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Substance Name: Trichlormethiazide [USP:INN:JAN]
RN: 133-67-5
UNII: Q58C92TUN0
InChIKey: LMJSLTNSBFUCMU-UHFFFAOYSA-N

Note

  • A thiazide diuretic with properties similar to those of HYDROCHLOROTHIAZIDE. (From Martindale, The Extra Pharmacopoeia, 30th ed, p830)

Molecular Formula

  • C8-H8-Cl3-N3-O4-S2

Molecular Weight

  • 380.659
 

Classification Codes

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

Name of Substance

  • Trichlormethiazide
  • Trichlormethiazide [USP:INN:JAN]

MeSH Heading

  • Trichlormethiazide

Synonyms

  • (+-)-6-Chloro-3-(dichloromethyl)-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
  • 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3-(dichloromethyl)-3,4-dihydro-, 1,1-dioxide
  • 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3-(dichloromethyl)-3,4-dihydro-, 1,1-dioxide, (+-)-
  • 3-Dichloromethyl-6-chloro-7-sulfamoyl-3,4-dihydro-1,2,4-benzothiadiazine-1,1-dioxide
  • 3-Dichloromethyl-6-chloro-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide
  • 3-Dichloromethyl-6-chloro-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine1,1-dioxide
  • 3-Dichloromethylhydrochlorothiazide
  • 6-Chloro-3-(dichloromethyl)-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
  • 6-Chloro-3-(dichloromethyl)3,4-dihydro-7-sulfamyl-1,2,4-benzothiadiazine-1,1-dioxide
  • 6-Chloro-3-dichloromethyl-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine1,1-dioxide
  • Achletin
  • Anistadin
  • Aponorin
  • BRN 0629145
  • Carvacron
  • Chlopolidine
  • Ciba 7057-Su
  • Cretonin
  • Diu-Hydrin
  • Diurazida
  • Diurese
  • Diuroral
  • EINECS 205-118-8
  • Esmarin
  • Eurinol
  • Fluitran
  • Flurese
  • Flurese (VAN)
  • Flutra
  • Gangesol
  • HSDB 3406
  • Hydrotrichlorothiazide
  • Intromene
  • Isestran
  • Kubacron
  • Metahydrin
  • Nakva
  • Naqua
  • NSC 61560
  • Salurin (wadel)
  • Schebitran
  • Tachionin
  • Tolcasone
  • Trichlordiuride
  • Trichlorex
  • Trichlormas
  • Trichlormetazid
  • Trichlormethiazid
  • Trichlormethiazide
  • Trichlormethiazidum
  • Trichlormethiazidum [INN-Latin]
  • Trichloromethiadiazide
  • Trichloromethiazide
  • Triclordiuride
  • Triclormetiazida
  • Triclormetiazida [INN-Spanish]
  • Triclormetiazide
  • Triclormetiazide [DCIT]
  • Triclormetiazide [Italian]
  • Triflumen
  • UNII-Q58C92TUN0

Systematic Names

  • 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3-(dichloromethyl)-3,4-dihydro-, 1,1-dioxide
  • Trichlormethiazide

Mixture Names

  • Metatensin
  • Naquasone (Veterinary)
  • Naquival

Registry Numbers

CAS Registry Number

  • 133-67-5

FDA UNII

  • Q58C92TUN0

Other Registry Number

  • 96782-89-7

System Generated Number

  • 0000133675

Structure Descriptors

InChI

1S/C8H8Cl3N3O4S2/c9-3-1-4-6(2-5(3)19(12,15)16)20(17,18)14-8(13-4)7(10)11/h1-2,7-8,13-14H,(H2,12,15,16)

InChIKey

LMJSLTNSBFUCMU-UHFFFAOYSA-N

Smiles

c12c(N[C@@H](C(Cl)Cl)NS2(=O)=O)cc(Cl)c(c1)S(N)(=O)=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 3320ug/kg/7W- (3.32mg/kg) BLOOD: "CHANGES IN SERUM COMPOSITION (E.G., TP, BILIRUBIN, CHOLESTEROL)" Kyorin Igakkai Zasshi. Journal of the Kyorin Medical Society. Vol. 13, Pg. 199, 1982.
mouse LD50 intraperitoneal 540mg/kg (540mg/kg)   Farmaco, Edizione Scientifica. Vol. 16, Pg. 647, 1961.
mouse LD50 intravenous 750mg/kg (750mg/kg)   "Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969Vol. -, Pg. 119, 1969.
mouse LD50 oral 2600mg/kg (2600mg/kg)   Farmaco, Edizione Scientifica. Vol. 16, Pg. 647, 1961.
rat LD50 intravenous 920mg/kg (920mg/kg)   "Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969Vol. -, Pg. 119, 1969.
rat LD50 oral 5600mg/kg (5600mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 140, Pg. 249, 1963.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 270 dec deg C   EXP
log P (octanol-water) 0.62 (none)   EXP
Water Solubility 800 mg/L 25 EXP
Vapor Pressure 3.59E-11 mm Hg 25 EST
Henry's Law Constant 7.23E-13 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 6.21E-11 cm3/molecule-sec 25 EST

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