丙酰胺,N-(2,3-二氢-1H-茚-2-基)- | 138006-38-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 中文名称: 丙酰胺,N-(2,3-二氢-1H-茚-2-基)-
• 英文名称: N-(indan-2-yl)propionamide
• 英文别名: 2-propionamidoindan；2-(propionylamino)-indane；2-(propionylamino) indane；Propanamide, N-(2,3-dihydro-1H-inden-2-yl)-；N-(2,3-dihydro-1H-inden-2-yl)propanamide
• CAS: 138006-38-9
• 化学式: C₁₂H₁₅NO
• 分子量: 189.257
• InChiKey: FVNSFMILKBPVBY-UHFFFAOYSA-N

物化性质

• 沸点：
  382.4±32.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  丙酰胺,N-(2,3-二氢-1H-茚-2-基)- 在 10percent Pd/C 硫酸 、 硼烷 、 硝酸 、 甲酸铵 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 硝基甲烷 、 二氯甲烷 为溶剂， 反应 4.75h， 生成 5-amino-2-(N,N-di-n-propylamino)indan
  参考文献：
  名称：

  Thiazoloindans and Thiazolobenzopyrans:  A Novel Class of Orally Active Central Dopamine (Partial) Agonists

  摘要：

  The 2-aminothiazole moiety has proven its value in medicinal chemistry as a stable and lipophilic bioisosteric replacement of a phenol group. This approach has provided dopamine (DA) agonists with good oral availability. To further explore its use in the development of DA agonists, we have combined the 2-aminothiazole moiety with 2-aminoindans and 3-aminobenzopyrans, which are known templates for DA agonists. In this study we have synthesized 6-amino-3-(N,N-di-n-propylamino)-3,4-dihydro-2H-thiazole[5,4-f]-[1]benzopyran (12) and 6-amino-2-(N,N-di-n-propylamino)thiazolo[4,5-f]indan (20) and several analogues (13, 17, and 21). The affinity of the thiazolobenzopyrans and thiazoloindans for DA receptors was evaluated, which revealed compound 20 to have high affinity for DA DQ receptors. In addition, the compounds were screened for their potential to inhibit lipid peroxidation, to determine their radical scavenging properties. Compounds 12, 20, and 21 were subjected to further pharmacological evaluation in a functional assay to determine intrinsic activity. Compound 20 was also studied with microdialysis (to determine effects on DA turnover in striatum) and in unilaterally 6-OH-DA lesioned rats (to determine their potential as DA agonists). These studies selected compound 20 (GMC 1111) as particularly interesting. Compound 20 caused a rotation activation in unilaterally B-OH-DA lesioned rats and an increase in DA turnover in rat striatum. This dual agonist/antagonist action is best accounted for by its partial agonism at striatal DA D-2 receptors. Interestingly, 20 displayed long-lasting activity and excellent oral availability in B-OH-DA lesioned rats, making this compound potentially useful for the treatment of Parkinson's disease.

  DOI：

  10.1021/jm000087z
• 作为产物：
  描述：

  丙酰氯 、 2-氨基茚满盐酸盐 在 碳酸氢钠 作用下， 以 水 、 乙酸乙酯 为溶剂， 以67%的产率得到丙酰胺,N-(2,3-二氢-1H-茚-2-基)-
  参考文献：
  名称：

  2-aminothiazol-fused 2-aminoindans and 2-aminotetralins and their use

  摘要：

  该发明涉及具有通式（1）的2-氨基噻唑融合的2-氨基茚和2-氨基四氢萘，其中R1和R2，可以相同也可以不同，选自包括氢原子、1到7个碳原子的烷基或卤代烷基基团、3到7个碳原子的（烷基）环烷基基团、3到6个碳原子的烯基或炔基基团、烷基中含有1到3个碳原子的芳基烷基，而芳基核可能被取代；n和m为1或2；以及其对映异构体和酸盐，含有它们的制剂和它们在制备对中枢神经系统和/或循环的多巴胺系统产生影响的药物中的用途。

  公开号：

  US06291494B1

文献信息

• Indane derivatives for treating endotoxin shock and/or nephritis
  申请人：Tanabe Seiyaku Co., Ltd.

  公开号：US05543409A1

  公开（公告）日：1996-08-06

  Disclosed are indane compounds represented by the formula: ##STR1## wherein R.sup.1 is aryl, lower alkyl, cycloalkyl, halogeno-lower alkyl, lower alkenyl, phenyl-substituted lower alkenyl, monocyclic or bicyclic aromatic heterocyclic having N, O or S as a hetero atom, lower alkoxy, phenoxy, lower alkylamino, lower alkenylamino, phenylamino, lower alkyl substituted by monocyclic or bicyclic aromatic heterocyclic having N, O or S as a hetero atom, or lower alkenyloxy; R.sup.2 is H or lower alkyl; X is carbonyl or thiocarbonyl; Alk is single bonding arm or lower alkylene; and the dotted line is presence or absence of a double bond, for treating endotoxin shock and/or nephritis.

  揭示了由以下式表示的茚烷化合物：##STR1##其中R.sup.1为芳基、较低烷基、环烷基、卤代较低烷基、较低烯基、苯基取代的较低烯基、具有N、O或S作为杂原子的单环或双环芳香杂环、较低烷氧基、苯氧基、较低烷基氨基、较低烯基氨基、苯基氨基、被具有N、O或S作为杂原子的单环或双环芳香杂环取代的较低烷基，或较低烯氧基；R.sup.2为H或较低烷基；X为羰基或硫代羰基；Alk为单键臂或较低烷基烯；虚线表示双键的存在或不存在，用于治疗内毒素休克和/或肾炎。
• ARBOVIRUS INHIBITORS AND USES THEREOF
  申请人：Larsen Scott

  公开号：US20120252807A1

  公开（公告）日：2012-10-04

  The present invention relates to chemical compounds, methods for their discovery, and their therapeutic use. In particular, the present invention provides compounds as inhibitors of arboviruses.

  本发明涉及化学化合物、其发现方法以及其治疗用途。具体而言，本发明提供了作为虫媒病毒抑制剂的化合物。
• Derivatives of 4-(aminomethyl) piperidine, their preparation and their
  申请人：Synthelabo

  公开号：US05179108A1

  公开（公告）日：1993-01-12

  Compounds of general formula (I) ##STR1## in which n is 1 or 2; R represents a linear or branched C.sub.1 -C.sub.3 -alkyl group; and X represents at least one substituent chosen from hydrogen, halogen, C.sub.1 -C.sub.3 -alkyl and C.sub.1 -C.sub.3 -alkoxy, in the form of a free base or an acid addition salt thereof, and their therapeutic application.

  通式(I)的化合物 ##STR1##中，其中n为1或2；R代表直链或支链的C.sub.1 -C.sub.3 -烷基基团；X代表至少一个取自氢、卤素、C.sub.1 -C.sub.3 -烷基和C.sub.1 -C.sub.3 -烷氧基的取代基，以自由碱或其酸盐形式存在，并且它们的治疗应用。
• 2-aminothiazol-fused 2-aminoindans and 2-aminotetralins and their use
  申请人：——

  公开号：US06291494B1

  公开（公告）日：2001-09-18

  The invention relates to 2-aminothiazol-fused 2-aminoindans and 2-aminotetralins having general formula (1): wherein R1 and R2, which may be identical or different, are selected from the group consisting of a hydrogen atom, alkyl or haloalkyl groups of 1 to 7 carbon atoms, (alkyl)cycloalkyl groups of 3 to 7 carbon atoms, alkenyl or alkynyl groups of 3 to 6 carbon atoms, arylalkyl having 1 to 3 carbon atoms in the alkyl moiety, while the aryl nucleus may be substituted; and n and m are 1 or 2; and the enantiomers and the acid addition salts thereof, pharmaceutical compositions containing them and their use in the preparation of medicaments having an effect on the dopaminergic system of the central nervous system and/or the circulation.

  该发明涉及具有通式（1）的2-氨基噻唑融合的2-氨基茚和2-氨基四氢萘，其中R1和R2，可以相同也可以不同，选自包括氢原子、1到7个碳原子的烷基或卤代烷基基团、3到7个碳原子的（烷基）环烷基基团、3到6个碳原子的烯基或炔基基团、烷基中含有1到3个碳原子的芳基烷基，而芳基核可能被取代；n和m为1或2；以及其对映异构体和酸盐，含有它们的制剂和它们在制备对中枢神经系统和/或循环的多巴胺系统产生影响的药物中的用途。
• Copper‐Catalyzed Substrate‐Controlled Carbonylative Synthesis of α‐Keto Amides and Amides from Alkyl Halides
  作者：Fengqian Zhao、Han‐Jun Ai、Xiao‐Feng Wu

  DOI：10.1002/anie.202200062

  日期：2022.4.19

  A copper-catalyzed highly selective double carbonylation of alkyl bromides and amines has been developed. Desired α-keto amides were obtained as the only products. Subsequently, under different conditions, the double and mono-carbonylations of alkyl iodides with amines were also achieved.

  已经开发了一种铜催化的烷基溴和胺的高选择性双羰基化反应。获得所需的α-酮酰胺作为唯一的产物。随后，在不同条件下，还实现了烷基碘与胺的双羰基化和单羰基化。