(S)-2-(4-fluorophenylsulfonamido)-3-phenylpropanoic acid

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-2-(4-fluorophenylsulfonamido)-3-phenylpropanoic acid
• 英文别名: Nα-(4-fluorobenzenesulfonyl)-L-phenylalanine；(2S)-2-[(4-fluorophenyl)sulfonylamino]-3-phenylpropanoic acid
• 化学式: C₁₅H₁₄FNO₄S
• mdl: MFCD00173011
• 分子量: 323.345
• InChiKey: JRSXZZNEKZTTJP-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  91.8
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Dibromo(2-phenylethyl)borane 、 (S)-2-(4-fluorophenylsulfonamido)-3-phenylpropanoic acid 以 二氯甲烷 为溶剂， 生成 (4S)-Bn-3-(4-FPhSO2)-2-PhCH2CH2-[1,3,2]-oxazaborolidin-5-one
  参考文献：
  名称：

  Asymmetric routes in the reaction of cyclic ketene ortho ester with aldehydes involving the use of chiral Lewis acid

  摘要：

  通过在1的手性硼烷10的催化下与醛反应，实现了2和3的对映选择性合成；对映选择性为45-95% ee，而与8种不同醛的反应，非对映选择性为4.3-49∶1。

  DOI：

  10.1039/b107454g
• 作为产物：
  描述：

  L-苯基丙氨酸叔丁酯 在 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 (S)-2-(4-fluorophenylsulfonamido)-3-phenylpropanoic acid
  参考文献：
  名称：

  Small-Molecule Inhibitors of the TLR3/dsRNA Complex

  摘要：

  The protein-RNA interface has been regarded as "undruggable" despite its importance in many biological processes. The toll-like receptor 3 (TLR3)/double-stranded RNA (dsRNA) complex provides an exciting target for a number of infectious diseases and cancers. We describe the development of a series of small-molecule probes that were shown to be competitive inhibitors of dsRNA binding to TLR3 with high affinity and specificity. In a multitude of assays, compound 4a was profiled as a potent antagonist to TLR3 signaling and also repressed the expression of downstream signaling pathways mediated by the TLR3/dsRNA complex, including TNF-alpha and IL-1 beta.

  DOI：

  10.1021/ja111312h

文献信息

• HIV protease inhibitors based on amino acid derivatives
  申请人：——

  公开号：US20020151546A1

  公开（公告）日：2002-10-17

  A compound selected from the group consisting of a compound of formula I 1 a compound of formula II 2 and when the compound of formula I and II comprises an amino group pharmaceutically acceptable ammonium salts thereof, wherein R 1 , R 2 , Cx, n, R 3 , R 4 , R 5 , Y are as defined in the specification.

  从以下组中选择的化合物，其中化合物I的化合物，化合物II的化合物，以及当化合物I和II的化合物包括其氨基团的药用可接受铵盐，其中R1、R2、Cx、n、R3、R4、R5、Y的定义如规范中所述。
• Sulfonamide inhibitors of matrix metalloproteinases
  申请人：Warner-Lambert Company

  公开号：US06297247B1

  公开（公告）日：2001-10-02

  Sulfonamide compounds are described which are inhibitors of matrix metalloproteinases, particularly stromelysin-1 and gelatinase A (72 kD gelatinase). Also described are methods for the treatment of multiple sclerosis, atherosclerotic plaque rupture, aortic aneurism, heart failure, restenosis, periodontal disease, corneal ulceration, burns, decubital ulcers, chronic ulcers or wounds, cancer metastasis, tumor angiogenesis, arthritis, or other autoimmune or inflammatory disorders dependent upon tissue invasion by leukocytes using the compounds.

  本文描述了一种磺酰胺化合物，它们是基质金属蛋白酶的抑制剂，特别是stromelysin-1和gelatinase A（72 kD gelatinase）。还描述了使用这些化合物治疗多发性硬化症、动脉粥样硬化斑块破裂、主动脉瘤、心力衰竭、再狭窄、牙周病、角膜溃疡、烧伤、褥疮、慢性溃疡或创伤、癌转移、肿瘤血管生成、关节炎或其他依赖于白细胞组织侵袭的自身免疫或炎症性疾病的方法。
• MODULATORS OF TLR3/DSRNA COMPLEX AND USES THEREOF
  申请人：Yin Hang

  公开号：US20140094507A1

  公开（公告）日：2014-04-03

  The present invention provides compounds and compositions that can modulate formation of Toll-like receptor 3 (TLR3) and double-stranded RNA (dsRNA) complex, and methods for using the same. In particular, some aspects of the invention provide compounds of the formula: compositions comprising and methods for using the same, where n, Ar 1 , Ar 2 , X 1 , X 2 , X 3 , Z 1 , and Z 2 are those defined herein.

  本发明提供了能够调节Toll样受体3（TLR3）和双链RNA（dsRNA）复合物形成的化合物和组合物以及使用它们的方法。特别地，本发明的某些方面提供了公式的化合物：组合物和使用它们的方法，其中n、Ar1、Ar2、X1、X2、X3、Z1和Z2的定义如本文所述。
• Modulators of TLR3/dsRNA complex and uses thereof
  申请人：Yin Hang

  公开号：US09409880B2

  公开（公告）日：2016-08-09

  The present invention provides compounds and compositions that can modulate formation of Toll-like receptor 3 (TLR3) and double-stranded RNA (dsRNA) complex, and methods for using the same. In particular, some aspects of the invention provide compounds of the formula: compositions comprising and methods for using the same, where n, Ar1, Ar2, X1, X2, X3, Z1, and Z2 are those defined herein.

  本发明提供了可以调节Toll样受体3（TLR3）和双链RNA（dsRNA）复合物形成的化合物和组合物，以及使用它们的方法。特别是，本发明的某些方面提供了公式的化合物：组合物和使用它们的方法，其中n、Ar1、Ar2、X1、X2、X3、Z1和Z2的定义如本文所述。
• Hiv protease inhibitors based on amino acid derivatives
  申请人：Ambrilia Biopharma Inc.

  公开号：EP1803706A1

  公开（公告）日：2007-07-04

  The present application refers to a compound selected from the group consisting of a compound of formula I wherein the compounds No. 1 to 10, respectively, are defined as follows The compounds are useful in the treatment of HIV and HTLV infections.

  本申请涉及的化合物选自由式 I 所组成的组 其中 1 号至 10 号化合物分别定义如下 这些化合物可用于治疗 HIV 和 HTLV 感染。