1,1-Bis(4-fluorophenyl)thiourea | 1220098-09-8

• 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: 1,1-Bis(4-fluorophenyl)thiourea
• CAS: 1220098-09-8
• 化学式: C₁₃H₁₀F₂N₂S
• 分子量: 264.299
• InChiKey: RMKUNYPQZJBKKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,1-Bis(4-fluorophenyl)thiourea 、 3-bromo-4-(4-fluorophenyl)-4-oxobutanoic acid 以 乙腈 为溶剂， 生成 [2-[bis(4-fluoro-phenyl)-amino]-4-(4-fluorophenyl)-thiazol-5-yl]-acetic acid
  参考文献：
  名称：

  Exploration of SAR features by modifications of thiazoleacetic acids as CRTH2 antagonists

  摘要：

  The SAR features have been further explored for (2-benzhydryl-4-phenyl-thiazol-5-yl) acetic acids as CRTH2 (chemoattractant receptor-homologous molecule expressed on Th2 cells) antagonists. The introduction of a nitrogen or a methyl substituent in the benzhydrylic position offer two alternative drugable scaffolds attractive for unsymmetrically substituted derivatives. An imidazole analogue lacks activity due to formation of a favored coplanar intramolecular hydrogen bond. The pyrimidine derivative 18 represents a potent and selective compound that will be subject to continued investigations. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.092
• 作为产物：
  描述：

  在 哌啶 作用下， 以 甲醇 为溶剂， 生成 1,1-Bis(4-fluorophenyl)thiourea
  参考文献：
  名称：

  Exploration of SAR features by modifications of thiazoleacetic acids as CRTH2 antagonists

  摘要：

  The SAR features have been further explored for (2-benzhydryl-4-phenyl-thiazol-5-yl) acetic acids as CRTH2 (chemoattractant receptor-homologous molecule expressed on Th2 cells) antagonists. The introduction of a nitrogen or a methyl substituent in the benzhydrylic position offer two alternative drugable scaffolds attractive for unsymmetrically substituted derivatives. An imidazole analogue lacks activity due to formation of a favored coplanar intramolecular hydrogen bond. The pyrimidine derivative 18 represents a potent and selective compound that will be subject to continued investigations. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.092

文献信息

• [EN] AMINO-SUBSTITUTED AZO-HETEROCYCLIC COMPOUNDS FOR TREATING INFLAMMATORY CONDITIONS<br/>[FR] COMPOSES AZO-HETEROCYCLIQUES AMINO-SUBSTITUES DESTINES AU TRAITEMENT DE TROUBLES INFLAMMATOIRES
  申请人：7TM PHARMA AS

  公开号：WO2007062797A1

  公开（公告）日：2007-06-07

  [EN] Compounds of formula (I) are CRTH2 antagonists, useful in the treatment of inflammatory, autoimmune, respiratory or allergy disease: wherein X₁ is -S-, -O-, -N=N-. -NR₅-, -CR₅=CR₆-, -CR₅=N-, wherein R₅ and R₆ are independently hydrogen or C₁-C₃ alkyl; R₁ is hydrogen or C₁-C₃ alkyl or cyclopropyl; R₂ is an optionally substituted phenyl or 5- or 6-membered monocyclic heteroaryl ring; R₃ is an optionally substituted carbocyclic ring of 3 to 7 ring atoms, or an optionally substituted 4-, 5- or 6-membered monocyclic heterocyclic ring; R₄ is a group other than hydrogen, methyl or ethyl of formula Q-[Alk¹]_m-[X]_n-[Alk²]_p-[Z}_s- wherein m, n p, and s are independently 0 or 1 ; Q is hydrogen or an optionally substituted 4-, 5- or 6-membered monocyclic heterocyclic ring; Alk¹ and Alk² are independently optionally substituted C₁-C₃ alkylene radicals; X is -O-, -S-, -C(=O)-, - S(=O)-, -S(=O)₂-, -CH(R₇)-, -N(R₇)-, or, in either orientation -SO₂N(R₇)- or - C(=O)N(R₇)-, wherein R₇ is hydrogen, or R₇ represents a C₂-C₄ bridge between the C or N atom of X to which it is attached and a carbon atom of Alk² and Z is -CH₂, - C(=O) or -S(=O)₂.
  [FR] L'invention concerne des composés représentés par la formule générale (I). Ces composés sont des antagonistes du récepteur CRTH2 destinés au traitement de maladies inflammatoires, autoimmunes, respiratoires ou allergiques. Dans la formule générale (I), X₁ désigne -S-, -O-, -N=N-, -NR₅-, -CR₅=CR₆-, -CR₅=N-, R₅ et R₆ désignant chacun un atome d'hydrogène ou un groupe alkyle C₁-C₃; R₁ désigne un atome d'hydrogène ou un groupe alkyle C₁-C₃ ou cyclopropyle; R₂ désigne un groupe phényle éventuellement substitué ou un cycle hétéroaryle comportant 5 ou 6 éléments; R₃ désigne un cycle carbocyclique éventuellement substitué comportant 3 à 7 atomes par cycle, ou un cycle hétérocyclique monocyclique éventuellement substitué, comportant 4, 5 ou 6 éléments; R₄ désigne un groupe autre que hydrogène, méthyle ou éthyle représenté par la formule générale Q-[Alk¹]_m-[X]_n-[Alk²]_p-[Z]_s- dans laquelle m, n, p et s valent chacun 0 ou 1; Q désigne un atome d'hydrogène ou un cycle hétérocyclique monocyclique éventuellement substitué, comportant 4, 5 ou 6 éléments; Alk¹ et Alk² désignent chacun des radicaux alkylène C₁-C₃ éventuellement substitués; X désigne -O-, -S-, -C(=O)-, -S(=O)-, -S(=O)₂-, -CH(R₇)-, -N(R₇)-, ou, dans une orientation quelconque -SO₂N(R₇)- ou - C(=O)N(R₇)-, R₇ désignant un atome d'hydrogène ou un pont C₂-C₄ entre l'atome C ou N de X auquel il est rattaché et un atome de carbone de Alk² et Z désignant -CH₂, - C(=O) ou -S(=O)₂.
• Exploration of SAR features by modifications of thiazoleacetic acids as CRTH2 antagonists
  作者：Marie Grimstrup、Jean-Marie Receveur、Øystein Rist、Thomas M. Frimurer、Peter Aadal Nielsen、Jesper M. Mathiesen、Thomas Högberg

  DOI：10.1016/j.bmcl.2010.01.092

  日期：2010.3

  The SAR features have been further explored for (2-benzhydryl-4-phenyl-thiazol-5-yl) acetic acids as CRTH2 (chemoattractant receptor-homologous molecule expressed on Th2 cells) antagonists. The introduction of a nitrogen or a methyl substituent in the benzhydrylic position offer two alternative drugable scaffolds attractive for unsymmetrically substituted derivatives. An imidazole analogue lacks activity due to formation of a favored coplanar intramolecular hydrogen bond. The pyrimidine derivative 18 represents a potent and selective compound that will be subject to continued investigations. (C) 2010 Elsevier Ltd. All rights reserved.