(2-Mercaptomethyl-3-phenyl-propionyl)-glycine

Base Information

• Chemical Name: (2-Mercaptomethyl-3-phenyl-propionyl)-glycine
• CAS No.: 76721-89-6
• Molecular Formula: C12H15NO3S
• Molecular Weight: 253.322
• Hs Code.: 29309090
• Nikkaji Number: J245.596J
• Pharos Ligand ID: GYAWBSDJW5W3
• Metabolomics Workbench ID: 151749
• ChEMBL ID: CHEMBL298827
• Mol file: 76721-89-6.mol

Synonyms:(2-MERCAPTOMETHYL-3-PHENYL-PROPIONYL)-GLYCINE;(S)-THIORPHAN;CHEMBL298827;2-[[(2S)-2-benzyl-3-sulfanylpropanoyl]amino]acetic acid;1zdp;Lopac-T-6031;D0PB5Q;SCHEMBL49662;95909-00-5;GTPL5278;BDBM50024102;DB08626;NCGC00016033-01;NCGC00016933-01;CAS-76721-89-6;2-[(2S)-2-benzyl-3-sulfanylpropanamido]acetic acid;((S)-2-Mercaptomethyl-3-phenyl-propionylamino)-acetic acid;(S) (2-Mercaptomethyl-3-phenyl-propionylamino)-acetic acid;2-[1-(2-Carboxy-2-hydroxy-ethylcarbamoyl)-2-phenyl-ethylamino]-4-phenyl-butyric acid(Thiorphan)

Chemical Property of (2-Mercaptomethyl-3-phenyl-propionyl)-glycine

Chemical Property:

• Appearance/Colour: off-white solid
• Vapor Pressure: 3.94E-08mmHg at 25°C
• Melting Point: 138-140 °C
• Refractive Index: 1.593
• Boiling Point: 524 °C at 760 mmHg
• PKA: 3.48±0.10(Predicted)
• Flash Point: 270.7 °C
• PSA: 105.20000
• Density: 1.246 g/cm³
• LogP: 1.36680
• Storage Temp.: -15°C
• Solubility.: ethanol: 50 mg/mL, clear, colorless
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 253.07726451
• Heavy Atom Count: 17
• Complexity: 265

Purity/Quality:

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

Thiorphan ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(CS)C(=O)NCC(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)C[C@H](CS)C(=O)NCC(=O)O
• Uses: An Enkephalinase inhibitor Thiorphan is a potent inhibitor of neprilysin, a membrane metallo-endopeptidase that cleaves peptide hormones, such as enkephalins, glucagon, and bradykinin (Ki = 4-140 nM). It is much less effective against neprilysin-2 (IC50 = 22.1 μM), angiotensin-converting enzyme, and endothelin-converting enzyme-1. Thiorphan can be produced in vivo via the metabolism of the prodrug acetorphan. Neprilysin is overexpressed in many forms of cancer and may play a role in protecting against Alzheimer’s disease. DL-Thiorphan has been used to evaluate the activity of NEP-dependent neutral endopeptidase. DL-Thiorphan has also been used for determining NEP enzymatic activity using fluorimetric assays.

Technology Process of (2-Mercaptomethyl-3-phenyl-propionyl)-glycine

There total 1 articles about (2-Mercaptomethyl-3-phenyl-propionyl)-glycine 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:

N-[S-Acetyl-2'-benzyl-3'-mercaptopropionyl]glycine methyl ester (81110-05-6) → thiorphan (76721-89-6)

Guidance literature:

With sodium hydroxide; In methanol; water;

Reference yield:

thiorphan (76721-89-6) → (2'R)-N-(2thiomethyl-3-phenylpropanoyl)glycine

Guidance literature:

In ethanol;

upstream raw materials:

N-[S-Acetyl-2'-benzyl-3'-mercaptopropionyl]glycine methyl ester

Refernces