DL-Thiorphan
- CAS No.
- 76721-89-6
- Chemical Name:
- DL-Thiorphan
- Synonyms
- THIORPHAN;C01619;Thiorphan-d5;DL-Thiorphan;THIORPHAN (DL);
DL -Thiorphan;DL-THIORPHAN USP/EP/BP;Thiorphan, 10 mM in DMSO;Bisoprolol FuMarate IMpurity-Q;(DL-3-MERCAPTO-2-BENZYLPROPANOYL)-GLY
- CBNumber:
- CB0479626
- Molecular Formula:
- C12H15NO3S
- Molecular Weight:
- 253.32
- MDL Number:
- MFCD00058435
- MOL File:
- 76721-89-6.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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 |
| 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 |
| SMILES | OC(=O)CNC(=O)C(CS)Cc1ccccc1 |
| CAS DataBase Reference | 76721-89-6 |
| FDA UNII | B79L7B5X3Z |
| UNSPSC Code | 12352200 |
| NACRES | NA.77 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319-H335 |
| Precautionary statements | P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 |
| PPE | Eyeshields, Gloves, type N95 (US) |
| Safety Statements | 22-24/25 |
| WGK Germany | 3 |
| F | 10 |
| HS Code | 29309090 |
| Storage Class | 11 - Combustible Solids |
DL-Thiorphan price More Price(47)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | T6031 | DL-Thiorphan ≥98% (TLC) | 76721-89-6 | 5mg | $241 | 2026-04-30 | Buy |
| Sigma-Aldrich | 598510 | DL-Thiorphan | 76721-89-6 | 10mg | $378 | 2023-01-07 | Buy |
| Cayman Chemical | 15600 | Thiorphan ≥95% | 76721-89-6 | 5mg | $69 | 2026-04-30 | Buy |
| Cayman Chemical | 15600 | Thiorphan ≥95% | 76721-89-6 | 10mg | $127 | 2026-04-30 | Buy |
| Cayman Chemical | 15600 | Thiorphan ≥95% | 76721-89-6 | 25mg | $280 | 2026-04-30 | Buy |
DL-Thiorphan Chemical Properties,Uses,Production
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.
Uses
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.
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
DL-Thiorphan Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 18930552037 | 3bsc@sina.com | China | 15813 | 69 |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
| Chemsky（shanghai）International Co.,Ltd. | 021-50135380 | shchemsky@sina.com | China | 32273 | 50 |
| Daicel Chiral Technologies (China)CO.,LTD | 021-50460086-9 15921403865 | han_yajun@dctc.daicel.com | China | 7909 | 65 |
| Syntechem Co.,Ltd | info@syntechem.com | China | 12973 | 57 | |
| Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. | 025-66113011 13913916777 | cfzhang@aikonchem.com | China | 19902 | 55 |
| Guangzhou Isun Pharmaceutical Co., Ltd | 020-39119399 18927568969 | isunpharm@qq.com | China | 4773 | 55 |
| Bide Pharmatech Ltd. | 400-164-7117 18317119277 | product02@bidepharm.com | China | 40000 | 60 |
| Quality Control Solutions Ltd. | 0755-66853366 13670046396 | orders@qcsrm.com | China | 18188 | 56 |
