Muzolimine

Muzolimine is a high-ceiling loop diuretic.[1] It is a pyrazole diuretic which was used for treatment of hypertension but was withdrawn worldwide because of severe neurological side effects.[2]

Synthesis

Muzolimine synthesis:[3][4]

Rxn of (1-(3,4-dichlorophenyl)ethyl)hydrazine (1) with ethyl 3-amino-3-ethoxyacrylate (2) leads to a ring-forming two-site reaction and formation of the pyrazoline diuretic agent, muzolimine (3).

References

  1. ^ Wangemann P, Braitsch R, Greger R (December 1987). "The diuretic effect of muzolimine". Pflügers Archiv. 410 (6): 674–6. doi:10.1007/BF00581331. PMID 3449804. S2CID 19367481.
  2. ^ Reyes AJ, Leary WP (January 1993). "Clinicopharmacological reappraisal of the potency of diuretics". Cardiovascular Drugs and Therapy. 7 Suppl 1: 23–8. doi:10.1007/BF00877955. PMID 8435374. S2CID 29589710.
  3. ^ DE 2319278, Möller, Eike; Meng, Karl & Wehinger, Egbert et al., "Diuretisches und antihypertensives Mitel [Diuretic and antihypertensive agent]", published 1974-11-07, assigned to Bayer AG 
  4. ^ E. Möller et al., U.S. patent 3,957,814 (1976 to Bayer); eidem, Experientia 33, 382 (1977).