6-碘-4-二氢色原酮 | 101714-35-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: 6-碘-4-二氢色原酮
• 英文名称: 6-iodo-2,3-dihydro-4H-benzopyran-4-one
• 英文别名: 6-iodochroman-4-one；6-Jod-chroman-4-on；6-iodo-2,3-dihydro-4H-chromen-4-one；6-iodo-2,3-dihydrochromen-4-one
• CAS: 101714-35-6
• 化学式: C₉H₇IO₂
• 分子量: 274.058
• InChiKey: SDUOLEARZNZVAN-UHFFFAOYSA-N

物化性质

• 沸点：
  357.7±42.0 °C(Predicted)
• 密度：
  1.878±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险性防范说明：
  P261,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319

反应信息

• 作为反应物：
  描述：

  6-碘-4-二氢色原酮 在 N-甲基吗啉 、 2,5-dimethoxylchlorotriazine 、 sodium hexamethyldisilazane 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 22.0h， 生成 N-[2-(N-benzyl-1-{8-iodo-1-methyl-1H,4H-chromeno[4,3-c]pyrazol-3-yl}formamido)ethyl]acetamide
  参考文献：
  名称：

  Nidufexor (LMB763), a Novel FXR Modulator for the Treatment of Nonalcoholic Steatohepatitis

  摘要：

  Farnesoid X receptor (FXR) agonists are emerging as important potential therapeutics for the treatment of nonalcoholic steatohepatitis (NASH) patients, as they exert positive effects on multiple aspects of the disease. FXR agonists reduce lipid accumulation in the liver, hepatocellular inflammation, hepatic injury, and fibrosis. While there are currently no approved therapies for NASH, the bile acid-derived FXR agonist obeticholic acid (OCA; 6-ethyl chenodeoxycholic acid) has shown promise in clinical studies. Previously, we described the discovery of tropifexor (LJN452), the most potent non-bile acid FXR agonist currently in clinical investigation. Here, we report the discovery of a novel chemical series of non-bile acid FXR agonists based on a tricyclic dihydrochromenopyrazole core from which emerged nidufexor (LMB763), a compound with partial FXR agonistic activity in vitro and FXR-dependent gene modulation in vivo. Nidufexor has advanced to Phase 2 human clinical trials in patients with NASH and diabetic nephropathy.

  DOI：

  10.1021/acs.jmedchem.9b01621
• 作为产物：
  描述：

  3-(4-iodophenoxy)propionic acid 在 phosphorus pentoxide 、 苯 作用下， 生成 6-碘-4-二氢色原酮
  参考文献：
  名称：

  Sen; Arora, Journal of the Indian Chemical Society, 1958, vol. 35, p. 95,97

  摘要：

  DOI：

文献信息

• [EN] CHIRAL SYNTHESIS OF A TERTIARY ALCOHOL<br/>[FR] SYNTHÈSE CHIRALE D'UN ALCOOL TERTIAIRE
  申请人：RECURIUM IP HOLDINGS LLC

  公开号：WO2021097139A1

  公开（公告）日：2021-05-20

  Disclosed herein are methods for preparing tertiary alcohols from an optionally substituted phenyl ketone or an optionally substituted pyridinyl ketone that includes the use of a chiral ligand and boron trifluoride diethyl etherate. Tertiary alcohols can be used to prepare synthetic versions of natural products and/or pharmaceuticals.

  本文披露了一种从可选择取代的苯基酮或可选择取代的吡啶基酮制备三级醇的方法，其中使用了手性配体和三氟化硼乙醚。三级醇可用于制备天然产物和/或药物的合成版本。
• Synthesis of 5-Iodobenzofurans and 6-Iodobenzopyrans via Direct Iodination with Mercury(II) Oxide-Iodine Reagent
  作者：Kazuhiko Orito、Takahiro Hatakeyama、Mitsuhiro Takeo、Hiroshi Suginome、Masao Tokuda

  DOI：10.1055/s-1997-1504

  日期：1997.1

  A tin(IV) chloride assisted iodo-cyclization of 2-allylphenol gave 2-iodomethyl-2,3-dihydrobenzofuran. A similar cyclization of 2-crotylphenol gave 3-iodo-2-methyl-3,4-dihydro-2H-benzopyran, exclusively. By iodination with mercury(II) oxide-iodine reagent in dichloromethane, 2,3-dihydrobenzofurans or 3,4-dihydro-2H-benzopyrans including the above benzocyclic ethers were easily converted to the corresponding 5- or 6-iodo derivatives, regioselectively, in good yield.

  在氯化锡（IV）的辅助下，2-烯丙基苯酚发生碘环化反应，生成 2-碘甲基-2,3-二氢苯并呋喃。对 2-烯丙基苯酚进行类似的环化反应，只能得到 3-碘-2-甲基-3,4-二氢-2H-苯并呋喃。用二氯甲烷中的氧化汞-碘试剂进行碘化，包括上述苯环醚在内的 2,3-二氢苯并呋喃或 3,4-二氢-2H-苯并吡喃很容易被转化成相应的 5-或 6-碘衍生物，且具有良好的区域选择性。
• Stereocontrolled Photodimerization of (E)-3-Benzylidene-4-chromanones in the Crystalline State: The Effect of a Halogen Group on the Chromanone Moiety
  作者：Qi-Yu Zheng、Xue-Ming Cheng、Min Chen、Zhi-Tang Huang

  DOI：10.1055/s-0032-1317511

  日期：——

  in the crystalline state. The stereoselective photoreactions of these compounds in the solid state are examined based on the crystal structures of the reactants and products. All the examples tested undergo photodimerization, except for (E)-3-benzylidene-6-fluorochroman-4-one. The reactants with β-structures give syn-head-to-head (syn-HH) products with high selectivity. Only (E)-6-chloro-3-(4-meth

  摘要 合成了一系列（E）-3-亚苄基-4-苯并二氢吡喃酮衍生物，其被苯并二氢吡喃并并苯并嵌在苯并二氢吡喃酮上以控制分子在结晶态的排列。基于反应物和产物的晶体结构，检查了这些化合物在固态下的立体选择性光反应。除（E）-3-亚苄基-6-氟苯并吡喃-4-酮外，所有测试的实施例均进行了光二聚化。与β结构的反应给予SYN -head -头（SYN -HH）产品具有很高的选择性。仅（ê）-6-氯-3-（4-甲基亚苄基） -苯并二氢吡喃-4-酮采用的α型并给出了一个抗-head -尾（抗-HT）产品。 合成了一系列（E）-3-亚苄基-4-苯并二氢吡喃酮衍生物，其被苯并二氢吡喃并并苯并嵌在苯并二氢吡喃酮上以控制分子在结晶态的排列。基于反应物和产物的晶体结构，检查了这些化合物在固态下的立体选择性光反应。除（E）-3-亚苄基-6-氟苯并吡喃-4-酮外，所有测试的实施例均进行了光二聚化。与β结构的反应给予SYN
• Methods of treatment of amyloidosis using bi-cyclic aspartyl protease inhibitors
  申请人：John Varghese

  公开号：US20050239832A1

  公开（公告）日：2005-10-27

  The invention relates to novel compounds and methods of treating diseases, disorders, and conditions associated with amyloidosis. Amyloidosis refers to a collection of diseases, disorders, and conditions associated with abnormal deposition of A-beta protein.

  本发明涉及新型化合物和治疗与淀粉样变性相关的疾病、紊乱和状况的方法。淀粉样变性是指与A-beta蛋白异常沉积相关的一系列疾病、紊乱和状况的集合。
• 2-Amino- and 2-thio- substituted 1,3-diaminopropanes
  申请人：Hom Roy

  公开号：US20050267199A1

  公开（公告）日：2005-12-01

  Disclosed are compounds of the formula: where variables Q, Z, X, R 15 , R 2 , R 3 , and R c are defined herein. Compounds disclosed herein are inhibitors of the beta-secretase enzyme and are therefore useful in the treatment of Alzheimer's disease and other diseases characterized by deposition of A beta peptide in a mammal.

  本发明揭示了以下式子的化合物：其中变量Q、Z、X、R15、R2、R3和R4在此定义。本发明揭示的化合物是β-分泌酶酶的抑制剂，因此在治疗老年痴呆症和其他以哺乳动物体内A beta 肽沉积为特征的疾病中有用。