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Substance Name: Methazolamide [USP:INN:BAN:JAN]
RN: 554-57-4
UNII: W733B0S9SD
InChIKey: FLOSMHQXBMRNHR-QPJJXVBHSA-N

Note

  • A carbonic anhydrase inhibitor that is used as a diuretic and in the treatment of glaucoma.

Molecular Formula

  • C5-H8-N4-O3-S2

Molecular Weight

  • 236.2752
 

Classification Codes

  • Carbonic Anhydrase Inhibitor
  • Carbonic Anhydrase Inhibitors
  • Diuretics
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Natriuretic Agents

Names and Synonyms

Name of Substance

  • Methazolamide
  • Methazolamide [USP:INN:BAN:JAN]

MeSH Heading

  • Methazolamide

Synonyms

  • 2-Acetylimino-3-methyl-delta(sup 4)-1,3,4-thiadiazoline-5-sulfonamide
  • 4-27-00-08221 (Beilstein Handbook Reference)
  • 5-Acetylimino-4-methyl-delta(sup 2)-1,3,4-thiadiazoline-2-sulfonamide
  • Acetamide, N-(5-(aminosulfonyl)-3-methyl-1,3,4-thiadiazol-2(3H)-ylidene)-
  • BRN 0232387
  • EINECS 209-066-7
  • HSDB 3269
  • Metazolamida
  • Metazolamida [INN-Spanish]
  • Metazolamide
  • Metazolamide [DCIT]
  • Methazolamide
  • Methazolamidum
  • Methazolamidum [INN-Latin]
  • Methenamide
  • N-(4-Methyl-2-sulfamoyl-delta(sup 2)-1,3,4-thiadiazolin-5-ylidene)acetamide
  • Neptazane
  • Neptazaneat
  • UNII-W733B0S9SD

Systematic Names

  • Acetamide, N-(4-methyl-2-sulfamoyl-delta(sup 2)-1,3,4-thiadiazolin-5-ylidene)-
  • Acetamide, N-(5-(aminosulfonyl)-3-methyl-1,3,4-thiadiazol-2(3H)-ylidene)-
  • Methazolamide

Registry Numbers

CAS Registry Number

  • 554-57-4

FDA UNII

  • W733B0S9SD

System Generated Number

  • 0000554574

Structure Descriptors

InChI

1S/C5H8N4O3S2/c1-3(10)7-4-9(2)8-5(13-4)14(6,11)12/h1-2H3,(H2,6,11,12)/b7-4+

InChIKey

FLOSMHQXBMRNHR-QPJJXVBHSA-N

Smiles

CC(=O)/N=c/1\n(nc(s1)S(=O)(=O)N)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 2420mg/kg (2420mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Journal of Medicinal Chemistry. Vol. 18, Pg. 351, 1975.
mouse LD50 intravenous > 1gm/kg (1000mg/kg)   Drugs in Japan Vol. 6, Pg. 819, 1982.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 213.5 deg C   EXP
log P (octanol-water) 0.13 (none)   EXP
Water Solubility 3500 mg/L   EXP
Vapor Pressure 7.14E-08 mm Hg 25 EST
Henry's Law Constant 4.40E-16 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 3.07E-12 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.