氯丙胍

化合物

氯丙胍(英語:Chlorproguanil),又稱氯丙二胍,是一種抗瘧疾藥物[1]。20世紀90年代晚期到21世紀初,世衛組織的熱帶病研究和培訓特別規劃署(the Special Program for Research and Training in Tropical Diseases)曾聯合葛蘭素史克對此藥物研究[2],由於瘧疾開始對已有的氯喹/磺胺多辛/乙胺嘧啶聯合療法開始產生耐藥,氯丙胍因此成為其中一個候選藥物[3]。在開發測試中曾與青蒿琥酯進行聯合給藥用於改善接受瘧疾治療後產生的溶血反應。但由於在葡萄糖-6-磷酸脫氫酶缺乏患者身上會引發溶血性貧血等相關安全問題而導致此藥的開發進程被提前終止[4][1]

氯丙胍
IUPAC名
1-[Amino-(3,4-dichloroanilino)methylidene]-2-propan-2-ylguanidine
識別
CAS號 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
性質
化學式 C11H15Cl2N5
摩爾質量 288.18 g/mol g·mol⁻¹
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。

參考文獻

  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  (英語). 
  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 .