2-(4-(氯磺酰基)苯氧基)乙酸 | 17641-39-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(4-(氯磺酰基)苯氧基)乙酸
• 英文名称: 2-(4-(chlorosulfonyl)phenoxy)acetic acid
• 英文别名: 4-chlorosulfonyl phenoxyacetic acid；2-(4-chlorosulfonylphenoxy)acetic acid
• CAS: 17641-39-3
• 化学式: C₈H₇ClO₅S
• mdl: MFCD09947771
• 分子量: 250.66
• InChiKey: NSVSCKUCAQQETF-UHFFFAOYSA-N

物化性质

• 熔点：
  155 °C
• 沸点：
  437.4±20.0 °C(Predicted)
• 密度：
  1.554±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  89
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  2-(4-(氯磺酰基)苯氧基)乙酸 、 [4-(1,2,3-thiadiazol-4-yl)phenyl]methanamine 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 [4-(4-[1,2,3]Thiadiazol-4-yl-benzylsulfamoyl)-phenoxy]-acetic acid tert-butyl ester
  参考文献：
  名称：

  发现有效，选择性和口服可生物利用的基于三芳基磺酰胺的PTP1B抑制剂

  摘要：

  据报道，含有三芳基磺酰胺衍生物（5a – r）的一系列新型p Tyr模拟物是有效的和选择性的PTP1B抑制剂。一些测试化合物（5o和5p）对PTP1B的选择性优于各种PTP，包括TCPTP（体外）。铅化合物5o表现出有效的抗糖尿病活性（体内），并具有改善的药代动力学特征。这些初步结果证实发现了用于治疗T2DM的高效和选择性PTP1B抑制剂。

  DOI：

  10.1016/j.bmcl.2011.11.122
• 作为产物：
  描述：

  苯氧乙酸 在 氯磺酸 作用下， 以 氯仿 为溶剂， 反应 0.33h， 以61%的产率得到2-(4-(氯磺酰基)苯氧基)乙酸
  参考文献：
  名称：

  N-芳基磺酰胺类化合物，其药物组合物及其用途

  摘要：

  本发明公开一类由以下通式I表示的N‑芳基磺酰胺类化合物，以该类化合物为活性成分的药物组合物，以及它们在制备用于治疗与Lp‑PLA2酶活性有关疾病的药物中的用途。

  公开号：

  CN109651208B

文献信息

• Synthetic GHRH analogs
  申请人：The Adminstrators of the Tulane Educational Fund

  公开号：US04914189A1

  公开（公告）日：1990-04-03

  Human pancreatic GRF (hpGRF), rat hypothalamic GRF (rGRF) and porcine hypothalamic GRF (pGRF) have been earlier characterized and synthesized. The invention provides synthetic peptides which are extremely potent in stimulating the release of pituitary GH in animals, including humans, which have resistance to enzymatic degradation in the body, and which have the sequence: ##STR1## wherein Q.sup.1 is an omega or alpha-omega substituted alkyl, Q.sup.2 is a lower omega-quanidino-alkyl group. R.sub.2 is Ala, D-Ala, or D-N-Methyl-Ala R.sub.3 is Asp, D-Asp, Glu, or D-Glu R.sub.8 is Asn, D-Asn, Ser, or D-Ser R.sub.10 is Tyr or D-Tyr R.sub.12 is Lys, D-Lys Arg or Orn R.sub.13 is Val or Ile R.sub.14 is Leu or D-Leu R.sub.15 is Gly, N-Methyl-Gly, or D-Ala R.sub.17 is Leu or D-Leu R.sub.18 is Tyr or Ser R.sub.23 is Leu or D-Leu R.sub.24 is Gln or His R.sub.25 is Asp, D-Asp, Glu, or D-Glu R.sub.27 is Met, D-Met, Ala, Nle, Ile, Val, Nva, Leu R.sub.28 is Asn or Ser The peptides as well as nontoxic salts thereof may be administered to animals, including humans and cold-blooded animals, to stimulate the release of GH and may be used diagnostically.

  人类胰腺GRF（hpGRF），大鼠下丘脑GRF（rGRF）和猪下丘脑GRF（pGRF）已经被早期表征和合成。该发明提供了合成肽，对于在动物体内刺激垂体生长激素（GH）释放非常有效，包括对抗体内酶降解的人类，其序列为：其中Q1是ω或α-ω取代烷基，Q2是较低的ω-胍基烷基。R2是Ala，D-Ala或D-N-甲基-Ala，R3是Asp，D-Asp，Glu或D-Glu，R8是Asn，D-Asn，Ser或D-Ser，R10是Tyr或D-Tyr，R12是Lys，D-Lys Arg或Orn，R13是Val或Ile，R14是Leu或D-Leu，R15是Gly，N-甲基-Gly或D-Ala，R17是Leu或D-Leu，R18是Tyr或Ser，R23是Leu或D-Leu，R24是Gln或His，R25是Asp，D-Asp，Glu或D-Glu，R27是Met，D-Met，Ala，Nle，Ile，Val，Nva，Leu，R28是Asn或Ser。这些肽及其无毒盐可以用于给动物，包括人类和冷血动物，以刺激GH的释放，并可用于诊断。
• GHRH analogs
  申请人：The Administrators of The Tulane Educational Fund

  公开号：EP0413839A1

  公开（公告）日：1991-02-27

  There is provided a novel series of synthetic GHRH analog peptides which are extremely potent in stimulating the release of pituitary GH in animals, including humans, which are resistant to enzymatic degradation in the body in view of the provision of the omega-guanidino lower alkyl group at the terminal 28-position of the peptide.

  提供了一系列新型合成GHRH类似肽，这些肽在动物体内，包括人体内，极具激发垂体生长激素释放的强效能力，这是因为在肽的末端28位置提供了omega-胍基较低烷基基团，使其具有抗酶降解的特性。
• Discovery and structure–activity relationships of phenyl benzenesulfonylhydrazides as novel indoleamine 2,3-dioxygenase inhibitors
  作者：Ming-Fu Cheng、Ming-Shiu Hung、Jen-Shin Song、Shu-Yu Lin、Fang-Yu Liao、Mine-Hsine Wu、Wenchi Hsiao、Chia-Ling Hsieh、Jian-Sung Wu、Yu-Sheng Chao、Chuan Shih、Su-Ying Wu、Shau-Hua Ueng

  DOI：10.1016/j.bmcl.2014.05.084

  日期：2014.8

  A novel class of phenyl benzenesulfonylhydrazides has been identified as potent inhibitors of indoleamine 2,3-dioxygenase (IDO), and their structure-activity relationship was explored. Coupling reactions between various benzenesulfonyl chlorides and phenylhydrazides were utilized to synthesize the sulfonylhydrazides bearing various substituents. Compound 3i exhibited 61 nM of IC50 in enzymatic assay and 172 nM of EC50 in the HeLa cell. The computational study of 3i suggested that the major interactions between 3i and IDO protein are the coordination of sulfone and heme iron, the hydrogen bonding and hydrophobic interactions between 3i and IDO. This novel class of IDO inhibitor provides a new direction to discover effective anti-cancer agents. (C) 2014 Elsevier Ltd. All rights reserved.
• PTP1B inhibitors: Synthesis and evaluation of difluoro-methylenephosphonate bioisosteres on a sulfonamide scaffold
  作者：Christopher P. Holmes、Xianfeng Li、Yijun Pan、Caiding Xu、Ashok Bhandari、Claire M. Moody、Joy A. Miguel、Steven W. Ferla、M. Nuria De Francisco、Brian T. Frederick、Siqun Zhou、Natalie Macher、Larry Jang、Jennifer D. Irvine、J. Russell Grove

  DOI：10.1016/j.bmcl.2008.03.007

  日期：2008.4

  We have synthesized and evaluated a series of triaryl sulfonamide-based PTP1B inhibitors in which a difluoro-methylenephosphonate group of a potent lead has been replaced by potential bioisosteric replacements. Several mono-or di-charged compounds (8a, 8b, and 15a) were shown exhibit inhibitory activity in the low micromolar range, demonstrating the feasibility of using this approach in identifying non-phosphonate pTyr mimetics in a small molecular scaffold. These results also provide a useful indication of the relative effectiveness of these pTyr mimetics. (C) 2008 Elsevier Ltd. All rights reserved.
• SCHALLY, ANDREW V.;GULYAS, JOZSEF;BAJUSZ, SANDOR
  作者：SCHALLY, ANDREW V.、GULYAS, JOZSEF、BAJUSZ, SANDOR

  DOI：——

  日期：——