1,2,5-Thiadiazolidin-3-one-1,1-dioxide

Base Information

• Chemical Name: 1,2,5-Thiadiazolidin-3-one-1,1-dioxide
• CAS No.: 612530-44-6
• Molecular Formula: C8H8N2O3S
• Molecular Weight: 212.23
• UNII: L4SBH33TJR
• Wikidata: Q27097794
• Metabolomics Workbench ID: 151718
• ChEMBL ID: CHEMBL190801
• Mol file: 612530-44-6.mol

Synonyms:PTP1B-IN-1;612530-44-6;1,2,5-THIADIAZOLIDIN-3-ONE-1,1-DIOXIDE;5-Phenyl-1,2,5-thiadiazolidin-3-one 1,1-Dioxide;CHEMBL190801;1,1-dioxo-5-phenyl-1,2,5-thiadiazolidin-3-one;T2D;1,2,5-Thiadiazolidin-3-one,5-phenyl-,1,1-dioxide;2bge;L4SBH33TJR;SCHEMBL1732116;1,2,5-Thiadiazolidin-3-one, 5-phenyl-, 1,1-dioxide;BCP11056;EX-A3399;BDBM50166434;CS-3433;DB08593;BS-52090;HY-10704;C16081;5-phenyl-1|E?,2,5-thiadiazolidine-1,1,3-trione;Q27097794;1,1-Dioxo-5-phenyl-1lambda*6*-[1,2,5]thiadiazolidin-3-one;1,1-BIS(OXIDANYLIDENE)-5-PHENYL-1,2,5-THIADIAZOLIDIN-3-ONE

Chemical Property of 1,2,5-Thiadiazolidin-3-one-1,1-dioxide

Chemical Property:

• PKA: 4.23±0.20(Predicted)
• PSA: 78.35000
• Density: 1.483
• LogP: 1.28930
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 212.02556330
• Heavy Atom Count: 14
• Complexity: 327

Purity/Quality:

97% ^*data from raw suppliers

5-Phenyl-1,2,5-thiadiazolidin-3-one1,1-Dioxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)NS(=O)(=O)N1C2=CC=CC=C2
• Uses: 5-Phenyl-1,2,5-thiadiazolidin-3-one 1,1-Dioxide is used in the structure-based design of protein tyrosine phosphatase-1B inhibitors.

Technology Process of 1,2,5-Thiadiazolidin-3-one-1,1-dioxide

There total 4 articles about 1,2,5-Thiadiazolidin-3-one-1,1-dioxide 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:

C9H12N2O4S (852835-47-3) → 1,1-dioxo-5-phenyl-1λ6-[1,2,5]thiadiazolidin-3-one (612530-44-6)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/j.bmcl.2005.03.068

Reference yield:

C14H20N2O6S → 1,1-dioxo-5-phenyl-1λ6-[1,2,5]thiadiazolidin-3-one (612530-44-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. TFA / 2 h / 20 °C

2: NaH / tetrahydrofuran / 2 h / 20 °C

With sodium hydride; trifluoroacetic acid; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2005.03.068

Reference yield:

N-phenylglycine methyl ester (23284-84-6) → 1,1-dioxo-5-phenyl-1λ6-[1,2,5]thiadiazolidin-3-one (612530-44-6)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / 3 h / 0 °C

2: aq. TFA / 2 h / 20 °C

3: NaH / tetrahydrofuran / 2 h / 20 °C

With sodium hydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmcl.2005.03.068

upstream raw materials:

C₉H₁₂N₂O₄S

N-phenylglycine methyl ester

aniline