naphthalen-2-ylmethyl carbamimidothioate monohydrobromide | 1081-35-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: naphthalen-2-ylmethyl carbamimidothioate monohydrobromide
• 英文别名: Naphthalen-2-ylmethyl carbamimidothioate;hydrobromide
• CAS: 1081-35-2
• 化学式: BrH*C₁₂H₁₂N₂S
• 分子量: 297.219
• InChiKey: OYHLPBNVTCHCQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.54
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  75.2
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  naphthalen-2-ylmethyl carbamimidothioate monohydrobromide 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 0.5h， 生成 Naphthalen-2-ylmethanethiolate
  参考文献：
  名称：

  由脂肪族亲电试剂合成二氟甲基和氘标记的二氟甲基硫醚

  摘要：

  描述了烷基亲电试剂与硫脲和溴代二氟甲基膦酸二乙酯的一锅二氟甲基硫醇化。不含过渡金属的方法，容易获得的试剂和温和的条件为合成二氟甲基硫醚提供了一种实用的方法。通过将“ H”源更改为最常用的“ D”源CD 3 OD和D 2 O，此策略能够以高收率和高D掺入量高效合成SCF 2 D取代分子。

  DOI：

  10.1039/c9cc09709k
• 作为产物：
  描述：

  硫脲 、 2-溴甲基萘 以 甲醇 为溶剂， 反应 2.0h， 生成 naphthalen-2-ylmethyl carbamimidothioate monohydrobromide
  参考文献：
  名称：

  由脂肪族亲电试剂合成二氟甲基和氘标记的二氟甲基硫醚

  摘要：

  描述了烷基亲电试剂与硫脲和溴代二氟甲基膦酸二乙酯的一锅二氟甲基硫醇化。不含过渡金属的方法，容易获得的试剂和温和的条件为合成二氟甲基硫醚提供了一种实用的方法。通过将“ H”源更改为最常用的“ D”源CD 3 OD和D 2 O，此策略能够以高收率和高D掺入量高效合成SCF 2 D取代分子。

  DOI：

  10.1039/c9cc09709k

文献信息

• THERAPEUTIC COMPOUNDS AND METHODS TO TREAT INFECTION
  申请人：RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY

  公开号：US20190031624A1

  公开（公告）日：2019-01-31

  Disclosed herein are compounds of formula I: or a salt thereof and compositions comprising a compound of formula I or a pharmaceutically acceptable salt thereof. Also disclosed herein are methods for treating or preventing a bacterial infection in an animal comprising administering to the animal a compound of formula I or a pharmaceutically acceptable salt thereof, alone or in combination with a bacterial efflux pump inhibitor.

  披露于此的是公式I的化合物： 或其盐以及包含公式I化合物或其药用可接受盐的组成。还披露了用于治疗或预防动物细菌感染的方法，包括向动物单独或与细菌外排泵抑制剂联合给药公式I化合物或其药用可接受盐。
• Cu‐catalyzed vinylamination of <i>S</i> ‐alkylisothiouronium salts with maleimide and alkylamines
  作者：Xueying Zhou、Yaling Xu、Caihong Wang、Ge Wu

  DOI：10.1002/aoc.6643

  日期：2022.5

  reported a copper-catalyzed vinylamination of S-alkylisothiouronium salts with maleimide and organic amines with the assistance of FeCl3, enabling the preparation of structurally diverse aminoalkylthiolated maleimides and applying them to late-stage modification of pharmaceuticals. Importantly, this strategy makes it possible to introduce the SCD3 functional group into the maleimide skeleton by using the

  我们报道了在 FeCl 3的帮助下，S-烷基异硫脲盐与马来酰亚胺和有机胺的铜催化乙烯基胺化反应，能够制备结构多样的氨基烷基硫醇化马来酰亚胺，并将其应用于药物的后期改性。重要的是，该策略可以通过使用制备的S-三氘代甲基异硫脲碘化物将 SCD 3官能团引入马来酰亚胺骨架。初步机理研究表明，FeCl 3通过触发S-烷基异硫脲盐对当前的多组分反应至关重要。
• Structure−Activity Relationships in the Binding of Chemically Derivatized CD4 to gp120 from Human Immunodeficiency Virus
  作者：Hui Xie、Danny Ng、Sergey N. Savinov、Barna Dey、Peter D. Kwong、Richard Wyatt、Amos B. Smith、Wayne A. Hendrickson

  DOI：10.1021/jm070564e

  日期：2007.10.1

  The first step in HIV infection is the binding of the envelope glycoprotein gp120 to the host cell receptor CD4. An interfacial "Phe43 cavity" in gp120, adjacent to residue Phe43 of gp120-bound CD4, has been suggested as a potential target for therapeutic intervention. We designed a CD4 mutant (D1D2F43C) for site-specific coupling of compounds for screening against the cavity. Altogether, 81 cysteine-reactive compounds were designed, synthesized, and tested. Eight derivatives exceeded the affinity of native D1D2 for gp 120. Structure-activity relationships (SAR) for derivatized CD4 binding to gp 120 revealed significant plasticity of the Phe43 cavity and a narrow entrance. The primary contacts for compound recognition inside the cavity were found to be van der Waals interactions, whereas hydrophilic interactions were detected in the entrance. This first SAR on ligand binding to an interior cavity of gp 120 may provide a starting point for structure-based assembly of small molecules targeting gp120-CD4 interaction.
• Cagniant,P. et al., Bulletin de la Societe Chimique de France, 1964, p. 2217 - 2220
  作者：Cagniant,P. et al.

  DOI：——

  日期：——
• Searching for Minimum Increments of Hydrophobic Collapse: Flexible Dinaphthyl Carboxylates
  作者：Lisa F. Newcomb、Tasir S. Haque、Samuel H. Gellman

  DOI：10.1021/ja00129a014

  日期：1995.6

  In an effort to identify minimal units of hydrophobically induced folding, we have examined flexible molecules containing two naphthyl moieties connected by a four-atom linker that also bears a carboxyl group. Crystallographic data show that the linkers allow intramolecular edge-to-face association of the naphthyl groups without excessive strain in the backbone. For the carboxylate forms of the dinaphthyl compounds, the occurrence of intramolecular naphthyl-naphthyl proximity in aqueous solution (24 degrees C) was detected via upfield shifts in the aromatic region H-1 NMR signals, relative to mononaphthyl control compounds. The naphthyl-naphthyl proximity does not appear to be strongly ''hydrophobically driven'', however, because similar upfield shifts (dinaphthyl vs mononaphthyl carboxylates) were observed in 8 M aqueous urea, and for the corresponding carboxylic acids in CDCl3 and C6D6. We conclude that these upfield shifts largely reflect chance encounters between the naphthyl groups resulting from random conformational motion.