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甲戊炔醇

甲戊炔醇
Structural formula
Space-filling model of methylpentynol
临床资料
商品名英语Drug nomenclatureOblivon
给药途径口服
ATC码
法律规范状态
法律规范
  • Withdrawn
识别信息
  • 3-methylpent-1-yn-3-ol
CAS号77-75-8  checkY
PubChem CID
ChemSpider
UNII
CompTox Dashboard英语CompTox Chemicals Dashboard (EPA)
ECHA InfoCard100.000.960 编辑维基数据链接
化学信息
化学式C6H10O
摩尔质量98.15 g·mol−1
3D模型(JSmol英语JSmol
  • CCC(C)(C#C)O
  • InChI=1S/C6H10O/c1-4-6(3,7)5-2/h1,7H,5H2,2-3H3 ☒N
  • Key:QXLPXWSKPNOQLE-UHFFFAOYSA-N ☒N

甲戊炔醇是一种叔己醇,具有安眠镇静抗痉挛英语anticonvulsant作用,治疗指数低。甲戊炔醇最初由拜耳发现于1913年[1],此后曾短暂应用于治疗失眠,后由于安全性更高的新型药物出现而逐渐被淘汰。[2][3][4][5]

20世纪50年代中期到60年代,甲戊炔醇在欧美等地又被应用为速效镇静剂,但很快被苯二氮䓬类药物替代,并退出市场。[6]

合成

甲戊炔醇可通过丁酮和乙炔钠在无水环境和惰性气氛下反应而成。

参见

参考文献

  1. ^ DE patent 289800,“Verfahren zur Darstellung der Oxyalkylderivate von Kohlenwasserstoffen”,发行于1913-11-30,指定于Bayer, Leverkusen 
  2. ^ Hirsh HL, Orsinger WH. Methylparafynol--a new type hypnotic. Preliminary report on its therapeutic efficacy and toxicity. American Practitioner and Digest of Treatment. January 1952, 3 (1): 23–6. PMID 14903452. 
  3. ^ Schaffarzick RW, Brown BJ. The anticonvulsant activity and toxicity of methylparafynol (dormison) and some other alcohols. Science. December 1952, 116 (3024): 663–5. Bibcode:1952Sci...116..663S. PMID 13028241. doi:10.1126/science.116.3024.663. 
  4. ^ Herz A. [A new type of hypnotic; unsaturated tertiary carbinols; experimental studies on therapeutic use of 3-methyl-pentin-ol-3 (methylparafynol)]. Arzneimittel-Forschung. March 1954, 4 (3): 198–9. PMID 13159700. 
  5. ^ Weaver LC, Alexander WM, Abreu BE. Anticonvulsant activity of compounds related to methylparafynol. Archives Internationales de Pharmacodynamie et de Therapie. April 1961, 131: 116–22. PMID 13783544. 
  6. ^ Hines, Richard Devenport. The Pursuit of Oblivion. 2002: 327. 
  7. ^ DE 959485,Grimene W, Emde H,发行于1957 
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甲戊炔醇
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