83-89-6

• 常用中文名：疟涤平
• 常用英文名：Quinacrine Dihydrochloride Dihydrate
• CAS号：83-89-6
• 分子式：C₂₃H₃₀ClN₃O
• 分子量：399.96
• 相关类别： 化学试剂 有机试剂 酯类 甲酯类化合物
• 发布时间：2018-04-13 08:00:00
• 更新时间：2024-01-09 08:48:21
• 喹吖啶(Acriquine)是一种抗疟疾和抗癌药物。奎纳克林还抑制人醛氧化酶(IC50:3.3μM)。奎纳克林对核酸具有亲和力,并在固定细胞中染色DNA和RNA(Ex/Em:436/525nm)[1][2][3][4][7]。

名称

• 中文名: 米帕林
• 英文名: quinacrine
• 中文别名: 奎纳克林二盐酸盐二水合物; 疟涤平
• 英文别名: Quinacrine Dihydrochloride Dihydrate; 2-methoxy-6-chloro-9-(1-methyl-4-diethylaminobutylamino)-acridine; 2-methoxy-6-(trifluoromethyl)nicotinic acid; 2-METHOXY-6-(TRIFLUOROMETHYL)-3-PYRIDINECARBOXYLIC ACID

物化性质

• 密度: 1.156 g/cm3
• 沸点: 557.1ºC at 760 mmHg
• 熔点: 247-250ºC
• 分子式: C₂₃H₃₀ClN₃O
• 分子量: 399.96
• 闪点: 290.7ºC
• 精确质量: 399.20800
• PSA: 37.39000
• LogP: 6.04540
• 储存条件: 通风低温干燥

生物活性

• 描述: 喹吖啶(Acriquine)是一种抗疟疾和抗癌药物。奎纳克林还抑制人醛氧化酶(IC50:3.3μM)。奎纳克林对核酸具有亲和力,并在固定细胞中染色DNA和RNA(Ex/Em:436/525nm)[1][2][3][4][7]。
• 相关类别:
  信号通路 >> 跨膜转运 >> 钠通道
  研究领域 >> 癌症
  研究领域 >> 感染
  研究领域 >> 神经疾病
• 体外研究: 奎纳克林抑制人和兔醛氧化酶,IC50分别为 3.3微米和 10微米[2]奎纳克林阻断电压依赖性钠通道 (IC50:3.3μM)[3]奎纳克林(100μM)也是一种 平面图2抑制剂[4] 奎纳克林(0-20μM,24小时)抑制 SGC-7901型细胞的生长,并诱导细胞凋亡[7] 细胞活力测定奎纳克林抑制人和兔醛氧化酶,IC50分别为 3.3微米和 10微米[2]细胞系：SGC-7901细胞浓度：0、5、10、15、20μM培养时间：24小时结果：抑制细胞生长,IC50值为16.18μM。
• 体内研究: 奎纳克林(3-30mg/kg每日一次,连续三天) 对甘油诱导的大鼠急性肾损伤具有保护作用[5] 奎纳克林(2.5-10mg/kg每天一次,连续八周) 对环孢菌素引起的大鼠肾毒性具有保护作用[6] 动物模型：急性肾损伤大鼠模型[5]剂量：3-30mg/kg给药：腹腔注射结果：减弱的甘油诱导肾脏结构和功能变化。
• 参考文献:

  [1]. Vogtherr M, et al. Antimalarial drug quinacrine binds to C-terminal helix of cellular prion protein. J Med Chem. 2003 Aug 14;46(17):3563-4.

  [2]. Pryde DC, et al. Aldehyde oxidase: an enzyme of emerging importance in drug discovery. J Med Chem. 2010 Dec 23;53(24):8441-60.

  [3]. McNeal ET, et al. [3H]Batrachotoxinin A 20 alpha-benzoate binding to voltage-sensitive sodium channels: a rapid and quantitative assay for local anesthetic activity in a variety of drugs. J Med Chem. 1985 Mar;28(3):381-8.

  [4]. Caro AA,et al. Role of phospholipase A2 activation and calcium in CYP2E1-dependent toxicity in HepG2 cells. J Biol Chem. 2003 Sep 5;278(36):33866-77.

  [5]. Al Asmari AK, et al. Protective effect of quinacrine against glycerol-induced acute kidney injury in rats. BMC Nephrol. 2017 Jan 28;18(1):41.

  [6]. al Khader A, et al. Quinacrine attenuates cyclosporine-induced nephrotoxicity in rats. Transplantation. 1996 Aug 27;62(4):427-35.

  [7]. Wu X, et al. Quinacrine Inhibits Cell Growth and Induces Apoptosis in Human Gastric Cancer Cell Line SGC-7901. Curr Ther Res Clin Exp. 2012 Feb;73(1-2):52-64.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : AR7700000 CHEMICAL NAME : Acridine, 6-chloro-9-((4-(diethylamino)-1-methylbutyl)amino)-2- methoxy- CAS REGISTRY NUMBER : 83-89-6 LAST UPDATED : 199710 DATA ITEMS CITED : 26 MOLECULAR FORMULA : C23-H30-Cl-N3-O MOLECULAR WEIGHT : 400.01 WISWESSER LINE NOTATION : T C666 BNJ EG IMY1&3N2&2 LO1 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 1320 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 239 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 50 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Mammal - cat DOSE/DURATION : 10 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 400 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 75 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 8 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Bird - chicken DOSE/DURATION : 714 mg/kg TOXIC EFFECTS : Behavioral - somnolence (general depressed activity) Behavioral - coma Lungs, Thorax, or Respiration - other changes TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intrauterine DOSE : 13600 ug/kg SEX/DURATION : female 1 day(s) pre-mating TOXIC EFFECTS : Reproductive - Maternal Effects - uterus, cervix, vagina TYPE OF TEST : Specific locus test MUTATION DATA TYPE OF TEST : Unscheduled DNA synthesis TEST SYSTEM : Mammal - species unspecified Lymphocyte DOSE/DURATION : 1 umol/L REFERENCE : CBINA8 Chemico-Biological Interactions. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1969- Volume(issue)/page/year: 8,113,1974 *** REVIEWS *** TOXICOLOGY REVIEW 32XPAD "Teratology," Berry, C.L., and D.E. Poswillo, eds., New York, Springer, 1975 Volume(issue)/page/year: -,49,1975 TOXICOLOGY REVIEW ARVPAX Annual Review of Pharmacology. (Palo Alto, CA) V.1-15, 1961-75. For publisher information, see ARPTDI. Volume(issue)/page/year: 5,447,1965

安全

• 危害码 (欧洲): Xn: Harmful;
• 风险声明 (欧洲): R36/37/38