1-(3-甲氧基苄基)-2-硫脲 | 90556-79-9

• 物质功能分类: 化学试剂 - 有机试剂 - 硫脲
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1-(3-甲氧基苄基)-2-硫脲
• 中文别名: 1-(间甲氧基苄基)-2-硫脲
• 英文名称: 1-(3-methoxybenzyl)thiourea
• 英文别名: N-(3-Methoxy-benzyl)-thioharnstoff；(3-methoxy-benzyl)-thiourea；(3-Methoxy-benzyl)-thioharnstoff；1-(3-Methoxybenzyl)-2-thiourea；(3-methoxyphenyl)methylthiourea
• CAS: 90556-79-9
• 化学式: C₉H₁₂N₂OS
• 分子量: 196.273
• InChiKey: ILWUGLNFERKSOU-UHFFFAOYSA-N

物化性质

• 熔点：
  91-93°C

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  79.4
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  1-(3-甲氧基苄基)-2-硫脲 在 吡啶 、 TEA 作用下， 以 丙酮 为溶剂， 生成 5-[2-(3,5-dimethoxyphenoxy)pyridin-3-yl]-N-[(3-methoxyphenyl)methyl]-1H-1,2,4-triazol-3-amine
  参考文献：
  名称：

  1,2,4-三唑类化合物作为一类新型有效的微管蛋白聚合抑制剂的合成与构效关系。

  摘要：

  一种新型的含有三唑的化学系列显示抑制微管蛋白聚合并导致细胞周期停滞在EC（50）值在一位数纳摩尔范围内的A431癌细胞。结合实验表明，这类代表性的活性化合物与秋水仙碱竞争其在微管蛋白上的结合位点。本文描述了三唑衍生物的合成和结构-活性关系研究。

  DOI：

  10.1016/j.bmcl.2005.08.056
• 作为产物：
  描述：

  3-甲氧基苄胺 在 氨 、 calcium carbonate 作用下， 以 二氯甲烷 、 氯仿 、 水 为溶剂， 反应 19.5h， 生成 1-(3-甲氧基苄基)-2-硫脲
  参考文献：
  名称：

  Synthesis of N-benzyl- and N-phenyl-2-amino-4,5-dihydrothiazoles and thioureas and evaluation as modulators of the isoforms of nitric oxide synthase

  摘要：

  Inhibition of the isoforms of nitric oxide synthase (NOS) has important applications in therapy of several diseases, including cancer. Using 1400W [N-(3-aminomethylbenzyl)acetamidme], thiocitrulline and N-delta-(4,5-dihydrothiazol-2-yl)ornithine as lead compounds, series of N-benzyl- and N-phenyl-2-amino-4,5-dihydrothiazoles and thioureas were designed as inhibitors of NOS. Ring-substituted benzyl and phenyl isothiocyanates were synthesised by condensation of the corresponding amines with thiophosgene and addition of ammonia gave the corresponding thioureas in high yields. The substituted 2-amino-4,5-dihydrothiazoles were approached by two routes. Treatment of simple benzylamines with 2-methylthio-4,5-dihydrothiazole at 180degreesC afforded the corresponding 2-benzylamino-4,5-dihydrothiazoles. For less nucleophilic amines and those carrying more thermally labile substituents, the 4,5-dihydrothiazoles were approached by acid-catalysed cyclisation of N-(2-hydroxyethyl)thioureas. This cyclisation was shown to proceed by an S(N)2-like process. Modest inhibitory activity was shown by most of the thioureas and 4,5-dihydrothiazoles, with N-(3-aminomethylphenyl)thiourea (IC50 = 13 muM vs rat neuronal NOS and IC50 = 23 muM vs rat inducible NOS) and 2-(3-aminomethylphenylamino)-4,5-dihydrothiazole (IC50 - 13 muM vs rat neuronal NOS and IC50 = 19 muM vs human inducible NOS) being the most potent. Several thioureas and 4,5-dihydrothiazoles were found to stimulate the activity of human inducible NOS in a time-dependent manner. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00451-6

文献信息

• 3-methoxybenzyl thiourea derivatives and improved lipid compositions containing same
  申请人：The Fanning Corporation

  公开号：US20020147365A1

  公开（公告）日：2002-10-10

  1-(3-methoxybenzyl)-3-substituted thiourea antioxidant compounds and improved lipids compositions which are supplemented with amounts of such antioxidant compounds effective for augmenting oxidative stability of the base lipid are provided. Also provided are methods for enhancing the oxidative stability of a lipid comprising supplementing a base lipid in need of enhanced oxidative stability with at least one 1-(3-methoxybenzyl)-3-substituted thiourea compound of the present invention.

  提供了一种抗氧化化合物，其为1-(3-甲氧基苄基)-3-取代硫脲，以及通过添加这些抗氧化化合物的有效量来改善脂质组成，从而增强基础脂质的氧化稳定性的方法。还提供了一种增强脂质氧化稳定性的方法，该方法包括向需要增强氧化稳定性的基础脂质中补充至少一种本发明所述的1-(3-甲氧基苄基)-3-取代硫脲化合物。
• 3-Methoxybenzyl thiourea derivatives and improved lipid compositions containing same
  申请人：The Fanning Corporation

  公开号：US20010056205A1

  公开（公告）日：2001-12-27

  1-(3-methoxybenzyl)-3-substituted thiourea antioxidant compounds and improved lipids compositions which are supplemented with amounts of such antioxidant compounds effective for augmenting oxidative stability of the base lipid are provided. Also provided are methods for enhancing the oxidative stability of a lipid comprising supplementing a base lipid in need of enhanced oxidative stability with at least one 1-(3-methoxybenzyl)-3-substituted thiourea compound of the present invention.

  本发明提供了一种1-(3-甲氧基苯基)-3-取代硫脲抗氧化化合物以及含有这种抗氧化化合物的改良脂质组成物，其中这种抗氧化化合物的添加量有效增强了基础脂质的氧化稳定性。同时，本发明还提供了增强脂质氧化稳定性的方法，包括将需要增强氧化稳定性的基础脂质补充至少一种本发明的1-(3-甲氧基苯基)-3-取代硫脲化合物。
• Novel quinazoline derivatives and methods of treatment related to the use thereof
  申请人：Sekiguchi Yoshinori

  公开号：US20070010671A1

  公开（公告）日：2007-01-11

  The present invention relates to novel compounds of Formula (1): which act as MCH receptor antagonists. These compositions are useful in pharmaceutical compositions whose use includes prophylaxis or treatment of improving memory function, sleeping and arousal, anxiety, depression, mood disorders, seizure, obesity, diabetes, appetite and eating disorders, cardiovascular disease, hypertension, dyslipidemia, myocardial infarction, binge eating disorders including bulimia, anorexia, mental disorders including manic depression, schizophrenia, delirium, dementia, stress, cognitive disorders, attention deficit disorder, substance abuse disorders and dyskinesias including Parkinson's disease, epilepsy, and addiction.

  本发明涉及一种新的化合物，其化学式为(1)，并作为MCH受体拮抗剂。这些化合物在制药组合物中的使用包括预防或治疗改善记忆功能、睡眠和觉醒、焦虑、抑郁、情绪障碍、癫痫、肥胖症、糖尿病、食欲和进食障碍、心血管疾病、高血压、血脂异常、心肌梗塞、暴食障碍（包括贪食症、厌食症）、精神障碍（包括躁郁症、精神分裂症、谵妄、痴呆）、压力、认知障碍、注意力缺陷障碍、物质滥用障碍和运动障碍（包括帕金森病、癫痫和成瘾）。
• COMPOSITIONS AND METHODS FOR THE TREATMENT OF MALARIA
  申请人：Guangzhou Institutes of Biomedicine and Health, Chinese Academy of Sciences

  公开号：US20140296532A1

  公开（公告）日：2014-10-02

  The present invention provides aminohydantoin anti-malarial agents. In some embodiments, these agents have the property of functions of targeting malarial aspartic proteases while at the same time having low activity against human BACE. Methods of employing such agents are also provided.

  本发明提供了氨基咪唑啉类抗疟疾药物。在某些实施例中，这些药物具有靶向疟疾天冬氨酸蛋白酶的功能特性，同时对人类β-淀粉样蛋白前体酶的活性较低。本发明还提供了使用这些药物的方法。
• Methods and compositions for inhibiting free radical polymerization in skin and hair
  申请人：Fan Tech Ltd.

  公开号：EP1155677A2

  公开（公告）日：2001-11-21

  A method is provided for inhibiting free radical degradation in the skin of a human or nonhuman animal comprising contacting the skin with a skin treatment composition having a concentration of a 1-(3-methoxybenzyl)-3-substituted thiourea compound effective for inhibiting free radical generation. Skin protecting compositions comprising a free radical inhibiting concentration of a 1-(3-methoxybenzyl)-3-substituted thiourea compound, and optionally a sunscreeen composition, are also provided.

  本发明提供了一种抑制人类或非人类动物皮肤自由基降解的方法，该方法包括将皮肤与皮肤处理组合物接触，该组合物具有有效抑制自由基生成的 1-(3-甲氧基苄基)-3-取代的硫脲化合物浓度。本发明还提供了包含抑制自由基浓度的 1-(3-甲氧基苄基)-3-取代的硫脲化合物的皮肤保护组合物，以及可选的防晒组合物。