Synthesis of Methazolamide Click to enlarge Reaction Summary Starting reaction occurs in-between hydrazine hydrate and amm...
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| Synthesis of Methazolamide Click to enlarge |
Reaction Summary
Starting reaction occurs in-between hydrazine hydrate and ammonium thiocyanate that produces 1, 2-bis (thiocarbamoyl) hydrazine which on further treatment with phosgene undergoes rearrangements, particularly molecular rearrangement through loss of ammonia to form 5-amino-2-mercapto-1, 3, 4-thiadiazole. Upon acylation of 5-amino-2-mercapto-1, 3, 4-thiadiazole gives a corresponding amide which on oxidation with aqueous chlorine affords the 2-sulphonyl chloride. Followed by treatment with CH3OH and NaOCH3 yields 5-acetamido-4-methyl-4,5-dihydro-1,3,4-thiadiazol-2-yl sulfochloridite The final step essentially consists of amidation by treatment with ammonia and resulting in the formation of Methazolamide.
Brief Pharmacology
- Methazolamide is a carbonic anhydrase inhibitor.
- Methazolamide Uses: Methazolamide is used in combination with other drugs to treat high pressure inside the eye due to glaucoma.
- Methazolamide Uses: reduces fluid pressure in the eyeball by decreasing fluid formation in the eyeball.
- Methazolamide Contraindications: allergic, or adrenal gland problems, low blood levels of potassium or sodium, kidney problems, liver problems