Chlortalidone

The IUPAC name of Chlorphthalidolone is 2-chloro-5-(1-hydroxy-3-oxo-2H-isoindol-1-yl)benzenesulfonamide. With the CAS registry number 77-36-1, it is also named as 1-Keto-3-(3'-sulfamyl-4'-chlorophenyl)-3-hydroxyisoindoline. The product's categories are Amines; Heterocycles; Intermediates & Fine Chemicals; Pharmaceuticals; Sulfur & Selenium Compounds; CHForensic and Veterinary Standards; Alphabetic; Drugs & Metabolites; Neat Compounds. It is white solid which is slightly soluble in water, ethanol, chloroform, soluble in hot ethanol. When using it, people should not breathe dust and avoid contact with skin and eyes. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -0.74; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.74; (4)ACD/LogD (pH 7.4): -0.74; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 9.41; (8)ACD/KOC (pH 7.4): 9.35; (9)#H bond acceptors: 6; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 75.3 Å²; (13)Index of Refraction: 1.694; (14)Molar Refractivity: 81.24 cm³; (15)Molar Volume: 211.5 cm³; (16)Polarizability: 32.2×10^-24 cm³; (17)Surface Tension: 72.7 dyne/cm; (18)Rotatable Bond Count: 2; (19)Tautomer Count: 2; (20)Exact Mass: 338.012805; (21)MonoIsotopic Mass: 338.012805; (22)Topological Polar Surface Area: 118; (23)Heavy Atom Count: 22; (24)Complexity: 564.

Preparation of Chlorphthalidolone: It can be obtained by diazotization, metathesis, chlorosulfonation, cyclization, amination of 2-(3-Amino-4-chlorobenzoyl) benzoic acid.

Uses of Chlorphthalidolone: It is a diuretic drug used to treat hypertension. And it has the longest duration of action, but a similar diuretic effect at maximal therapeutic doses compared with with other medications of the thiazide class.  What's more, this chemical is often used in the management of hypertension and edema. In addition, it can be used to produce 3-(4-chloro-phenyl)-2,3-dihydro-isoindol-1-one, phthalomonohydroxamic acid and 3-phenyl-2,3-dihydro-isoindol-1-one. This reaction needs reagent O₂ and solvent methanol at temperature of 20 °C and under UV-irradiation. The reaction time is 71 hours. The yield is 12%.

People can use the following data to convert to the molecule structure.
1. SMILES:O=S(=O)(N)c1c(Cl)ccc(c1)C2(O)c3ccccc3C(=O)N2
2. InChI:InChI=1/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)

The following are the toxicity data which has been tested.