3,3-dicyclohexylpropylamine | 101333-99-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3,3-dicyclohexylpropylamine
• 英文别名: 3,3-dicyclohexyl-1-propanamine；3,3-Dicyclohexylpropan-1-amine
• CAS: 101333-99-7
• 化学式: C₁₅H₂₉N
• 分子量: 223.402
• InChiKey: BCDKZHDDAHIJKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,3-dicyclohexylpropylamine 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 2.25h， 生成 N-[N-(3,3-dicyclohexylpropyl)-N'-[3-(1H-imidazol-5-yl)propyl]carbamimidoyl]benzamide
  参考文献：
  名称：

  Synthesis and histamine H2 agonistic activity of arpromidine analogues: replacement of the pheniramine-like moiety by non-heterocyclic groups

  摘要：

  Analogues of the potent histamine H-2 agonist arpromidine, characterized by non-heterocyclic groups (phenyl, cyclo-hexyl, alkyl) instead of the pheniramine-like portion, were prepared and tested for their H-2 agonistic and H-1 antagonistic activity in the isolated guinea pig right atrium and ileum, respectively. In the diphenylpropylguanidine series an increase in H-2 agonistic potency resulted from mono- or difluorination at one or both phenyl rings in the meta and/or para position (pD2 less-than-or-equal-to 7.75 vs pD2 = 7.15 for the unsubstituted parent compound). Compounds chlorinated at both phenyl rings were considerably less potent. Highest combined H-2 agonistic/H-1 antagonistic potency was found in the 4-fluorophenyl series. The arpromidine analogue with cyclohexyl and methyl group instead of phenyl and pyridine ring proved to be 30 times more potent than histamine in the atrium. The H-1 antagonistic potency in cyclohexyl compounds was lower than in the diaryl series. Thus, aromatic rings appear not to be required for high H-2 agonistic potency but are useful for combined H-2 agonistic/H-1 antagonistic activity.

  DOI：

  10.1016/0223-5234(92)90145-q

文献信息

• Substituted 1,2,3,4-tetrahydroaminonaphthols: antihypertensive agents, calcium channel blockers, and adrenergic receptor blockers with catecholamine-depleting effects
  作者：Karnail S. Atwal、Brian C. O'Reilly、Eric P. Ruby、Chester F. Turk、Gunnar Aberg、Magdi M. Asaad、James L. Bergey、Suzanne Moreland、James R. Powell

  DOI：10.1021/jm00387a008

  日期：1987.4

  Substituted 1,2,3,4-tetrahydroaminonaphthols were found to be calcium channel blockers with antihypertensive properties. These compounds also possessed adrenergic beta-receptor blocking activity. From the structure-activity studies, no clear correlation emerged between the in vitro calcium channel blocking activity and the acute anti-hypertensive activity in cannulated spontaneously hypertensive rats

  发现取代的1,2,3,4-四氢氨基萘酚是具有抗高血压特性的钙通道阻滞剂。这些化合物还具有肾上腺素β受体阻断活性。从结构活性研究来看，空心自发性高血压大鼠的体外钙通道阻滞活性与急性抗高血压活性之间没有明确的相关性。所选化合物的广泛药理测试表明，氨基萘酚是具有许多药理特性的降压药。尚不清楚各种药理作用对观察到的降压活性的相对作用。由于临床上有用的钙通道阻滞剂维拉帕米与这些化合物在结构上相关，因此氨基萘酚之一反式[3-[（3,3-二苯丙基）氨基] -1,2,3 比较了4-tetrahydro-6,7 -dimethoxy-2-naphthalenol（12）与维拉帕米的钙通道阻断活性，肾上腺素阻断活性和儿茶酚胺消耗活性。发现这两种化合物在这些测试系统中均等价。
• Method of making hydroxymethylphosphonate, polyurethane foam-forming compositions, polyurethane foam and articles made therefrom
  申请人：Stowell Jeffrey

  公开号：US20100160468A1

  公开（公告）日：2010-06-24

  A method of making hydroxymethylphosphonate comprising heating paraformaldehyde in a solvent to a desired reaction temperature, wherein the solvent is present in at least an amount necessary to solvate or suspend the paraformaldehyde; adding at least one alkyl phosphite to the heated paraformaldehyde, to provide hydroxymethylphosphonate, the alkyl phosphite being added to the heated paraformaldehyde at a rate which will avoid or inhibit the production of a significant exotherm and resulting high/significant level of acid by-product(s), there being present in the reaction medium at least one hindered amine catalyst in which the nitrogen in the amine is directly bound to a secondary and/or tertiary carbon of an organic group; and, optionally, following the completion of the addition, heating the reaction mixture to an elevated temperature.

  一种制备羟甲基膦酸酯的方法，包括在溶剂中加热多聚甲醛至所需反应温度，其中溶剂的存在量至少足够溶解或悬浮多聚甲醛；向加热的多聚甲醛中加入至少一种烷基膦酸酯，以提供羟甲基膦酸酯，所述烷基膦酸酯的加入速率将避免或抑制显著的放热反应和产生高/显著水平的酸性副产物，反应介质中至少存在一种受阻胺催化剂，其中胺中的氮直接结合到一个有机基的二级和/或三级碳上；在加入完成后，可选择将反应混合物加热至升高的温度。
• [EN] METHOD OF MAKING HYDROXYMETHYLPHOSPHONATE, POLYURETHANE FOAM-FORMING COMPOSITIONS, POLYURETHANE FOAM AND ARTICLES MADE THEREFROM<br/>[FR] PROCÉDÉ DE PRÉPARATION DE PHOSPHONATE D'HYDROXYMÉTHYLE, COMPOSITIONS FORMANT UNE MOUSSE DE POLYURÉTHANE, MOUSSE DE POLYURÉTHANE ET ARTICLES FAITS DE CETTE DERNIÈRE
  申请人：ICL IP AMERICA INC

  公开号：WO2014062313A1

  公开（公告）日：2014-04-24

  There is provided herein a method of making hydroxymethylphosphonate comprising reacting paraformaldehyde, at least one dialkyl phosphite and at least one trialkyl phosphite, in the presence of at least one amine catalyst.

  本文提供了一种制备羟甲基膦酸酯的方法，包括在至少一种胺催化剂的存在下，反应多聚甲醛、至少一种二烷基膦酸酯和至少一种三烷基膦酸酯。
• [EN] METHOD OF MAKING HYDROXYMETHYLPHOSPHONATE, POLYURETHANE FOAM-FORMING COMPOSITIONS POLYURETHANE FOAM AND ARTICLES MADE THEREFORM<br/>[FR] MÉTHODE DE FABRICATION DE PHOSPHONATE D'HYDROXYMÉTHYLE, COMPOSITIONS DE POLYURÉTHANE MOUSSANTES, MOUSSE POLYURÉTHANE ET ARTICLES FABRIQUÉS À PARTIR DE LADITE MOUSSE
  申请人：SUPRESTA LLC

  公开号：WO2010080425A1

  公开（公告）日：2010-07-15

  A method of making hydroxymethylphosphonate comprising heating paraformaldehyde in a solvent to a desired reaction temperature, wherein the solvent is present in at least an amount necessary to solvate or suspend the paraformaldehyde; adding at least one alkyl phosphite to the heated paraformaldehyde, to provide hydroxymethylphosphonate, the alkyl phosphite being added to the heated paraformaldehyde at a rate which will avoid or inhibit the production of a significant exotherm and resulting high/significant level of acid by-product(s), there being present in the reaction medium at least one hindered amine catalyst in which the nitrogen in the amine is directly bound to a secondary and/or tertiary carbon of an organic group; and, optionally, following the completion of the addition, heating the reaction mixture to an elevated temperature.

  一种制备羟甲基膦酸酯的方法，包括将多聚甲醛在溶剂中加热至所需反应温度，所述溶剂的用量至少足以使多聚甲醛溶解或悬浮；向加热的多聚甲醛中加入至少一种烷基磷酸酯，以提供羟甲基膦酸酯，所述烷基磷酸酯以避免或抑制产生显著的放热反应和产生高/显著水平的酸副产物的速率加入到加热的多聚甲醛中，在反应介质中存在至少一种受阻胺催化剂，其中胺中的氮直接结合到一个有机基团的二级和/或三级碳上；在加入完成后，可选择将反应混合物加热至高温。
• METHOD OF MAKING HYDROXYMETHYLPHOSPHONATE, POLYURETHANE FOAM-FORMING COMPOSITIONS, POLYURETHANE FOAM AND ARTICLES MADE THEREFROM
  申请人：ICL-IP AMERICA INC.

  公开号：US20140378564A1

  公开（公告）日：2014-12-25

  There is provided herein a method of making hydroxymethylphosphonate comprising reacting paraformaldehyde, at least one dialkyl phosphite and at least one trialkyl phosphite, in the presence of at least one amine catalyst.

  本文提供了一种制备羟甲基膦酸酯的方法，包括在至少一种胺催化剂的存在下，反应多聚甲醛、至少一种二烷基膦酸酯和至少一种三烷基膦酸酯。