5-(1H-Indol-3-ylmethyl)-2-thioxo-4-imidazolidinone

Base Information

• Chemical Name: 5-(1H-Indol-3-ylmethyl)-2-thioxo-4-imidazolidinone
• CAS No.: 64419-92-7
• Molecular Formula: C12H11N3OS
• Molecular Weight: 245.30000
• DSSTox Substance ID: DTXSID10418692
• Pharos Ligand ID: 41LMS3CSN9AR
• ChEMBL ID: CHEMBL366011
• Mol file: 64419-92-7.mol

Synonyms:64419-92-7;Nec-1i;Necrostatin-1, Inactive Control;5-(1H-Indol-3-ylmethyl)-2-thioxo-4-imidazolidinone;5-((1H-Indol-3-yl)methyl)-2-thioxoimidazolidin-4-one;5-(Indol-3-ylmethyl)-2-thiohydantoin;5-(1H-indol-3-ylmethyl)-2-sulfanylideneimidazolidin-4-one;CHEMBL366011;5-(1H-indol-3-ylmethyl)-2-thiohydantoin;SCHEMBL838583;DTXSID10418692;BDBM50519639;MFCD24369002;5-(Indole-3-yl)methyl-2-thioxo-imidazolidin-4-one;5-(1H-Indol-3-ylmethyl)-2-thioxo-imidazolidin-4-one;5-(1H-Indol-3-ylmethyl)-2-thioxo-4-imidazolidinone #

Chemical Property of 5-(1H-Indol-3-ylmethyl)-2-thioxo-4-imidazolidinone

Chemical Property:

• PSA: 99.54000
• LogP: 1.20610
• Storage Temp.: +2C to +8C
• Sensitive.: Light Sensitive
• Solubility.: Soluble in DMSO or methanol
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 245.06228316
• Heavy Atom Count: 17
• Complexity: 347

Purity/Quality:

98%Min ^*data from raw suppliers

Necrostatin-1, Inactive Control - CAS 64419-92-7 - Calbiochem ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CN2)CC3C(=O)NC(=S)N3
• Uses: Necrostatin-1 Inactive Control is a cell permeable thiohydantoin analog of Nec-1. It can be used as necroptosis inhibitor.

Technology Process of 5-(1H-Indol-3-ylmethyl)-2-thioxo-4-imidazolidinone

There total 5 articles about 5-(1H-Indol-3-ylmethyl)-2-thioxo-4-imidazolidinone 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: 34.0%

trimethylsilyl isothiocyanate (2290-65-5) + (S)-tryptophan methyl ester hydrochloride (7524-52-9,26988-71-6,5619-09-0,14907-27-8,41222-70-2,67557-19-1,109492-62-8) → tryptophan 2-thiohydantoin (64419-92-7)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In AcOH; dichloromethane;

Reference yield:

trimethylsilyl isothiocyanate (2290-65-5) + DL-tryptophan methyl ester (7303-49-3) → tryptophan 2-thiohydantoin (64419-92-7)

Guidance literature:

trimethylsilyl isothiocyanate; DL-tryptophan methyl ester; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 24h;

With acetic acid; at 110 ℃; for 5h;

DOI:10.1016/j.bmcl.2005.07.077

Reference yield:

1-acetyl-5-indol-3-ylmethyl-2-thioxo-imidazolidin-4-one → tryptophan 2-thiohydantoin (64419-92-7)

Guidance literature:

With acetic acid;

upstream raw materials:

trimethylsilyl isothiocyanate

DL-tryptophan methyl ester

Trp

(S)-tryptophan methyl ester hydrochloride

Refernces

• 1、 -. "Inhibitors of cellular necrosis". Page/Page column 35. . Retrieved 2008/06/13.