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Substance Name: Methyclothiazide [USAN:USP:INN:BAN:JAN]
RN: 135-07-9
UNII: L3H46UAC61
InChIKey: CESYKOGBSMNBPD-UHFFFAOYSA-N

Note

  • A thiazide diuretic with properties similar to those of HYDROCHLOROTHIAZIDE. (From Martindale, The Extra Pharmacopoeia, 30th ed, p825)

Molecular Formula

  • C9-H11-Cl2-N3-O4-S2

Molecular Weight

  • 360.241
 

Classification Codes

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

Names and Synonyms

Name of Substance

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

MeSH Heading

  • Methyclothiazide

Synonyms

  • (+-)-6-Chloro-3-(chloromethyl)-3,4-dihydro-2-methyl-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
  • 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3-(chloromethyl)-3,4-dihydro-2-methyl-, 1,1-dioxide, (+-)-
  • 6-Chloro-3-(chloromethyl)-3,4-dihydro-2-methyl-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
  • 6-Chloro-3-chloromethyl-2-methyl-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide
  • Aquatensen
  • BRN 0765361
  • CI-625
  • Ciba 7272-Su
  • Duretic
  • EINECS 205-172-2
  • Enduron
  • Enduronum
  • HSDB 3363
  • Methyclothiazid
  • Methyclothiazide
  • Methyclothiazidum
  • Methyclothiazidum [INN-Latin]
  • Methycyclothiazide
  • Meticlotiazida
  • Meticlotiazida [INN-Spanish]
  • Meticlotiazide
  • Meticlotiazide [DCIT]
  • Naturon
  • Naturon (VAN)
  • NSC 110431
  • NSC-110431
  • UNII-L3H46UAC61

Systematic Names

  • 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3-(chloromethyl)-3,4-dihydro-2-methyl-, 1,1-dioxide
  • Methyclothiazide

Mixture Names

  • Diutensen-R
  • Enduronyl
  • Eutron

Registry Numbers

CAS Registry Number

  • 135-07-9

FDA UNII

  • L3H46UAC61

System Generated Number

  • 0000135079

Structure Descriptors

InChI

1S/C9H11Cl2N3O4S2/c1-14-9(4-10)13-6-2-5(11)7(19(12,15)16)3-8(6)20(14,17)18/h2-3,9,13H,4H2,1H3,(H2,12,15,16)

InChIKey

CESYKOGBSMNBPD-UHFFFAOYSA-N

Smiles

c12c(cc(S(N)(=O)=O)c(c2)Cl)S([N@@](C)[C@@H](N1)CCl)(=O)=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 870mg/kg (870mg/kg)   "Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969Vol. -, Pg. 77, 1969.
mouse LD50 intravenous 400mg/kg (400mg/kg)   "Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969Vol. -, Pg. 77, 1969.
mouse LD50 oral > 10gm/kg (10000mg/kg)   Drugs in Japan Vol. 6, Pg. 825, 1982.
rat LD50 intraperitoneal 2gm/kg (2000mg/kg)   "Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969Vol. -, Pg. 77, 1969.
rat LD50 oral > 4gm/kg (4000mg/kg)   Drugs in Japan Vol. 6, Pg. 825, 1982.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 225 deg C   EXP
pKa Dissociation Constant 9.4 (none)   EXP
log P (octanol-water) 1.42 (none)   EXP
Water Solubility 11.2 mg/L 25 EST
Vapor Pressure 9.74E-11 mm Hg 25 EST
Henry's Law Constant 4.50E-12 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 6.35E-11 cm3/molecule-sec 25 EST

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