA.British Journal of Pharmacology (2007) 152, 1121–1130; doi:10.1038/sj.bjp.0707473; published online 24 September 2007
• AGAFONOV, N. E.;SEDISHEV, N. N.;ZHULIN, V. M., IZV. AN CCCP. CEP. XIM.,(1990) N, S. 829-832
  作者：AGAFONOV, N. E.、SEDISHEV, N. N.、ZHULIN, V. M.

  DOI：——

  日期：——
• Henry condensation at high pressures
  作者：N. E. Azafonov、I. P. Sedishev、V. M. Zhulin

  DOI：10.1007/bf00960337

  日期：1990.4