T6031

DL-Thiorphan

≥98% (TLC)

• Synonym(s): (±)-N-(3-Mercapto-2-benzylpropionyl)glycine, DL-3-Mercapto-2-benzylpropanoylglycine
• Empirical Formula (Hill Notation): C₁₂H₁₅NO₃S
• CAS Number: 76721-89-6
• Molecular Weight: 253.32
• Beilstein: 4872101
• MDL number: MFCD00058435
• UNSPSC Code: 12352200
• PubChem Substance ID: 24278747
• NACRES: NA.77

Properties

• Quality Level: 200
• Assay: ≥98% (TLC)
• form: powder
• mp: 138 °C
• solubility: ethanol: soluble 49.00-51.00 mg/mL, clear, colorless
• SMILES string: OC(=O)CNC(=O)C(CS)Cc1ccccc1
• InChI: 1S/C12H15NO3S/c14-11(15)7-13-12(16)10(8-17)6-9-4-2-1-3-5-9/h1-5,10,17H,6-8H2,(H,13,16)(H,14,15)
• InChI key: LJJKNPQAGWVLDQ-UHFFFAOYSA-N
• Gene Information: human ... ACE(1636) , ECE1(1889) ; rat ... Ace(24310) , Mme(24590)

Description

General description

Thiorphan, also called DL-mercapto-2-benzylpropanoyl-glycine is a specific and potent inhibitor of enkephalinase in nanomolar concentrations. It is an inhibitor of neutral endopeptidase. It interacts with cluster of differentiation 10 (CD10) in bone marrow cells and may modulate hematopoiesis. Thiorphan is a safe drugprescribed for diarrhea. It prevents cortical damage in newborn mice and is a potent agent for treating cerebral palsy.(CP)

Application

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.

Biochem/physiol Actions

Enkephalinase inhibitor.

Features and Benefits

This compound is featured on the Neuropeptidases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Preparation Note

DL-Thiorphan is soluble in ethanol at 49.00 - 51.00 mg/ml and yields a clear, colorless solution.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves