dithiophenoxyphosphoryl chloride | 273387-14-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: dithiophenoxyphosphoryl chloride
• 英文别名: [Chloro(phenylsulfanyl)phosphoryl]sulfanylbenzene
• CAS: 273387-14-7
• 化学式: C₁₂H₁₀ClOPS₂
• 分子量: 300.77
• InChiKey: HKMPVJRRMRUHIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  dithiophenoxyphosphoryl chloride 在 吡啶 、 四氮唑 、 triisopropylbenzenesulfonyl chloride 、 乙酸酐 、 溶剂黄146 、 亚硝酸异戊酯 作用下， 以 吡啶 为溶剂， 反应 91.0h， 生成 N¹-[5''-O-(phenylthio)phosphoryl-2''-deoxy-3''-O-allyl-D-lyxitol-2''-yl]-5'-O-phosphoryl-2',3'-di-O-acetylinosine
  参考文献：
  名称：

  Syntheses and Calcium-Mobilizing Evaluations of N-Glycosyl-Substituted Stable Mimics of Cyclic ADP-Ribose

  摘要：

  Cyclic ADP-ribose (cADPR) is not only a potent endogenous calcium modulator but also a second messenger. However, studies on the mechanism of cADPR action were limited due to its instability and lack of available structural modifications in the N-1-glyosyl unit of cADPR. In the present work, a series of N-1-glycosyl mimics with different configurational glycosyls or an ether strand were designed and synthesized mimicking the furanose ring. S(N)2 substitutions were carried out between the protected inosine and glycosyl triflates to form the N-1-glycosylinosine derivatives, accompanied with some O-6-glyeosyl-substituted as side products. The intramolecular cyclization was followed the strategy described by Matsuda et al. It was found that the 8-unsubstituted substrate could also be used to construct the intramolecular cyclic pyrophosphate. The activities of NI-glycosyl-substituted cADPR mimics were evaluated by induced Ca2+ release in rat brain microsomes and HeLa cells. It was found that the configuration of the N-1-glycosyl moiety in cADPR is not a critical structural factor for retaining the activity of mobilizing Ca2+ release. More interestingly, the N-1-acyclic analogue 6 exhibited strong activity by inducing Ca2+ release in both rat brain microsomes and HeLa cells. It constitutes a useful tool for further studies.

  DOI：

  10.1021/jm010530l
• 作为产物：
  描述：

  苯硫酚 在 sodium hydroxide 、 三氯氧磷 作用下， 以 甲苯 为溶剂， 反应 1.5h， 以3.4 g的产率得到dithiophenoxyphosphoryl chloride
  参考文献：
  名称：

  Autocleavage ofO-Isopropylidene ProtectedO-Phosphono- andO- Thionophosphono Esters of Sugars

  摘要：

  Phosphorylation of D-glucose, D-galactose, D-fructose, glycerol and xylitol acetals with diethoxy- or diphenoxy(thiono)phosphoryl chloride gave the corresponding esters. A novel method of partially and fully deprotecting these compounds, which we have called "autocatalytic cleavage", was effected by simply refluxing in water. Antifungal and insecticidal properties of these compounds are presented.

  DOI：

  10.1080/07328300008544073

文献信息

• ADP-ribosyl-N3: A Versatile Precursor for Divergent Syntheses of ADP-ribosylated Compounds
  作者：Lingjun Li、Qianqian Li、Shengqiang Ding、Pengyang Xin、Yuqin Zhang、Shenlong Huang、Guisheng Zhang

  DOI：10.3390/molecules22081346

  日期：——

  play important roles in a series of complex physiological procedures. The design and synthesis of artificial ADP-ribosylated compounds is an efficient way to develop valuable chemical biology tools and discover new drug candidates. However, the synthesis of ADP-ribosylated compounds is currently difficult due to structural complexity, easily broken pyrophosphate bond and high hydrophilicity. In this paper

  腺苷二磷酸核糖 (ADP-核糖) 及其衍生物在一系列复杂的生理过程中发挥着重要作用。人工 ADP 核糖基化化合物的设计和合成是开发有价值的化学生物学工具和发现新候选药物的有效方法。然而，由于结构复杂、焦磷酸键易断裂和高亲水性，ADP-核糖基化化合物的合成目前很困难。本文首次设计合成了ADP-核糖基-N3。以 ADP-核糖基-N3 作为关键前体，开发了一种不同的后修饰策略来制备结构多样化的 ADP-核糖基化化合物，包括带有 ADP-核糖基部分的新型核苷酸和肽。
• [EN] MACROCYCLIC IMMUNOMODULATORS
  申请人：ABBOTT LABORATORIES

  公开号：WO1993004680A1

  公开（公告）日：1993-03-18

  (EN) Immunomodulatory macrocylic compounds having the formula (VII) and pharmaceutically acceptable salts, esters, amides and prodrugs thereof, wherein X is selected from one of the formulae (Ia), (Ib) and (Ic), as well as pharmaceutical compositions containing the same.(FR) Composés macrocycliques immunomodulateurs répondant à la formule (VII) et pro-médicaments, amides, esters et sels pharmaceutiquement acceptables de ces composés, dans laquelle X est choisi parmi l'une des formules suivantes : (Ia), (Ib) et (Ic), et compositions pharmaceutiques les contenant.

  (EN) 具有公式（VII）和药学上可接受的盐，酯，酰胺和前药的免疫调节大环化合物，其中X从公式（Ia），（Ib）和（Ic）中选择，以及含有相同化合物的药物组合物。 (FR) Composés macrocycliques immunomodulateurs répondant à la formule (VII) et pro-médicaments, amides, esters et sels pharmaceutiquement acceptables de ces composés, dans laquelle X est choisi parmi l'une des formules suivantes : (Ia), (Ib) et (Ic), et compositions pharmaceutiques les contenant.
• MACROCYCLIC IMMUNOMODULATORS
  申请人：ABBOTT LABORATORIES

  公开号：EP0638082A1

  公开（公告）日：1995-02-15
• EP0638082A4
  申请人：——

  公开号：EP0638082A4

  公开（公告）日：1994-06-09
• FLAME RETARDANT
  申请人：Hahn Klaus

  公开号：US20110245360A1

  公开（公告）日：2011-10-06

  A flame retardant comprising a) at least one sulfur compound of the formula (I) A 1 -(Z 1 ) m —(S) n —(Z 2 ) p -A 2 (I) where the definitions of the symbols and indices are as follows: A 1 and A 2 are identical or different, being C 6 -C 12 -aryl, cyclohexyl, Si(OR a ) 3 , a saturated, partially unsaturated, or aromatic, mono- or bicyclic ring having from 3 to 12 ring members and comprising one or more heteroatoms from the group of N, O, and S, where the system is unsubstituted or has substitution by one or more substituents of the group of O, OH, S, SH, COOR b , CONR c R d , C 1 -C 18 -alkyl, C 1 -C 18 -alkoxy, C 1 -C 18 -thioalkyl, C 6 -C 12 -aryl, C 6 -C 12 -aryloxy, C 2 -C 18 -alkenyl, C 2 -C 18 -alkenoxy, C 2 -C 18 -alkynyl, and C 2 -C 18 -alkinoxy; Z 1 and Z 2 are identical or different, being —CO— or —CS—; R a is C 1 -C 18 -alkyl; R b , R c , and R d are identical or different, being H, C 1 -C 18 -alkyl, C 6 -C 12 -aryl, or an aromatic, mono- or bicyclic ring having from 3 to 12 ring members and comprising one or more heteroatoms from the group of N, O, and S; m and p are identical or different, being 0 or 1, and n is a natural number from 2 to 10, and b) at least one halogen-free organophosphorus compound having phosphorus content in the range from 5 to 80% by weight, based on the phosphorus compound, is particularly suitable for protecting foams based on styrene polymers.