90-52-8

• 常用中文名：8-氨基-6-甲氧基喹啉
• 常用英文名：8-Amino-6-methoxyquinoline
• CAS号：90-52-8
• 分子式：C₁₀H₁₀N₂O
• 分子量：174.199
• 发布时间：2018-03-13 08:00:00
• 更新时间：2024-01-02 11:12:20
• 【用途一】
  抗疟类药物磷酸伯氨喹啉、戊喹、扑疟喹的中间体。

名称

• 中文名: 8-氨基-6-甲氧基喹啉
• 英文名: 8-Amino-6-Methoxyquinoline
• 中文别名: 8-氨-6-甲氧基喹啉; 6-甲氧基喹啉-8-胺
• 英文别名: MFCD00672902; EINECS 202-001-3; 6-Methoxyquinolin-8-amine; 8-amino-6-methoxyquinoline; 6-Methoxy-8-quinolinamine; 8-Quinolinamine, 6-methoxy-; 6-METHOXY-8-AMINO-QUINOLINE

物化性质

• 密度: 1.2±0.1 g/cm3
• 沸点: 361.8±27.0 °C at 760 mmHg
• 熔点: 52ºC
• 分子式: C₁₀H₁₀N₂O
• 分子量: 174.199
• 闪点: 172.6±23.7 °C
• 精确质量: 174.079315
• PSA: 48.14000
• LogP: 1.95
• 外观性状: 固体
• 蒸汽压: 0.0±0.8 mmHg at 25°C
• 折射率: 1.665
• 储存条件:

  密封避光保存。

• 稳定性:

  有毒，详细毒性未见报道。操作时应避免直接与人体接触。; 以铁桶或木桶内衬塑料袋包装，贮存于阴凉通风处。防热、防晒、防潮。按有毒化学品规定贮运。

• 计算化学:

  1.疏水参数计算参考值（XlogP）:无

  2.氢键供体数量:1

  3.氢键受体数量:3

  4.可旋转化学键数量:1

  5.互变异构体数量:无

  6.拓扑分子极性表面积48.1

  7.重原子数量:13

  8.表面电荷:0

  9.复杂度:174

  10.同位素原子数量:0

  11.确定原子立构中心数量:0

  12.不确定原子立构中心数量:0

  13.确定化学键立构中心数量:0

  14.不确定化学键立构中心数量:0

  15.共价键单元数量:1

• 更多:

  1. 性状：白色结晶。

  2. 密度（g/mL,25/4℃）： 未确定

  3. 相对蒸汽密度（g/mL,空气=1）：未确定

  4. 熔点（ºC）：51

  5. 沸点（ºC,常压）：未确定

  6. 沸点（ºC,0.13kPa）：137-138

  7. 折射率：未确定

  8. 闪点（ºC）：未确定

  9. 比旋光度（º）：未确定

  10. 自燃点或引燃温度（ºC）：未确定

  11. 蒸气压（kPa,25ºC）：未确定

  12. 饱和蒸气压（kPa,60ºC）：未确定

  13. 燃烧热（KJ/mol）：未确定

  14. 临界温度（ºC）：未确定

  15. 临界压力（KPa）：未确定

  16. 油水（辛醇/水）分配系数的对数值：未确定

  17. 爆炸上限（%,V/V）：未确定

  18. 爆炸下限（%,V/V）：未确定

  19. 溶解性：未确定。

MSDS

Material Safety Data Sheet Section1. Identification of the substance Product Name: 8-Amino-6-methoxyquinoline Synonyms: Section2. Hazards identification Harmful by inhalation, in contact with skin, and if swallowed. Section3. Composition/information on ingredients. Ingredient name:8-Amino-6-methoxyquinoline CAS number:90-52-8 Section4. 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. Section5. 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. Section6. 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. Section7. 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: Section8. 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. Section9. 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 Section10. Stability and reactivity Conditions to avoid: Heat, flames and sparks. Materials to avoid: Oxidizing agents. Possible hazardous combustion products: Carbon monoxide, nitrogen oxides. Section11. Toxicological information No data. Section12. Ecological information No data. Section13. 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. Section14. Transportation information Non-harzardous for air and ground transportation. Section15. 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. SECTION 16 - ADDITIONAL INFORMATION N/A

毒性和生态

毒理学数据: 1、急性毒性：小鼠经腹腔LD50：25mg/kg； CHEMICAL IDENTIFICATION RTECS NUMBER : VA9635000 CHEMICAL NAME : Quinoline, 8-amino-6-methoxy- CAS REGISTRY NUMBER : 90-52-8 BEILSTEIN REFERENCE NO. : 0133397 LAST UPDATED : 199712 DATA ITEMS CITED : 1 MOLECULAR FORMULA : C10-H10-N2-O MOLECULAR WEIGHT : 174.22 WISWESSER LINE NOTATION : T66 BNJ HO1 JZ HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 25 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: AD691-490

安全

• 危害码 (欧洲): Xi
• 风险声明 (欧洲): R36/37/38:Irritating to eyes, respiratory system and skin .
• 安全声明 (欧洲): S26-S37/39

合成路线

上下游产品

上游产品  10
85-81-4 57743-00-7 139-02-6 4280-28-8
96-96-8 90771-32-7 123-75-1 108-91-8
119-81-3 110-89-4
下游产品  10
109628-27-5 90-34-6 282547-38-0 10225-52-2
6947-84-8 7148-88-1 7399-04-4 858420-12-9
7402-16-6 7404-14-0

制备

6-甲氧基-8-硝基喹啉在盐酸介质中用铁粉还原、再用液碱中和而得。将盐酸投入搪玻璃反应锅，升温到50℃，投入6-甲氧基-8-硝基喹啉、铁粉。在65-70℃于3.5h内全部加完，保温2h，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，用稀碱中和至pH7，析出8-氨基-6-甲氧基喹啉，过滤得粗品，用甲苯精制，得8-氨基-6-甲氧基喹啉。收率65%。产品规格：含量≥65%。原料消耗定额：6-甲氧基-8-硝基喹啉（94%）1765kg/t、盐酸（37%）10479kg/t、铁屑（工业品）2519kg/t。