Ethoxzolamide

Base Information

• Chemical Name: Ethoxzolamide
• CAS No.: 452-35-7
• Molecular Formula: C9H10N2O3S2
• Molecular Weight: 258.322
• Hs Code.: 2935009090
• European Community (EC) Number: 207-199-5
• NSC Number: 759129,10679
• UNII: Z52H4811WX
• DSSTox Substance ID: DTXSID1023021
• Nikkaji Number: J5.754A
• Wikipedia: Ethoxzolamide
• Wikidata: Q265352
• NCI Thesaurus Code: C65561
• Pharos Ligand ID: 4A9286PPMZ4F
• Metabolomics Workbench ID: 42698
• ChEMBL ID: CHEMBL18
• Mol file: 452-35-7.mol

Synonyms:Ethamide;Ethoxazolamide;Ethoxyzolamide;Ethoxzolamide

Chemical Property of Ethoxzolamide

Chemical Property:

• Vapor Pressure: 8.05E-09mmHg at 25°C
• Melting Point: 190-193 °C(lit.)
• Refractive Index: 1.6800 (estimate)
• Boiling Point: 464.9°Cat760mmHg
• PKA: pKa 8.12(H2O t=25.0) (Uncertain)
• Flash Point: 235°C
• PSA: 118.90000
• Density: 1.47g/cm³
• LogP: 3.12350
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Ethyl Acetate (Slightly)
• Water Solubility.: 10.33mg/L(25 oC)
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 258.01328453
• Heavy Atom Count: 16
• Complexity: 341

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethoxzolamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC2=C(C=C1)N=C(S2)S(=O)(=O)N
• Uses: alcohol dehydrogenase inhibitor, antidote Ethoxzolamide is used in the treatment of glaucoma, and is also used as a diuretic, acting as a carbonic anhydrase inhibitor.
• Clinical Use: Ethoxzolamide is another carbonic anhydrase inhibitor with properties and uses resembling those of acetazolamide.

Technology Process of Ethoxzolamide

There total 4 articles about Ethoxzolamide 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: 90.0%

6-ethoxy-2-benzothiazolesulfenamide (5304-15-4) → 6-ethoxybenzothiazole-2-sulfonamide (452-35-7)

Guidance literature:

With potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In ethanol; for 2h;

Reference yield:

sulfenamide + KMn04 + 6-ethoxy-2-mercaptobenzothiazole (120-53-6) → 6-ethoxybenzothiazole-2-sulfonamide (452-35-7)

Guidance literature:

With ammonium hydroxide; sodium hypochlorite; In sodium hydroxide; acetone;

Reference yield:

6-ethoxy-2-mercaptobenzothiazole (120-53-6) → 6-ethoxybenzothiazole-2-sulfonamide (452-35-7)

Guidance literature:

Multi-step reaction with 2 steps

1: conc. NH₄OH, NaOCl, 2.01 M aq. NaOH / 0.25 h / 0 - 5 °C

2: 80 percent / KMnO₄, 1 N H₂SO₄ / acetone; H₂O / 1 h / pH=8.0 - 8.1

With ammonium hydroxide; sodium hydroxide; sodium hypochlorite; potassium permanganate; sulfuric acid; In water; acetone;

DOI:10.1021/jm00131a011

upstream raw materials:

6-ethoxy-2-benzothiazolesulfenamide

6-ethoxy-2-mercaptobenzothiazole

Downstream raw materials:

(S)-methyl 2-((S)-2-(4-((2-(N-(bis(4-methoxyphenylxphenyl)methyl)sulfamoyl)benzo[d]thiazol-6-yloxy)methyl)-1H-1,2,3-triazol-1-yl)-N-(tert-butoxycarbonyl)-3-(4-(2-(tosyloxy)ethoxy)phenyl)propanamido)-3-(4-(trifluoromethyl)phenyl)propanoate

(S)-ethyl 1-(2-(4-((2-(N-(bis(4-methoxyphenyl)(phenyl)methyl)sulfamoyl)benzo[d]thiazol-6-yloxy)methyl)-1H-1,2,3-triazol-1-yl)-3-(4-(2-(tosyloxy)ethoxy)phenyl)propanoyl)piperidine-4-carboxylate

(2S)-ethyl 2-(2-(4-((2-(N-(bis(4-methoxyphenyl)(phenyl)methyl)sulfamoyl)benzo[d]thiazol-6-yloxy)methyl)-1H-1,2,3-triazol-1-yl)acetamido)-3-(3-((1-(1-fluoro-3-hydroxypropan-2-yl)-1H-1,2,3-triazol-4-yl)methoxy)benzylthio)propanoate

(S)-ethyl 2-(2-(4-((2-(N-(bis(4-methoxyphenyl)(phenyl)methyl)sulfamoyl)benzo[d]thiazol-6-yloxy)methyl)-1H-1,2,3-triazol-1-yl)acetamido)-3-(3-(prop-2-ynyloxy)benzylthio)propanoate

Refernces

• 1、 Meltzer-Mats, Ella,Babai-Shani, Gali,Pasternak, Lily,Uritsky, Neta,Getter, Tamar,Viskind, Olga,Eckel, Jürgen,Cerasi, Erol,Senderowitz, Hanoch,Sasson, Shlomo,Gruzman, Arie. "Synthesis and mechanism of hypoglycemic activity of benzothiazole derivatives". . p. 5335 - 5350. Retrieved 2013/07/26.
• 2、 Woltersdorf, O. W.,Schwam, H.,Bicking, J. B.,Brown, S. L.,deSolms, S. J.,et al.. "Topically Active Carbonic Anhydrase Inhibitors. 1. O-Acyl Derivatives of 6-Hydroxybenzothiazole-2-sulfonamide". . p. 2486 - 2492. Retrieved 2007/10/02.