2-(2,6-二氯苯基)硫代乙酰胺 | 17518-49-9

• 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-(2,6-二氯苯基)硫代乙酰胺
• 中文别名: 2,6-二甲基-4-氧代-4H-吡啶-1,2-嘧啶-3-羧酸；2-(2,6-二氯苯基)乙烷硫代酰胺；2-(2,6-二氯苯基)硫代乙酰胺(17518-49-9)
• 英文名称: 2-(2,6-dichlorophenyl)ethanethioamide
• CAS: 17518-49-9
• 化学式: C₈H₇Cl₂NS
• 分子量: 220.122
• InChiKey: FBAMANMRMUDYNM-UHFFFAOYSA-N

物化性质

• 熔点：
  189-191°C
• 稳定性/保质期：
  在常温常压下稳定，应避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  58.1
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26
• 危险类别码：
  R36/37/38
• 海关编码：
  2930909090
• 储存条件：
  常温密闭避光，存于通风干燥处。

反应信息

• 作为反应物：
  描述：

  2-(2,6-二氯苯基)硫代乙酰胺 在 氢氧化钾 作用下， 以 四氢呋喃 为溶剂， 生成 2-(2,6-二氯苄基)-1,3-噻唑-4-羧酸
  参考文献：
  名称：

  A catch-and-release strategy for the combinatorial synthesis of 4-acylamino-1,3-thiazoles as potential CDK5 inhibitors

  摘要：

  Two-dimensional libraries of 4-acylamino-1,3-thiazoles 9 were prepared via Curtius rearrangement of 1,3-thiazole-4-carbonyl azides 6, trapping of the intermediate isocyanates with oxime resin, and thermal regeneration of the isocyanates from the washed resin in the presence of nucleophiles. Several compounds proved to be selective inhibitors of CDK5/p25 versus the closely homologous CDK2/cyclin A enzyme, with the best analogue (43) possessing over 100-fold selectivity. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00726-1

文献信息

• Thiazolo-naphthyl acids
  申请人：Commons J. Thomas

  公开号：US20060052420A1

  公开（公告）日：2006-03-09

  The present invention relates to thiazolo-naphthyl acids of the formula and methods of using them to modulate PAI-1 expression and to treat PAI-1 related disorders.

  本发明涉及式的噻唑基萘酸及其使用方法，用于调节PAI-1表达并治疗与PAI-1相关的疾病。
• Scale-Up Synthesis of a TRPV1 Antagonist Featuring a Facile Thiazolo[5,4-<i>d</i>]pyrimidine Formation
  作者：Jing Liu、Anne E. Fitzgerald、Alec D. Lebsack、Neelakandha S. Mani

  DOI：10.1021/op1002984

  日期：2011.3.18

  efficient and practical synthesis of a TRPV1 inhibitor bearing a thiazolo[5,4-d]pyrimidine core was developed. The initial synthesis was modified to facilitate acylation of 5-aminopyrimidine and subsequent thiazole formation. The synthesis features an efficient two-pot, five-step process for the construction of the thiazolo[5,4-d]pyrimidine ring. The new route is concise, chromatography-free, and amenable

  开发了一种高效，实用的带有噻唑并[5,4- d ]嘧啶核的TRPV1抑制剂的合成方法。修饰初始合成以促进5-氨基嘧啶的酰化和随后的噻唑形成。合成的特点是高效的两锅五步过程，用于构建噻唑并[5,4- d ]嘧啶环。新路线简洁明了，无需色谱法，适合大规模制备。
• Vanilloid receptor ligands and their use in treatments
  申请人：Amgen Inc.

  公开号：US20040157845A1

  公开（公告）日：2004-08-12

  Compounds having the general structure 1 and compositions containing them, for the treatment of acute, inflammatory and neuropathic pain, dental pain, general headache, migraine, cluster headache, mixed-vascular and non-vascular syndromes, tension headache, general inflammation, arthritis, rheumatic diseases, osteoarthritis, inflammatory bowel disorders, inflammatory eye disorders, inflammatory or unstable bladder disorders, psoriasis, skin complaints with inflammatory components, chronic inflammatory conditions, inflammatory pain and associated hyperalgesia and allodynia, neuropathic pain and associated hyperalgesia and allodynia, diabetic neuropathy pain, causalgia, sympathetically maintained pain, deafferentation syndromes, asthma, epithelial tissue damage or dysfunction, herpes simplex, disturbances of visceral motility at respiratory, genitourinary, gastrointestinal or vascular regions, wounds, burns, allergic skin reactions, pruritus, vitiligo, general gastrointestinal disorders, gastric ulceration, duodenal ulcers, diarrhea, gastric lesions induced by necrotising agents, hair growth, vasomotor or allergic rhinitis, bronchial disorders or bladder disorders.

  具有一般结构1的化合物及含有它们的组合物，用于治疗急性、炎症性和神经痛、牙痛、普通头痛、偏头痛、集群头痛、混合血管和非血管综合症、紧张型头痛、普通炎症、关节炎、风湿病、骨关节炎、炎性肠道疾病、炎性眼部疾病、炎性或不稳定的膀胱疾病、牛皮癣、带有炎症成分的皮肤疾病、慢性炎症症状、炎症性疼痛及相关的过敏症和痛觉过敏、神经痛及相关的过敏症和痛觉过敏、糖尿病性神经病痛、烧灼性疼痛、交感神经维持性疼痛、去神经症候群、哮喘、上皮组织损伤或功能障碍、单纯疱疹、呼吸、泌尿生殖、胃肠道或血管区域内脏运动障碍、伤口、烧伤、过敏性皮肤反应、瘙痒、白癜风、普通胃肠道疾病、胃溃疡、十二指肠溃疡、腹泻、由坏死性剂引起的胃病变、头发生长、血管运动或过敏性鼻炎、支气管疾病或膀胱疾病。
• THIAZOLO NAPHTHYL ACIDS
  申请人：COMMONS Thomas J.

  公开号：US20090326021A1

  公开（公告）日：2009-12-31

  The present invention relates to thiazolo-naphthyl acids of the formula and methods of using them to modulate PAI-1 expression and to treat PAI-1 related disorders.

  本发明涉及式的噻唑萘酸及其使用方法，用于调节PAI-1表达和治疗与PAI-1相关的疾病。
• Synthesis and evaluation of thiazole carboxamides as vanilloid receptor 1 (TRPV1) antagonists
  作者：Ning Xi、Yunxin Bo、Elizabeth M. Doherty、Christopher Fotsch、Narender R. Gavva、Nianhe Han、Randall W. Hungate、Lana Klionsky、Qingyian Liu、Rami Tamir、Shimin Xu、James J.S. Treanor、Mark H. Norman

  DOI：10.1016/j.bmcl.2005.08.100

  日期：2005.12

  A thiazole derivative, 2-(2,6-dichlorobenzyl)-N-(4-isopropylphenyl) thiazole-4-carboxamide (1), was identified as a TRPV1 antagonist. We synthesized various thiazole analogs and evaluated them for their ability to block capsaicin- or acid-induced calcium influx in TRPV1-expressing CHO cells. The IC50 values of the most potent antagonists were ca. 0.050 mu M in these assays. (c) 2005 Elsevier Ltd. All rights reserved.