2,4-二氨基苯甲醚双盐酸盐

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2,4-二氨基苯甲醚双盐酸盐
• 中文别名: 2,4-二氨基甲醚；2,4-二氨基苯甲醚二盐酸盐；2,4-二氨基苯甲醚
• 英文名称: hydron;4-methoxybenzene-1,3-diamine;dichloride
• 化学式: C7H12Cl2N2O
• mdl: MFCD00054337
• 分子量: 211.09
• InChiKey: FNGHHDCBSVSOOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.16
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  61.3
• 氢给体数：
  4
• 氢受体数：
  3

ADMET

代谢

2,4-二氨基(环-U-14C)苯甲醚2HCl通过腹腔注射给大鼠后，主要通过尿液排泄（24小时和48小时内分别占剂量的79%和85%）。粪便中的同位素分别为24小时和48小时剂量的2.1%和8.9%。主要的代谢途径是氨基团的乙酰化，产生4-乙酰氨基-2-氨基苯甲醚和2,4-二乙酰氨基苯甲醚。氧化途径产生了2,4-二乙酰氨基酚（O-去甲基化）、5-羟基-2,4-二乙酰氨基苯甲醚（环羟基化）和2-甲氧基-5-(甘氨酰胺)乙酰苯胺或其异构体（ω-氧化）。这些主要代谢物以自由形式和葡萄糖醛酸结合物形式通过尿液排出。

2,4-Diamino(ring-U-14C)anisole 2HCl administered i.p. to rats was excreted chiefly via the urine (79 and 85% of the dose in 24 and 48 h, respectively). The isotope in the feces was 2.1 and 8.9% of the dose at 24 and 48 h. The major metabolic pathway was acetylation of the amine group(s), resulting in 4-acetylamino-2-aminoanisole and 2,4-diacetylaminoanisole. Oxidative pathways yielded 2,4-diacetylaminophenol (O-demethylation), 5-hydroxy-2,4-diacetylaminoanisole (ring hydroxylation) and 2-methoxy-5-(glycolamido)acetanilide or its isomer (omega-oxidation). These major metabolites were excreted in the urine as free and glucuronic acid conjugates.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 致癌性证据

评估：对于2,4-二氨基苯甲醚在人类中的致癌性，证据不足。对于2,4-二氨基苯甲醚在实验动物中的致癌性，证据充分。总体评估：2,4-二氨基苯甲醚可能对人类致癌（2B组）。/2,4-二氨基苯甲醚及其盐类/

Evaluation: There is inadequate evidence in humans for the carcinogenicity of 2,4-diaminoanisole. There is sufficient evidence in experimental animals for the carcinogenicity of 2,4-diaminoanisole. Overall evaluation: 2,4-Diaminoanisole is possibly carcinogenic to humans (Group 2B). /2,4-Diaminoanisole and its salts/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 副作用

高铁血红蛋白血症 - 血液中高铁血红蛋白含量增加；该化合物被归类为次要的毒性效应。

Methemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect

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

毒理性

• 相互作用

雄性Wistar大鼠被分为两组。第1组的大鼠被喂以含有610 ppm 2,4-二氨基苯甲醚硫酸盐（DAAS），46 ppm 4,4'-二硫化二苯胺（TDA）和200 ppm N,N'-二乙基硫脲（DETU）的基础粉末饲料，持续52周（DTD处理）。第2组的大鼠在整个实验期间一直喂以基础饲料作为对照组。在第52周，所有存活的大鼠被牺牲并进行尸检。取出了甲状腺、肺、胃、肝、脾、肾、睾丸以及所有疑似肿瘤的大体病变。经过DTD处理后，甲状腺增生和甲状腺乳头状癌的发生率分别为59%（10/17）和65%（11/17）。肝细胞腺瘤在17只大鼠中诱导出2只（12%）。1只大鼠的肺中发现了甲状腺乳头状癌的转移。在肾脏、脾脏、胃和睾丸组织中没有发现肿瘤。

Male Wistar rats were divided into two groups. Rats of group 1 were fed basal powdered diet containing 610 ppm 2,4- diaminoanisole sulfate (DAAS), 46 ppm 4,4'-thiodianiline (TDA) and 200 ppm N,N'-diethylthiourea (DETU) for 52 weeks (DTD treatment). Rats of group 2 were maintained on basal diet throughout the experiment as controls. At 52 weeks all surviving rats were sacrificed and subjected to an autopsy. Thyroid, lungs, stomach, liver, spleen, kidneys, testes and all gross lesions suspected of being a tumor were removed. After DTD treatment, the incidence of thyroid hyperplasia and papillary thyroid carcinoma was 59% (10/17) and 65% (11/17), respectively. Hepatocellular adenoma was induced in 2 of 17 rats (12%). Papillary thyroid carcinoma metastasis was found in the lung of 1 rat. No neoplastic tumors were found in kidney, spleen, stomach and testis tissue. /2,4-diaminoanisole sulfate/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

基本治疗：建立专利气道（如有需要，使用口咽或鼻咽气道）。必要时进行吸痰。观察呼吸不足的迹象，并在必要时协助通气。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……。预期癫痫发作，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）持续冲洗每只眼睛……。不要使用催吐剂。对于误食，如果患者能够吞咽、有强烈的咳嗽反射且不流口水，则用水冲洗口腔，并给予5毫克/千克，最多200毫升的水进行稀释。给予活性炭……。在去污染后，用干性无菌敷料覆盖皮肤烧伤……。/有机碱/胺和相关化合物/

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 ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mg/kg up to 200 ml of water for dilution if the patent can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . Cover skin burns with dry sterile dressings after decontamination ... . /Organic bases/Amines and related compounds/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

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：“保持通路畅通”，最低流速/。如果出现低血容量的迹象，使用0.9%盐水（NS）或乳酸钠林格氏液（LR）。对于伴有低血容量迹象的低血压，谨慎给予液体。如果病人对这些措施无反应，血管加压药可能有所帮助。注意观察液体过载的迹象...。如果病人在出现严重低氧血症、发绀和心脏损害且对氧气治疗无反应时，给予1%亚甲蓝溶液。...。用地西泮或劳拉西泮治疗癫痫...。使用丙美卡因盐酸协助眼部冲洗...。/有机碱/胺类及相关化合物/

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 as 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. If patient is unresponsive to these measures, vasopressors may be helpful. 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 ... . /Organic bases/Amines and related compounds/

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

无毛大鼠对2,4-二氨基苯甲醚二盐酸的经皮吸收是无毛大鼠对2-(2,4-二氨基苯氧基)乙醇二盐酸的2倍，这是由于它的高脂溶性。这两种化合物通过皮肤的渗透与浓度有关，并通过(14)C标记法进行研究。

The percutaneous absorption of 2,4-diaminoanisole dihydrochloride by hairless rats was approx 2 times higher than that of 2-(2,4-diaminophenoxy)ethanol dihydrochloride because of its high lipid affinity. The penetration of both compounds through the skin was concentration-dependent and studied by (14)C-labelling.

来源:Hazardous Substances Data Bank (HSDB)

反应信息

• 作为产物：
  描述：

  2,4-二硝基苯甲醚 、 肼 、 甲醇 、 盐酸 以46%的产率得到
  参考文献：
  名称：

  AYYANGAR, N. R.;KALKOTE, U. R.;LUGADE, A. G.;NIKRAD, P. V.;SHARMA, VASANT+, BULL. CHEM. SOC. JAP., 1983, 56, N 10, 3159-3164

  摘要：

  DOI：

文献信息

• A process for the manufacture of substantially pure 3-amino-4-alkoxy-acylanilides from 2,4-dinitrochlorobenzene
  申请人：Toms River Chemical Corporation

  公开号：EP0011048B1

  公开（公告）日：1982-01-27
• REAGENT FOR MEASURING AGGREGATION AND METHOD OF MEASURING AGGREGATION
  申请人：Sekisui Medical Co., Ltd.

  公开号：EP1970704B1

  公开（公告）日：2016-07-13
• Reagent for Measuring Agglutination and Method of Measuring Agglutination
  申请人：Yamamoto Mitsuaki

  公开号：US20100167310A1

  公开（公告）日：2010-07-01

  [PROBLEMS] To provide a reagent for measuring agglutination by using a reaction accelerator, which causes no spontaneous agglutination of receptor-sensitized carrier particles in the coexistence of these carrier particles, and a measurement method. [MEANS FOR SOLVING PROBLEMS] A reagent for measuring agglutination by using a specific amine compound, whereby aggregation based on a specific reaction can be accelerated without causing spontaneous agglutination of carrier particles, and measurement method.
• METHOD AND KIT FOR QUANTIFYING LIVER-TYPE FATTY ACID BINDING PROTEIN, METHOD AND KIT FOR TESTING FOR KIDNEY DISEASES, AND COMPANION DIAGNOSTIC DRUG
  申请人：CMIC HOLDINGS CO., LTD.

  公开号：US20220034909A1

  公开（公告）日：2022-02-03

  Provided are a method and a kit for quantifying L-FABP or oxidized L-FABP in any sample, a method and a kit for testing for kidney diseases on the basis of the quantifying result of L-FABP or oxidized L-FABP in urine of a subject, and a companion diagnostic drug. This method for quantifying liver type fatty acid binding protein includes a step for promoting an antigen-antibody reaction, and quantifying the liver type fatty acid binding protein under a condition in which the measurement sensitivity of oxidized liver type fatty acid binding protein is higher than that of unoxidized liver type fatty acid binding protein.
• US3984443A
  申请人：——

  公开号：US3984443A

  公开（公告）日：1976-10-05

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