4-thioureido-benzenesulfonic acid | 116432-96-3

• 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: 4-thioureido-benzenesulfonic acid
• 英文别名: N-thiocarbamoyl-sulfanilic acid；4-Thioureido-benzol-sulfonsaeure-(1)；N-Thiocarbamoyl-sulfanilsaeure；(4-Sulfo-phenyl)-thioharnstoff；4-(Carbamothioylamino)benzene-1-sulfonic acid；4-(carbamothioylamino)benzenesulfonic acid
• CAS: 116432-96-3
• 化学式: C₇H₈N₂O₃S₂
• 分子量: 232.284
• InChiKey: KHMVPPUPOGJSFK-UHFFFAOYSA-N

物化性质

• 熔点：
  84-87 °C
• 密度：
  1.655±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  133
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-thioureido-benzenesulfonic acid 、 {4-[4-(Chlorocarbonylmethyl-amino)-benzenesulfonyl]-phenylamino}-acetyl chloride 以 1,4-二氧六环 为溶剂， 生成 4-[[2-[4-[4-[[2-oxo-2-[(4-sulfophenyl)carbamothioylamino]ethyl]amino]phenyl]sulfonylanilino]acetyl]carbamothioylamino]benzenesulfonic acid
  参考文献：
  名称：

  Meshkatalsadat, M. H.; Shahsafi, M. A.; Parekh, Hansa, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1988, vol. 27, # 1-12, p. 195 - 196

  摘要：

  DOI：
• 作为产物：
  描述：

  ammonium thiocyanate 、 对氨基苯磺酸 以 水 为溶剂， 生成 4-thioureido-benzenesulfonic acid
  参考文献：
  名称：

  Biochemical and pharmacological evaluation of 4-hydroxychromen-2-ones bearing polar C-3 substituents as anticoagulants

  摘要：

  The objective of this study was to investigate in vitro and in vivo anticoagulant activity of sixteen 4-hydroxycoumarin derivatives bearing polar C-3 scaffolds. The activity was evaluated by measuring prothrombin time. Enhanced anticoagulant activity in vitro was observed for all tested compounds. Upon successive administration of 0.5 mg/kg of body weight to adult Wistar rats, over a period of five days, four derivatives (2b, 4c, 5c and 9c) presented anticoagulant activity in vivo. The most active compound was 2b, with PT = 30.0 s. Low or non-toxic effects in vivo were determined based on the catalytic activity of liver enzymes and the concentration of bilirubin, iron and proteins. Metabolic pathways of the most active compounds in vivo were determined after GC/MS analysis of collected rat urine samples. The excretion occurs by glucuronidation of 7-hydroxy forms of tested derivatives. In vivo results were described using PLS-based CoMFA and CoMSIA 3D-QSAR studies, which showed CoMFA-SE (q(2) = 0.738) and CoMSIA-SEA (q(2) = 0.763) to be the statistically most relevant models. Furthermore, molecular docking and DFT mechanistic studies performed on the rat VKORC1 homology model revealed interactions between the 4-OH coumarin group in the form of phenolic anion and the Cys135 catalytic site in the transition state. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.04.036

文献信息

• Synthesis and Antimicrobial Evaluation of Some Novel 2‐Aminothiazole Derivatives of 4‐Hydroxy‐chromene‐2‐one
  作者：Nenad Vukovic、Slobodan Sukdolak、Slavica Solujic、Tanja Milosevic

  DOI：10.1002/ardp.200700215

  日期：2008.8

  Syntheses of 2‐aminothiazole derivatives of 4‐hydroxy‐chromene‐2‐one 2c–10c are reported in this paper. These compounds 2c–10c were prepared from 3‐(2‐bromoacetyl)‐4‐hydroxy‐chromene‐2‐one 1 and corresponding thiourea derivatives 2b–10b using Hantzsch reaction. The structures of all compounds were confirmed by IR and 1H‐NMR spectroscopy and elemental analyses. The molecules 2c–10c were evaluated for in vitro

  本文报道了 4-羟基色烯-2-one 2c-10c 的 2-氨基噻唑衍生物的合成。这些化合物 2c-10c 是使用 Hantzsch 反应由 3-(2-溴乙酰基)-4-羟基-色烯-2-one 1 和相应的硫脲衍生物 2b-10b 制备的。所有化合物的结构均通过 IR 和 1H-NMR 光谱和元素分析证实。评估了分子 2c-10c 对 10 种细菌和 12 种真菌的体外抗菌活性。所有测试的化合物都表现出抗菌和抗真菌活性。
• Anionic or cationic dendrimer antimicrobial or antiparasitic compositions
  申请人：STARPHARMA LIMITED

  公开号：US20030129158A1

  公开（公告）日：2003-07-10

  To inhibit, prophylactically or therapeutically, a bacterial, yeast, fungal, or parasitic agent in a patient, an effective amount of a dendrimer is administered to the patient, which dendrimer has a plurality of terminal groups, at least one of which has an anionic- or cationic-moiety covalently bonded or linked thereto. The anionic-containing moiety is not a disaccharide or oligosaccharide moiety, and, where the anionic-containing moiety is a neuraminic- or sialic acid-containing moiety, it is modified in the 4-position by substitution with an amino, amido, cyano, azido or guanido group, or is unsaturated.

  为了抑制、预防或治疗患者体内的细菌、酵母菌、真菌或寄生虫，需要向患者注射有效量的树状分子，该树状分子具有多个末端基团，其中至少一个基团与其共价键合或连接成阳离子或阴离子基团。阴离子含有的基团不是二糖或寡糖基团，当阴离子含有的基团是神经酰胺酸或唾液酸含有的基团时，在4位被氨基、酰胺、氰基、叠氮基或鸟氨酸基团取代或不饱和。
• Antiviral linear polymers
  申请人：——

  公开号：US20020025919A1

  公开（公告）日：2002-02-28

  An antiviral compound comprises a linear non-carbohydrate polymer having a plurality of side chain groups, wherein at least one of the side chain groups has an anionic-or cationic-containing moiety bonded or linked thereto.

  一种抗病毒化合物包括一种具有多个侧链基团的线性非碳水化合物聚合物，其中至少一个侧链基团具有与之结合或连接的负离子或阳离子含基团。
• Patel; Desai, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2005, vol. 44, # 5, p. 1084 - 1087
  作者：Patel、Desai

  DOI：——

  日期：——
• MESHKATALSADAT, M. H.;SHAHSAFI, M. A.;PAREKH, HANSA, INDIAN J. CHEM. B, 27,(1988) N 2, C. 195-196
  作者：MESHKATALSADAT, M. H.、SHAHSAFI, M. A.、PAREKH, HANSA

  DOI：——

  日期：——