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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
- All
- Classifications
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- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
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
- 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
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-NSmiles
c12c(N[C@@H](C)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.