Org 41841 | 301847-37-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: Org 41841
• 英文别名: N-tert-butyl-5-amino-4-(3-methoxyphenyl)-2-(methylthio)thieno[2,3-d]pyrimidine-6-carboxamide；tert-butyl 5-amino-2-methylthio-4-(3-methoxyphenyl)-thieno[2,3-d]pyrimidine-6-carboxamide；5-amino-N-tert-butyl-4-(3-methoxyphenyl)-2-(methylthio)-6-thieno[2,3-d]pyrimidinecarboxamide；5-amino-N-tert-butyl-4-(3-methoxyphenyl)-2-methylsulfanylthieno[2,3-d]pyrimidine-6-carboxamide
• CAS: 301847-37-0
• 化学式: C₁₉H₂₂N₄O₂S₂
• 分子量: 402.541
• InChiKey: DVSFSADBOJYPGF-UHFFFAOYSA-N

物化性质

• 密度：
  1.33±0.1 g/cm3(Predicted)
• 溶解度：
  DMF：5mg/mL； DMSO：微溶；乙醇：微溶

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  144
• 氢给体数：
  2
• 氢受体数：
  7

安全信息

• 储存条件：
  2-8℃

制备方法与用途

ORG41841 是一种部分激动剂，对促黄体激素/绒毛膜促性腺激素受体（LHCGR）和促甲状腺激素受体（TSHR）的 EC50 值分别为 0.2 μM 和 7.7 μM。

反应信息

• 作为反应物：
  描述：

  Org 41841 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 生成 N-tert-butyl-5-amino-4-(3-hydroxyphenyl)-2-(methylthio)thieno[2,3-d]pyrimidine-6-carboxamide
  参考文献：
  名称：

  Bicyclic heteroaromatic compounds

  摘要：

  根据通用式(I)，提供一个双环杂芳化合物，或其药学上可接受的盐，其中R1为(3-8C)环烷基，(2-7C)杂环烷基，(6-14C)芳基或(4-13C)杂芳基；均可选择地取代一个或多个取代基；R2为(1-4C)烷基，(2-4C)烯基，(2-4C)炔基，(6-14C)芳基或(4-13C)杂芳基；R3为(1-8C)烷基，(3-8C)环烷基，(2-7C)杂环烷基，(6-14C)芳基或(4-13C)杂芳基；Y为CH或N；Z为NH2或OH；A为S，N(H)，N(R)，O或一个键，B为N(H)，O或一个键；X1-X2为C═C，C(O)—NH，NH—C(O)，C(O)—O，O—C(O)，C═N，N═C或S或O。该发明的化合物可用于生育调节疗法。

  公开号：

  US20030225113A1
• 作为产物：
  描述：

  乙基 5-氨基-4-(3-甲氧苯基)-2-(甲硫基)噻吩并[2,3-D]嘧啶-6-甲酸基酯 在 lithium hydroxide 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 Org 41841
  参考文献：
  名称：

  Evaluation of Small-Molecule Modulators of the Luteinizing Hormone/Choriogonadotropin and Thyroid Stimulating Hormone Receptors:  Structure−Activity Relationships and Selective Binding Patterns

  摘要：

  The substituted thieno[ 2,3-d] pyrimidine 3 ( Org 41841), a partial agonist for the luteinizing hormone/choriogonadotropin receptor ( LHCGR) and the closely related thyroid-stimulating hormone receptor ( TSHR), was fundamentally altered, and the resulting analogues were analyzed for their potencies, efficacies, and specificities at LHCGR and TSHR. Chemical modification of the parent compound combined with prior mutagenesis of TSHR provided compelling experimental evidence in support of computational models of 3 binding to TSHR and LHCGR within their transmembrane cores. Biochemical analysis of a specific modification to the chemical structure of 3 provides additional evidence of a H-bond between the ligand and a glutamate residue in transmembrane helix 3, which is conserved in both receptors. Several key interactions were surveyed to determine their respective biochemical roles in terms of both van der Waals dimensions and hydrogen bond capacity and the respective relationship to biological activity.

  DOI：

  10.1021/jm060247s

文献信息

• LOW MOLECULAR WEIGHT THYROID STIMULATING HORMONE RECEPTOR (TSHR) AGONISTS
  申请人：Gershengorn Marvin C.

  公开号：US20110195018A1

  公开（公告）日：2011-08-11

  Disclosed are oxo-hydroquinazolines that are useful as selective TSHR agonists. The compounds may be used for detecting or treating thyroid cancer, or treating a bone degenerative disorder.

  揭示了作为选择性TSHR激动剂有用的羟基喹唑啉化合物。这些化合物可用于检测或治疗甲状腺癌，或治疗骨质退化性疾病。
• WO2007/136776
  申请人：——

  公开号：——

  公开（公告）日：——
• J. Med. Chem. 2006, 49, 3888-3896
  作者：

  DOI：——

  日期：——
• Pyrimidine low molecular weight ligands for modulating hormone receptors
  申请人：Gershengorn Marvin C.

  公开号：US20090203716A1

  公开（公告）日：2009-08-13

  Disclosed herein are small molecule modulators hormone receptors, including agonists and antagonists of luteinizing hormone/choriogonadotropin, follicle stimulating hormone and thyroid stimulating hormone receptors. Exemplary disclosed compounds include those of the formula wherein X is —S(O) n R 5 ; n is 0, 1 or 2; Y is —OR 6 or —NR 7 R 8 R 1 and R 2 independently are selected from optionally substituted lower aliphatic, alkoxy, aralkyl, halogen, H and —OR 5 , wherein R 5 is selected from lower alkyl, H, aralkyl, acyl, alkoxycarbonyl and aminocarbonyl; R 3 and R 4 independently are selected from acyl, alkoxycarbonyl, aminocarbonyl, aralkyl, H, lower alkyl and cycloalkyl; R 5 is selected from lower alkyl, aralkyl, cycloalkyl and haloalkyl; R 6 is selected from H, lower alkyl and aralkyl; R 7 and R 8 independently are selected from H, lower alkyl, aralkyl and cycloalkyl.
• US8741259B2
  申请人：——

  公开号：US8741259B2

  公开（公告）日：2014-06-03