| Identification | Back Directory | [Name]
DL-THIORPHAN | [CAS]
76721-89-6 | [Synonyms]
C01619
THIORPHAN
DL-THIORPHAN
Thiorphan-d5
THIORPHAN (DL)
Bisoprolol FuMarate IMpurity-Q
(DL-3-MERCAPTO-2-BENZYLPROPANOYL)-GLY
DL-3-MERCAPTO-2-BENZYLPROPANOYL-GLYCINE
(DL-3-MERCAPTO-2-BENZYLPROPANOYL)-GLY-OH
((RS)-2-BENZYL-3-MERCAPTOPROPIONYL)-GLY-OH
((RS)-2-BENZYL-3-MERCAPTOPROPIONYL)-GLYCINE
N-[(RS)-2-BENZYL-3-MERCAPTOPROPANOYL]-GLYCINE
(+/-)-N-(3-MERCAPTO-2-BENZYLPROPIONYL)GLYCINE
2-(2-benzyl-3-MercaptopropanaMido)acetic acid
N-ALPHA-(DL-3-MERCAPTO-2-BENZYLPROPANOYL)-GLYCINE
rac-N-[(2R*)-3-Mercapto-2-benzylpropionyl]glycine
2-MercaptoMethyl-3-phenylpropionylaMinoacetic Acid
N-[2-(MercaptoMethyl)-1-oxo-3-phenylpropyl]glycine
2-[[2-(Benzyl)-3-sulfanylpropanoyl]aMino]acetic acid
(DL-3-Mercapto-2-benzylpropionyl)-Gly-OH, (DL-3-Mercapto-2-benzylpropanoyl)-Gly-OH
(±)-N-(3-Mercapto-2-benzylpropionyl)glycine, DL-3-Mercapto-2-benzylpropanoylglycine
2-Mercaptomethyl-3-phenyl-propionylamino-acetic Acid, D,L-3-Mercapto-2-benzylpropanoylglycine, | [Molecular Formula]
C12H15NO3S | [MDL Number]
MFCD00058435 | [MOL File]
76721-89-6.mol | [Molecular Weight]
253.32 |
| Chemical Properties | Back Directory | [Appearance]
Off-White Solid | [Melting point ]
138-140 °C
| [Boiling point ]
524.0±50.0 °C(Predicted) | [density ]
1.246±0.06 g/cm3(Predicted) | [RTECS ]
MC0596440 | [storage temp. ]
-15°C | [solubility ]
ethanol: 50 mg/mL, clear, colorless
| [form ]
White solid | [pka]
3.48±0.10(Predicted) | [color ]
White to Off-White | [BRN ]
4872101 | [CAS DataBase Reference]
76721-89-6 |
| Hazard Information | Back Directory | [Chemical Properties]
Off-White Solid | [Uses]
An Enkephalinase inhibitor | [Uses]
The active metabolite | [Uses]
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. | [Definition]
ChEBI:Thiorphan is a N-acyl-amino acid. | [General Description]
A thiol-containing amido-acid that selectively binds to the active site zinc of neprilysin (also known as neutral endopeptidase and NEP) and inhibits its activity (IC50 = 2.1 nM). Inhibits the β-amyloid (Aβ) degrading activity of neprilysin in vivo, but does not affect the secretion of either Aβ peptide or amyloid precursor protein (APP). Also shown to inhibit other neprilysin-related family members, such as mouse NL1 (IC50 = 47 nM) and the neprilysin homolog from Ascaris suum (IC50 = 22 μM). Inhibits the activity of angiotensin-converting enzyme (ACE) (IC50 = 140 nM), but has no effect on the activity of endothelin-converting enzyme (ECE). | [Biochem/physiol Actions]
Primary TargetNEP activity |
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