(4-氨基四氢-2H-吡喃-4-基)乙酸甲酯 | 178242-93-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: (4-氨基四氢-2H-吡喃-4-基)乙酸甲酯
• 中文别名: 4-氨基-四氢吡喃-4-乙酸甲基酯
• 英文名称: methyl (4-aminotetrahydro-2H-pyran-4-yl)acetate
• 英文别名: 4-Amino-tetrahydropyran-4-acetic acid methyl ester；methyl 2-(4-aminooxan-4-yl)acetate
• CAS: 178242-93-8
• 化学式: C₈H₁₅NO₃
• mdl: MFCD07784121
• 分子量: 173.212
• InChiKey: GQUKUDVUDSFVIG-UHFFFAOYSA-N

物化性质

• 沸点：
  241.0±25.0 °C(Predicted)
• 密度：
  1.075±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.875
• 拓扑面积：
  61.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  (4-氨基四氢-2H-吡喃-4-基)乙酸甲酯 在 盐酸 、 三乙酰氧基硼氢化钠 、 碳酸氢钠 作用下， 以 正己烷 、 氯仿 、 乙酸乙酯 为溶剂， 反应 0.08h， 生成 methyl [4-({[4'-(trifluoromethyl)biphenyl-4-yl]methyl}amino)tetrahydro-2H-pyran-4-yl]acetate
  参考文献：
  名称：

  PARTIALLY SATURATED NITROGEN-CONTAINING HETEROCYCLIC COMPOUND

  摘要：

  公开号：

  EP2881384B1
• 作为产物：
  描述：

  四氢吡喃酮 在 氨 作用下， 以 甲醇 、 甲苯 为溶剂， 生成 (4-氨基四氢-2H-吡喃-4-基)乙酸甲酯
  参考文献：
  名称：

  Synthesis and structure–activity relationship of a novel, achiral series of TNF-α converting enzyme inhibitors

  摘要：

  A novel series of achiral TNF-alpha converting enzyme (TACE) inhibitors has been discovered. These compounds exhibited activities from 0.35 to 11 nM in a porcine TACE assay and inhibited TNF-alpha production in an LPS-stimulated whole blood assay with an IC50 value of 23 nM for the most potent one. They also have excellent selectivities over related metalloproteases including aggrecanases. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.02.015

文献信息

• Novel 5-Hydroxytryptamine 4 (5-HT4) Receptor Agonists. Synthesis and Gastroprokinetic Activity of 4-Amino-N (2-(1-aminocycloalkan-1-yl)ethyl)-5-chloro-2 methoxybenzamides.
  作者：Takeshi SUZUKI、Naoki IMANISHI、Hirotsune ITAHANA、Susumu WATANUKI、Keiji MIYATA、Mitsuaki OHTA、Hideaki NAKAHARA、Yoko YAMAGIWA、Toshiyasu MASE

  DOI：10.1248/cpb.46.1116

  日期：——

  A novel series of 4-amino-N-[2-(1-aminocycloalkan-1-yl)ethyl]-5-chloro-2-methoxybenzamide derivatives (1), which had amines conformationally restricted due to the effect of repulsion by neighboring substituents, were prepared and evaluated for 5-hydroxytryptamine 4 (5-HT4) agonistic activities by using the contraction of longitudinal muscle myenteric plexus (LMMP) of guinea pig ileum. One of the most potent compounds in this series was 4-amino-5-chloro-N-[2-(1-dimethylamino-1-cyclohexyl)ethyl]-2-methoxybenzamide (1c, YM-47813) with an EC<50> value of 1.0 μM on LMMP. This compound effectively enhanced gastric motility and gastric emptying in conscious dogs by oral administration (1-3 mg/kg).

  设计合成了一系列具有邻位基团排斥效应使胺基构象受限的4-氨基-N-[2-(1-氨基环烷基-1-基)乙基]-5-氯-2-甲氧基苯甲酰胺衍生物(1)，并采用豚鼠回肠纵肌肠神经丛(LMMP)收缩的方法评价了其5-羟色胺4(5-HT4)激动活性。其中活性最高的是化合物4-氨基-5-氯-N-[2-(1-二甲氨基-1-环己基)乙基]-2-甲氧基苯甲酰胺(1c，YM-47813)，该化合物对LMMP的EC50值为1.0 μM。经口给予麻醉犬(1-3 mg/kg)，该化合物能显著增强胃动力和胃排空。
• Beta-amino acid derivatives as inhibitors of matrix metalloproteases and TNF-alpha
  申请人：——

  公开号：US20040072802A1

  公开（公告）日：2004-04-15

  The present application describes novel &bgr;-amino acid derivatives of formula I: 1 or pharmaceutically acceptable salt or prodrug forms thereof, wherein A, X, Z, U a , X a , Y a , Z a , R 1 , R 2 , R 3 , R 4 , and R 4a are defined in the present specification, which are useful as metalloprotease and/or as TNF-&agr; inhibitors.

  本申请描述了公式I的新型&bgr;-氨基酸衍生物：1或其药学上可接受的盐或前药形式，其中A、X、Z、Ua、Xa、Ya、Za、R1、R2、R3、R4和R4a在本说明书中有定义，其作为金属蛋白酶和/或TNF-&agr;抑制剂是有用的。
• Beta-Amino-Acid derivatives as inhibitors of matrix metalloproteases and TNF-Alpha
  申请人：——

  公开号：US20020013341A1

  公开（公告）日：2002-01-31

  The present application describes novel &bgr;-amino acid derivatives of formula I: 1 or pharmaceutically acceptable salt or prodrug forms thereof, wherein A, X, Z, U a , X a , Y a , Z a , R 1 , R 2 , R 3 , R 4 , and R 4a are defined in the present specification, which are useful as metalloprotease and/or as TNF-&agr; inhibitors.

  本申请描述了一种新型的β-氨基酸衍生物，其化学式为I:1，或其药学上可接受的盐或前药形式，其中A、X、Z、Ua、Xa、Ya、Za、R1、R2、R3、R4和R4a在本说明书中有定义，它们可用作金属蛋白酶和/或TNF-α抑制剂。
• &bgr;-amino acid derivatives as inhibitors of matrix metalloproteases and TNF-&agr;
  申请人：Bristol-Myers Squibb Pharma Company

  公开号：US06495565B2

  公开（公告）日：2002-12-17

  The present application describes novel &bgr;-amino acid derivatives of formula I: or pharmaceutically acceptable salt or prodrug forms thereof, wherein A, X, Z, Ua, Xa, Ya, Za, R1, R2, R3, R4, and R4a are defined in the present specification, which are useful as metalloprotease and/or as TNF-&agr; inhibitors.

  本申请描述了公式I的新型β-氨基酸衍生物：或其药学上可接受的盐或前药形式，其中A、X、Z、Ua、Xa、Ya、Za、R1、R2、R3、R4和R4a在本说明书中有定义，这些衍生物可用作金属蛋白酶和/或TNF-α抑制剂。
• Partially saturated nitrogen-containing heterocyclic compound
  申请人：TAISHO PHARMACEUTICAL CO., LTD

  公开号：US09422240B2

  公开（公告）日：2016-08-23

  There are provided compounds having a superior PHD2 inhibitory effect that are represented by general formula (I′): (in the above-mentioned general formula (I′), W, Y, R2, R3, R4, and Y4 are as described hereinabove), or pharmaceutically acceptable salts thereof.

  提供了具有优越的PHD2抑制效果的化合物，其通式表示为(I'):(在上述通式(I')中，W、Y、R2、R3、R4和Y4如上所述)，或其药学上可接受的盐。