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Thiorphan

CAT: 0804-HY-W013375-03Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-W013375-03Size:10 mg
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Description
Thiorphan is a selective neprilysin (NEP) inhibitor with an IC50 of 6.9 nM. Thiorphan competitively binds to NEP and blocks its activity, preventing the degradation of neuropeptides such as substance P (SP) and neurokinin NKA. In the field of neonatal brain injury research, Thiorphan can increase the levels of SP and NKA, activate NK1 and NK2 receptors and downstream transduction pathways, and inhibit excessive activation of NMDA receptors. Thus, Thiorphan can protect neocortical neurons from excitotoxic cell death. Thiorphan may also inhibit NEP from enhancing bronchoconstriction and can be used in the study of respiratory diseases[1][2][3].
CAS Number
76721-89-6
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Neprilysin
Type
Reference compound
Related Pathways
Metabolic Enzyme/Protease
Applications
Neuroscience-Neuromodulation
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/thiorphan.html
Purity
99.94
Solubility
DMSO : 175 mg/mL (ultrasonic)
Smiles
SCC(C(NCC(O)=O)=O)CC1=CC=CC=C1
Molecular Formula
C12H15NO3S
Molecular Weight
253.32
Precautions
H302, H315, H319, H335
References & Citations
[1]Whyteside AR, et al. Human neprilysin-2 (NEP2) and NEP display distinct subcellular localisations and substrate preferences. FEBS Lett. 2008 Jul 9;582 (16) :2382-6.|[2]Cheung D, et al. The effect of an inhaled neutral endopeptidase inhibitor, thiorphan, on airway responses to neurokinin A in normal humans in vivo. Am Rev Respir Dis. 1992 Jun;145 (6) :1275-80.|[3]Medja F, et al. Thiorphan, a neutral endopeptidase inhibitor used for diarrhoea, is neuroprotective in newborn mice. Brain. 2006 Dec;129 (Pt 12) :3209-23.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C (Powder, protect from light)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Thiorphan

Thiorphan is a N-acyl-amino acid.

CAS Number76721-89-6
PubChem CID3132
IUPAC Name2-[(2-benzyl-3-sulfanylpropanoyl)amino]acetic acid
Molecular FormulaC12H15NO3S
Molecular Weight253.32
XLogP1.3
Topological Polar Surface Area67.4
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count6
Heavy Atom Count17
Formal Charge0
Complexity264
SMILES
C1=CC=C(C=C1)CC(CS)C(=O)NCC(=O)O
InChI
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)
InChIKey
LJJKNPQAGWVLDQ-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Thiorphan
CAS: 76721-89-6
CID: 3132
Formula: C12H15NO3S
MW: 253.32
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight253.32
XLogP31.3
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count6
Exact Mass253.07726451
Monoisotopic Mass253.07726451
Topological Polar Surface Area67.4 Ų
Heavy Atom Count17
Formal Charge0
Complexity264
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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MBS3610972-01Thiorphan
4010438.0100DL-Thiorphan
CS-O-07004Thiorphan-d7
sc-201287AThiorphan (DL)
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