DL-THIORPHAN Property

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

Safety

Safety Statements 

22-24/25

WGK Germany 

3

F 

10

HS Code 

29309090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

DL-THIORPHAN Chemical Properties,Usage,Production

Chemical Properties

Off-White Solid

Uses

An Enkephalinase inhibitor

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.

Uses

The active metabolite

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