N-chloro-4-aminotetrahydropyran

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: N-chloro-4-aminotetrahydropyran
• 英文别名: N-chlorooxan-4-amine
• 化学式: C₅H₁₀ClNO
• 分子量: 135.594
• InChiKey: YRJOIHQDPLJZSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  rac-(T-4)-chloro(η5-pentamethylcyclopentadienyl)(2-phenylene-κC(1'),pyridine-κN)rhodium(III) 、 N-chloro-4-aminotetrahydropyran 在 silver hexafluoroantimonate 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以93%的产率得到tetrahydro-N-(2-(pyridin-2-yl)phenyl)-2H-pyran-4-amine
  参考文献：
  名称：

  [Cp*RhCl2]2-catalyzed ortho-C–H bond amination of acetophenone o-methyloximes with primary N-chloroalkylamines: convenient synthesis of N-alkyl-2-acylanilines

  摘要：

  开发了 Rh（III）催化的邻甲基苯乙酮肟与伯基 N-氯烷基胺的芳香 CâH 氨基化反应，得到的芳基胺产物收率高达 92%。该反应可能涉及限速亲电 CâH 键裂解（kH/kD = 2）。

  DOI：

  10.1039/c3cc42937g
• 作为产物：
  描述：

  4-氨基四氢吡喃 、 N-氯代丁二酰亚胺 以 四氢呋喃 为溶剂， 反应 0.17h， 生成 N-chloro-4-aminotetrahydropyran
  参考文献：
  名称：

  [Cp*RhCl2]2-catalyzed ortho-C–H bond amination of acetophenone o-methyloximes with primary N-chloroalkylamines: convenient synthesis of N-alkyl-2-acylanilines

  摘要：

  开发了 Rh（III）催化的邻甲基苯乙酮肟与伯基 N-氯烷基胺的芳香 CâH 氨基化反应，得到的芳基胺产物收率高达 92%。该反应可能涉及限速亲电 CâH 键裂解（kH/kD = 2）。

  DOI：

  10.1039/c3cc42937g

文献信息

• Pyrazolo[3,4-b]pyridine compounds, and their use as a PDE4 inhibitors
  申请人：Edlin Christopher David

  公开号：US20090131431A1

  公开（公告）日：2009-05-21

  The invention provides a compound of formula (I) or a salt thereof: wherein R 2 is H, C 1-3 alkyl, n-butyl, C 1-2 fluoroalkyl, cyclopropyl, cyclobutyl, (cyclopropyl)methyl-, —CN, or —CH 2 OH; R 3 is inter alia optionally substituted C 4-7 cycloalkyl or an optionally substituted heterocyclic group (aa), (bb) or (cc); R a is H, methyl or ethyl; R b is H or methyl; R 4 is H, methyl, ethyl, n-propyl, —C(O)-Me, or —C(O)—C 1 fluoroalkyl; and R 5 is: —C(O)—(CH 2 ) n —Ar, —C(O)-Het, —C(O)—C 1-6 alkyl, —C(O)—C 1 fluoroalkyl, —C(O)—(CH 2 ) 2 —C(O)—NR 15b NR 15b , —C(O)—CH 2 —C(O)—NR 15b NR 15b , —C(O)—NR 15b —(CH 2 )m 1 —Ar, —C(O)—NR 15b —Het, —C(O)—NR 15b —C 1-6 alkyl, —C(O)—NR 5a R 5b , —S(O) 2 —(CH 2 ) m 2 —Ar, —S(O) 2 -Het, —S(O) 2 —C 1-6 alkyl, or —CH 2 —Ar; or R 4 and R 5 taken together are —(CH 2 ) p 1 —, —(CH 2 ) 2 —X 5 —(CH 2 ) 2 —, —C(O)—(CH 2 ) p 2 —, —C(O)—N(R 15 )—(CH 2 ) p 3 —; or NR 4 R 5 is of sub-formula (y), (y1), (y2) or (y3). The invention provides the use of the compounds as inhibitors of phosphodiesterase type IV (PDE4) and/or for the treatment and/or prophylaxis of inflammatory and/or allergic diseases such as COPD and the like.

  该发明提供了化合物的结构式(I)或其盐：其中R2为H、C1-3烷基、正丁基、C1-2氟烷基、环丙基、环丁基、(环丙基)甲基、—CN或—CH2OH；R3为可选择地取代的C4-7环烷基或可选择地取代的杂环基(aa)、(bb)或(cc)；R为H、甲基或乙基；R为H或甲基；R为H、甲基、乙基、正丙基、—C(O)-甲基或—C(O)—C1氟烷基；以及R为：—C(O)—(CH2)n—Ar、—C(O)-Het、—C(O)—C1-6烷基、—C(O)—C1氟烷基、—C(O)—(CH2)2—C(O)—NR15bNR15b、—C(O)—CH2—C(O)—NR15bNR15b、—C(O)—NR15b—(CH2)m1—Ar、—C(O)—NR15b—Het、—C(O)—NR15b—C1-6烷基、—C(O)—NR5aR5b、—S(O)2—(CH2)m2—Ar、—S(O)2-Het、—S(O)2—C1-6烷基或—CH2—Ar；或R和R5一起为—(CH2)p1—、—(CH2)2—X5—(CH2)2—、—C(O)—(CH2)p2—、—C(O)—N(R15)—(CH2)p3—；或NR4R5为子式(y)、(y1)、(y2)或(y3)。该发明提供了这些化合物作为磷酸二酯酶IV型(PDE4)的抑制剂以及用于治疗和/或预防炎症和/或过敏性疾病，如慢性阻塞性肺病(COPD)等的用途。
• Pyrazolo[3,4-b]pyridine compounds, and their use as PDE4 inhibitors
  申请人：Allen George David

  公开号：US20080058369A1

  公开（公告）日：2008-03-06

  The invention provides N-[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}-4-(8-[(2-hydroxyethyl)(methyl)amino]octanoyl}amino)benzamide, whose formula is , or a salt thereof, such as the monohydrochloride salt thereof. The invention also provides the use of the compound or salt as inhibitors of phosphodiesterase type IV (PDE4) and/or for the treatment and/or prophylaxis of inflammatory and/or allergic diseases such as chronic obstructive pulmonary disease (COPD), asthma, or rhinitis (e.g. allergic and/or non-allergic rhinitis).

  本发明提供一种N-[1,6-二乙基-4-(四氢-2H-吡喃-4-基氨基)-1H-吡唑并[3,4-b]吡啶-5-基]甲基}-4-(8-[(2-羟乙基)(甲基)氨基]辛酰}氨基)苯甲酰胺，其化学式为，或其盐，例如单盐酸盐。本发明还提供该化合物或盐作为磷酸二酯酶IV (PDE4) 的抑制剂以及/或用于治疗和/或预防炎症和/或过敏性疾病，如慢性阻塞性肺疾病 (COPD)，哮喘或鼻炎 (如过敏性和/或非过敏性鼻炎)。
• PYRAZOLO[3,4-B]PYRIDINE COMPOUNDS, AND THEIR USE AS PDE4 INHIBITORS
  申请人：Allen David George

  公开号：US20090318494A1

  公开（公告）日：2009-12-24

  The invention provides a compound of formula (I) or a salt thereof: wherein Ar has the sub-formula (w), (y), (z1) or (z2): wherein the several groups are defined herein below, and the use of these compounds as inhibitors of phosphodiesterase type IV (PDE4).

  本发明提供了式(I)的化合物或其盐：其中Ar具有子式(w)，(y)，(z1)或(z2)：其中各个基团在下文中定义，并使用这些化合物作为磷酸二酯酶IV型（PDE4）的抑制剂。
• Pyrazolo [3,4-B] pyridine Compounds and Their Use as Phosphodiesterase Inhibitors
  申请人：Allen George David

  公开号：US20070111995A1

  公开（公告）日：2007-05-17

  The invention provides pyrazolo[3,4-b]pyridine compounds of formula (I) having a —C(O)—NH—C(R 4 )(R 5 )-aryl substituent at the 5-position of the pyrazolo[3,4-b]pyridine ring system wherein at least one of R 4 and R 5 is not a hydrogen atom (H) compound or a salt thereof: wherein Ar has the sub-formula (x) or (z). These compounds are useful as inhibitors of PDE4.

  本发明提供了式(I)的吡唑并[3,4-b]吡啶化合物，其在吡唑并[3,4-b]吡啶环系的5位具有—C(O)—NH—C(R4)(R5)-芳基取代基，其中R4和R5中至少有一个不是氢原子（H）化合物或其盐：其中Ar具有亚式（x）或（z）。这些化合物可用作PDE4的抑制剂。
• PYRAZOLO (3, 4-B) PYRIDINE DERIVATIVES AS PDE4 INHIBITORS
  申请人：Allen David George

  公开号：US20090326003A1

  公开（公告）日：2009-12-31

  The present invention provides a compound of formula (I) or a salt thereof (in particular, a pharmaceutically acceptable salt thereof): The invention also provides the use of the compounds or salts as inhibitors of phosphodiesterase type IV (PDE4) for the treatment or prophylaxis of inflammatory or allergic diseases such as chronic obstructive pulmonary disease (COPD), asthma, rhinitis, atopic dermatitis or psoriasis, e.g. in a mammal such as a human.

  本发明提供了式（I）的化合物或其盐（特别是其药学上可接受的盐）：本发明还提供了将该化合物或盐用作磷酸二酯酶IV（PDE4）的抑制剂，用于治疗或预防炎症或过敏性疾病，如慢性阻塞性肺疾病（COPD），哮喘，鼻炎，特应性皮炎或银屑病，例如在哺乳动物，如人类中。