氯丙胍

化合物

氯丙胍(英语:Chlorproguanil),又称氯丙二胍,是一种抗疟疾药物[1]。20世纪90年代晚期到21世纪初,世卫组织的热带病研究和培训特别规划署(the Special Program for Research and Training in Tropical Diseases)曾联合葛兰素史克对此药物研究[2],由于疟疾开始对已有的氯喹/磺胺多辛/乙胺嘧啶联合疗法开始产生耐药,氯丙胍因此成为其中一个候选药物[3]。在开发测试中曾与青蒿琥酯进行联合给药用于改善接受疟疾治疗后产生的溶血反应。但由于在葡萄糖-6-磷酸脱氢酶缺乏患者身上会引发溶血性贫血等相关安全问题而导致此药的开发进程被提前终止[4][1]

氯丙胍
IUPAC名
1-[Amino-(3,4-dichloroanilino)methylidene]-2-propan-2-ylguanidine
识别
CAS号 537-21-3  checkY
PubChem 22323
ChemSpider 20950
SMILES
 
  • Clc1ccc(NC(=N/C(=N/C(C)C)N)N)cc1Cl
InChI
 
  • 1/C11H15Cl2N5/c1-6(2)16-10(14)18-11(15)17-7-3-4-8(12)9(13)5-7/h3-6H,1-2H3,(H5,14,15,16,17,18)
InChIKey ISZNZKHCRKXXAU-UHFFFAOYAU
性质
化学式 C11H15Cl2N5
摩尔质量 288.18 g/mol g·mol⁻¹
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考文献

  1. ^ 1.0 1.1 Fanello, Caterina I.; Karema, Corine; Avellino, Pamela; Bancone, Germana; Uwimana, Aline; Lee, Sue J.; d'Alessandro, Umberto; Modiano, David. High Risk of Severe Anaemia after Chlorproguanil-Dapsone+Artesunate Antimalarial Treatment in Patients with G6PD (A-) Deficiency. PLOS ONE. 2008, 3 (12): e4031. Bibcode:2008PLoSO...3.4031F. PMC 2603295 . PMID 19112496. doi:10.1371/journal.pone.0004031 . 
  2. ^ Ridley, Robert G. Research on infectious diseases requires better coordination. Nature Medicine. December 2004, 10 (12): S137–S140. ISSN 1546-170X. PMC 7095967 . PMID 15577932. S2CID 15045454. doi:10.1038/nm1153  (英语). 
  3. ^ Bukirwa, H; Critchley, J, Chlorproguanil-dapsone for treating uncomplicated malaria, The Cochrane Database of Systematic Reviews (Chichester, UK: John Wiley & Sons, Ltd), 2003-07-21 [2023-12-08], doi:10.1002/14651858.cd004387 
  4. ^ Van Malderen, Carine; Van Geertruyden, Jean-Pierre; Machevo, Sonia; González, Raquel; Bassat, Quique; Talisuna, Ambrose; Yeka, Adoke; Nabasumba, Carolyn; Piola, Patrice; Daniel, Atwine; Turyakira, Eleanor; Forret, Pascale; Van Overmeir, Chantal; Van Loen, Harry; Robert, Annie. Glucose-6-phosphate dehydrogenase deficiency, chlorproguanil-dapsone with artesunate and post-treatment haemolysis in African children treated for uncomplicated malaria. Malaria Journal. 30 April 2012, 11 (1): 139. ISSN 1475-2875. PMC 3393623 . PMID 22546009. doi:10.1186/1475-2875-11-139 .