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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
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

hubei PharmaStandard Co., Ltd.
Tel
027-19050701 13545374703
Email
cbbspring@163.com
Country
China
ProdList
323
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94838
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696;
Email
info@hanhongsci.com
Country
China
ProdList
42982
Advantage
64
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32344
Advantage
50
Syntechem Co.,Ltd
Tel
Fax
E-Mail Inquiry
Email
info@syntechem.com
Country
China
ProdList
12990
Advantage
57
Beijing Comparison Pharmaceutical Technology Co., Ltd
Tel
010-52878169 15701683040
Email
sales@bjcomparison.com
Country
China
ProdList
4678
Advantage
58
Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.
Tel
025-66099280 17798518460
Fax
(1)02557626880
Email
cfzhang@aikonchem.com
Country
China
ProdList
19918
Advantage
55
Guangzhou Isun Pharmaceutical Co., Ltd
Tel
020-39119399 18927568969
Fax
020-39119999
Email
isunpharm@qq.com
Country
China
ProdList
4428
Advantage
55
TargetMol Chemicals Inc.
Tel
021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
7934
Advantage
58

76721-89-6, DL-THIORPHANRelated Search:


  • 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