Butazolamide

Base Information

• Chemical Name: Butazolamide
• CAS No.: 16790-49-1
• Molecular Formula: C₆H₁₀N₄O₃S₂
• Molecular Weight: 250.302
• Hs Code.: 2935009090
• UNII: 0S326CI0WT
• DSSTox Substance ID: DTXSID80168430
• Nikkaji Number: J9.054I
• Wikidata: Q27237163
• Pharos Ligand ID: XBXQLWR99MC3
• ChEMBL ID: CHEMBL1288787
• Mol file: 16790-49-1.mol

Synonyms:Butazolamide;16790-49-1;N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)butanamide;N-(5-Sulfamoyl-1,3,4-thiadiazol-2-yl)butyramide;SKF 4965;UNII-0S326CI0WT;0S326CI0WT;Butamide;Butyramide, N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)-;CHEMBL1288787;2-m-Butyrylamino-1,3,4-thiadiazole-5-sulfonamide;Butanamide, N-(5-(aminosulfonyl)-1,3,4-thiadiazol-2-yl)-;5-butyramido-2-sulfamoyl-1,3,4-thiadiazole;Butanamide, N-[5-(aminosulfonyl)-1,3,4-thiadiazol-2-yl]-;VFJ;BUTAZOLAMIDE [MI];SCHEMBL308753;C6H10N4O3S2;DTXSID80168430;CHEBI:135020;BDBM50331834;C6-H10-N4-O3-S2;A909917;Q27237163

Chemical Property of Butazolamide

Chemical Property:

• Melting Point: 260-262° (dec)
• Refractive Index: 1.6270 (estimate)
• Boiling Point: °Cat760mmHg
• PKA: 7.48±0.60(Predicted)
• Flash Point: °C
• PSA: 155.15000
• Density: 1.56g/cm³
• LogP: 2.35470
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 250.01943254
• Heavy Atom Count: 15
• Complexity: 326

Purity/Quality:

97% ^*data from raw suppliers

N-(5-Sulfamoyl-1,3,4-thiadiazol-2-yl)butyramide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)NC1=NN=C(S1)S(=O)(=O)N

Technology Process of Butazolamide

There total 4 articles about Butazolamide 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: 81.5%

butanoic acid anhydride (106-31-0) + 5-amino-1, 3, 4-thiadiazole-2-sulfonamide (14949-00-9) → Butamide (16790-49-1)

Guidance literature:

In acetonitrile; at 0 ℃; Reflux;

DOI:10.1021/acs.jmedchem.0c01390

Reference yield: 24.0%

5-amino-2-sulfamoyl-1,3,4-thiadiazole monohydrochloride (120208-98-2) + butyryl chloride (141-75-3) → Butamide (16790-49-1)

Guidance literature:

5-amino-2-sulfamoyl-1,3,4-thiadiazole monohydrochloride; With triethylamine; In dichloromethane; at 20 ℃; for 1.5h;

butyryl chloride; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/j.bmc.2010.09.062

Reference yield: 17.0%

5-amino-1, 3, 4-thiadiazole-2-sulfonamide (14949-00-9) + butyryl chloride (141-75-3) → Butamide (16790-49-1)

Guidance literature:

With triethylamine; In acetonitrile; at 0 - 20 ℃; for 14h;

DOI:10.1021/acs.jmedchem.0c00734

upstream raw materials:

5-amino-1, 3, 4-thiadiazole-2-sulfonamide

butyryl chloride

5-amino-2-sulfamoyl-1,3,4-thiadiazole monohydrochloride

butanoic acid anhydride

Refernces

• 1、 -. "CARBONIC ANHYDRASE INHIBITORS AND ANTIBIOTICS AGAINST MULTIDRUG RESISTANT BACTERIA". Paragraph 0087; 0089; 00101. . Retrieved 2020/07/14.
• 2、 Schüttelkopf, Alexander W.,Gros, Ludovic,Blair, David E.,Frearson, Julie A.,Van Aalten, Daan M.F.,Gilbert, Ian H.. "Acetazolamide-based fungal chitinase inhibitors". experimental part. p. 8334 - 8340. Retrieved 2011/02/28.