118-42-3

• 常用中文名：硫酸羟氯喹
• 常用英文名：hydroxychloroquine
• CAS号：118-42-3
• 分子式：C₁₈H₂₆ClN₃O
• 分子量：335.87200
• 相关类别： 原料药 抗寄生虫病药 抗疟药
• 发布时间：2018-04-30 08:00:00
• 更新时间：2024-01-02 11:10:24
• Hydroxychloroquine 是一种合成的抗疟疾剂,也可以抑制 Toll 样受体 7/9 (TLR7/9) 信号传导。Hydroxychloroquine 有效抑制 SARS-CoV-2 感染。

名称

• 中文名: 硫酸羟氯喹
• 英文名: hydroxychloroquine
• 中文别名: 羟基氯喹; 2-[[4-[(7-氯喹啉-4-基)氨基]戊基](乙基)氨基]乙醇
• 英文别名: 2-[4-[(7-chloroquinolin-4-yl)amino]pentyl-ethylamino]ethanol; EINECS 204-249-8; MFCD00078203; Oxichlorochinum; Plaquenil; Oxichloroquine; Polirreumin; Hydroxychlorochin; Oxychlorochin; Hidroxicloroquina; Quensyl; Oxychloroquine

物化性质

• 密度: 1.176 g/cm3
• 沸点: 516.7ºC at 760 mmHg
• 熔点: 89-91°
• 分子式: C₁₈H₂₆ClN₃O
• 分子量: 335.87200
• 闪点: 266.3ºC
• 精确质量: 335.17600
• PSA: 48.39000
• LogP: 3.85600
• 蒸汽压: 1.68E-11mmHg at 25°C
• 折射率: 1.5790 (estimate)
• 储存条件: 室温
• 分子结构:

  1、 摩尔折射率：98.96

  2、 摩尔体积（cm³/mol）：285.3

  3、 等张比容（90.2K）：758.0

  4、 表面张力（dyne/cm）：49.8

  5、 极化率（10-24cm3）：39.23

• 计算化学:

  1.疏水参数计算参考值（XlogP）:无

  2.氢键供体数量:2

  3.氢键受体数量:4

  4.可旋转化学键数量:9

  5.互变异构体数量:3

  6.拓扑分子极性表面积48.4

  7.重原子数量:23

  8.表面电荷:0

  9.复杂度:331

  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:1

  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

生物活性

• 描述: Hydroxychloroquine 是一种合成的抗疟疾剂,也可以抑制 Toll 样受体 7/9 (TLR7/9) 信号传导。Hydroxychloroquine 有效抑制 SARS-CoV-2 感染。
• 相关类别:
  信号通路 >> 免疫及炎症 >> Toll样受体(TLR)
  研究领域 >> 癌症
  研究领域 >> 感染
  信号通路 >> 抗感染 >> SARS冠状病毒
  信号通路 >> 自噬 >> 自噬
• 参考文献:

  [1]. Manzo C, et al. Psychomotor Agitation Following Treatment with Hydroxychloroquine. Drug Saf Case Rep. 2017 Dec;4(1):6.

  [2]. Lamphier M, et al. Novel small molecule inhibitors of TLR7 and TLR9: mechanism of action and efficacy in vivo. Mol Pharmacol. 2014 Mar;85(3):429-40.

  [3]. Yao X, et al. In Vitro Antiviral Activity and Projection of Optimized Dosing Design of Hydroxychloroquine for the Treatment of Severe Acute Respiratory Syndrome Coronavirus 2 (SARS-CoV-2). Clin Infect Dis. 2020 Mar 9. pii: ciaa237.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : KK3325000 CHEMICAL NAME : Ethanol, 2-((4-((7-chloro-4-quinolyl)amino)pentyl)ethylamino)- CAS REGISTRY NUMBER : 118-42-3 BEILSTEIN REFERENCE NO. : 0253894 LAST UPDATED : 199703 DATA ITEMS CITED : 6 MOLECULAR FORMULA : C18-H26-Cl-N3-O MOLECULAR WEIGHT : 335.92 WISWESSER LINE NOTATION : T66 BNJ EMY1&3N2&2Q IG HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Human - child DOSE/DURATION : 600 mg/kg TOXIC EFFECTS : Brain and Coverings - increased intracranial pressure Behavioral - convulsions or effect on seizure threshold Cardiac - other changes REFERENCE : JATOD3 Journal of Analytical Toxicology. (Preston Pub. Inc., POB 48312, Niles, IL 60648) V.1- 1977- Volume(issue)/page/year: 14,186,1990 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Human - woman DOSE/DURATION : 88 mg/kg/11D-I TOXIC EFFECTS : Skin and Appendages - dermatitis, allergic (after systemic exposure) REFERENCE : JAADDB Journal of the American Academy of Dermatology. (C.V. Mosby Co., 11830 Westline Industrial Dr., St. Louis, MO 63141) 1979- Volume(issue)/page/year: 12,857,1985 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Human - woman DOSE/DURATION : 112 mg/kg/2W-I TOXIC EFFECTS : Skin and Appendages - dermatitis, irritative (after systemic exposure) REFERENCE : JRHUA9 Journal of Rheumatology. (920 Yonge St., Suite 608, Toronto, Ont., Canada) V.1- 1974- Volume(issue)/page/year: 12,391,1985 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Human DOSE/DURATION : 429 mg/kg/25D TOXIC EFFECTS : Blood - agranulocytosis Skin and Appendages - dermatitis, other (after systemic exposure) REFERENCE : LANCAO Lancet. (7 Adam St., London WC2N 6AD, UK) V.1- 1823- Volume(issue)/page/year: 1,1275,1965 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Human - man DOSE/DURATION : 154 mg/kg/18D-I TOXIC EFFECTS : Behavioral - toxic psychosis REFERENCE : JAADDB Journal of the American Academy of Dermatology. (C.V. Mosby Co., 11830 Westline Industrial Dr., St. Louis, MO 63141) 1979- Volume(issue)/page/year: 12,863,1985 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 1240 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 12,184,1969

安全

• 危害码 (欧洲): Xn
• 风险声明 (欧洲): R22;R36
• 安全声明 (欧洲): S26
• 海关编码: 3004390090

合成路线

86-98-6 ~% 118-42-3

文献：DE838142 , ; DRP/DRBP Org.Chem. US2546658 , ;

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海关

海关编码	2933499090
中文概述	2933499090. 其他含喹琳或异喹啉环系的化合物〔但未进一步稠合的〕. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%
申报要素	品名, 成分含量, 用途, 乌洛托品请注明外观, 6－己内酰胺请注明外观, 签约日期
Summary	2933499090. other compounds containing in the structure a quinoline or isoquinoline ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%