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Substance Name: Hydrochlorothiazide [USP:INN:BAN:JAN]
RN: 58-93-5
UNII: 0J48LPH2TH
InChIKey: JZUFKLXOESDKRF-UHFFFAOYSA-N

Note

  • A thiazide diuretic often considered the prototypical member of this class. It reduces the reabsorption of electrolytes from the renal tubules. This results in increased excretion of water and electrolytes, including sodium, potassium, chloride, and magnesium. It is used in the treatment of several disorders including edema, hypertension, diabetes insipidus, and hypoparathyroidism.

Molecular Formula

  • C7-H8-Cl-N3-O4-S2

Molecular Weight

  • 297.7422
 

Classification Codes

Classification Codes

  • Antihypertensive Agents
  • Cardiovascular Agents
  • Diuretic
  • Diuretics
  • Drug / Therapeutic Agent
  • Human Data
  • Membrane Transport Modulators
  • Mutation Data
  • Natriuretic Agents
  • Sodium Chloride Symporter Inhibitors
  • Tumor Data

Superlist Classification Code

  • Overall Carcinogenic Evaluation: Group 3

Names and Synonyms

Name of Substance

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

MeSH Heading

  • Hydrochlorothiazide

Synonyms

  • 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3,4-dihydro-, 1, 1-dioxide
  • 3,4-Dihydro-6-chloro-7-sulfamyl-1,2,4-benzothiadiazine-1,1-dioxide
  • 3,4-Dihydrochlorothiazide
  • 6-Chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
  • 6-Chloro-3,4-dihydro-7-sulfamoyl-2H-1,2,4-benzothiadiazine 1,1-dioxide
  • 6-Chloro-7-sulfamoyl-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide
  • Acesistem
  • Acuilix
  • Acuretic
  • Aldactazide 25/25
  • Aldazida
  • Aldectazide 50/50
  • Aldoril D30
  • Aldoril D50
  • Apo-Hydro
  • Apresazide
  • Aquarills
  • Aquarius
  • Aquazide H
  • Aquazide-H
  • Bremil
  • Briazide
  • BRN 0625101
  • Carozide
  • Catiazida
  • CCRIS 2082
  • Chlorizide
  • Chlorosulthiadil
  • Chlorsulfonamidodihydrobenzothiadiazine dioxide
  • Chlorzide
  • Chlothia
  • Cidrex
  • Clorana
  • Concor Plus
  • Condiuren
  • Diaqua
  • Dichlorosal
  • Dichlotiazid
  • Dichlotride
  • Diclotride
  • Didral
  • Dihydran
  • Dihydrochlorothiazid
  • Dihydrochlorothiazide
  • Dihydrochlorothiazidum
  • Direma
  • Disalunil
  • Disothiazid
  • Diu 25 Vigt
  • Diu-melusin
  • Diurogen
  • Dixidrasi
  • Drenol
  • Dyazide
  • EINECS 200-403-3
  • Esidrix
  • Esoidrina
  • Fluvin
  • HCT
  • HCT-Isis
  • HCTZ
  • HCZ
  • Hidril
  • Hidro-Niagrin
  • Hidrochlortiazid
  • Hidroclorotiazida
  • Hidroclorotiazida [INN-Spanish]
  • Hidroronol
  • Hidrosaluretil
  • Hidrotiazida
  • HSDB 3096
  • Hyclosid
  • Hydrex
  • Hydrex-semi
  • Hydril
  • Hydro Par
  • Hydro-Aquil
  • Hydro-D
  • Hydro-Diuril
  • Hydro-Saluric
  • Hydro-T
  • Hydrochlorat
  • Hydrochlorot
  • Hydrochlorothiazid
  • Hydrochlorothiazide
  • Hydrochlorothiazide intensol
  • Hydrochlorothiazidum
  • Hydrochlorothiazidum [INN-Latin]
  • Hydrochlorthiazide
  • Hydrochlorthiazidum
  • Hydrocot
  • Hydrodiuretic
  • Hydrodiuril
  • Hydrosaluric
  • Hydrothide
  • Hydrozide
  • Hydrozide Injection, Veterinary
  • Hypothiazid
  • Hypothiazide
  • Hytrid
  • Idroclorotiazide
  • Idroclorotiazide [DCIT]
  • Idrotiazide
  • Inderide 80/25
  • Indroclor
  • Ivaugan
  • Jen-Diril
  • Lopressor HCT
  • Manuril
  • Maschitt
  • Mazide 25 mg
  • Medozide
  • Megadiuril
  • Microzide
  • Mictrin
  • Mikorten
  • Modurcen
  • Moduretic
  • Natrinax
  • NCI-C55925
  • Nefrix
  • Nefrol
  • Neo-codema
  • Neo-Flumen
  • Neo-Minzil
  • Neoflumen
  • Newtolide
  • Novodiurex
  • NSC 53477
  • Oretic
  • Pantemon
  • Panurin
  • Raunova Plus
  • Ro-Hydrazide
  • Roxane
  • Saldiuril
  • Selozide
  • Servithiazid
  • Spironazide
  • SU 5879
  • Tandiur
  • Thiuretic
  • Unazid
  • UNII-0J48LPH2TH
  • Urodiazin
  • Urozide
  • Vetidrex
  • Zide

Systematic Names

  • 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3,4-dihydro-, 1,1-dioxide
  • Hydrochlorothiazide

Superlist Name

  • Hydrochlorothiazide

Mixture Names

  • Accuretic
  • Aldactazide
  • Aldoril
  • Apresazide
  • Caplaril
  • Capozide
  • Dutoprol
  • Dyazide
  • Esimil
  • H.H. 25/25
  • H.H. 50/50
  • Hidrotiazida
  • Hydropres
  • Hyzaar
  • Inderide
  • Lotensin HCT
  • Maxzide
  • Moduretic
  • Prinzide
  • Ser-Ap-Es
  • Tekturna HCT
  • Timolide
  • Unipres
  • Vaseretic
  • Ziac

Registry Numbers

CAS Registry Number

  • 58-93-5

FDA UNII

  • 0J48LPH2TH

Other Registry Numbers

  • 125727-50-6
  • 8049-49-8

System Generated Number

  • 0000058935

Structure Descriptors

InChI

InChI=1S/C7H8ClN3O4S2/c8-4-1-5-7(2-6(4)16(9,12)13)17(14,15)11-3-10-5/h1-2,10-11H,3H2,(H2,9,12,13)

InChIKey

JZUFKLXOESDKRF-UHFFFAOYSA-N

Smiles

NS(=O)(=O)c1cc2c(NCNS2(=O)=O)cc1Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 250mg/kg (250mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 124, 1973.
man TDLo oral 12857ug/kg/9D (12.857mg/kg)   American Journal of Medicine. Vol. 70, Pg. 1163, 1981.
man TDLo oral 12857ug/kg/9D (12.857mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 American Journal of Medicine. Vol. 70, Pg. 1163, 1981.
man TDLo oral 75mg/kg/30W-I (75mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: MUSCLE WEAKNESS

GASTROINTESTINAL: OTHER CHANGES		 Rinsho Shinkeigaku. Clinical Neurology. Vol. 17, Pg. 162, 1977.
mouse LD50 intraperitoneal 578mg/kg (578mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 77, 1965.
mouse LD50 intravenous 590mg/kg (590mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 Journal of Pharmacology and Experimental Therapeutics. Vol. 134, Pg. 273, 1961.
mouse LD50 oral 1175mg/kg (1175mg/kg)   Farmatsevtichnii Zhurnal Vol. (1), Pg. 44, 1983.
mouse LD50 subcutaneous 1470mg/kg (1470mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 124, 1973.
mouse LD50 unreported 1100mg/kg (1100mg/kg)   Farmatsevtichnii Zhurnal Vol. (5), Pg. 26, 1983.
rabbit LD50 intravenous 461mg/kg (461mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 124, 1973.
rat LD50 intraperitoneal 234mg/kg (234mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 124, 1973.
rat LD50 intravenous 990mg/kg (990mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 140, Pg. 249, 1963.
rat LD50 oral 2750mg/kg (2750mg/kg)   Toxicology and Applied Pharmacology. Vol. 1, Pg. 333, 1959.
rat LD50 subcutaneous 1270mg/kg (1270mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 124, 1973.
women LDLo oral 2500ug/kg/5D- (2.5mg/kg)   American Journal of Medicine. Vol. 70, Pg. 1163, 1981.
women LDLo oral 2500ug/kg/5D- (2.5mg/kg) BEHAVIORAL: COMA American Journal of Medicine. Vol. 70, Pg. 1163, 1981.
women TDLo oral 250ug/kg (0.25mg/kg) LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA

CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP

VASCULAR: SHOCK		 Annals of Pharmacotherpy. Vol. 29, Pg. 701, 1995.
women TDLo oral 500ug/kg (0.5mg/kg) LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES		 Lancet. Vol. 348, Pg. 1035, 1996.
women TDLo oral 500ug/kg (0.5mg/kg)   Israel Journal of Medical Sciences. Vol. 28, Pg. 880, 1992.
women TDLo oral 500ug/kg (0.5mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION

LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA		 Annals of Emergency Medicine. Vol. 16, Pg. 901, 1987.
women TDLo oral 500ug/kg (0.5mg/kg) LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA

GASTROINTESTINAL: NAUSEA OR VOMITING		 Drug Intelligence and Clinical Pharmacy. Vol. 18, Pg. 238, 1984.
women TDLo oral 2mg/kg/12H-I (2mg/kg)   Southern Medical Journal. Vol. 76, Pg. 1363, 1983.
women TDLo oral 2mg/kg/12H-I (2mg/kg)   Southern Medical Journal. Vol. 76, Pg. 1363, 1983.
women TDLo oral 34884ug/kg/30 (34.884mg/kg) BLOOD: "CHANGES IN SERUM COMPOSITION (E.G., TP, BILIRUBIN, CHOLESTEROL)"

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Tokyo Joshi Ika Daigaku Zasshi. Journal of Tokyo Women's Medical College. Vol. 53, Pg. 1226, 1983.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 274 deg C   EXP
pKa Dissociation Constant 7.9 (none)   EXP
log P (octanol-water) -0.07 (none)   EXP
Water Solubility 722 mg/L 25 EXP
Vapor Pressure 1.32E-09 mm Hg 25 EST
Henry's Law Constant 4.39E-12 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 8.22E-11 cm3/molecule-sec 25 EST

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