三氯松

化合物

三氯松(英語:trichlorfon,也稱為美曲磷酯,Metrifonate)是一種有機磷酸酯殺蟲劑乙醯膽鹼酯酶抑制劑英語acetylcholinesterase inhibitor[3],是一種前體藥物,可在非酶促情況下轉化為二氯松, 可用於治療血吸蟲病[4],但沒有商業化應用[5],也有提議用於治療阿茲海默症,但並未通過[6]

三氯松
臨床資料
商品名英語Drug nomenclatureChlorophos (and many others)[1]Trichlorfon; Phosphonic acid, (2,2,2-trichloro-1-hydroxyethyl)-, dimethyl ester; (2,2,2-Trichloro-1-hydroxyethyl) dimethylphosphonate; Agroforotox; Anthon; Chlorofos; Chloroftalm; Chlorophos; Chlorophthalm; Chloroxyphos; Combot; Dimethyl (trichlorohydroxyethyl)phosphonate; Dimethyl (1-hydroxy-2,2,2-trichloroethyl)phosphonate; Dimethyl (2,2,2-trichloro-1-hydroxyethyl)phosphonate; Dipterax; Dipterex; Dipterex 50; Diptevur; Ditrifon; Dylox; Dyrex; Dyvon; DEP; DEP (Pesticide); DETF; ENT 19,763; Flibol E; Fliegenteller; Forotox; Foschlor; Foschlor R; Foschlor R 50; Hypodermacid; Loisol; Masoten; Mazoten; Methyl Chlorophos; Metifonate; Metriphonate; Neguron; Neguvon; O,O-Dimethyl (1-hydroxy-2,2,2-trichloroethyl)phosphonate; O,O-Dimethyl (2,2,2-trichloro-1-hydroxyethyl)phosphonate; O,O-Dimethyl (2,2,2-trichlorohydroxyethyl)phosphonate; Phoschlor; Phoschlor R50; Polfoschlor; Ricifon; Ritsifon; Soldep; Sotipox; Trichlorphon; Trichlorphon FN; Tugon; Volfartol; Votexit; Wotexit; WEC 50; (1-Hydroxy-2,2,2-trichloroethyl)phosphonic acid, dimethyl ester; (2,2,2-Trichloro-1-hydroxyethyl)phosphonate, dimethyl ester; (2,2,2-Trichloro-1-hydroxyethyl)phosphonic acid dimethyl ester; Bayer L 1359; Bilarcil; Bovinox; Briton; BAY 15922; Cekufon; Chlorophosciclosom; Clorofos; Danex; Dimethoxy-(2,2,2-trichloro-1-hydroxyethyl)phosphine oxide; Equino-Aid; Foschlorem; Khloroftalm; NCI-C54831; O,O-Dimethyl (1-hydroxy-2,2,2-trichloroethyl)phosphate; O,O-Dimethyl-(1-hydroxy-2,2,2-trichloraethyl)phosphosaeure ester; O,O-Dimethyl-(1-hydroxy-2,2,2-trichlorathyl)-phosphat; O,O-Dimethyl-(2,2,2-trichloor-1-hydroxy-ethyl)-fosfonaat; O,O-Dimethyl-(2,2,2-trichlor-1-hydroxy-aethyl)phosphonat; O,O-Dimetil-(2,2,2-tricloro-1-idrossi-etil)-fosfonato; Phosphonic acid, (1-hydroxy-2,2,2-trichloroethyl)-, dimethyl ester; Proxol; Trichloorfon; Trichlorofon; Trichlorophon; Trinex; 1-Hydroxy-2,2,2-trichloro-ethyle phosphonate de dimethyle; Bay-L 1359; Briten; Denkaphon; Dipterex WP 80; Ertefon; OMS 800; Zeltivar; Onefon; O,O-Dimethyl-1-oxy-2,2,2-trichloroethyl phosphonate;Trichlorfon; 1-Hydroxy-2,2,2-trichloroethylphosphonate-O,O-dimethyl ester; Phosphonic acid, P-(2,2,2-trichloro-1-hydroxyethyl)-, dimethyl ester; Chlorak; Dimetox; Dioxaphos[2]
其他名稱Trichlorphon
AHFS/Drugs.com國際藥品名稱
ATC碼
藥物動力學數據
生物半衰期3 hours
識別資訊
  • (RS)-Dimethyl (2,2,2-trichloro-1-hydroxyethyl)phosphonate
CAS號52-68-6  checkY
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
CompTox Dashboard英語CompTox Chemicals Dashboard (EPA)
ECHA InfoCard100.000.137 編輯維基數據鏈接
化學資訊
化學式C4H8Cl3O4P
摩爾質量257.436 g/mol
3D模型(JSmol英語JSmol
手性Racemic mixture
  • COP(=O)(C(C(Cl)(Cl)Cl)O)OC
  • InChI=1S/C4H8Cl3O4P/c1-10-12(9,11-2)3(8)4(5,6)7/h3,8H,1-2H3 ☒N
  • Key:NFACJZMKEDPNKN-UHFFFAOYSA-N ☒N

參考文獻

  1. ^ Trichlorfon. Haz-Map. U.S. National Library of Medicine. August 2015 [2015-10-13]. (原始內容存檔於2015-09-20). 
  2. ^ Metrifonate. U.S. National Institute of Standards and Technology. [2016-09-04]. (原始內容存檔於2020-04-03). 
  3. ^ NLH - Neurological Conditions - Metrifonate for Alzheimer's disease. (原始內容存檔於2009-07-19). 
  4. ^ Monographs: Pharmaceutical substances: Metrifonate (Metrifonatum). The International Pharmacopoeia Fourth Edition. WHO. [2015-10-20]. (原始內容存檔於2016-06-03).  (dead link 31 January 2019)
  5. ^ Ross AG, Bartley PB, Sleigh AC, Olds GR, Li Y, Williams GM, McManus DP. Schistosomiasis. The New England Journal of Medicine. April 2002, 346 (16): 1212–20. PMID 11961151. doi:10.1056/NEJMra012396. 
  6. ^ López-Arrieta JM, Schneider L. López-Arrieta J , 編. Metrifonate for Alzheimer's disease. The Cochrane Database of Systematic Reviews. April 2006, (2): CD003155. PMID 16625573. doi:10.1002/14651858.CD003155.pub3.