DL-THIORPHAN

ChemicalBook > CAS DataBase List > DL-THIORPHAN

Product Name: DL-THIORPHAN
CAS No.: 76721-89-6
Chemical Name: DL-THIORPHAN
Synonyms: C01619;THIORPHAN;Thiorphan-d5;DL-THIORPHAN;THIORPHAN (DL);DL-THIORPHAN USP/EP/BP;Bisoprolol FuMarate IMpurity-Q;(DL-3-MERCAPTO-2-BENZYLPROPANOYL)-GLY;(2-benzyl-3-mercaptopropanoyl)glycine;DL-3-MERCAPTO-2-BENZYLPROPANOYL-GLYCINE
CBNumber: CB0479626
Molecular Formula: C12H15NO3S
Formula Weight: 253.32
MOL File: 76721-89-6.mol

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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

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Safety

Safety Statements: 22-24/25
WGK Germany: 3
F: 10
HS Code: 29309090

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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..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: T6031
Product name: DL-Thiorphan
Purity: ≥98% (TLC)
Packaging: 5mg
Price: $219
Updated: 2024/03/01

Sigma-Aldrich

Product number: 598510
Product name: DL-Thiorphan
Packaging: 10mg
Price: $378
Updated: 2023/01/07

Alfa Aesar

Product number: J62557
Product name: DL-Thiorphan
Packaging: 25mg
Price: $459.65
Updated: 2024/03/01

Cayman Chemical

Product number: 15600
Product name: Thiorphan
Purity: ≥95%
Packaging: 5mg
Price: $62
Updated: 2024/03/01

Cayman Chemical

Product number: 15600
Product name: Thiorphan
Purity: ≥95%
Packaging: 10mg
Price: $115
Updated: 2024/03/01

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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

DL-THIORPHAN Preparation Products And Raw materials

Raw materials

Preparation Products

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DL-THIORPHAN Suppliers

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76721-89-6, DL-THIORPHANRelated Search:

Zinc glycinate Ferrous Bisglycinate Trimethylglycine Glycine Benzylmalonic acid Deacetyl Racecadotril Disulfide Benzyl glycinate p-toluenesulfonate ACETYL SULFIDE Thiorphan Disulfide Diethyl benzylmalonate Racecadotril Diacid Impurity Racecadotril N-P-TOSYLGLYCINE BENZYL ESTER Thioacetic acid Glycine, N-[1-oxo-2-(phenylmethyl)-3-[(1-thioxoethyl)thio]propyl]-, phenylmethyl ester 2-Benzylacrylic acid Acrylic acid Racecadotril Impurity 14

N-[(RS)-2-BENZYL-3-MERCAPTOPROPANOYL]-GLYCINE

(+/-)-N-(3-MERCAPTO-2-BENZYLPROPIONYL)GLYCINE

N-ALPHA-(DL-3-MERCAPTO-2-BENZYLPROPANOYL)-GLYCINE

THIORPHAN

THIORPHAN (DL)

((RS)-2-BENZYL-3-MERCAPTOPROPIONYL)-GLYCINE

((RS)-2-BENZYL-3-MERCAPTOPROPIONYL)-GLY-OH

2-Mercaptomethyl-3-phenyl-propionylamino-acetic Acid, D,L-3-Mercapto-2-benzylpropanoylglycine,

(±)-N-(3-Mercapto-2-benzylpropionyl)glycine, DL-3-Mercapto-2-benzylpropanoylglycine

rac-N-[(2R*)-3-Mercapto-2-benzylpropionyl]glycine

C01619

2-MercaptoMethyl-3-phenylpropionylaMinoacetic Acid

N-[2-(MercaptoMethyl)-1-oxo-3-phenylpropyl]glycine

2-[[2-(Benzyl)-3-sulfanylpropanoyl]aMino]acetic acid

DL-Thiorphan - CAS 76721-89-6 - Calbiochem

Racecadotril Impurity 2（Racecadotril EP Impurity B）

2-(2-benzyl-3-sulfanylpropanamido)acetic acid

Racecadotril impurity 1/Racecadotril EP impurity B/Thiorphan/[[(2RS)-2-benzyl-3-sulfanylpropanoyl]amino]acetic acid

2-(2-benzyl-3-MercaptopropanaMido)acetic acid

(DL-3-Mercapto-2-benzylpropionyl)-Gly-OH, (DL-3-Mercapto-2-benzylpropanoyl)-Gly-OH

Bisoprolol FuMarate IMpurity-Q

Thiorphan-d5

(DL-3-MERCAPTO-2-BENZYLPROPANOYL)-GLY

DL-3-MERCAPTO-2-BENZYLPROPANOYL-GLYCINE

(DL-3-MERCAPTO-2-BENZYLPROPANOYL)-GLY-OH

DL-THIORPHAN

Glycine, N-[2-(mercaptomethyl)-1-oxo-3-phenylpropyl]-

2-[(2-benzyl-3-sulfanylpropanoyl)amino]aceticaci

DL-THIORPHAN USP/EP/BP

(2-benzyl-3-mercaptopropanoyl)glycine

[[(2RS)-2-benzyl-3-sulfanylpropanoyl]amino]acetic acid

76721-89-6

25332

BioChemical

Biochemicals and Reagents

Organic Covalent Modifiers

Enzyme Inhibitors by Enzyme

Enzyme Inhibitors by Type

Enzymes, Inhibitors, and Substrates

D to K

Enzyme Inhibitors

Enkephalinase

Aromatics

Amino Acids 13C, 2H, 15N

Amino Acids & Derivatives

Inhibitors

Sulfur & Selenium Compounds