Dichlorphenamide

Base Information

• Chemical Name: Dichlorphenamide
• CAS No.: 120-97-8
• Molecular Formula: C6H6Cl2N2O4S2
• Molecular Weight: 305.163
• Hs Code.: 2935904000
• European Community (EC) Number: 204-440-6
• UNII: VVJ6673MHY
• DSSTox Substance ID: DTXSID1022922
• Nikkaji Number: J8.589H
• Wikipedia: Diclofenamide
• Wikidata: Q3706987
• NCI Thesaurus Code: C65376
• RXCUI: 3353
• Pharos Ligand ID: UYM53YCZAV13
• Metabolomics Workbench ID: 43366
• ChEMBL ID: CHEMBL17
• Mol file: 120-97-8.mol

Synonyms:Daranide;Dichlofenamide;Dichlorphenamide;Diclofenamid;Glauconide

Chemical Property of Dichlorphenamide

Chemical Property:

• Appearance/Colour: white or nearly white crystalline powder
• Vapor Pressure: 0.0079mmHg at 25°C
• Melting Point: 239-241oC
• Refractive Index: 1.596
• Boiling Point: 590.5 °C at 760 mmHg
• PKA: pKa 7.4 (Uncertain);8.6 (Uncertain)
• Flash Point: 310.9 °C
• PSA: 137.08000
• Density: 1.782 g/cm³
• LogP: 3.85040
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Acetonitrile (Slightly), Chloroform, DMSO (Slightly), Methanol
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 303.9146044
• Heavy Atom Count: 16
• Complexity: 452

Purity/Quality:

99% ^*data from raw suppliers

Diclofenamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 63
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1S(=O)(=O)N)Cl)Cl)S(=O)(=O)N
• Recent ClinicalTrials: Hyper- and Hypokalemic Periodic Paralysis Study
• Recent EU Clinical Trials: Double-blind, placebo-controlled, parallel group, phase III study comparing dichlorphenamide vs. placebo for the treatment of periodic paralysis
• Uses: Diclofenamide is a potent carbonic anhydrase inhibitor. Diclofenamide may provide a therapeutic strategy in the inhibition of the human cytosolic isoforms I and II and transmembrane tumor-associated i soenzymes IX and XII. Diclofenamide has been shown to be is effective in the prevention of episodic weakness in both hypokalemic periodic paralysis (HypoPP) and potassium-sensitive periodic paralysis (PSPP). Like the drugs described above, dichlorphenamide is used for secreting excess water in cases of elevated intraocular pressure, and it is used for treating wide-angle and secondary glaucoma as well as in cases where it is necessary to lower intraocular pressure before surgical intervention in severe wide-angle glaucoma. Diclofenamide is a potent carbonic anhydrase inhibitor. Diclofenamide may provide a therapeutic strategy in the inhibition of the human cytosolic isoforms I and II and transmembrane tumor-associated isoenzymes IX and XII. Diclofenamide has been shown to be is effective in the prevention of episodic weakness in both hypokalemic periodic paralysis (HypoPP) and potassium-sensitive periodic paralysis (PSPP).
• Therapeutic Function: Carbonic anhydrase inhibitor, Antiglaucoma
• Clinical Use: Dichlorphenamide is a disulfonamide derivative that shares the same pharmacological properties。The dose of dichlorphenamide is 25 to 100 mg one to three times a day.

Technology Process of Dichlorphenamide

There total 3 articles about Dichlorphenamide 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:

5-chloro-4-hydroxybenzene-1,3-disulfonyl chloride (71293-22-6) → dichlorophenamide (120-97-8) + 2,3-dichloro-5-(3,4-dichloro-5-sulfamoylphenyl)sulfonyl-benzenesulfonamide + 2,3-dichloro-5-(2,3-dichloro-5-sulfamoylphenyl)sulfonyl-benzenesulfonamide

Guidance literature:

5-chloro-4-hydroxybenzene-1,3-disulfonyl chloride; With phosphorus pentachloride; In toluene; for 1.5h; Reflux;

With ammonium hydroxide; In tetrahydrofuran; toluene; at 20 ℃;

DOI:10.14233/ajchem.2021.23166

Reference yield:

4,5-dichloro-1,3-benzenedisulfonyl chloride (70269-54-4) → dichlorophenamide (120-97-8)

Guidance literature:

With ammonia;

Reference yield:

→ dichlorophenamide (120-97-8)

Guidance literature:

4,5-Dichlor-benzol-1,3-disulfonsaeure-dichlorid, fluessig. NH3;

DOI:10.1111/j.2042-7158.1960.tb12684.x

upstream raw materials:

4,5-dichloro-1,3-benzenedisulfonyl chloride

5-chloro-4-hydroxybenzene-1,3-disulfonyl chloride

Refernces

• 1、 BOGGIANO,CONDON,DAVIES,JACKMAN,OVERELL,PETROW,STEPHENSON,WILD. "Studies in the field of diuretic drugs. Part II. 5-Chloro-2,4-disulphamyltoluene (disulphamide).". . p. 419 - 425. Retrieved 2007/10/13.