4-Oxo-4-((5-sulfamoyl-1,3,4-thiadiazol-2-yl)amino)butanoic acid

Base Information

• Chemical Name: 4-Oxo-4-((5-sulfamoyl-1,3,4-thiadiazol-2-yl)amino)butanoic acid
• CAS No.: 78851-85-1
• Molecular Formula: C6H8 N4 O5 S2
• Molecular Weight: 280.285
• NSC Number: 698987
• DSSTox Substance ID: DTXSID40229339
• Nikkaji Number: J494.535B
• Wikidata: Q83109562
• Pharos Ligand ID: DFKMADSJGQUT
• ChEMBL ID: CHEMBL88115
• Mol file: 78851-85-1.mol

Synonyms:2-succinylamido-1,3,4-thiadiazole-5-sulfonamide;STZSA

Chemical Property of 4-Oxo-4-((5-sulfamoyl-1,3,4-thiadiazol-2-yl)amino)butanoic acid

Chemical Property:

• PKA: 4.17±0.10(Predicted)
• Density: 1.807g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 5
• Exact Mass: 279.99361172
• Heavy Atom Count: 17
• Complexity: 405

Purity/Quality:

97% ^*data from raw suppliers

4-Oxo-4-((5-sulfamoyl-1,3,4-thiadiazol-2-yl)amino)butanoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Oxo-4-((5-sulfamoyl-1,3,4-thiadiazol-2-yl)amino)butanoic acid

There total 4 articles about 4-Oxo-4-((5-sulfamoyl-1,3,4-thiadiazol-2-yl)amino)butanoic acid 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: 96.0%

succinic acid anhydride (108-30-5) + 5-amino-1, 3, 4-thiadiazole-2-sulfonamide (14949-00-9) → 4-oxo-4-((5-sulfamoyl-1,3,4-thiadiazol-2-yl)amino)butanoic acid (78851-85-1)

Guidance literature:

In N,N-dimethyl-formamide; at 100 ℃; for 12h;

DOI:10.1016/j.bmcl.2018.01.060

Reference yield: 70.0%

N-(5-Sulfamoyl-[1,3,4]thiadiazol-2-yl)-succinamic acid methyl ester (129504-06-9) → 4-oxo-4-((5-sulfamoyl-1,3,4-thiadiazol-2-yl)amino)butanoic acid (78851-85-1)

Guidance literature:

With sodium hydroxide; at 60 ℃; for 0.5h;

DOI:10.1021/jm00092a021

Reference yield: 66.2%

maleic anhydride (108-31-6) + 5-amino-1, 3, 4-thiadiazole-2-sulfonamide (14949-00-9) → 4-oxo-4-((5-sulfamoyl-1,3,4-thiadiazol-2-yl)amino)butanoic acid (78851-85-1)

Guidance literature:

In acetonitrile; for 12h; Reflux;

upstream raw materials:

N-(5-Sulfamoyl-[1,3,4]thiadiazol-2-yl)-succinamic acid methyl ester

5-((methoxysuccinyl)amino)-1,3,4-thiadiazole-2-sulfonyl chloride

succinic acid anhydride

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