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Substance Name: Metolazone [USAN:USP:INN:BAN:JAN]
RN: 17560-51-9
UNII: TZ7V40X7VX
InChIKey: AQCHWTWZEMGIFD-UHFFFAOYSA-N

Note

  • A quinazoline-sulfonamide derived DIURETIC that functions by inhibiting SODIUM CHLORIDE SYMPORTERS.

Molecular Formula

  • C16-H16-Cl-N3-O3-S

Molecular Weight

  • 365.839
 

Classification Codes

  • Antihypertensive
  • Antihypertensive Agents
  • Cardiovascular Agents
  • Diuretic
  • Diuretics
  • Drug / Therapeutic Agent
  • Human Data
  • Membrane Transport Modulators
  • Natriuretic Agents
  • Reproductive Effect
  • Sodium Chloride Symporter Inhibitors
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Names and Synonyms

Name of Substance

  • Metolazone
  • Metolazone [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Metolazone

Synonyms

  • 2-Methyl-3-o-tolyl-6-sulfamyl-7-chloro-1,2,3,4-tetrahydro-4-quinazolinone
  • 5-25-09-00212 (Beilstein Handbook Reference)
  • 6-Quinazolinesulfonamide, 7-chloro-1,2,3,4-tetrahydro-2-methyl-3-(2-methylphenyl)-4-oxo-
  • 6-Quinazolinesulfonamide, 7-chloro-1,2,3,4-tetrahydro-2-methyl-4-oxo-3-o-tolyl-
  • 7-Chloro-1,2,3,4-tetrahydro-2-methyl-3-(2-methylphenyl)-4-oxo-6-quinazolinesulfonamide
  • 7-Chloro-1,2,3,4-tetrahydro-2-methyl-4-oxo-3-o-tolyl-6-quinazolinesulfonamide
  • BRN 0965506
  • Diulo
  • EINECS 241-539-3
  • HSDB 3367
  • Metalozone
  • Metenix
  • Metolazona
  • Metolazona [INN-Spanish]
  • Metolazone
  • Metolazonum
  • Metolazonum [INN-Latin]
  • Microx
  • Mykrox
  • NSC 759581
  • Oldren
  • SR 720-22
  • UNII-TZ7V40X7VX
  • Zaroxolyn

Systematic Names

  • 6-Quinazolinesulfonamide, 1,2,3,4-tetrahydro-7-chloro-2-methyl-4-oxo-3-o-tolyl-
  • 6-Quinazolinesulfonamide, 7-chloro-1,2,3,4-tetrahydro-2-methyl-3-(2-methylphenyl)-4-oxo-
  • Metolazone

Registry Numbers

CAS Registry Number

  • 17560-51-9

FDA UNII

  • TZ7V40X7VX

System Generated Number

  • 0017560519

Structure Descriptors

InChI

InChI=1S/C16H16ClN3O3S/c1-9-5-3-4-6-14(9)20-10(2)19-13-8-12(17)15(24(18,22)23)7-11(13)16(20)21/h3-8,10,19H,1-2H3,(H2,18,22,23)

InChIKey

AQCHWTWZEMGIFD-UHFFFAOYSA-N

Smiles

CC1Nc2cc(Cl)c(cc2C(=O)N1c3ccccc3C)S(=O)(=O)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 2mg/kg/2W-I (2mg/kg) VASCULAR: STRICTIRA; CJAMGES OM VESSE;S Postgraduate Medical Journal. Vol. 67, Pg. 860, 1991.
mouse LD50 intraperitoneal > 1500mg/kg (1500mg/kg)   United States Patent Document. Vol. #3360518,
mouse LD50 intraperitoneal > 1500mg/kg (1500mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) United States Patent Document. Vol. #3360518,
mouse LD50 oral > 5gm/kg (5000mg/kg)   United States Patent Document. Vol. #3360518,
mouse LD50 subcutaneous > 5gm/kg (5000mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 24, Pg. 261, 1982.
rat LD50 intraperitoneal > 5gm/kg (5000mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 24, Pg. 261, 1982.
rat LD50 oral > 5gm/kg (5000mg/kg)   Drugs in Japan Vol. 6, Pg. APP-20, 1982.
rat LD50 subcutaneous > 5gm/kg (5000mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 24, Pg. 261, 1982.
women TDLo oral 150ug/kg (0.15mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: GENERAL ANESTHETIC		 British Medical Journal. Vol. 1, Pg. 1381, 1976.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 256 deg C   EXP
log P (octanol-water) 1.840 (none)   EST
Water Solubility 60.3 mg/L 25 EXP
Atmospheric OH Rate Constant 9.53E-11 cm3/molecule-sec 25 EST

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