6-bromo-2,3-dimethoxy-5-methylhydroquinone | 34417-79-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 6-bromo-2,3-dimethoxy-5-methylhydroquinone
• 英文别名: 2-Bromo-5,6-dimethoxy-3-methylbenzene-1,4-diol
• CAS: 34417-79-3
• 化学式: C₉H₁₁BrO₄
• 分子量: 263.088
• InChiKey: XDEHJBMWKOQGKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-bromo-2,3-dimethoxy-5-methylhydroquinone 在 sodium hydride 、 magnesium 、 copper(I) bromide 、 mineral oil 作用下， 反应 3.67h， 生成 6-(4-phenylsulfonyl-3-methyl-2-butenyl)-2,3-dimethoxy-5-methylhydroquinone bis(2-methoxyethoxymethyl) ether
  参考文献：
  名称：

  A New Efficient Method for the Preparation of Sulfone-Functionalized Prenylhydroquinones

  摘要：

  DOI：

  10.1055/s-1981-29490
• 作为产物：
  描述：

  2,3-二甲氧基-5-甲基-1,4-苯醌 在 sodium dithionite 、 溴 作用下， 生成 6-bromo-2,3-dimethoxy-5-methylhydroquinone
  参考文献：
  名称：

  辅酶Q的新合成。

  摘要：

  DOI：

  10.1021/jo00977a008

文献信息

• [EN] COMPOSITIONS AND METHODS FOR THE PREVENTION AND/OR TREATMENT OF MITOCHONDRIAL DISEASE, INCLUDING FRIEDREICH'S ATAXIA<br/>[FR] COMPOSITIONS ET MÉTHODES POUR LA PRÉVENTION ET/OU LE TRAITEMENT D'UNE MALADIE MITOCHONDRIALE, NOTAMMENT L'ATAXIE DE FRIEDREICH
  申请人：STEALTH BIOTHERAPEUTICS CORP

  公开号：WO2021202986A1

  公开（公告）日：2021-10-07

  The disclosure provides therapeutic compounds, compositions (e.g., therapeutic agents or medicaments) and methods for preventing or treating mitochondrial disease such as Friedreich's ataxia in a mammalian subject, reducing risk factors, signs and/or symptoms associated with mitochondrial disease, such as Friedreich's ataxia, and/or reducing the likelihood or severity of mitochondrial disease such as Friedreich's ataxia. The disclosure further provides novel intermediates for the production of said therapeutic compositions. In some instances, the intermediates may themselves by therapeutic agents or prodrugs of therapeutic agents (e.g. reduced forms of the therapeutic compounds).

  该披露提供了治疗化合物、组合物（例如治疗剂或药物）和方法，用于预防或治疗哺乳动物主体中的线粒体疾病，如弗里德赖希共济失调，减少与线粒体疾病（例如弗里德赖希共济失调）相关的风险因素、症状和/或症状，并/或减少线粒体疾病（例如弗里德赖希共济失调）的发生可能性或严重程度。该披露还提供了用于生产上述治疗组合物的新型中间体。在某些情况下，这些中间体本身可能是治疗剂或治疗剂的前药（例如治疗化合物的还原形式）。
• Novel Intermediates, Process for Their Preparation and Process for the Preparation of Coq10 Employing the Said Novel Intermediates
  申请人：Gurumurthy Palanivelu

  公开号：US20080200702A1

  公开（公告）日：2008-08-21

  The present invention relates to an improved process for the preparation of Coenzyme Q. Coenzyme Q 10 or CoQ 10 has the chemical name 2-[(all-trans)-3,7,11,15,19,23,27,31,35,39-decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaenyl]-5,6-dimethoxy-3-methyl-1,4-benzoquinone and has the formula I. The invention also provides new intermediates useful for the preparation of CoQ 10 and processes for their preparation.

  本发明涉及一种改进的辅酶Q制备过程。辅酶Q10或CoQ10的化学名称为2-[(全反式)-3,7,11,15,19,23,27,31,35,39-十甲基-2,6,10,14,18,22,26,30,34,38-四十烷基]-5,6-二甲氧基-3-甲基-1,4-苯醌，化学式为I。该发明还提供了用于制备CoQ10的新中间体及其制备过程。
• Novel Intermediates Useful for the Preparation of Coenzymes, Process for the Preparation of Novel Intermediates and an Improved Process for the Preparation of Coenzymes
  申请人：Upare Abhay

  公开号：US20080200732A1

  公开（公告）日：2008-08-21

  The present invention relates to novel intermediates for the preparation of coenzymes, processes for the preparation of the intermediates and an improved process for the preparation of Coenzymes. The present invention particularly relates to an improved process for the preparation of Coenzyme Q, more particularly for Conenzyme Q 9 and Coenzyme Q 10 . Still more particularly this invention relates to regio and stereo controlled process for the preparation of Coenzyme Q 9 and Coenzyme Q 10 of the formula I where n=9 (Coenzyme CoQ 9 ), and where n=10. (Coenzyme CoQ 10 )

  本发明涉及用于制备辅酶的新型中间体，制备中间体的方法以及制备辅酶的改进方法。本发明特别涉及一种用于制备辅酶Q的改进方法，更具体地用于辅酶Q9和辅酶Q10。更具体地说，本发明涉及一种用于制备辅酶Q9和辅酶Q10的区域和立体控制方法，其化学式为n=9（辅酶CoQ9），n=10（辅酶CoQ10）。
• Hydroquinone derivatives and preparation thereof
  申请人：Kuraray Co., Ltd.

  公开号：US04270003A1

  公开（公告）日：1981-05-26

  The novel hydroquinone derivatives of the formula (I) are useful intermediates for the preparation of coenzyme Q, vitamin K and the polyprenyltrimethylquinones: ##STR1## wherein R.sup.1 is lower alkyl, lower alkoxy lower alkyl or methoxyethoxymethyl, R.sup.2 and R.sup.3 are each methyl or methoxy, or R.sup.2 and R.sup.3, taken together with the carbon atoms from which they depend, define a benzene ring, and R.sup.4 is a substituted or unsubstituted aromatic hydrocarbon. The compounds (I) are readily prepared either by reacting a Grignard reagent of the formula (II) with a halosulfone (III) in the presence of a copper compound, or by reacting a copper derivative (II') of the Grignard reagent (II) with a halo-sulfone (III), as follows: ##STR2## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are defined as above, and X is a halogen atom or a tosyl group.

  化合物（I）的新颖的对氢醌衍生物是制备辅酶Q、维生素K和多预聚三甲基喹酮的有用中间体：其中R.sup.1是较低的烷基、较低的烷氧基烷基或甲氧乙氧甲基，R.sup.2和R.sup.3分别是甲基或甲氧基，或者R.sup.2和R.sup.3与它们所依赖的碳原子一起定义苯环，而R.sup.4是取代或未取代的芳香烃。这些化合物（I）可以通过在铜化合物存在下将公格氏试剂（II）与卤磺酮（III）反应，或者通过将公格氏试剂（II）的铜衍生物（II'）与卤磺酮（III）反应来轻松制备，如下所示：其中R.sup.1、R.sup.2、R.sup.3和R.sup.4如上所定义，X是卤素原子或对甲苯基。
• Matsushita, Hajime; Ishiguro, Shigeo, Agricultural and Biological Chemistry, 1985, vol. 49, # 10, p. 3071 - 3072
  作者：Matsushita, Hajime、Ishiguro, Shigeo

  DOI：——

  日期：——