cholesterol carbamate | 39819-37-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: cholesterol carbamate
• 英文别名: (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl carbamate；cholesteryl carbamate；O-carbamoyl-cholesterol；3β-Carbamoyloxy-cholesten-(5)；Carbamidsaeure-cholesterylester；O-Carbamoyl-cholesterin；Cholesterylcarbamat；[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] carbamate
• CAS: 39819-37-9
• 化学式: C₂₈H₄₇NO₂
• 分子量: 429.687
• InChiKey: AMWRMNZJUUZXJU-JDTILAPWSA-N

物化性质

• 熔点：
  214-215 °C
• 沸点：
  537.1±20.0 °C(Predicted)
• 密度：
  1.03±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  cholesterol carbamate 生成 3β-carbamoyloxy-androst-5-en-17-one
  参考文献：
  名称：

  AMBRUS, GABOR;ALBRECHT, KAROLY;BARTA, ISTVAN;FABIAN, MIKLOS;KONCZOL, KALM+

  摘要：

  DOI：
• 作为产物：
  描述：

  胆固醇 在 三氯乙酰异氰酸酯 作用下， 以 二氯甲烷 为溶剂， 以99%的产率得到cholesterol carbamate
  参考文献：
  名称：

  铱金属-有机笼催化的NH插入反应：形成CN键的简便且可回收的方法

  摘要：

  基于Rh-Rh键[Rh 4（pbeddb）4（H 2 O）2（DMAC）2 ]（MOC-18; pbeddb 2−  = 3,3'-（1,3-亚苯基）的异质金属有机笼（ethyne-2,1-diyl））dibenzoate）与重氮化合物一起用于NH插入反应。此方法为CN键的形成提供了一种环保且高效的方法。

  DOI：

  10.1002/cjoc.201600818

文献信息

• SILICON BASED DRUG CONJUGATES AND METHODS OF USING SAME
  申请人：BlinkBio, Inc.

  公开号：US20170202970A1

  公开（公告）日：2017-07-20

  Described herein are silicon based conjugates capable of delivering one or more payload moieties to a target cell or tissue. Contemplated conjugates may include a silicon-heteroatom core, one or more optional catalytic moieties, a targeting moiety that permits accumulation of the conjugate within a target cell or tissue, one or more payload moieties (e.g., a therapeutic agent or imaging agent), and two or more non-interfering moieties covalently bound to the silicon-heteroatom core.

  本文描述了基于硅的共轭物，能够将一个或多个有效载荷基团传递到靶细胞或组织。考虑到的共轭物可能包括一个硅-杂原子核心，一个或多个可选的催化基团，一个定位基团，允许共轭物在靶细胞或组织内积累，一个或多个有效载荷基团（例如，治疗剂或成像剂），以及与硅-杂原子核心共价结合的两个或更多个不干扰基团。
• Cationic amphiphiles containing steroid lipophilic groups for
  申请人：Genzyme Corporation

  公开号：US05747471A1

  公开（公告）日：1998-05-05

  Novel cationic amphiphiles are provided that facilitate transport of biologically active (therapeutic) molecules into cells. The amphiphiles contain lipophilic groups derived from steroids, from mono or dialkylamines, or from ether or ester-linked alkyl groups, and cationic groups, protonatable at physiological pH, derived from amines, alkylamines or polyalkylamines. There are provided also therapeutic compositions prepared typically by contacting a dispersion of one or more cationic amphiphiles with the therapeutic molecules. Therapeutic molecules that can be delivered into cells according to the practice of the invention include DNA, RNA, and polypeptides. Representative uses of the therapeutic compositions of the invention include providing gene therapy, and delivery of antisense polynucleotides or biologically active polypeptides to cells. With respect to therapeutic compositions for gene therapy, the DNA is provided typically in the form of a plasmid for complexing with the cationic amphiphile. Novel and highly effective plasmid constructs are also disclosed, including those that are particularly effective at providing gene therapy for clinical conditions complicated by inflammation.

  提供了一种新型的阳离子两性分子，可以促进生物活性（治疗性）分子进入细胞。这些两性分子包含从类固醇、单或双烷胺基、醚或酯键连接的烷基基团中衍生的亲脂基团，以及阳离子基团，可在生理pH下质子化，来自胺、烷胺或多烷基胺。还提供了通常通过将一个或多个阳离子两性分子的分散液与治疗分子接触而制备的治疗组合物。根据本发明的实践，可以将DNA、RNA和多肽等治疗分子输送到细胞中。本发明的治疗组合物的代表性用途包括提供基因治疗，以及将反义多核苷酸或生物活性多肽输送到细胞中。对于用于基因治疗的治疗组合物，DNA通常以质粒的形式提供，以与阳离子两性分子结合。还公开了新型且高效的质粒构建物，包括那些在为临床炎症并发症复杂的情况提供基因治疗方面特别有效的构建物。
• Cationic amphiphiles containing ester or ether-linked lipophilic groups
  申请人：Genzyme Corporation

  公开号：US05840710A1

  公开（公告）日：1998-11-24

  Novel cationic amphiphiles are provided that facilitate transport of biologically active (therapeutic) molecules into cells. The amphiphiles contain lipophilic groups derived from steroids, from mono or dialkylamines, or from alkyl or acyl groups; and cationic groups, protonatable at physiological pH, derived from amines, alkylamines or polyalkylamines. There are provided also therapeutic compositions prepared typically by contacting a dispersion of one or more cationic amphiphiles with the therapeutic molecules. Therapeutic molecules that can be delivered into cells according to the practice of the invention include DNA, RNA, and polypeptides. Representative uses of the therapeutic compositions of the invention include providing gene therapy, and delivery of antisense polynucleotides or biologically active polypeptides to cells. With respect to therapeutic compositions for gene therapy, the DNA is provided typically in the form of a plasmid for complexing with the cationic amphiphile. Novel and highly effective plasmid constructs are also disclosed, including those that are particularly effective at providing gene therapy for clinical conditions complicated by inflammation. Additionally, targeting of organs for gene therapy by intravenous administration of therapeutic compositions is described.

  提供了一种新型的阳离子两性分子，有助于将生物活性（治疗性）分子输送到细胞内。这些两性分子包含从类固醇、单或双烷胺基或烷基或酰基团衍生的亲脂基团；以及从胺、烷胺或多烷基胺衍生的在生理pH下可质子化的阳离子基团。还提供了通常通过将一个或多个阳离子两性分子的分散液与治疗分子接触而制备的治疗组合物。根据本发明的实践，可以将可输送到细胞内的治疗分子包括DNA、RNA和多肽。本发明的治疗组合物的代表性用途包括提供基因治疗，以及将反义多核苷酸或生物活性多肽输送到细胞中。关于用于基因治疗的治疗组合物，DNA通常以质粒的形式提供，以与阳离子两性分子结合。还公开了新型且高效的质粒构建物，包括那些在为临床炎症并发症复杂的情况下提供基因治疗方面特别有效的构建物。此外，描述了通过静脉给药治疗组合物来定位器官进行基因治疗的方法。
• Cross-Coupling of Amide and Amide Derivatives to Umbelliferone Nonaflates: Synthesis of Coumarin Derivatives and Fluorescent Materials
  作者：Shane M. Hickey、Samuel O. Nitschke、Martin J. Sweetman、Christopher J. Sumby、Douglas A. Brooks、Sally E. Plush、Trent D. Ashton

  DOI：10.1021/acs.joc.0c00813

  日期：2020.6.19

  properties of aqueous-soluble derivatives were determined, and they displayed auxochrome-based variations. Gram-scale synthesis provided an acrylamide analogue, which was used to fabricate a fluorescent poly(2-hydroxylethyl methacrylate) (pHEMA) hydrogel that was resistant to leaching in ultrapure H2O. We envisage that our reported protocol to access 7-amino-4-methylcoumarin derivatives will find use toward

  描述了4-甲基伞形酮衍生的壬二酸酯与酰胺，氨基甲酸酯和磺酰胺之间的布赫瓦尔德-哈特维格交叉偶联反应。以良好至优异的产率制备了多种N-取代的7-氨基香豆素类似物。测定了水溶性衍生物的光物理性质，并且它们显示出基于色素的变化。克级合成提供了一种丙烯酰胺类似物，该丙烯酰胺类似物用于制造可抵抗超纯H 2 O浸出的荧光聚（甲基丙烯酸2-羟乙酯）（pHEMA）水凝胶。我们设想，我们报告的访问7-氨基-该领域的研究人员将发现4-甲基香豆素衍生物可用于开发基于荧光香豆素的新型荧光探针。
• Cationic amphiphiles containing dialkylamine lipophilic groups for
  申请人：Genzyme Corporation

  公开号：US05719131A1

  公开（公告）日：1998-02-17

  Novel cationic amphiphiles are provided that facilitate transport of biologically active (therapeutic) molecules into cells. The amphiphiles contain lipophilic groups derived from steroids, from mono or dialkylamines, or from alkyl or acyl groups; and cationic groups, protonatable at physiological pH, derived from amines, alkylamines or polyalkylamines. There are provided also therapeutic compositions prepared typically by contacting a dispersion of one or more cationic amphiphiles with the therapeutic molecules. Therapeutic molecules that can be delivered into cells according to the practice of the invention include DNA, RNA, and polypeptides. Representative uses of the therapeutic compositions of the invention include providing gene therapy, and delivery of antisense polynucleotides or biologically active polypeptides to cells. With respect to therapeutic compositions for gene therapy, the DNA is provided typically in the form of a plasmid for complexing with the cationic amphiphile. Novel and highly effective plasmid constructs are also disclosed, including those that are particularly effective at providing gene therapy for clinical conditions complicated by inflammation. Additionally, targeting of organs for gene therapy by intravenous administration of therapeutic compositions is described.

  提供了一种新型的阳离子两性分子，有助于将生物活性（治疗性）分子输送到细胞内。这些两性分子包含从类固醇、单或双烷胺基或烷基或酰基团衍生的亲脂基团；以及从胺、烷胺或多烷胺衍生、在生理pH下可质子化的阳离子基团。还提供了通常通过将一个或多个阳离子两性分子的分散液与治疗分子接触而制备的治疗组合物。根据本发明的实践，可以将可输送到细胞内的治疗分子包括DNA、RNA和多肽。本发明的治疗组合物的代表性用途包括提供基因治疗，以及将反义多核苷酸或生物活性多肽输送到细胞中。关于用于基因治疗的治疗组合物，DNA通常以质粒的形式提供，用于与阳离子两性分子结合。还公开了新型且高效的质粒构建物，包括那些在为临床炎症并发症复杂的情况下提供基因治疗方面特别有效的构建物。此外，还描述了通过静脉给药治疗组合物来定位器官进行基因治疗的方法。