4-[(4-aminophenyl)methyl]aniline;hydron;dichloride

• 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-[(4-aminophenyl)methyl]aniline;hydron;dichloride
• 化学式: C13H16Cl2N2
• 分子量: 271.18
• InChiKey: MXNNTNFLRICRPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.29
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  52
• 氢给体数：
  4
• 氢受体数：
  2

ADMET

代谢

...与其他相关芳香胺类相比，一般认为是细胞色素P450介导的N-羟基化是激活途径。在接触MDA的工人和经MDA处理的大鼠尿液中已经鉴定出N-乙酰化和N,N-二乙酰化代谢物。乙酰化似乎是一种解毒途径，因为在Ames试验中，N-乙酰化和N,N-二乙酰化MDA衍生物均不具突变性。

...By analogy to other related aromatic amines, cytochrome P450-mediated N-hydroxylation is generally believed to be the activation pathway. Both N-acetyl and N,N -diacetyl metabolites of MDA have been identified in the urine of exposed workers and MDA-treated rats. The acetylation appears to be a detoxifying pathway because both N-acetyl and N,N -diacetyl derivatives of MDA are not mutagenic in the Ames test.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 致癌性证据

没有关于人类的数据。有充分的证据表明对动物具有致癌性。总体评估：2B组：该物质可能对人类致癌。/4,4'-亚甲基二苯胺及其二盐酸盐的数据合并/

No data are available in humans. Sufficient evidence of carcinogenicity in animals. Overall evaluation: Group 2B: The agent is possibly carcinogenic to humans. /data lumped for 4,4'-methylenedianiline and its dihydrochloride/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 致癌性证据

4,4'-亚甲基二苯胺及其二盐酸盐：合理预期为人类致癌物。/4,4'-亚甲基二苯胺及其二盐酸盐/

4,4'-Methylenedianiline and Its Dihydrochloride Salt: reasonably anticipated to be human carcinogens. /4,4'-Methylenedianiline and Its Dihydrochloride Salt/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 副作用

职业性肝毒素 - 第二类肝毒素：在职业环境中的毒性效应潜力是基于人类摄入或动物实验的中毒案例。 国际癌症研究机构（IARC）致癌物 - 第3类：这些化学品无法被国际癌症研究机构分类。 美国国家毒理学项目（NTP）致癌物 - 有理由预期为人类致癌物。

Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation. IARC Carcinogen - Class 3: Chemicals are not classifiable by the International Agency for Research on Cancer. NTP Carcinogen - Reasonably anticipated to be a human carcinogen.

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

毒理性

• 相互作用

在完整的大鼠中，通过肾上腺静脉插管引起的手术应激导致皮质醇分泌显著增加，而注射4,4'-亚甲基二苯胺-2HCl 100 mg/kg后，这种增加的皮质醇分泌被显著抑制了50-60%。此后三十分钟内，皮质醇的分泌速率保持较低。在对大鼠进行垂体切除后，通过静脉输注促肾上腺皮质激素0.396毫单位/分钟，持续60分钟，同样被注射4,4'-亚甲基二苯胺-2HCl显著抑制了50-70%。这种药物对皮质醇分泌的影响可能是由于它对肾上腺皮质的直接作用。

In intact sodium pentobarbital 50 mg/kg ip-anesthetized rats, the incr corticosterone secretion in response to surgical stress caused by adrenal vein cannulation was markedly 50-60% depressed following the iv injection of 4,4'-methylenedianiline-2HCl 100 mg/kg. A low secretion rate of corticosterone persisted for thirty min thereafter. In hypophysectomized rats, the iv infusion of adrenocorticotropic hormone 0.396 milliunits/min for 60 min was also markedly 50-70% depressed by the injection of 4,4'-methylenedianiline-2HCl. The effects of the drug on corticosterone secretion are probably due to a direct action on the adrenal cortex.

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的中和。如果患者停止呼吸，请开始人工呼吸，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。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，让患者前倾或置于左侧（如果可能，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。寻求医疗关注。 /苯胺及其相关化合物/

/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. /Aniline and related compounds/

来源:Hazardous Substances Data Bank (HSDB)

文献信息

• US4009154A
  申请人：——

  公开号：US4009154A

  公开（公告）日：1977-02-22
• US4201722A
  申请人：——

  公开号：US4201722A

  公开（公告）日：1980-05-06
• US4381401A
  申请人：——

  公开号：US4381401A

  公开（公告）日：1983-04-26
• US5620831A
  申请人：——

  公开号：US5620831A

  公开（公告）日：1997-04-15
• US5821320A
  申请人：——

  公开号：US5821320A

  公开（公告）日：1998-10-13