| Identification | Back Directory | [Name]
Chlorthalidone Impurity G | [CAS]
16289-13-7 | [Synonyms]
Chlorthalidone Impurity G
3-(3,4-Dichlorophenyl)-3-hydroxy-phthalimidin
(3-(3,4-Dichlorophenyl)-3-hydroxy-phthalimidine) | [Molecular Formula]
C14H9Cl2NO2 | [MDL Number]
MFCD18252405 | [MOL File]
16289-13-7.mol | [Molecular Weight]
294.133 |
| Chemical Properties | Back Directory | [Appearance]
White Solid | [Melting point ]
197-2010C | [storage temp. ]
-20?C Freezer | [solubility ]
Acetonitrile (Slightly), DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [color ]
White | [CAS DataBase Reference]
16289-13-7 |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
Chlorthalidone impurity. Antihypertensive agent | [Description]
Chlorthalidone impurity G is a potential impurity found in commercial preparations of chlorthalidone that has moderate antihypertensive effects. 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. 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. Dietary administration of chlorthalidone (8 mg per animal per day) reduces arterial hypertension and prevents or reduces ventricular hypertrophy in DOCA-salt hypertensive rats. 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. | [storage]
Store at -20°C | [References]
[1] JOHN G. TOPLISS. Antihypertensive Agents. III.1 3-Hydroxy-3-phenylphthalimidines[J]. Journal of Medicinal Chemistry, 1964, 7 4: 453-456. DOI: 10.1021/jm00334a012
[2] GEORGE C ROUSH. Chlorthalidone: mechanisms of action and effect on cardiovascular events.[J]. Current Hypertension Reports, 2013, 15 5: 514-521. DOI: 10.1007/s11906-013-0372-1
[3] CLAUDIA TEMPERINI. Carbonic anhydrase inhibitors. Interaction of indapamide and related diuretics with 12 mammalian isozymes and X-ray crystallographic studies for the indapamide–isozyme II adduct[J]. Bioorganic & Medicinal Chemistry Letters, 2008, 18 8: Pages 2567-2573. DOI: 10.1016/j.bmcl.2008.03.051
[4] A M CABRAL. Effects of chlorthalidone on ventricular hypertrophy in deoxycorticosterone acetate-salt hypertensive rats.[J]. Hypertension, 1994, 23 1 Suppl: I180-4. DOI: 10.1161/01.hyp.23.1_suppl.i180 |
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