Name: <SC>DL</SC>-Thiorphan
Brand: SIGMA

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About This Item

Empirical Formula (Hill Notation):

C₁₂H₁₅NO₃S

CAS Number:

76721-89-6

Molecular Weight:

253.32

Beilstein/REAXYS Number:

4872101

MDL number:

MFCD00058435

UNSPSC Code:

12352200

PubChem Substance ID:

24278747

NACRES:

NA.77

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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)

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Related Categories

Bioactive Small Molecules

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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