Chlorothiazide

Base Information

• Chemical Name: Chlorothiazide
• CAS No.: 58-94-6
• Molecular Formula: C7H6ClN3O4S2
• Molecular Weight: 295.727
• Hs Code.: 2935904000
• European Community (EC) Number: 200-404-9
• NSC Number: 756682,25693
• UNII: 77W477J15H
• DSSTox Substance ID: DTXSID0022800
• Nikkaji Number: J2.807J
• Wikipedia: Chlorothiazide
• Wikidata: Q2603363
• NCI Thesaurus Code: C28924
• RXCUI: 2396
• Pharos Ligand ID: 26P9NV5CNYXM
• Metabolomics Workbench ID: 43155
• ChEMBL ID: CHEMBL842,CHEMBL3392493
• Mol file: 58-94-6.mol

Synonyms:Chlorothiazide

Chemical Property of Chlorothiazide

Chemical Property:

• Appearance/Colour: white crystalline powder
• Melting Point: 342-343 ºC
• Refractive Index: 1.801
• Boiling Point: 608.8°Cat760mmHg
• PKA: 6.85, 9.45(at 25℃)
• Flash Point: 322°C
• PSA: 135.45000
• Density: 2.04g/cm³
• LogP: 2.56540
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Very Slightly, Heated)
• Water Solubility.: <0.1 g/100 mL at 19.5℃
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 294.9488257
• Heavy Atom Count: 17
• Complexity: 532

Purity/Quality:

98%min ^*data from raw suppliers

Chlorothiazide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 42/43-20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C2C(=CC(=C1Cl)S(=O)(=O)N)S(=O)(=O)N=CN2
• Recent ClinicalTrials: Recombinant Human rhPTH(1-34) VS Association Alfacalcidol/Hydrochlorothiazide in Severe Primary Hypoparathyroidism
• Description: Chlorothiazide is a first-in-class thiazide diuretic initially discovered from its ability to inhibit carbonic anhydrase in vitro. As an antihypertensive agent, this thiazide increases renal excretion of sodium, potassium, chloride, and bicarbonate ions by inhibiting tubular reabsorptive mechanisms.
• Uses: This drug exhibits strong diuretic action during both acidosis and alkalosis. It is used for arterial hypertension, in edematous syndromes of various genesis, congestive effects in cardiovascular insufficiency, nephrosis and nephritis, and toxicosis. It is especially recommended for hypertonic illnesses. It lowers intraocular pressure in a number of cases. Diuretic; antihypertensive. Hydrochlorothiazide EP Impurity A.
• Therapeutic Function: Diuretic; Antihypertensive

Technology Process of Chlorothiazide

There total 7 articles about Chlorothiazide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

chloraminophenamide (121-30-2) + formic acid (64-18-6) → chlorothiazide (58-94-6)

Guidance literature:

With sulfuric acid;

Reference yield:

chloraminophenamide (121-30-2) + formic acid (64-18-6) → chlorothiazide (58-94-6)

Guidance literature:

at 90 - 100 ℃; for 5h;

Reference yield:

→ chlorothiazide (58-94-6)

Guidance literature:

/BRN= 27716/;

upstream raw materials:

chloraminophenamide

formic acid

formaldehyd

2,4-Disulfamoyl-5-chlor-formanilid

Downstream raw materials:

3-benzyl-1,1-dioxo-6-phenylsulfanyl-1,2,3,4-tetrahydro-1λ⁶-benzo[1,2,4]thiadiazine-7-sulfonic acid amide

1,1-dioxo-6-phenylsulfanyl-1,2,3,4-tetrahydro-1λ⁶-benzo[1,2,4]thiadiazine-7-sulfonic acid amide

1,1-dioxo-6-phenylsulfanyl-1,2(4)-dihydro-1λ⁶-benzo[1,2,4]thiadiazine-7-sulfonic acid amide

6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide

Refernces

• 1、 -. "CHLOROTHIAZIDE, CHLOROTHIAZIDE SALTS AND PHARMACEUTICAL COMPOSITIONS THEREOF". Page/Page column 9. . Retrieved 2011/11/06.
• 2、 ROBERTSON,DUSTERHOFT,MITCHELL Jr.. "DIURETICS. 6-SUBSTITUTED". . p. 90 - 95. Retrieved 2007/10/05.