(E)-2-甲氧基-4-(1-丙烯基苯酚) | 5932-68-3

• 物质功能分类: 分析化学 - 标准品 - 药典标准品和杂质标准品
• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: (E)-2-甲氧基-4-(1-丙烯基苯酚)
• 英文名称: (E)-2-methoxy-4-(1-propenyl)phenol
• 英文别名: trans-isoeugenol；(E)-isoeugenol；isoeugenol；(E)-2-methoxy-4-(prop-1-en-1-yl)phenol；2-methoxy-4-[(E)-prop-1-enyl]phenol
• CAS: 5932-68-3
• 化学式: C₁₀H₁₂O₂
• mdl: MFCD00009285
• 分子量: 164.204
• InChiKey: BJIOGJUNALELMI-ONEGZZNKSA-N

物化性质

• 熔点：
  33°
• 沸点：
  bp12 140°
• 密度：
  d420 1.087
• LogP：
  2.1 at 25℃
• 物理描述：
  Isoeugenol is a pale yellow oily liquid with a spice-clove odor. Freezes at 14°F. Density 1.08 g / cm3. Occurs in ylang-ylang oil and other essential oils.
• 颜色/状态：
  Oily liquid; easily becomes somewhat yellow
• 气味：
  Spice-clove odor
• 闪点：
  >212 °F(>100 °C)(closed cup)
• 溶解度：
  In water, 810 mg/L at 25 °C
• 蒸汽压力：
  0.02 mm Hg at 77 °F (NTP, 1992)
• 分解：
  When heated to decomposition it emits acrid smoke and fumes.
• 粘度：
  7.476 centipoise at 20 °C
• 汽化热：
  14681.396 cal/g mole at normal boiling point
• 表面张力：
  30.813 dynes/cm
• 折光率：
  Index of refraction = 1.5739 at 19 °C
• 解离常数：
  pKa = 9.88 at 25 °C
• 保留指数：
  1429;1436.4;1420;1409;1411;1418.9

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

ADMET

代谢

在口服给予（14）C-异丁子香酚（156 mg/kg，50 uCi/kg）单次剂量后，72小时内超过85%的给药剂量主要以硫酸盐或葡萄糖醛酸代谢物的形式通过尿液排出。大约10%在粪便中回收，不到0.1%以CO(2)或呼出的有机物形式回收。在任何分析的时间点，血液中均未检测到母体异丁子香酚。静脉给药（15.6 mg/kg，100 uCi/kg）后，异丁子香酚迅速从血液中消失。半衰期为12分钟，Cl(s)为1.9 L/min/kg。排泄特性与口服给药相似。在72小时内，所选组织中残留的总放射性物质量不到口服或静脉给药剂量的0.25%。这些研究的结果表明，异丁子香酚被迅速代谢，并且主要以母体化合物的第二阶段结合物形式通过尿液排出。

Following a single oral dose of (14)C-isoeugenol (156 mg/kg, 50 uCi/kg), greater than 85% of the administered dose was excreted in the urine predominantly as sulfate or glucuronide metabolites by 72 hr. Approximately 10% was recovered in the feces, and less than 0.1% was recovered as CO(2) or expired organics. No parent isoeugenol was detected in the blood at any of the time points analyzed. Following iv administration (15.6 mg/kg, 100 uCi/kg), isoeugenol disappeared rapidly from the blood. The half life was 12 min and the Cl(s) was 1.9 L/min/kg. Excretion characteristics were similar to those of oral administration. The total amount of radioactivity remaining in selected tissues by 72 hr was less than 0.25% of the dose following either oral or intravenous administration. Results of these studies show that isoeugenol is rapidly metabolized and is excreted predominantly in the urine as phase II conjugates of the parent compound.

来源:Hazardous Substances Data Bank (HSDB)

代谢

已知反式异丁子香酚在人体内的代谢物包括反式异丁子香酚-O-葡萄糖苷酸。

Trans-isoeugenol has known human metabolites that include trans-Isoeugenol-O-glucuronide.

来源:NORMAN Suspect List Exchange

毒理性

• 致癌物分类

对人类不具有致癌性（未被国际癌症研究机构IARC列名）。

No indication of carcinogenicity to humans (not listed by IARC).

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 副作用

皮肤致敏剂 - 一种可以诱导皮肤产生过敏反应的制剂。

Skin Sensitizer - An agent that can induce an allergic reaction in the skin.

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

毒理性

• 解毒与急救

/SRP:/ 立即急救：确保已经进行了充分的中毒物清除。如果患者停止呼吸，开始人工呼吸，最好使用需求阀复苏器、袋阀面罩装置或口袋面罩，按训练操作。根据需要执行心肺复苏。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，让患者前倾或将其置于左侧卧位（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。寻求医疗救助。 /酚类及其相关化合物/

/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 as 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. /Phenols and related compounds/

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（如有必要，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，如有必要，协助通气。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，并在必要时进行治疗……。监测休克并在必要时进行治疗……。预期可能出现癫痫并在必要时进行治疗……。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）连续冲洗每只眼睛……。给予活性炭……。不要使用催吐剂。在去污染后，用干燥的、无菌的敷料覆盖皮肤烧伤……。保持体温。/酚类及其相关化合物/

/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 necessary. 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 ... . Administer activated charcoal ... . Do not use emetics. Cover skin burns with dry, sterile dressings after decontamination ... . Maintain body temperature. /Phenols and related compounds/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

/SRP:/ 高级治疗：对于无意识、严重肺水肿或严重呼吸困难的病人，考虑进行口咽或鼻咽气管插管以控制气道。使用气囊面罩装置的正压通气技术可能有益。考虑对肺水肿进行药物治疗...。监测心率和必要时治疗心律失常...。开始静脉输注D5W /SRP: "保持开放"，最低流量/。如果出现低血容量迹象，使用0.9%生理盐水（NS）或乳酸林格液（LR）。对于伴有低血容量迹象的低血压，谨慎给予液体。如果病人在正常血容量下出现低血压，考虑使用血管加压药。注意液体过载的迹象...。如果病人在严重低氧血症、发绀和心脏受损（对氧疗无反应）的情况下出现症状，给予1%亚甲蓝溶液。... 使用地西泮或劳拉西泮治疗癫痫...。使用丙美卡因氢氯化物协助眼部冲洗...。/酚类及相关化合物/

/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 ... . Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start IV administration of D5W /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. Consider vasopressors if patient is hypotensive with a normal fluid volume. Watch for signs of fluid overload ... . Administer 1% solution methylene blue if patient is symptomatic with severe hypoxia, cyanosis, and cardiac compromise not responding to oxygen. ... Treat seizures with diazepam or lorazepam. ... Use proparacaine hydrochloride to assist eye irrigation ... . /Phenols and related compounds/

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

在口服给予（14）C-异丁子香酚（156 mg/kg，50 uCi/kg）单次剂量后，72小时内超过85%的给药剂量主要以硫酸盐或葡萄糖醛酸代谢物的形式通过尿液排出。大约10%在粪便中回收，不到0.1%以CO(2)或呼出的有机物形式回收。在任何分析的时间点，血液中均未检测到母体异丁子香酚。静脉给药（15.6 mg/kg，100 uCi/kg）后，异丁子香酚迅速从血液中消失。半衰期为12分钟，

Following a single oral dose of (14)C-isoeugenol (156 mg/kg, 50 uCi/kg), greater than 85% of the administered dose was excreted in the urine predominantly as sulfate or glucuronide metabolites by 72 hr. Approximately 10% was recovered in the feces, and less than 0.1% was recovered as CO(2) or expired organics. No parent isoeugenol was detected in the blood at any of the time points analyzed. Following iv administration (15.6 mg/kg, 100 uCi/kg), isoeugenol disappeared rapidly from the blood. The half life was 12 min and the Cl(s) was 1.9 L/min/kg. Excretion characteristics were similar to those of oral administration. The total amount of radioactivity remaining in selected tissues by 72 hr was less than 0.25% of the dose following either oral or intravenous administration. Results of these studies show that isoeugenol is rapidly metabolized and is excreted predominantly in the urine as phase II conjugates of the parent compound.

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• WGK Germany：
  3