(S)-2-tert-butoxycarbonylamino-phenylpropanoic acid | 1070955-54-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-2-tert-butoxycarbonylamino-phenylpropanoic acid
• 英文别名: (S)-2-tert-butoxycarbonylamino-phenylpropionic acid；N-tert-butoxyformyl-2-aminobenzenepropanoic acid；3-(Boc-aminophenyl)propionic acid；Boc-aminobenzenepropanoic acid；3-(2-{[(Tert-butoxy)carbonyl]amino}phenyl)propanoic acid；3-[2-[(2-methylpropan-2-yl)oxycarbonylamino]phenyl]propanoic acid
• CAS: 1070955-54-2
• 化学式: C₁₄H₁₉NO₄
• mdl: MFCD24465890
• 分子量: 265.309
• InChiKey: OXMFLNWMXGZFPZ-UHFFFAOYSA-N

物化性质

• 沸点：
  369.9±25.0 °C(Predicted)
• 密度：
  1.192±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.428
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-2-tert-butoxycarbonylamino-phenylpropanoic acid 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 3,4-二氢-2(1H)-喹啉酮
  参考文献：
  名称：

  Azo-reductase activated budesodine prodrugs for colon targeting

  摘要：

  Budesodine is a synthetic glurocorticoid that undergoes substantial first pass metabolism, limiting systemic exposure. Its use in treatment of inflammatory bowel disease would benefit from a targeting strategy that could lead to a local topical effect, improving safety and increasing anti-inflammatory efficacy. A two-step prodrug strategy involving azoreduction/cyclization that we developed previously for prednisolone is here applied with some variations to budesonide. The budesodine prodrugs were tested using an in vitro azoreductase assay simulating human colonic microflora. The kinetics of amino steroid ester cyclization and its pH dependence was also evaluated. The stability of the prodrugs systems in simulated human duodenal and gastric fluid was evaluated to determine the likelihood of intact intestinal transit. The propionic acid derived prodrug 3 undergoes rapid activation by Clostridium perfingens and its putative reduction product cyclizes with acceptable rapidity when synthesized independently. These properties of 3 suggest that it has potential in management of ulcerative colitis. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.006
• 作为产物：
  描述：

  在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 以73%的产率得到(S)-2-tert-butoxycarbonylamino-phenylpropanoic acid
  参考文献：
  名称：

  设计，合成和药理作用的环化激活类固醇前药结肠炎炎症性肠病针对。

  摘要：

  糖皮质激素用于治疗炎性肠病。其使用的限制是它们在到达结肠之前会先从GIT吸收，从而引起严重的全身性副作用。我们在这里报告了一种针对皮质类固醇靶向结肠的新型前药方法。该设计涉及连接一个21酯基团，该基团在转移到结肠的过程中会抑制吸收。前药被设计成通过结肠微生物区系释放，释放出环化释放类固醇的氨基酯。在鼠DSS模型中，前药5b之一与泼尼松龙一样有效，但是没有引起胸腺萎缩，胸腺萎缩是全身性类固醇作用的标志。

  DOI：

  10.1021/jm8016317

文献信息

• 2-AMINO-4-ARYLTHIAZOLE COMPOUNDS AS TRPAI ANTAGONISTS
  申请人：Kumar Sukeerthi

  公开号：US20120157411A1

  公开（公告）日：2012-06-21

  The present invention is related to 2-amino-4-arylthiazole derivatives as TRPA (Transient Receptor Potential subfamily A) modulators. In particular, compounds described herein are useful for treating or preventing diseases, conditions and/or disorders modulated by TRPA1 (Transient Receptor Potential subfamily A, member 1). Also provided herein are processes for preparing compounds described herein, intermediates used in their synthesis, pharmaceutical compositions thereof, and methods for treating or preventing diseases, conditions and/or disorders modulated by TRPA1.

  本发明涉及2-氨基-4-芳基噻唑衍生物作为TRPA（瞬时受体电位亚家族A）调节剂。具体来说，本文描述的化合物对于治疗或预防由TRPA1（瞬时受体电位亚家族A，成员1）调节的疾病、症状和/或疾病具有用处。本文还提供了制备所述化合物的方法，用于合成它们的中间体，它们的药物组成物，以及治疗或预防由TRPA1调节的疾病、症状和/或疾病的方法。
• Imidazole Derivative
  申请人：Machinaga Nobuo

  公开号：US20120316170A1

  公开（公告）日：2012-12-13

  To provide a novel compound or an isotope thereof or a pharmaceutically acceptable salt thereof having S1P lyase inhibitory capacity and inducing the decrease in number of lymphocytes, and a pharmaceutical composition containing these as active ingredients. A compound represented by the general formula (I): or the general formula (II): or an isotope thereof or a pharmaceutically acceptable salt thereof.

  提供具有S1P裂解酶抑制能力并诱导淋巴细胞数量减少的新型化合物或其同位素或其药用可接受盐，以及含有这些化合物作为活性成分的药物组合物。由一般式(I)表示的化合物： 或一般式(II)： 或其同位素或其药用可接受盐。
• Synthesis of Cucurbitacin B Derivatives as Potential Anti-Hepatocellular Carcinoma Agents
  作者：Weizhi Ge、Xinyi Chen、Fangzhi Han、Zhongquan Liu、Tianpeng Wang、Mengmeng Wang、Yue Chen、Yahui Ding、Quan Zhang

  DOI：10.3390/molecules23123345

  日期：——

  Cucurbitacin B shows potent activity against tumor cells, but its high toxicity limits its application in the clinic. A series of cucurbitacin B derivatives was synthesized and evaluated for their anti-hepatocellular carcinoma (HCC) activities against the HepG-2 cell line. These compounds were also tested for their toxicity against the L-O2 normal cell line. The compound with the most potential, 10b

  葫芦素B对肿瘤细胞显示有效活性，但其高毒性限制了其在临床中的应用。合成了一系列葫芦素B衍生物，并评估了它们对HepG-2细胞系的抗肝细胞癌（HCC）活性。还测试了这些化合物对L-O2正常细胞系的毒性。潜力最大的化合物10b对HepG-2细胞系表现出有效的活性，IC50值为0.63μM。此外，化合物10b的TI值最高（4.71），比其母体化合物葫芦素B高14.7倍。初步的分子机理研究表明10b可以抑制P-STAT3诱导线粒体凋亡。途径。
• Resorcinol derivatives
  申请人：——

  公开号：US20020137961A1

  公开（公告）日：2002-09-26

  The present invention relates to certain resorcinol derivatives and their use as skin lightening agents.

  本发明涉及某些间苯二酚衍生物及其作为皮肤美白剂的用途。
• Microwave-assisted N-Boc deprotection under mild basic conditions using K3PO4·H2O in MeOH
  作者：Srinivasa Reddy Dandepally、Alfred L. Williams

  DOI：10.1016/j.tetlet.2008.12.074

  日期：2009.3

  A simple and efficient method for the deprotection of secondary Boc-protected amino compounds under mild basic conditions using K3PO4·H2O in MeOH assisted by microwave irradiation has been presented.

  提出了一种简单有效的方法，在中等碱性条件下，采用K 3 PO 4 ·H 2 O的MeOH溶液，通过微波辐照，在Boc保护的仲氨基化合物上进行脱保护。