amodiaquine dihydrochloride dihydrate | 6398-98-7

• 物质功能分类: 分析化学 - 标准品 - 分析标准品
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: amodiaquine dihydrochloride dihydrate
• 英文别名: 4-[(7-Chloroquinolin-4-yl)amino]-2-[(diethylamino)methyl]phenol dihydrate dihydrochloride；4-[(7-chloroquinolin-4-yl)amino]-2-(diethylaminomethyl)phenol;hydrate;hydrochloride
• CAS: 6398-98-7
• 化学式: C₂₀H₂₂ClN₃O*2ClH*2H₂O
• 分子量: 464.82
• InChiKey: AOFIMJMWPZOPAJ-UHFFFAOYSA-N

物化性质

• 溶解度：
  溶于DMSO或甲醇
• 最大波长(λmax)：
  342nm(MeOH)(lit.)
• 稳定性/保质期：

  常温常压下稳定，为无嗅或近乎无嗅的色结晶性粉末。

计算性质

• 辛醇/水分配系数(LogP)：
  4.78
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  49.4
• 氢给体数：
  4
• 氢受体数：
  5

安全信息

• WGK Germany：
  3
• 海关编码：
  2933492250
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Amodiaquin diHCl dihydrate
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: Amodiaquin diHCl dihydrate
CAS number: 6398-98-7

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C20H22ClN3O.2ClH.2H2O
Molecular weight: 464.8

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides, hydrogen chloride.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

生物活性

Amodiaquine在人红细胞中是一种有效的非竞争性组胺N-甲基转移酶抑制剂，其Ki值为18.6 nM。它也被用作抗疟疾药和消炎药。

Target	Value
histamine N-methyl transferase (Cell-free assay)	18.6 nM(Ki)

体外研究

Amodiaquine（10-20 μM，4小时）处理能够以剂量依赖性方式抑制LPS诱导的促炎细胞因子（IL-1β、IL-6、TNF-α和iNOS）的表达。此外，5 μM Amodiaquine（24小时）显著抑制神经毒素6-OHDA诱导的主要多巴胺能细胞死亡（通过TH+神经元数量及多巴胺摄取检测）。Amodiaquine在大鼠PC12细胞中的保护作用也得到了观察。

实验条件	结果
细胞系：初级小胶质细胞	浓度：10 μM、15 μM、20 μM
孵育时间：4小时	抑制LPS诱导的促炎细胞因子（IL-1β、IL-6、TNF-α和iNOS）的剂量依赖性表达

体内研究

在狗的体内实验中，Amodiaquine小剂量使用显著增强了组胺对胃液分泌的作用。在P. acnes-诱导及LPS诱导的肝炎小鼠中，处理以Amodiaquine能有效防止严重的肝损伤和高致死率，并增强组胺水平而不升高t-MeHA。

用途

用作抗疟药。

反应信息

• 作为反应物：
  描述：

  amodiaquine dihydrochloride dihydrate 、 pentacyanonitrosylmanganate (I) 在 CH₃COOH 作用下， 以 溶剂黄146 为溶剂， 生成 [Mn(nytrosyl)(H2O)2(NC)2(7-chloro-4-(3-diethylaminomethyl-4-hydroxyanilino)quinoline)]
  参考文献：
  名称：

  Maurya; Batalia, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 2001, vol. 40, # 6, p. 652 - 655

  摘要：

  DOI：

文献信息

• Maurya, R. C.; Mishra, D. D., Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 1991, vol. 21, p. 1627 - 1639
  作者：Maurya, R. C.、Mishra, D. D.

  DOI：——

  日期：——