Trichlormethiazide Inhibitor CAS No. 133-67-5

Product Name	Trichlormethiazide
Synonyms	Naquival, Achletin, Diu-Hydrin, Triflumen
CAS No.	133-67-5
Molecular Weight	380.66
Formula	C₈H₈Cl₃N₃O₄S₂
Chemical Name	6-chloro-3-(dichloromethyl)-1,1-dioxo-3,4-dihydro-2H-1?6,2,4-benzothiadiazine-7-sulfonamide
Smiles	S1(=O)(=O)NC(Nc2c1cc(c(c2)Cl)S(=O)(=O)N)C(Cl)Cl
Chemical Structure

Biological activities

Trichlormethiazide works by specificly inhibiting Na⁺/Cl^- ion reabsorption from the distal tubules of the kidneys. Trichlormethiazide is a diuretic that acts by inhibiting the kidneys' ability to retain water, for the treatment of oedema (including that which is associated with heart failure, hepatic cirrhosis and corticosteroid therapy) and hypertension. In addition, trichlormethiazide increases the excretion of potassium. Trichlormethiazide is a specific organic anion transporters (OATs) inhibitor with IC50 values of 19.2 and 71.2 µM for hOAT1 and hOAT3, respectively. Trichlormethiazide poorly inhibits hOAT2 and hOAT4 with IC50 values of 1220 and 1505 µM, respectively.^[1] Trichlormethiazide also is a weak MRP4 inhibitors with IC50??00 µM.^[2] In addition, incubation in vitro of human recombinant and erythrocyte (RBC) thiopurine methyl transferase (TPMT) with trichlormethiazide, trichlormethiazide inhibits both enzyme preparations with IC50 values of 1 mM.^[3] In vivo, trichlormethiazide shows a longer lasting pattern of natriuresis than S-8666 and furosemide.^[4]

Protocols

Molecular levels: In vitro: Trichlormethiazide is dissolved in DMSO.^[3]

References

[1] Hasannejad H, et al. Interactions of human organic anion transporters with diuretics. J Pharmacol Exp Ther. 2004, 308(3): 1021-1029. [2] Hasegawa M, et al. Multidrug resistance-associated protein 4 is involved in the urinary excretion of hydrochlorothiazide and furosemide. J Am Soc Nephrol. 2007, 18(1): 37-45. [3] Lysaa RA, et al. Inhibition of human thiopurine methyltransferase by furosemide, bendroflumethiazide and trichlormethiazide. Eur J Clin Pharmacol. 1996, 49(5): 393-396. [4] Masuhisa N, et al. Diuretic effects of a novel uricosuric antihypertensive S-8666 in rats, mice, monkeys, and dogs: Comparison with furosemide and trichlormethiazide. Drug Development Research. 1988, 12(1): 41-51.

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