6-iodo-2,3-dihydro-1-benzothiophene 1,1-dioxide | 855997-33-0

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 6-iodo-2,3-dihydro-1-benzothiophene 1,1-dioxide
• 英文别名: 6-iodo-2,3-dihydrobenzothiophene 1,1-dioxide
• CAS: 855997-33-0
• 化学式: C₈H₇IO₂S
• 分子量: 294.113
• InChiKey: FDWAMGZHEMMCRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-[(6-bromohexyl)oxy]-1-butene 、 6-iodo-2,3-dihydro-1-benzothiophene 1,1-dioxide 在 9-硼双环[3.3.1]壬烷 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.25h， 生成 4-[(1R)-2-((6-[4-(1,1-dioxido-2,3-dihydrobenzothiophen-6-yl)butoxy]hexyl)amino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol acetate salt
  参考文献：
  名称：

  Discovery of a Rapidly Metabolized, Long-Acting β₂ Adrenergic Receptor Agonist with a Short Onset Time Incorporating a Sulfone Group Suitable for Once-Daily Dosing

  摘要：

  A series of novel, potent, and selective human beta(2) adrenoceptor agonists incorporating a sulfone moiety on the terminal right-hand-side phenyl ring of (R)-salmeterol is presented. Sulfone 10b had salmeterol-like potency and selectivity profile, long duration of action on guinea pig trachea, and longer than salmeterol duration of action in vivo, suitable for once-daily dosing. It had lower than salmeterol oral absorption in rat, lower bioavailability in rat and dog, and a high turnover in human hepatocytes. It was metabolized in human hepatocytes by hydroxylation, oxidation, cleavage, and conjugation; most of the metabolites would be expected to have reduced or no beta(2) activity. The 4-biphenylsulfonic acid was identified as a crystalline, non-hygroscopic salt of 10b, suitable for inhaled delivery. Furthermore, it was free of any genetic toxicity issues and was considered as a backup to vilanterol.

  DOI：

  10.1021/jm401532g
• 作为产物：
  描述：

  2,3-dihydro-1-benzothiophen-6-amine 1,1-dioxide 在 盐酸 、 sodium nitrite 、 potassium iodide 作用下， 以 水 为溶剂， 反应 0.25h， 生成 6-iodo-2,3-dihydro-1-benzothiophene 1,1-dioxide
  参考文献：
  名称：

  [EN] BENZOTHIOPHENE-AND BENZOTHIOCHROMENE-COMPRISING DERIVATIVES OF PHENETHANOLAMINE FOR THE TREATMENT
  [FR] BENZOTHIOPHENE- ET BENZOTHIOCHROMENE- COMPRENANT DES DERIVES DE PHENETHANOLAMINE POUR TRAITEMENTS

  摘要：

  公式（I）的化合物和其盐，溶剂合物以及生理学功能衍生物，可用于预防或治疗需要选择性β2-肾上腺素受体激动剂的临床病症，例如哮喘或慢性阻塞性肺疾病（COPD）。

  公开号：

  WO2005058867A1

文献信息

• [EN] PHENOXY ACETIC ACID DERIVATIVES<br/>[FR] DÉRIVÉS D'ACIDE PHÉNOXYACÉTIQUE
  申请人：MERCK SERONO SA

  公开号：WO2010092043A1

  公开（公告）日：2010-08-19

  The present invention provides phenoxyacetic acid derivatives of Formula (I) for the treatment of CRTH2 related disorders and disease selected from asthma, atopic dermatitis and inflammatory dermatoses.

  本发明提供了用于治疗与CRTH2相关的疾病和疾病（包括哮喘、特应性皮炎和炎症性皮肤病）的Formula（I）的苯氧乙酸衍生物。
• Benzothiophen and thiochrone containing phenethanolamine derivatives for the treatment of respiratory disorders
  申请人：Biggadike Keith

  公开号：US20070172385A1

  公开（公告）日：2007-07-26

  Compounds of formula (I): and salts, solvates, and physiologically functional derivatives thereof, useful for the prophylaxis or treatment of a clinical condition for which a selective β 2 -adrenoreceptor agonist is indicated, for example asthma or chronic obstructive pulmonary disease (COPD).

  公式(I)的化合物及其盐、溶剂合物和生理功能衍生物，可用于预防或治疗选择性β2-肾上腺素能受体激动剂适用的临床疾病，例如哮喘或慢性阻塞性肺疾病（COPD）。
• PHENOXY ACETIC ACID DERIVATIVES
  申请人：Crosignani Stefano

  公开号：US20110288066A1

  公开（公告）日：2011-11-24

  The present invention provides phenoxyacetic acid derivatives of Formula (I) for the treatment of CRTH2 related disorders and disease selected from asthma, atopic dermatitis and inflammatory dermatoses.

  本发明提供了公式(I)的苯氧乙酸衍生物，用于治疗与CRTH2相关的疾病和疾病，包括哮喘，特应性皮炎和炎症性皮肤病。
• Phenoxy acetic acid derivatives
  申请人：Merck Serono SA

  公开号：US08273769B2

  公开（公告）日：2012-09-25

  The present invention provides phenoxyacetic acid derivatives of Formula (I) for the treatment of CRTH2 related disorders and disease selected from asthma, atopic dermatitis and inflammatory dermatoses.

  本发明提供了式（I）的苯氧乙酸衍生物，用于治疗与CRTH2相关的疾病和疾病，包括哮喘、特应性皮炎和炎症性皮肤病。
• INDOLE DERIVATIVE USED AS CRTH2 INHIBITOR
  申请人：Chia Tai Tianqing Pharmaceutical Group Co., Ltd.

  公开号：EP3489233B1

  公开（公告）日：2022-01-12