1-N-苯基丙烷-1,2-二胺 | 6499-72-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 1-N-苯基丙烷-1,2-二胺
• 英文名称: N¹-phenylpropane-1,2-diamine
• 英文别名: N1-phenyl-propane-1,2-diamine；N-(2-aminopropyl)benzenamine；1-methyl-N²-phenyl-ethanediyldiamine；(+/-)-N¹-phenyl-propylenediamine；1-Methyl-N²-phenyl-aethandiyldiamin；(+/-)-N¹-Phenyl-propylendiamin；N-Phenylpropane-1,2-diamine；1-N-phenylpropane-1,2-diamine
• CAS: 6499-72-5；62733-56-6
• 化学式: C₉H₁₄N₂
• mdl: MFCD12796450
• 分子量: 150.224
• InChiKey: RNQLRGJXXXBNMK-UHFFFAOYSA-N

物化性质

• 沸点：
  106 °C(Press: 0.4 Torr)
• 密度：
  1.029±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  38
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-N-苯基丙烷-1,2-二胺 在 L-酒石酸 作用下， 生成 2-amino-1-phenylaminopropane
  参考文献：
  名称：

  Fourneau, Bulletin de la Societe Chimique de France, 1944, vol. <5>11, p. 141,148

  摘要：

  DOI：
• 作为产物：
  描述：

  丙酰胺,2-氨基-N-苯基- 在 lithium aluminium tetrahydride 作用下， 生成 1-N-苯基丙烷-1,2-二胺
  参考文献：
  名称：

  Pinza,M. et al., European Journal of Medicinal Chemistry, 1976, vol. 11, p. 395 - 398

  摘要：

  DOI：

文献信息

• [EN] AMINOETHYLAROMATIC COMPOUNDS SUITABLE FOR TREATING DISORDERS THAT RESPOND TO MODULATION OF THE DOPAMINE D3 RECEPTOR<br/>[FR] COMPOSES AMINOETHYLAROMATIQUES PERMETTANT DE TRAITER DES TROUBLES REPONDANT A UNE MODULATION DU RECEPTEUR D3 DE LA DOPAMINE
  申请人：ABBOTT GMBH & CO KG

  公开号：WO2006040179A1

  公开（公告）日：2006-04-20

  The present invention relates to aromatic compounds of the formula (I) wherein Ar is phenyl or an aromatic 5- or 6-membered C-bound heteroaromatic radical, wherein Ar may carry 1 radical Ra and wherein Ar may also carry 1 or 2 radicals Rb; X is N or CH; E is CR6R7 or NR3; R1 is C1-C4-alkyl, C3-C4-cycloalkyl, C3-C4-cycloalkylmethyl, C3-C4-alkenyl, fluorinated Cl-C4­-alkyl, fluorinated C3-C4-cycloalkyl, fluorinated C3-C4-cycloalkylmethyl, fluorinated C3-C4­-alkenyl, formyl or C1-C3-alkylcarbonyl; R1a is H, C1-C4-alkyl, C3-C4-cycloalkyl, C3-C4-cycloalkylmethyl, C3-C4-alkenyl, fluorinated C1-­C4-alkyl, fluorinated C3-C4-cycloalkyl, fluorinated C3-C4-cycloalkylmethyl, fluorinated C3­-C4-alkenyl, or R1a and R2 together are (CH2)n with n being 2, 3 or 4, or R1a and R2a together are (CH2)n with n being 2, 3 or 4; R2 and R2a are independently of each other H, C1-C4-alkyl or fluorinated C1-C4-alkyl or R2a and R2 together are (CH2)m with m being 1, 2, 3, 4 or 5; R3 is H or C1-C4-alkyl; R6, R7 independently of each other are selected from H, fluorine, C1-C4-alkyl and fluorinated C1-C4-alkyl or together form a moiety (CH2)p with p being 2, 3, 4 or 5; and the physiologically tolerated acid addition salts thereof. The invention also relates to the use of a compound of the formula (I) or a pharmaceutically acceptable salt thereof for preparing a pharmaceutical composition for the treatment of a medical disorder susceptible to treatment with a dopamine D3 receptor ligand.

  本发明涉及公式（I）的芳香族化合物，其中Ar为苯基或芳香族5-或6-成员C-键合杂环基，其中Ar可能携带1个基团Ra，Ar也可能携带1个或2个基团Rb；X为N或CH；E为CR6R7或NR3；R1为C1-C4-烷基，C3-C4-环烷基，C3-C4-环烷基甲基，C3-C4-烯基，氟代的Cl-C4-烷基，氟代的C3-C4-环烷基，氟代的C3-C4-环烷基甲基，氟代的C3-C4-烯基，甲酰基或C1-C3-烷基羰基；R1a为H，C1-C4-烷基，C3-C4-环烷基，C3-C4-环烷基甲基，C3-C4-烯基，氟代的C1-C4-烷基，氟代的C3-C4-环烷基，氟代的C3-C4-环烷基甲基，氟代的C3-C4-烯基，或R1a和R2一起为（CH2）n，其中n为2、3或4，或R1a和R2a一起为（CH2）n，其中n为2、3或4；R2和R2a彼此独立为H，C1-C4-烷基或氟代的C1-C4-烷基，或R2a和R2一起为（CH2）m，其中m为1、2、3、4或5；R3为H或C1-C4-烷基；R6、R7彼此独立地选自H、氟、C1-C4-烷基和氟代的C1-C4-烷基，或一起形成一个(CH2)p的基团，其中p为2、3、4或5；以及其生理耐受的酸盐。该发明还涉及使用公式（I）的化合物或其药学上可接受的盐来制备用于治疗可用多巴胺D3受体配体治疗的医疗疾病的药物组合物。
• Gold(I)-Catalyzed Intramolecular Hydroamination of N-Allylic N′-Arylureas to form Imidazolidin-2-ones
  作者：Hao Li、Feijie Song、Ross A. Widenhoefer

  DOI：10.1002/adsc.201000844

  日期：2011.4.18

  Treatment of N‐allylic N′‐arylureas with a catalytic 1:1 mixture of di‐tert‐butyl‐o‐biphenylphoshphine gold(I) chloride and silver hexafluorophosphate (1 mol%) in chloroform at room temperature led to 5‐exo‐hydroamination to form the corresponding imidazolidin‐2‐ones in excellent yield. In the case of N‐allylic ureas that possessed an allylic alkyl, benzyloxymethyl, or acetoxymethyl substituent, gold(I)‐catalyzed

  的治疗Ñ -烯丙基N'-与催化1 arylureas：二- 1混合物叔丁基- ø -biphenylphoshphine金（I）氯化物和银在氯仿六氟磷酸盐（1摩尔％）在室温下导致5-外型-加氢胺化以极好的收率形成相应的咪唑啉-2-酮。在的情况下Ñ其具有的烯丙基烷基，苄氧基甲基，乙酰氧基甲基或取代基，金（I） -烯丙基脲催化的5-外-hydroamination导致形成相应的反式在-3,4-二取代的咪唑烷-2-酮具有≥50:1 的非对映选择性的优异收率。
• An efficient and recyclable chitosan supported copper(II) heterogeneous catalyst for C–N cross coupling between aryl halides and aliphatic diamines
  作者：Chandan Bodhak、Ashis Kundu、Animesh Pramanik

  DOI：10.1016/j.tetlet.2014.11.120

  日期：2015.1

  convenient methodology has been developed for synthesis of mono N-arylated aliphatic 1,2- and 1,3-diamines and amino alcohols. A highly efficient and renewable heterogeneous chitosan supported copper(II) catalyst has been employed for the C–N cross coupling between aryl halides and aliphatic diamines/amino alcohols. The main advantages of this reaction are the high yields of the products, reduced reaction

  已经开发了一种有用且方便的方法来合成单N-芳基化的脂肪族1,2-和1,3-二胺和氨基醇。一种高效且可再生的多聚壳聚糖负载铜（II）催化剂已用于芳基卤化物与脂肪族二胺/氨基醇之间的C–N交叉偶联。该反应的主要优点是产物的高产率，缩短的反应时间，方便的后处理步骤，催化剂的可更新性以及产物的金属污染少。所有这些因素使目前的C–N交叉偶联反应经济，绿色和可持续。
• Aminoethylaromatic Compounds Suitable For Treating Disorders That Respond To Modulation Of The Dopamine D3 Receptor
  申请人：Drescher Karla

  公开号：US20080096934A1

  公开（公告）日：2008-04-24

  The present invention relates to aromatic compounds of the formula I wherein Ar is phenyl or an aromatic 5- or 6-membered C-bound heteroaromatic radical, wherein Ar may carry 1 radical R a and wherein Ar may also carry 1 or 2 radicals R b ; X is N or CH; E is CR 6 R 7 or NR 3 ; R 1 is C 1 -C 4 -alkyl, C 3 -C 4 -cycloalkyl, C 3 -C 4 -cycloalkylmethyl, C 3 -C 4 -alkenyl, fluorinated C 1 -C 4 -alkyl, fluorinated C 3 -C 4 -cycloalkyl, fluorinated C 3 -C 4 -cycloalkylmethyl, fluorinated C 3 -C 4 -alkenyl, formyl or C 1 -C 3 -alkylcarbonyl; R 1a is H, C 1 -C 4 -alkyl, C 3 -C 4 -cycloalkyl, C 3 -C 4 -cycloalkylmethyl, C 3 -C 4 -alkenyl, fluorinated C 1 -C 4 -alkyl, fluorinated C 3 -C 4 -cycloalkyl, fluorinated C 3 -C 4 -cycloalkylmethyl, fluorinated C 3 -C 4 -alkenyl, or R 1a and R 2 together are (CH 2 ) n with n being 2, 3 or 4, or R 1a and R 2a together are (CH 2 ) n with n being 2, 3 or 4; R 2 and R 2a are are independently of each other H, C 1 -C 4 -alkyl or fluorinated C 1 -C 4 -alkyl or R 2a and R 2 together are (CH 2 ) m with m being 1, 2, 3, 4 or 5; R 3 is H or C 1 -C 4 -alkyl; R 6 , R 7 independently of each other are selected from H, fluorine, C 1 -C 4 -alkyl and fluorinated C 1 -C 4 -alkyl or together form a moiety (CH 2 ) p with p being 2, 3, 4 or 5; and the physiologically tolerated acid addition salts thereof. The invention also relates to the use of a compound of the formula I or a pharmaceutically acceptable salt thereof for preparing a pharmaceutical composition for the treatment of a medical disorder susceptible to treatment with a dopamine D3 receptor ligand.

  本发明涉及式I的芳香族化合物，其中Ar是苯基或芳香族5-或6-成员C-连接的杂环基，其中Ar可以携带1个基团Ra，且Ar还可以携带1或2个基团Rb；X是N或CH；E是CR6R7或NR3；R1是C1-C4烷基、C3-C4环烷基、C3-C4环烷基甲基、C3-C4烯基、氟代C1-C4烷基、氟代C3-C4环烷基、氟代C3-C4环烷基甲基、氟代C3-C4烯基、甲酰基或C1-C3烷基羰基；R1a是H、C1-C4烷基、C3-C4环烷基、C3-C4环烷基甲基、C3-C4烯基、氟代C1-C4烷基、氟代C3-C4环烷基、氟代C3-C4环烷基甲基、氟代C3-C4烯基，或R1a和R2一起是(CH2)n，其中n为2、3或4，或R1a和R2a一起是(CH2)n，其中n为2、3或4；R2和R2a彼此独立地是H、C1-C4烷基或氟代C1-C4烷基，或者R2a和R2一起是(CH2)m，其中m为1、2、3、4或5；R3是H或C1-C4烷基；R6、R7彼此独立地选择自H、氟、C1-C4烷基和氟代C1-C4烷基，或者一起形成(CH2)p的基团，其中p为2、3、4或5；以及其生理耐受性酸盐。本发明还涉及使用式I的化合物或其药学上可接受的盐制备用于治疗易受多巴胺D3受体配体治疗的医疗疾病的制药组合物。
• AMINOETHYLAROMATIC COMPOUNDS SUITABLE FOR TREATING DISORDERS THAT RESPOND TO MODULATION OF THE DOPAMINE D3 RECEPTOR
  申请人：Drescher Karla

  公开号：US20120220635A1

  公开（公告）日：2012-08-30

  The present invention relates to aromatic compounds of the formula (I) and the physiologically tolerated acid addition salts thereof. The invention also relates to the use of a compound of the formula (I) or a pharmaceutically acceptable salt thereof for preparing a pharmaceutical composition for the treatment of a medical disorder susceptible to treatment with a dopamine D 3 receptor ligand.

  本发明涉及公式（I）的芳香族化合物及其生理耐受的酸加成盐。本发明还涉及使用公式（I）的化合物或其药学上可接受的盐来制备用于治疗易于用多巴胺D3受体配体治疗的医疗障碍的制药组合物。