A thiazide-like diuretic
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Chlorthalidone

Item No. 16213

Technical Information
Formal Name
2-chloro-5-(2,3-dihydro-1-hydroxy-3-oxo-1H-isoindol-1-yl)-benzenesulfonamide
CAS Number
77-36-1
Synonyms
  • Hygroton
  • NSC 69200
  • Oradil
  • Thalitone®
Molecular Formula
C14H11ClN2O4S
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 10 mg/ml
SMILES
ClC1=C(S(N)(=O)=O)C=C(C2(O)NC(C3=C2C=CC=C3)=O)C=C1
InChi Code
InChI=1S/C14H11ClN2O4S/c15-11-6-5-8(7-12(11)22(16,20)21)14(19)10-4-2-1-3-9(10)13(18)17-14/h1-7,19H,(H,17,18)(H2,16,20,21)
InChi Key
JIVPVXMEBJLZRO-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Chlorthalidone is a thiazide-like diuretic that inhibits the Na+/Cl- cotransporter in the distal convoluted tubule of the kidney, which prevents reabsorption of sodium and chloride leading to a reduction in plasma volume and cardiac output.1 It also inhibits carbonic anhydrase (CA), including the isoforms CAVB, VII, IX, XII, and XIII (Kis = 2.8-23 nM) and, to a lesser extent, CAI, CAII, IV, VA, and VI (Kis = 138-1,347 nM), which may mediate its sustained vasodilatory activity.2 Dietary administration of chlorthalidone (8 mg per animal per day) reduces arterial hypertension and prevents or reduces ventricular hypertrophy in DOCA-salt hypertensive rats.3 Formulations containing chlorthalidone have been used alone or in combination with other antihypertensive agents to lower arterial blood pressure and as adjuvants to address edema caused by cardiac or renal disorders.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Roush, G.C., Buddharaju, V., Ernst, M.E., et alChlorthalidone: Mechanisms of action and effect on cardiovascular events. Curr. Hypertens. Rep. 15(5), 514-521 (2013).

    2. Temperini, C., Cecchi, A., Scozzafava, A., et alCarbonic anhydrase inhibitors. Interaction of indapamide and related diuretics with 12 mammalian isozymes and X-ray crystallographic studies for the indapamide-isozyme II adduct. Bioorg. Med. Chem. Lett. 18(8), 2567-2573 (2008).

    3. Cabral, A.M., Carvalhinho, F.B., Vasquez, E.C., et alEffects of chlorthalidone on ventricular hypertrophy in deoxycorticosterone acetate-salt hypertensive rats. Hypertension 23(1 Suppl), I180-I184 (1994).