Trichlormethiazide

From Wikipedia, the free encyclopedia
Jump to: navigation, search
Trichlormethiazide
Trichlormethiazide.svg
Trichlormethiazide-3D-spacefill.png
Clinical data
AHFS/Drugs.com Micromedex Detailed Consumer Information
Pregnancy
category
  • B (D if used to treat pregnancy-induced hypertension)
Routes of
administration
Oral (capsules, tablets, oral solution)
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability Variably absorbed from GI tract
Excretion Primarily excreted unchanged in urine
Identifiers
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
ECHA InfoCard 100.004.654
Chemical and physical data
Formula C8H8Cl3N3O4S2
Molar mass 380.6558 g/mol
 NYesY (what is this?)  (verify)

Trichlormethiazide (INN, currently being sold under the brand names of Achletin, Diu-Hydrin and Triflumen) is a diuretic with properties similar to those of hydrochlorothiazide.[1] It is usually administered for the treatment of oedema (including that which is associated with heart failure, hepatic cirrhosis and corticosteroid therapy) and hypertension.[1] In veterinary medicine, trichlormethiazide can be combined with dexamethasone to be used on horses with mild swelling of distal limbs and general bruising.[2]

As a diuretic (in particular a thiazide), trichlormethiazide encourages water loss from the body.[1] Trichlormethiazide works by inhibiting Na+/Cl ion reabsorption from the distal tubules of the kidneys.[1] In addition, trichlormethiazide increases the excretion of potassium.[1]

Mechanism[edit]

Trichlormethiazide appears to block the active reabsorption of chloride and possibly sodium in the ascending loop of Henle. This results in excretion of sodium, chloride and water, and thus acts as a diuretic.[1] Although trichlormethiazide is used to treat

Synthesis[edit]

Trichlormethiazide is 1,1-dioxide 3,4-dihydro-3-(dichlormethyl)-6-chloro-2H-1,2,4-benzothiadiazin-7-sulfonamide.

Trichlormethiazide synthesis:[3][4][5][6][7][8]

Synonyms of this drug are esmarin, esmalorid, anatran, carvacron, intromene, sanamirone, methahydrin, naqua, triazide, and others.

References[edit]

  1. ^ a b c d e f "DrugBank: DB01021 (Trichlormethiazide)". DrugBank. Retrieved 2008-01-23. 
  2. ^ "Trichlormethiazide and Dexamethasone for veterinary use". Wedgewood Pharmacy. Retrieved 2008-01-24. 
  3. ^ Scherico Ltd., Br. GB 949373  (1960).
  4. ^ G. de Stevens, L.H. Werner, Ger. DE 1147233  (1960).
  5. ^ De Stevens, G; Werner, L. H.; Barrett, W. E.; Chart, J. J.; Renzi, A. H. (1960). "The chemistry and pharmacology of hydrotrichlorothiazide". Experientia. 16: 113–4. doi:10.1007/bf02158094. PMID 13815073. 
  6. ^ M.H. Sherlock, N. Sperber, J. Topliss, Experientia, 16, 184 (1960).
  7. ^ Scherico Ltd., GB 954023  (1960).
  8. ^ W.J. Close, U.S. Patent 3,264,292 (1960).