2-(2,2-difluorocyclopropyl)-acetic acid | 123131-67-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-(2,2-difluorocyclopropyl)-acetic acid
• 英文别名: 2',2'-difluorocyclopropyl acetic acid；2-(2,2-Difluorocyclopropyl)acetic acid
• CAS: 123131-67-9
• 化学式: C₅H₆F₂O₂
• mdl: MFCD19229279
• 分子量: 136.098
• InChiKey: MBRBTSNTUSHGFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2,2-difluorocyclopropyl)-acetic acid 生成 [2-(dibutylamino)-2-oxoethyl] 2-(2,2-difluorocyclopropyl)acetate
  参考文献：
  名称：

  HOMBERGER, GUNTER;KOHN, ARNIM;JOPPIEN, HARTMUT;KEYSERLINK, HARALD

  摘要：

  DOI：
• 作为产物：
  描述：

  Benzyl 2-(2,2-difluorocyclopropyl)acetate 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 生成 2-(2,2-difluorocyclopropyl)-acetic acid
  参考文献：
  名称：

  2,2-difluorocyclopropylethane derivatives, processes for their

  摘要：

  提供了一种通式I的新2,2-二氟环丙基乙烷衍生物，其中A、B和R1-5具有描述中给定的含义，并提供了它们的制备方法。发明的化合物可用作杀虫剂，特别是对抗昆虫和螨类。

  公开号：

  US04983630A1

文献信息

• Pyrazole-Based Lactate Dehydrogenase Inhibitors with Optimized Cell Activity and Pharmacokinetic Properties
  作者：Ganesha Rai、Daniel J. Urban、Bryan T. Mott、Xin Hu、Shyh-Ming Yang、Gloria A. Benavides、Michelle S. Johnson、Giuseppe L. Squadrito、Kyle R. Brimacombe、Tobie D. Lee、Dorian M. Cheff、Hu Zhu、Mark J. Henderson、Katherine Pohida、Gary A. Sulikowski、David M. Dranow、Md Kabir、Pranav Shah、Elias Padilha、Dingyin Tao、Yuhong Fang、Plamen P. Christov、Kwangho Kim、Somnath Jana、Pavan Muttil、Tamara Anderson、Nitesh K. Kunda、Helen J. Hathaway、Donna F. Kusewitt、Nobu Oshima、Murali Cherukuri、Douglas R. Davies、Jeffrey P. Norenberg、Larry A. Sklar、William J. Moore、Chi V. Dang、Gordon M. Stott、Leonard Neckers、Andrew J. Flint、Victor M. Darley-Usmar、Anton Simeonov、Alex G. Waterson、Ajit Jadhav、Matthew D. Hall、David J. Maloney

  DOI：10.1021/acs.jmedchem.0c00916

  日期：2020.10.8

  of compounds, using structure-based design concepts, coupled with optimization of cellular potency, in vitro drug–target residence times, and in vivo PK properties, to identify first-in-class inhibitors that demonstrate LDH inhibition in vivo. The lead compounds, named NCATS-SM1440 (43) and NCATS-SM1441 (52), possess desirable attributes for further studying the effect of in vivo LDH inhibition.

  乳酸脱氢酶（LDH）催化丙酮酸向乳酸的转化，同时还原的烟酰胺腺嘌呤二核苷酸的氧化是糖酵解途径的最后一步。糖酵解在癌细胞的代谢可塑性中起重要作用，长期以来一直被认为是潜在的治疗靶点。因此，LDH的有效的选择性抑制剂代表了一种有吸引力的治疗方法。然而，迄今为止，药理剂未能实现体内显着的靶标结合，可能是因为蛋白质以非常高的浓度存在于细胞中。我们在此报告了一项领先的优化运动，该研究使用基于结构的设计概念，重点研究了吡唑基系列化合物，并在体外优化了细胞效能药物-靶标的停留时间和体内PK特性，以鉴定可证明LDH在体内具有抑制作用的一流抑制剂。名为NCATS-SM1440（43）和NCATS-SM1441（52）的先导化合物具有进一步研究体内LDH抑制作用所需的属性。
• 2-fluorocyclopropylacetic acid esters, processes for their preparation
  申请人：Schering Aktiengesellschaft

  公开号：US05071869A1

  公开（公告）日：1991-12-10

  There are provided new 2-fluorocyclopropylacetic acid esters of general formula I ##STR1## in which R.sup.1, R.sup.2 and R.sup.3 have the meanings given in the description as well as processes for their preparation of the compounds of formula I. The compounds of the invention can be used as pesticides, especially against insects and mites.

  提供了一种新的一般式I的2-氟环丙基乙酸酯##STR1##，其中R.sup.1、R.sup.2和R.sup.3的含义如描述中所述，以及制备一般式I化合物的方法。本发明的化合物可用作杀虫剂，特别是对抗昆虫和螨类。
• [EN] POLYCYCLIC TLR7/8 ANTAGONISTS AND USE THEREOF IN THE TREATMENT OF IMMUNE DISORDERS<br/>[FR] ANTAGONISTES DE TLR7/8 POLYCYLIQUES ET LEUR UTILISATION DANS LE TRAITEMENT DE MALADIES IMMUNES
  申请人：MERCK PATENT GMBH

  公开号：WO2017106607A1

  公开（公告）日：2017-06-22

  The present invention relates to compounds of Formula (I) and pharmaceutically acceptable compositions thereof, useful as toll-like receptor 7/8 (TLR7/8) antagonists. In Formula (I), Ring A is aryl or heteroaryl; Ring B is aryl or heteroary; and X is C(R4)2, O, NR4, S, S(R4), or S(R4)2.

  本发明涉及式(I)的化合物及其药学上可接受的组合物，作为Toll样受体7/8（TLR7/8）拮抗剂。在式(I)中，环A是芳基或杂芳基；环B是芳基或杂芳基；X是C(R4)2、O、NR4、S、S(R4)或S(R4)2。
• Rate Constant for the Ring Opening of the 2,2-Difluorocyclopropylcarbinyl Radical
  作者：Feng Tian、William R. Dolbier

  DOI：10.1021/ol005578s

  日期：2000.3.1

  The rate constant for the unimolecular ring opening of the 2,2-difluorocyclopropylcarbinyl radical was determined via its competitive bimolecular trapping by TEMPO. The value of this rate constant (3.4 x 10(11) s(-)(1) at 99.3 degrees C) is about 500 times larger than that of the parent, unfluorinated radical and about 5 times smaller than that of the trans-2-phenylcyclopropylcarbinyl radical.

  2，2-二氟环丙基羰基的单分子开环的速率常数是通过TEMPO竞争性的双分子捕获来确定的。此速率常数的值（在99.3摄氏度下为3.4 x 10（11）s（-）（1））约为母体，未氟化基团的500倍，是反式2的约5倍。 -苯基环丙基羰基。
• 3-butenoic acid derivatives as intermediates for pesticides
  申请人：Ciba-Geigy Corporation

  公开号：US05326901A1

  公开（公告）日：1994-07-05

  Novel 2-(2,2-difluorocyclopropyl)-acetic acid derivatives of formula I ##STR1## wherein A is oxygen or --NR.sub.1 --, B is C.sub.2 -C.sub.6 alkylene, D is oxygen, sulfur or --O--CH.sub.2 --, E is phenyl; phenyl substituted by from one to three substituents selected from the group halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.3 haloalkyl and C.sub.1 -C.sub.4 alkoxy; a five-membered aromatic heterocycle having from one to three hetero atoms selected from the group nitrogen, oxygen and sulfur, a five-membered aromatic heterocycle having from one to three hetero atoms selected from the group nitrogen, oxygen and sulfur that is substituted by one or two substituents selected from the group halogen, C.sub.1 -C.sub.4 alkyl and C.sub.1 -C.sub.3 -haloalkyl; a six-membered aromatic heterocycle having from one to three nitrogen atoms; or a six-membered aromatic heterocycle having from one to three nitrogen atoms that is substituted by one or two substituents selected from the group halogen, C.sub.1 -C.sub.4 alkyl and C.sub.1 -C.sub.3 haloalkyl, L is halogen or methyl, n is 0, 1 or 2, and R.sub.1 is hydrogen, C.sub.1 -C.sub.4 alkyl, phenylthio or tolylthio, can be used as pesticides. Especially insects and arachnids can be controlled.

  式I中，A为氧原子或--NR.sub.1 --，B为C.sub.2 -C.sub.6烷基，D为氧原子、硫原子或--O--CH.sub.2 --，E为苯基；该苯基被选自卤素、C.sub.1 -C.sub.4烷基、C.sub.1 -C.sub.3卤代烷基和C.sub.1 -C.sub.4烷氧基的一到三个取代基所取代；一种五元芳香杂环，其具有从一到三个异原子，所选自氮、氧和硫的群；一种被选自卤素、C.sub.1 -C.sub.4烷基和C.sub.1 -C.sub.3-卤代烷基的一到两个取代基所取代的具有从一到三个异原子，所选自氮、氧和硫的群的五元芳香杂环；一种具有从一到三个氮原子的六元芳香杂环；或一种被选自卤素、C.sub.1 -C.sub.4烷基和C.sub.1 -C.sub.3卤代烷基的一到两个取代基所取代的具有从一到三个氮原子的六元芳香杂环，L为卤素或甲基，n为0、1或2，R.sub.1为氢、C.sub.1 -C.sub.4烷基、苯基硫或甲苯基硫，可用作杀虫剂。特别地，可控制昆虫和蜘蛛。