(2R,3R)-2-aminobutane-1,3-diol hydrochloride | 79474-65-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (2R,3R)-2-aminobutane-1,3-diol hydrochloride
• 英文别名: (2R,3R)-2-aminobutane-1,3-diol;hydrochloride
• CAS: 79474-65-0
• 化学式: C₄H₁₁NO₂*ClH
• 分子量: 141.598
• InChiKey: REMZWDMWHINGKS-VKKIDBQXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.89
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  66.5
• 氢给体数：
  4
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2R,3R)-2-aminobutane-1,3-diol hydrochloride 、 苯甲醛 在 对甲苯磺酸 、 sodium sulfate 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 生成 (2S,4R,5R)-(2-phenyl-4-methyl-1,3-dioxan-5-yl)amine
  参考文献：
  名称：

  Toward the development of chemoprevention agents. Part II: Chemo-enzymatic synthesis and anti-inflammatory activities of a new class of 5-amino-2-substitutedphenyl-1,3-dioxacycloalkanes

  摘要：

  A new series of optically pure 5-amino-2-substitutedphenyl-1,3-dioxacyclozilkanes were designed and synthesized via a chemo-enzymatic combined method to develop new chemoprevention agents. Twenty-four of newly synthesized compounds significantly inhibited xylene-induced rat ear edema and exhibited comparable or better anti-inflammatory activities than the reference drug aspirin. Treatment of these anti-inflammatory agents did not prolong the tail bleeding time in rat. In addition, 5-amino-2-substitutedphenyl- I 3-dioxacycloalkanes exhibited good membrane permeability based on in vitro Caco-2 cell monolayer permeability assay. Furthermore, some preliminary structure-activity relationships were further analyzed among these compounds. Taken together, 5-amino-2-substitutedphenyl-1,3-dioxacycloalkanes may represent a new class of anti-inflammatory drugs with safer pharmacological profile. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.06.018
• 作为产物：
  描述：

  L-苏氨酸甲酯盐酸盐 在 钾硼氢 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以58%的产率得到(2R,3R)-2-aminobutane-1,3-diol hydrochloride
  参考文献：
  名称：

  Toward the development of chemoprevention agents. Part II: Chemo-enzymatic synthesis and anti-inflammatory activities of a new class of 5-amino-2-substitutedphenyl-1,3-dioxacycloalkanes

  摘要：

  A new series of optically pure 5-amino-2-substitutedphenyl-1,3-dioxacyclozilkanes were designed and synthesized via a chemo-enzymatic combined method to develop new chemoprevention agents. Twenty-four of newly synthesized compounds significantly inhibited xylene-induced rat ear edema and exhibited comparable or better anti-inflammatory activities than the reference drug aspirin. Treatment of these anti-inflammatory agents did not prolong the tail bleeding time in rat. In addition, 5-amino-2-substitutedphenyl- I 3-dioxacycloalkanes exhibited good membrane permeability based on in vitro Caco-2 cell monolayer permeability assay. Furthermore, some preliminary structure-activity relationships were further analyzed among these compounds. Taken together, 5-amino-2-substitutedphenyl-1,3-dioxacycloalkanes may represent a new class of anti-inflammatory drugs with safer pharmacological profile. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.06.018

文献信息

• N-Acyl-polypeptides and processes for the production thereof
  申请人：Sandoz Ltd.

  公开号：US04435385A1

  公开（公告）日：1984-03-06

  N-Acyl-polypeptides comprising the basic sequence ##STR1## wherein "Acyl" is the acyl residue of an organic or inorganic acid; A is H or alkyl; >N--CH(Z)--CO-- and E are the residues of natural .alpha.-amino acids or corresponding (D)-amino acids; C is --Trp-- or --(D)Trp--; F is a terminal grouping; and Y.sub.1 and Y.sub.2 are each H or together are a direct bond; as well as their salt forms and complexes.

  N-Acyl多肽包含基本序列##STR1##，其中“Acyl”是有机或无机酸的酰基残基；A是H或烷基；>N--CH(Z)--CO--和E是天然α-氨基酸或相应的（D）-氨基酸残基；C是--Trp--或--(D)Trp--；F是末端基团；Y1和Y2分别是H或一起是直接键；以及它们的盐形式和复合物。
• Toward the development of chemoprevention agents (III): Synthesis and anti-inflammatory activities of a new class of 5-glycylamino-2-substituted-phenyl-1,3-dioxacycloalkanes
  作者：Lanrong Bi、Ming Zhao、Keli Gu、Chao Wang、Jingfang Ju、Shiqi Peng

  DOI：10.1016/j.bmc.2007.11.017

  日期：2008.2.15

  A new series of 5-glycylamino-2-substituted-phenyl-1,3-dioxacycloalkanes were designed and synthesized. The anti-inflammatory activities of these compounds were tested using the xylene-induced mouse ear edema model. Sixteen of these new compounds exhibited comparable or better anti-inflammatory activities than aspirin suggesting that they can be further developed as potential anti-inflammatory drug leads. In addition, treatment with these anti-inflammatory agents did not prolong tail bleeding time in mice. The structure/activity relationships were also analyzed among these compounds. Considering their good efficacy and safety profiles, some 5-glycylamino-2-substituted-phenyl-1,3-dioxacycloalkanes are worthy to be explored further in assessing the possible link between anti-inflammation and cancer prevention. (C) 2007 Elsevier Ltd. All rights reserved.