3,3'-二氨基联苯胺四盐酸盐 | 7411-49-6

• 物质功能分类: 有机原料 - 氨基化合物 - 无环单胺、多胺及其衍生物和盐
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3,3'-二氨基联苯胺四盐酸盐
• 中文别名: 3,3'-二氨基联苯胺,盐酸盐；3,3'-二氨基联苯氨四盐酸盐；3,3''-二氨基联苯胺四盐酸盐；3,3"-二氨基联苯胺四盐酸盐；3,3'-二氨基联苯胺盐酸盐；硒试剂；盐酸-3,3′-二氨基联苯胺；(1,1'-联苯)-3,3'4,4'-四胺四盐酸盐；3,3'-二氨基联苯胺盐酸；3,4,3',4'-四氨基联苯盐酸；盐酸-3,3'-二氨基联苯胺；3,3′-二氨基联苯胺盐酸；3,3'-二氨基联苯二胺四盐酸盐；3,3',4,4'-四氨基联苯盐酸盐
• 英文名称: Biphenyl-3,3',4,4'-tetrayltetraammonium tetrachloride
• 英文别名: [2-azaniumyl-4-[3,4-bis(azaniumyl)phenyl]phenyl]azanium;tetrachloride
• CAS: 7411-49-6
• 化学式: C12H18Cl4N4
• mdl: MFCD00012969
• 分子量: 360.1
• InChiKey: KJDSORYAHBAGPP-UHFFFAOYSA-N

物化性质

• 熔点：
  300°C
• 溶解度：
  DMSO（少许）、甲醇（少许）、水（少许）
• 颜色/状态：
  Solid
• 分解：
  When heated to decomp it emits very toxic fumes of /hydrochloric acid & nitrogen oxides/.
• 稳定性/保质期：

  如果按照规格使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  104
• 氢给体数：
  8
• 氢受体数：
  4

ADMET

毒理性

• 解毒与急救

基本治疗：建立专利气道。如有必要，进行吸痰。观察呼吸不足的迹象，并在需要时辅助通气。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，并在必要时进行治疗……。监测休克，并在必要时进行治疗……。预测并处理癫痫发作……。对于眼睛污染，立即用水冲洗眼睛。在运输过程中，用生理盐水连续冲洗每只眼睛……。不要使用催吐剂。对于误食，如果患者能吞咽、有强烈的干呕反射且不流口水，则用水冲洗口腔，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/

Basic treatment: Establish a patent airway. 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 normal saline 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 ... . /Poison A and B/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

高级治疗：对于无意识、严重肺水肿或呼吸停止的患者，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。监测心率和必要时治疗心律失常。 ... 开始静脉输液，使用D5W/SRP：“保持开放”，最低流量/。如果出现低血容量的迹象，使用乳酸钠林格氏液。注意液体过载的迹象。考虑使用药物治疗肺水肿。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。用地西泮（安定）治疗癫痫。使用丙美卡因氢氯化物协助眼部冲洗。/毒药A和B/

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

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

研究了联苯胺类似物结构与致突变性之间的关系。在Ames试验中评估了联苯胺、联苯胺二盐酸及其类似物3,3'-二氨基联苯胺、3,3'-二氯联苯胺、3,3'-二甲氧基联苯胺、3,3'-二甲氧基联苯胺二盐酸和N,N,N',N'-四甲基联苯胺的致突变活性。使用了鲑鱼沙门氏菌TA-100和TA-98株，以及用雄性Sprague-Dawley大鼠经诱导的Aroclor-1254肝脏S9混合物进行代谢激活或不进行代谢激活。在没有S9混合物的情况下，只有在TA-98株中的3,3'-二氯联苯胺显示出显著的致突变活性。在S9混合物存在的情况下，除了N,N,N',N'-四甲基联苯胺之外，所有化合物在TA-100株中都是致突变的。桥联二苯化合物显示出与母化合物联苯胺相等或更大的致突变性。在TA-98株中，联苯化合物比桥联二苯化合物的致突变性更强。联苯胺或其二甲氧基类似物的自由碱形式和二盐酸盐形式之间在致突变性上没有显著差异。能够诱导框移突变的化合物必须具有平面芳香结构和一个活化的亲电性侧链，并且在这个系列化合物中，随着苯胺基团碱性的降低，致突变性增加。

The relationship between the structure and mutagenicity of benzidine analogs was examined. The mutagenic activities of benzidine, benzidine dihydrochloride, and their analogs, 3,3'-diaminobenzidine, 3,3'-dichlorobenzidine, 3,3'-dimethoxybenzidine, 3,3'-dimethoxybenzidine dihydrochloride, and N,N,N',N'-tetramethylbenzidine, were evaluated in the Ames assay. Salmonella strains (TA-100) and (TA-98) were used, with or without metabolic activation by liver S9 mix from male Sprague-Dawley rats induced with aroclor-1254. In the absence of S9 mix only 3,3'-dichlorobenzidine in strain TA-98 showed significant mutagenic activity. In the presence of S9 mix all compounds except N,N,N',N'-tetramethylbenzidine were mutagenic in strain TA-100. Bridged diphenyl compounds showed mutagenicity equal to or greater than that of the parent compound, benzidine. In strain TA-98 biphenyl compounds were more mutagenic than the bridged diphenyl compounds. No significant differences in mutagenicity were seen between the free base and dihydrochloride salt forms of benzidine or its dimethoxy analog. Compounds capable of inducing frame shift mutations must have a planar aromatic moiety and an activated electrophilic side chain, and mutagenicity in this series of compounds increases with decreasing basicity of the aniline moiety.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性值

小鼠 LD50 经皮 330 毫克/千克

LD50 Mouse ip 330 mg/kg

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S16,S22,S24,S24/25,S33,S36/37,S45,S7
• 危险类别码：
  R22,R40,R36/37/38
• WGK Germany：
  3
• 海关编码：
  29215900
• 危险品运输编号：
  UN 3316 9/PG 2
• RTECS号：
  DV8753000
• 危险标志：
  GHS07,GHS08
• 危险性描述：
  H302,H319,H341,H350
• 危险性防范说明：
  P201,P280,P301 + P312 + P330,P305 + P351 + P338,P308 + P313,P337 + P313

SDS

Name:	3 3 -Diaminobenzidine tetrahydrochloride dihydrate 98% Material Safety Data Sheet
Synonym:	3,3',4,4'-Biphenyltetramine tetrahydrochloride; 3,3',4,4'-Tetraaminobiphenyl tetrahydrochloride
CAS:	7411-49-6

Section 1 - Chemical Product MSDS Name:3 3 -Diaminobenzidine tetrahydrochloride dihydrate 98% Material Safety Data Sheet
Synonym:3,3',4,4'-Biphenyltetramine tetrahydrochloride; 3,3',4,4'-Tetraaminobiphenyl tetrahydrochloride

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
7411-49-6	3,3'-Diaminobenzidine tetrahydrochlori	98	231-018-9

Hazard Symbols: XI
Risk Phrases: 33 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Danger of cumulative effects. Irritating to eyes, respiratory system and skin.Cancer suspect agent.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea.
Inhalation:
Causes respiratory tract irritation. Can produce delayed pulmonary edema.
Chronic:
Effects may be delayed. Animal studies have reported the development of tumors. Potential cancer hazard.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Remove contaminated clothing and wash before reuse. Use only in a well-ventilated area. Minimize dust generation and accumulation.
Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Keep refrigerated. (Store below 4C/39F.)

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 7411-49-6: United States OSHA: (Cancer suspect agent - see 29 CFR 1910.1010) (listed under Benzidine).
France - VME: (listed as benzidine): 0.001 ppm VME; 0.008 mg/m3 V Germany: (listed as benzidine): 0.001 ppm VME; 0.008 mg/m3 VME Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Powder
Color: off-white to gray
Odor: none reported
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 280 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C12H14N4.4HCl.2H2O
Molecular Weight: 396.14

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, strong oxidants, strong oxidants.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, nitrogen.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 7411-49-6: DV8753000 LD50/LC50:
Not available.
Carcinogenicity:
3,3'-Diaminobenzidine tetrahydrochloride - California: carcinogen, initial date 2/27/87 (listed as Benzidine).
NTP: Known carcinogen (listed as Benzidine).
IARC: Group 1 carcinogen (listed as Benzidine).
Other:
See actual entry in RTECS for complete information.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing group:

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 33 Danger of cumulative effects.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 22 Do not breathe dust.
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 7411-49-6: No information available.
Canada
CAS# 7411-49-6 is listed on Canada's DSL List.
CAS# 7411-49-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 7411-49-6 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

3，3'-二氨基联苯胺（DAB）的用途广泛，被应用于化学、生物化学和材料研究领域。起初，DAB主要用于制备高档高分子材料的单体，适用于合成耐热的高分子树脂和合成纤维。尽管如此，在分析化学领域中，仅在硒的光度法测定中有记录其作为显色剂的应用。

用途包括：

• 过氧化物酶底物
• 分析试剂
• 免疫组织学中固定于载波片上的组织切片染色

此外，DAB还用作诊断用试剂和分析试剂。该物质属于有毒物品，具有高度毒性。急性毒性方面，小鼠腹腔注射LD50为330毫克/公斤。可燃性危险特性表现为燃烧时会产生有毒的氮氧化物和氯化氢烟雾。

储运特性包括：库房需通风、低温干燥，并与食品原料分开存放。

灭火剂推荐使用干粉、泡沫、沙土、二氧化碳或雾状水。

反应信息

• 作为反应物：
  描述：

  硒脲酸 、 3,3'-二氨基联苯胺四盐酸盐 生成 4-(benzo[c][1,2,5]selenadiazol-5-yl)benzene-1,2-diamine
  参考文献：
  名称：

  BREYER, PH.;GILBERT, B. P., ANAL. CHIM. ACTA, 201,(1987) 23-32

  摘要：

  DOI：

表征谱图