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Substance Name: Chlorthalidone [USAN:USP]
RN: 77-36-1
UNII: Q0MQD1073Q
InChIKey: JIVPVXMEBJLZRO-UHFFFAOYSA-N

Note

  • A benzenesulfonamide-phthalimidine that tautomerizes to a BENZOPHENONES form. It is considered a thiazide-like diuretic.

Molecular Formula

  • C14-H11-Cl-N2-O4-S

Molecular Weight

  • 338.7699
 

Classification Codes

  • Antihypertensive Agents
  • Cardiovascular Agents
  • Diuretic
  • Diuretics
  • Human Data
  • Membrane Transport Modulators
  • Natriuretic Agents
  • Reproductive Effect
  • Sodium Chloride Symporter Inhibitors

Names and Synonyms

Name of Substance

  • Chlortalidone [INN]
  • Chlorthalidone
  • Chlorthalidone [USAN:USP]

MeSH Heading

  • Chlorthalidone

Synonyms

  • (+-)-Chlorthalidone
  • (+-)-Hygroton
  • 1-Keto-3-(3'-sulfamyl-4'-chlorophenyl)-3-hydroxyisoindoline
  • 1-Oxo-3-(3-sulfamyl-4-chlorophenyl)-3-hydroxyisoindoline
  • 2-Chloro-5-(1-hydroxy-3-oxo-1-isoindolinyl)benzenesulfonamide
  • 3-(4'-Chloro-3'-sulfamoylphenyl)-3-hydroxyphthalimidine
  • 3-Hydroxy-3-(4-chloro-3-sulfamylphenyl)phthalimidine
  • 5-22-07-00602 (Beilstein Handbook Reference)
  • Benzenesulfonamide, 2-chloro-5-(1-hydroxy-3-oxo-1-isoindolinyl)-
  • Benzenesulfonamide, 2-chloro-5-(2,3-dihydro-1-hydroxy-3-oxo-1H-isoindol-1-yl)-
  • BRN 0312295
  • Chlorothalidone
  • Chlorphthalidolone
  • Chlorphthalidone
  • Chlortalidone
  • Chlortalidonum
  • Chlortalidonum [INN-Latin]
  • Chlorthalidon
  • Chlorthalidone
  • Clortalidona
  • Clortalidona [INN-Spanish]
  • Clortalidone
  • Clortalidone [DCIT]
  • EINECS 201-022-5
  • Famolin
  • G 33182
  • G-33182
  • Higroton
  • HSDB 3035
  • Hydro-Long
  • Hygroton
  • Igroton
  • Isoren
  • Natriuran
  • NSC 69200
  • Oksodolin (oxodolin)
  • Oradil
  • Oxodolin
  • Phthalamodine
  • Phthalamudine
  • Racemic chlorthalidone
  • Renon
  • Saluretin
  • Thalitone
  • UNII-Q0MQD1073Q
  • Urolin
  • Zambesil

Systematic Names

  • Benzenesulfonamide, 2-chloro-5-(1-hydroxy-3-oxo-1-isoindolinyl)-
  • Benzenesulfonamide, 2-chloro-5-(2,3-dihydro-1-hydroxy-3-oxo-1H-isoindol-1-yl)-
  • Chlortalidone

Mixture Names

  • Combipres
  • Demi-Regroton
  • Regroton
  • Tenoretic

Registry Numbers

CAS Registry Number

  • 77-36-1

FDA UNII

  • Q0MQD1073Q

System Generated Number

  • 0000077361

Structure Descriptors

InChI

1S/C14H11ClN2O4S/c15-11-6-5-8(7-12(11)22(16,20)21)14(19)10-4-2-1-3-9(10)13(18)17-14/h1-7,19H,(H,17,18)(H2,16,20,21)

InChIKey

JIVPVXMEBJLZRO-UHFFFAOYSA-N

Smiles

c1ccc2c(c1)C(=O)NC2(c3ccc(c(c3)S(=O)(=O)N)Cl)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral > 5gm/kg (5000mg/kg)   Drugs in Japan Vol. 6, Pg. 249, 1982.
human TDLo oral 2587ug/kg/8D- (2.587mg/kg) BEHAVIORAL: HEADACHE

GASTROINTESTINAL: NAUSEA OR VOMITING

SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE
JAMA, Journal of the American Medical Association. Vol. 258, Pg. 484, 1987.
man TDLo oral 5714ug/kg/4D- (5.714mg/kg) ENDOCRINE: HYPERGLYCEMIA

VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION

BLOOD: OTHER CHANGES
JAMA, Journal of the American Medical Association. Vol. 220, Pg. 1592, 1972.
mouse LD50 oral > 5gm/kg (5000mg/kg)   Drugs in Japan Vol. 6, Pg. 249, 1982.
mouse LD50 subcutaneous > 5gm/kg (5000mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 9, Pg. 759, 1967.
rabbit LD50 oral > 5gm/kg (5000mg/kg)   Drugs in Japan Vol. 6, Pg. 249, 1982.
rat LD50 oral > 5gm/kg (5000mg/kg)   Drugs in Japan Vol. 6, Pg. 249, 1982.
rat LD50 subcutaneous > 5gm/kg (5000mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 9, Pg. 759, 1967.
women TDLo oral 12mg/kg/6D-I (12mg/kg)   Southern Medical Journal. Vol. 79, Pg. 629, 1986.
women TDLo oral 12mg/kg/6D-I (12mg/kg)   Southern Medical Journal. Vol. 79, Pg. 629, 1986.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 239 deg C   EXP
log P (octanol-water) 0.85 (none)   EXP
Water Solubility 120 mg/L 20 EXP
Atmospheric OH Rate Constant 9.91E-12 cm3/molecule-sec 25 EST

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