8-氨基-6-甲氧基喹啉 | 90-52-8

• 物质功能分类: 医药中间体 - 喹啉类化合物
• 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
• 中文名称: 8-氨基-6-甲氧基喹啉
• 中文别名: 8-氨-6-甲氧基喹啉；6-甲氧基-8-氨基喹啉；6-甲氧基喹啉-8-胺
• 英文名称: 6-methoxyquinolin-8-amine
• 英文别名: 8-amino-6-methoxyquinoline；6-methoxy-8-aminoquinoline；6-Methoxy-quinolin-8-ylamine
• CAS: 90-52-8
• 化学式: C₁₀H₁₀N₂O
• mdl: MFCD00672902
• 分子量: 174.202
• InChiKey: YGGTVPCTAKYCSQ-UHFFFAOYSA-N

物化性质

• 熔点：
  41 °C
• 沸点：
  137-138 °C(Press: 1 Torr)
• 密度：
  1.217±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）
• 稳定性/保质期：

  有毒，详细毒性未见报道。操作时应避免直接与人体接触。

  应将有毒物质存放在阴凉通风处，使用铁桶或木桶内衬塑料袋进行包装，并注意防热、防晒、防潮。按有毒化学品规定进行贮存和运输。

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  48.1
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  密封保存，并避免光照。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 8-Amino-6-methoxyquinoline
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: 8-Amino-6-methoxyquinoline
CAS number: 90-52-8

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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, refrigerated.
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: C10H10N2O
Molecular weight: 174.2

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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.

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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

合成方法

8-氨基-6-甲氧基喹啉可由6-甲氧基-8-硝基喹啉在盐酸介质中用铁粉还原再经液碱中和而得。具体步骤如下：

将盐酸投入搪玻璃反应锅，升温至50℃，然后加入6-甲氧基-8-硝基喹啉、铁粉。在此条件下，在65-70℃下于3.5小时内分批加入，保温2小时后冷却，过滤得粗品8-氨基-6-甲氧基喹啉盐酸盐。再经盐析精制，并用稀碱中和至pH 7，析出8-氨基-6-甲氧基喹啉，再次过滤得到粗品，使用甲苯进行精制，最终获得产物。

化学性质

8-氨基-6-甲氧基喹啉为白色结晶。熔点为41℃，沸点在137-138℃（133帕）之间。

用途

8-氨基-6-甲氧基喹啉是抗疟类药物磷酸伯氨喹啉、戊喹及扑疟喹的中间体。