bismorpholinoamine | 46226-69-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: bismorpholinoamine
• 英文别名: Morpholinyl morpholinyl ammonia；N-morpholin-4-ylmorpholin-4-amine
• CAS: 46226-69-1
• 化学式: C₈H₁₇N₃O₂
• 分子量: 187.242
• InChiKey: PJCWFWRONCBSGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  37
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  肉桂醇 、 bismorpholinoamine 在 二氯[9,9-二甲基-4,5-二(二苯基膦基)氧杂蒽]钯 作用下， 以 异丙醇 为溶剂， 反应 19.0h， 以75%的产率得到
  参考文献：
  名称：

  Palladium-Catalyzed Direct Amination of Allylic Alcohols at Room Temperature

  摘要：

  DOI：

  10.15227/orgsyn.093.0341

文献信息

• Asymmetric diethylzinc addition and phenyl transfer to aldehydes using chiral cis-cyclopropane-based amino alcohols
  作者：Jiangchun Zhong、Hongchao Guo、Mingan Wang、Mingming Yin、Min Wang

  DOI：10.1016/j.tetasy.2007.03.006

  日期：2007.4

  A new series of amino alcohols with a chiral cyclopropane backbone have been developed and used in the catalytic asymmetric diethylzinc addition and phenyl transfer to various types of aldehydes. These cyclopropane-based chiral amino alcohols show high enantioselectivity in the addition of organozincs to aromatic and aliphatic aldehydes. For diethylzinc addition to aromatic and aliphatic aldehydes

  已经开发了具有手性环丙烷骨架的一系列新的氨基醇，并将其用于催化不对称二乙基锌的加成反应以及将苯基转移至各种类型的醛中。这些基于环丙烷的手性氨基醇在将有机锌添加到芳族和脂族醛中时显示出高对映选择性。对于将二乙基锌添加到芳族和脂族醛中，分别获得了高达97％ee和93％ee。对于将苯基转移到芳族醛中，最佳对映选择性为89％ee。
• Synthesis and evaluation of unsymmetrical heterocyclic thioureas as potent β-glucuronidase inhibitors
  作者：Muhammad Taha、Nor Hadiani Ismail、Waqas Jamil、Khalid Mohammed Khan、Uzma Salar、Syed Muhammad Kashif、Fazal Rahim、Yawar Latif

  DOI：10.1007/s00044-015-1369-x

  日期：2015.8

  Thiourea analogs 1–20 were synthesized and evaluated for their in vitro β-glucuronidase inhibitory potential. The compounds 9 (0.86 ± 0.01 μM), 6 (1.24 ± 0.01 μM), 16 (1.64 ± 0.02 μM) and 15 (2.12 ± 0.02 μM) showed potent activity. Other analogs 1–5, 7, 8, 10, 11, 13, 17, 20 showed better activity than standard drug d-saccharic acid 1,4-lactone (47.34 ± 0.21 μM) ranging 4.36–34.4 μM. All synthetic

  合成了硫脲类似物1 – 20，并评估了其体外β-葡萄糖醛酸苷酶抑制潜力。化合物9（0.86±0.01μM），6（1.24±0.01μM），16（1.64±0.02μM）和15（2.12±0.02μM）显示出有效的活性。其他类似物1 - 5，7，8，10，11，13，17，20显示出比标准药物更好的活性d-蔗糖酸1,4-内酯（47.34±0.21μM）范围为4.36–34.4μM。所有合成化合物均通过不同的光谱方法表征。这项研究确定了一种新型的有效抑制剂β-葡萄糖醛酸酶。
• One-pot synthesis of new highly substituted allylic phosphorodiamidates
  作者：Leila Bahri、T. Barhoumi-Slimi、R. Mallek、M.A.K. Sanhoury、B. Crousse、M.T. Ben Dhia

  DOI：10.1016/j.jfluchem.2016.08.002

  日期：2016.9

  A one-pot synthesis of new substituted allylic phosphorodiamidates was performed through phosphorylation of the corresponding alcohols followed by aminolysis. The intermediate allylic phosphorodichoridates could only be isolated when the starting allylic alcohol contains a trifluoromethyl group at the γ-position. These phosphorodiamidates were obtained as mixtures of two (Z and E) isomers in 41–72%

  通过相应的醇的磷酸化，然后进行氨解，进行一锅合成新的取代的烯丙基二氨基氨基磷酸酯。仅当起始的烯丙醇在γ位置包含三氟甲基时，才能分离出中间的烯丙基磷酸二氯酯。这些二氨基氨基磷酸酯是两种（Z和E）异构体的混合物，产率为41-72％。它们的特征在于多核（1 H，13 C，31 P和19 F）NMR，IR光谱和HRMS。
• Isolating Antipathogenic Fungal Coumarins from Coriaria nepalensis and Determining Their Primary Mechanism In Vitro
  作者：Jun-you Jian、Yi-min Fan、Jun Jin、Xi-yue He、Ping Yi、Chun-mao Yuan、Wei Gu、Zhan-xing Hu、Lie-jun Huang、Xiao-jiang Hao

  DOI：10.1021/acs.jafc.3c08573

  日期：2024.3.27

  bioassay-guided isolation, eight undescribed coumarins (1–8), along with six reported coumarins (9–14), were obtained from Coriaria nepalensis. The new structures were determined by using IR, UV, NMR, HRESIMS, and ECD calculations. The results of the biological activity assays showed that compound 9 exhibited broad spectrum antifungal activities against all tested fungi in vitro and a significant inhibitory effect

  通过生物测定引导的分离，从尼泊尔马桑中获得了八种未描述的香豆素 ( 1 – 8 ) 以及六种报道的香豆素 ( 9 – 14 )。新结构通过红外、紫外、核磁共振、HRESIMS 和 ECD 计算确定。生物活性测定结果表明，化合物9在体外对所有供试真菌均表现出广谱抗真菌活性，对烟草疫霉有显着的抑制作用，EC 50值为3.00 μg/mL。值得注意的是，化合物9在体内表现出比蛇床子素更强的对烟草黑胫病的治疗和保护作用。因此，对9进行结构修饰以获得新的有前景的抗真菌剂，并且新型衍生物（ 17b 、 17j和17k ）对核盘菌表现出比先导化合物9更好的效果。初步机理探索表明9可增强细胞膜通透性，破坏细胞形态和超微结构，降低烟草假单胞菌菌丝体胞外多糖含量。此外，细胞毒性结果表明，化合物9对HEK293细胞系表现出较低的细胞毒性，在30 μg/mL时抑制率为33.54%。这项研究有望从天然香豆素中发现具有良好生态相容性的新型杀菌剂。
• Simple preparation of epimeric 2,6-dimethyl-4-(N′-substituted thioureido)-1,3-dioxanes and crystal structure of rel-2S,4S,6S-2,6-dimethyl-4-(N′-benzylthioureido)-1,3-dioxane
  作者：Juraj Bernát、Ladislav Kniežo、Gabriela Birošová、Ján Imrich、Jaroslav Podlaha、Miloš Buděšínský、Jaromír Novák、Tibor Liptaj

  DOI：10.1016/s0040-4020(01)86472-3

  日期：1991.1

  One-pot reaction of acetaldehyde, KSCN and POCl3 affords 2,6-dimethyl-4-isothiocyanato-1,3-dioxane 4 in good yield. Compound 4 reacts with primary amines to give crystalline rel-2S,4R,6S-2,6-dimethyl-4-(N'-substituted thioureido)-1,3-dioxanes 5. The obtained thioureas 5 with axial thioureido group are spontaneously epimerised in acetone solution under formation of rel-2S,4S,6S-2,6-dimethyl-4-(N'-substituted thioureido)-1,3-dioxanes 6. These compounds form dimers containing relatively strong intermolecular hydrogen bonds -N-H...S- as confirmed by X-ray diffraction analysis. Treatment of isothiocyanate 4 with secondary amines is accompanied by epimerisation during the reaction and leads to a mixture of diastereoisomeric 5 and 6 or to pure diastereoisomers 6.