木素磺酸 | 8062-15-5

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 中文名称: 木素磺酸
• 英文名称: Lignosulfonic acid
• 英文别名: 3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfopropyl)phenoxy]propane-1-sulfonic acid
• CAS: 8062-15-5
• 化学式: C₂₀H₂₆O₁₀S₂
• 分子量: 490.5
• InChiKey: FOGYNLXERPKEGN-UHFFFAOYSA-N

物化性质

• 熔点：
  284 °C

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  32
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  173
• 氢给体数：
  3
• 氢受体数：
  10

ADMET

毒理性

• 毒性总结

识别和使用：木质磺酸是造纸工业的副产品。在全球范围内，木质磺酸盐最大的单一用途是作为混凝土的水减量剂。木质磺酸盐的其他大量用途包括动物饲料颗粒粘合剂、石膏板制造的分散剂、钻探泥浆的稀释剂/流体损失控制剂、水泥制造的分散剂/研磨助剂、颗粒肥料粘合剂以及在灰尘控制应用中，特别是道路灰尘减少和其他特殊灰尘控制应用。木质磺酸在多种细胞分析中被广泛研究，显示出广泛的抗HIV和抗HSV活性。人体研究：无数据可用。动物研究：木质磺酸抑制了松散精子与透明带（zona pellucida）的粘附以及紧密结合的发展。它导致了对多种非哺乳动物物种的受精和胚胎发育的抑制。由于这种无毒分子的抗生育性质，木质磺酸似乎有潜力成为一种阴道避孕药。

IDENTIFICATION AND USE: Lignosulfuric acid is a by-product of the pulp and paper industry. Worldwide, the single largest use of lignosulfonates is as water reducers for concrete. Additional large-volume uses of lignosulfonates include animal feed pellet binders, dispersants for gypsum board manufacture, thinners/fluid loss control agents for drilling muds, dispersants/grinding aids for cement manufacture, binders for granulated fertilizers and in dust control applications, particularly road dust abatement, and other specialty dust control applications. Lignosulfuric acid was extensively studied for its anti-HIV and anti-HSV activity in various cellular assays and demonstrated broad anti-HIV and anti-HSV activity. HUMAN STUDIES: There are no data available. ANIMAL STUDIES: Lignosulfuric acid inhibited loose sperm attachment and the development of tight binding on the zona pellucida. It was causing inhibition of fertilization and embryo development in a number of nonmammalian species. Due to the antifertility properties of this nontoxic molecule, lingosulfuric acid appears to have potential as a vaginal contraceptive.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

/SRP:/ 立即急救：确保已经进行了充分去污。如果患者停止呼吸，开始人工呼吸，最好使用需求阀复苏器、气囊面罩装置或口袋面罩，按培训操作。如有必要，执行心肺复苏。立即用缓慢流动的水冲洗受污染的眼睛。不要催吐。如果发生呕吐，让患者向前倾或放在左侧（如果可能的话，头部向下）以保持呼吸道畅通，防止吸入。保持患者安静，维持正常体温。寻求医疗帮助。 /毒物A和B/

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

/SRP:/ 基本治疗：建立专利气道（如有需要，使用口咽或鼻咽气道）。如有必要，进行吸痰。观察呼吸不足的迹象，如有需要，辅助通气。通过非循环呼吸面罩以10至15升/分钟的速度给予氧气。监测肺水肿，如有必要，进行治疗……。监测休克，如有必要，进行治疗……。预防癫痫发作，如有必要，进行治疗……。对于眼睛污染，立即用水冲洗眼睛。在运输过程中，用0.9%的生理盐水（NS）持续冲洗每只眼睛……。不要使用催吐剂。对于摄入，如果患者能吞咽、有强烈的干呕反射且不流口水，则用温水冲洗口腔，并给予5毫升/千克，最多200毫升的水进行稀释……。在去污后，用干燥的无菌敷料覆盖皮肤烧伤……。/毒药A和B/

/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

/SRP:/ 高级治疗：对于昏迷、严重肺水肿或严重呼吸困难的病人，考虑进行口咽或鼻咽插管以控制气道。使用带气囊的面罩进行正压通气技术可能有益。考虑使用药物治疗肺水肿……。对于严重的支气管痉挛，考虑给予β激动剂，如沙丁胺醇……。监测心率和必要时治疗心律失常……。开始静脉输注5%葡萄糖水（D5W），保持通路开放，最低流量/ SRP: "To keep open", minimal flow rate /. 如果出现低血容量的迹象，使用0.9%生理盐水（NS）或乳酸钠林格液（LR）。对于伴有低血容量迹象的低血压，谨慎给予液体。注意液体过载的迹象……。用安定（地西泮）或劳拉西泮（阿蒂万）治疗癫痫……。使用丙美卡因氢氯化物协助眼部冲洗……。/毒素A和B/

/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W TKO /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) or lorazepam (Ativan) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

实验室动物：发育或生殖毒性/在任何哺乳动物物种中首次直接观察和分析活精子在透明带上的结合亲和力、顶体状态和运动性变化。使用视频显微镜进行观察和分析。首先，将单个透明带空气干燥并在显微镜载玻片上重新水合，然后加入由玻璃珠支撑的盖玻片。加入已经获能的精子以及Alexa-SBTI，这是一种用于检测顶体反应的探针。观察到松散附着的精子头部在透明带上振荡，鞭毛以S形波形对称摆动。在紧密附着16秒后，精子头部固定在透明带上。同时，鞭毛摆动的形状变为更刚性的C形波形。在紧密附着后11秒内首次检测到顶体反应的迹象。快速冲洗去除了约65%松散附着的精子，但仅去除了2%紧密附着的精子。在紧密附着后的2分钟内，鞭毛的侧向位移增加了大约30%，拍打频率下降了25%。木质磺酸(LSA)抑制了松散精子的附着和紧密附着的形成。LSA对紧密附着后顶体反应的时间或紧固后运动性的变化没有影响。这些数据表明，LSA影响了精子与透明带的初始附着或对接，这一步骤可能使一个或多个特定的透明带受体对齐或招募，从而介导顶体反应。

/LABORATORY ANIMALS: Developmental or Reproductive Toxicity/ Changes in binding affinity, acrosomal status, and motility of living sperm on the zona pellucida were for the first time in any mammalian species directly observed and analyzed with video microscopy. A single zona was air-dried and rehydrated on a microscope slide, and a coverslip supported by glass beads was added. Capacitated sperm were added together with Alexa-SBTI, a probe for acrosin that can detect the acrosome reaction. The heads of loosely attached sperm oscillated on the zona and the flagella beat symmetrically with a sigmoid-shaped waveform. Tight binding was observed after 16 sec as the sperm head became fixed in place on the zona. The shape of the flagellar beat simultaneously shifted to a more rigid, C-shaped waveform. The first signs of the acrosome reaction were detected within 11 sec of tight binding. Rapid flushing removed approximately 65% of sperm that were loosely attached but only 2% of those that were tightly bound. In the 2 min following the onset of tight binding, the lateral displacement of the flagellum increased by approximately 30% and the beat frequency decreased by 25%. Lignosulfonic acid (LSA) inhibited loose sperm attachment and the development of tight binding. LSA had no effect on the time of the acrosome reaction following tight binding or on changes in motility that followed tight binding. These data suggest that LSA affects the initial attachment or docking of sperm to the zona, a step that may align or recruit one or more specific zona receptors to be responsible for mediating the acrosome reaction.

来源:Hazardous Substances Data Bank (HSDB)

反应信息

• 作为试剂：
  描述：

  pentacarbonyl iron 、 铁粉 在 pentacarbonyl iron 、 Fe3O4 、 1,5-二氨基溴-4,8-二羟基蒽醌 、 木素磺酸 、 polyvinyl acetate 作用下， 生成 五羰基铁
  参考文献：
  名称：

  Magnetic printing process and apparatus

  摘要：

  磁性印刷工艺及其设备，包括：（a）在电导支撑物上施加铁磁材料上形成磁性图像；（b）通过使用包含铁磁组分和树脂的铁磁调色剂，装饰磁性图像以开发它；（c）将开发后的图像转移到基板上。

  公开号：

  US04195303A1