3-(2-叠氮苯基)丙烷-1-胺 | 146954-33-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-(2-叠氮苯基)丙烷-1-胺
• 英文名称: 3-(o-Azidophenyl)propylamine
• 英文别名: Benzenepropanamine, 2-azido-；3-(2-azidophenyl)propan-1-amine
• CAS: 146954-33-8
• 化学式: C₉H₁₂N₄
• 分子量: 176.221
• InChiKey: SYRSLGMKAUCZOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  40.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(2-叠氮苯基)丙烷-1-胺 在 sodium tetrahydroborate 、 magnesium sulfate 作用下， 以 乙醚 为溶剂， 反应 13.5h， 生成 N-[[5-methyl-2-[(triphenyl-lambda5-phosphanylidene)amino]phenyl]methyl]-3-[2-[(triphenyl-lambda5-phosphanylidene)amino]phenyl]propan-1-amine
  参考文献：
  名称：

  Synthetic applications of bis(iminophosphoranes). One-pot preparation of rigid bicyclic guanidines

  摘要：

  A one-pot synthesis of [6 + 6], [6 + 7], and [6 + 8] bicyclic guanidines based on a new method of dihydropyrimido annelation, which involves reaction of bis(iminophosphoranes) with aryl isocyanates or isothiocyanates is described. The method is also applicable for the preparation of chiral bicyclic guanidines.

  DOI：

  10.1021/jo00059a015
• 作为产物：
  描述：

  3-(2-氨基苯基)-1-丙醇 在 盐酸 、 sodium azide 、 一水合肼 、 三苯基膦 、 sodium nitrite 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 52.5h， 生成 3-(2-叠氮苯基)丙烷-1-胺
  参考文献：
  名称：

  Synthetic applications of bis(iminophosphoranes). One-pot preparation of rigid bicyclic guanidines

  摘要：

  A one-pot synthesis of [6 + 6], [6 + 7], and [6 + 8] bicyclic guanidines based on a new method of dihydropyrimido annelation, which involves reaction of bis(iminophosphoranes) with aryl isocyanates or isothiocyanates is described. The method is also applicable for the preparation of chiral bicyclic guanidines.

  DOI：

  10.1021/jo00059a015

文献信息

• Formation of bicyclic azepines by intramolecular trapping of didehydroazepines
  作者：Shigeru Murata、Masaki Miwa、Hideo Tomioka

  DOI：10.1039/c39950001255

  日期：——

  Photolysis of 2-(3-aminopropyl)phenyl azides 6 gives 2,3,4,4a-tetrahydro-1H-pyrido[2,3-b]azepines 7 in good yields, which are formed by intramolecular trapping of the ring-expanded didehydroazepine intermediate with an amino group.

  2-(3-氨基丙基)苯基叠氮6的光解反应能够以良好产率生成2,3,4,4a-四氢-1H-吡啶并[2,3-b]氮杂䓬7，这一产物是通过氨基对环扩展的二脱氢氮杂䓬中间体的分子内捕获形成的。
• A New and Efficient Preparation of Cyclic Carbodiimides from Bis(iminophosphoranes) and the System Boc2O/DMAP
  作者：Pedro Molina、Mateo Alajarin、Pilar Sanchez-Andrada、Jose Elguero、Maria Luisa Jimeno

  DOI：10.1021/jo00103a022

  日期：1994.12

  A one-pot synthesis of cyclic carbodiimides which involves reaction of C,C-bis(aryliminophosphoranes) connected by aliphatic bridges with Boc(2)O in the presence of DMAP is described. The method is also applicable when a heteroatom such as oxygen or nitrogen is incorporated into the tether connecting the two aromatic rings. A conformation study has been carried out on carbodiimide 23a, which posseses a central nine-membered ring, using H-1 NMR spectroscopy and semiempirical as well as molecular mechanics calculations.
• POSITIVE MODULATORS OF NICOTINIC RECEPTOR AGONISTS
  申请人：AstraZeneca AB

  公开号：EP1230218A1

  公开（公告）日：2002-08-14
• [EN] POSITIVE MODULATORS OF NICOTINIC RECEPTOR AGONISTS<br/>[FR] MODULATEURS POSITIFS D'AGONISTES DE RECEPTEUR NICOTINIQUE
  申请人：ASTRAZENECA AB

  公开号：WO2001032622A1

  公开（公告）日：2001-05-10

  A compound of Formula (I), wherein R1 represents hydrogen, C¿1?-C4 alkyl, C2-C4 alkenyl, C2-C4 alkynyl, or (CH2)nAr; W represents C(O), C(O)O, C(O)NR?6¿, or a bond; R2 represents hydrogen, Ar, or (CH¿2?)pCH[(CH2)qR?7](CH¿2)tR8; or together R?2 and R6¿ represent (CH¿2?)jY(CH2)k; R?3 and R5¿ independently represent hydrogen, halogen, or C¿1?-C4 alkyl; X represents oxygen, or NH; R?4¿ represents hydrogen, C¿1?-C4 alkyl(CH2)uAr, R?9¿CO, or R9SO2; R6 represents hydrogen, C¿1?-C4 alkyl, aryl or heteroaryl, or together R?2 and R6¿ represent (CH¿2?)jY(CH2)k; R?7 and R8¿ independently represent hydrogen, halogen, CN, -C CH, N¿3?, CF3, NO2, Ar, OR?10, NR10R11¿, C(O)OR10, OC(O)R10, C(O)NR?10R11, NR10C(O)R11, SO¿2NR?10R11, or NR10SO¿2R11; R9 represents C¿1?-C4 alkyl, or Ar; Ar represents phenyl, naphthyl, or a 5- or 6-membered heterocyclic ring containing 0-3 nitrogens, 0-1 sulfurs and 0-1 oxygens; Ar is optionally substituted with one or more substituents independently selected from: hydrogen, halogen, C1-C4 alkyl, C2-C4 alkenyl, C2-C4 alkynyl, (CH2)naryl, CN, NO2, CF3, OR?12, NR12R13¿ and COOR?12; R10, R11, R12 and R13¿ independently represent hydrogen, C¿1?-C4 alkyl, aryl, or heteroaryl; or together R?10 and R11¿ and/or R?12 and R13¿ independently represent (CH¿2?)jY(CH2)k; Y represents oxygen, sulfur, NR?14¿, or a bond; j is 2-4; k, m, n, p, q, t and u are independently 0-2; R14 represents hydrogen, C¿1?-C4 alkyl, aryl or heteroaryl; or an enantiomer thereof,and pharmaceutically acceptable salts thereof, processes for preparing them, pharmaceutical compositions containing them and their use in therapy, especially for treatment of conditions associated with reductions in nicotinic transmission. The compounds of the invention enhance the efficacy of agonists at nicotinic receptors.
• Synthetic applications of bis(iminophosphoranes). One-pot preparation of rigid bicyclic guanidines
  作者：Pedro Molina、Mateo Alajarin、Angel Vidal

  DOI：10.1021/jo00059a015

  日期：1993.3

  A one-pot synthesis of [6 + 6], [6 + 7], and [6 + 8] bicyclic guanidines based on a new method of dihydropyrimido annelation, which involves reaction of bis(iminophosphoranes) with aryl isocyanates or isothiocyanates is described. The method is also applicable for the preparation of chiral bicyclic guanidines.