ChemicalBook > CAS DataBase List > 3-Morpholinosydnonimine hydrochloride

3-Morpholinosydnonimine hydrochloride

Product Name
3-Morpholinosydnonimine hydrochloride
CAS No.
16142-27-1
Chemical Name
3-Morpholinosydnonimine hydrochloride
Synonyms
SIN-1;SIN-1 HCL;LINSIDOMINE;SIN-1 CHLORIDE;LINSIDOMINE HCL;SIN-I HYDROCHLORIDE;SIN-1 HYDROCHLORIDE;MolsidoMine IMpurity A;Linsidomine (chloride);Molsidomine Impurity 7
CBNumber
CB5370997
Molecular Formula
C6H11ClN4O2
Formula Weight
206.63
MOL File
16142-27-1.mol
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3-Morpholinosydnonimine hydrochloride Property

Melting point:
186 °C
Density 
1.303 at 20℃
storage temp. 
-20°C
solubility 
Soluble in DMSO (up to 35 mg/ml) or in Water (up to 65 mg/ml)
form 
White solid
color 
White
Water Solubility 
soluble
Stability:
Stable for 1 year from date of purchase as supplied. Solutions must be prepared fresh and cannot be stored.
LogP
-6.28 at 25℃
CAS DataBase Reference
16142-27-1(CAS DataBase Reference)
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Safety

Safety Statements 
24/25
WGK Germany 
3
RTECS 
WU7687800
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
M5793
Product name
3-Morpholinosydnonimine hydrochloride
Purity
(consistent with structure, NMR)
Packaging
25mg
Price
$228
Updated
2024/03/01
Sigma-Aldrich
Product number
567028
Product name
SIN-1, Hydrochloride
Purity
Nitric oxide (NO) donor.
Packaging
20mg
Price
$155
Updated
2024/03/01
Cayman Chemical
Product number
82220
Product name
SIN-1 (chloride)
Purity
≥99%
Packaging
10mg
Price
$32
Updated
2024/03/01
Sigma-Aldrich
Product number
M5793
Product name
3-Morpholinosydnonimine hydrochloride
Purity
(consistent with structure, NMR)
Packaging
100mg
Price
$760
Updated
2024/03/01
Cayman Chemical
Product number
82220
Product name
SIN-1 (chloride)
Purity
≥99%
Packaging
50mg
Price
$131
Updated
2024/03/01
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3-Morpholinosydnonimine hydrochloride Chemical Properties,Usage,Production

Description

As the active metabolite of molsidomine, SIN-1 (chloride) is a potent vasorelaxant and inhibitor of platelet aggregation. It produces both NO and superoxide and can therefore be used to generate peroxynitrite under physiological conditions.

Chemical Properties

White Crystalline Solid

Uses

SIN-1 is a metabolite of the vasodilator molsidomine and is considered to be a peroxynitrite releasing compound

Uses

3-Morpholinosydnonimine hydrochloride has been used:

  • as a peroxynitrite donor standard to study the accumulation of peroxynitrite?in?Arabidopsis thaliana
  • to study its effects on nitrosative stress in human brain vascular pericytes and human embryonic kidney cells
  • as a ROS to study its effects on mouse embryonic fibroblasts

Uses

3-Morpholinosydnonimine hydrochloride is a metabolite of the vasodilator Molsidomine (M488002) and is considered to be a peroxynitrite releasing compound. Molsidomine Impurity A.

Indications

Linsidomine (SIN-1) is an active metabolite of the antianginal drug molsidomine. Its mechanism of action upon the corpus cavernosum involves the release of nitric oxide. Injected intracavernosally it can produce penile erections, but its clinical usefulness has not been fully established.

Biological Activity

This compound (the active product of the prodrug SIN-10, molsidomine) acts as a vasodilator and inhibitor of platelet aggregation; longer acting than nitroprusside or nitroglycerin. Decreases myocardial necrosis and reperfusion-induced endothelial dysfunction in models of myocardial ischemia-reperfusion.

Biochem/physiol Actions

3-Morpholinosydnonimine participates in the inhibition of cysteine proteases.

storage

Store at +4°C

References

1) Nishikawa?et al.?(1982)?Inhibition of platelet aggregation and stimulation of guanylate cyclase by an antianginal agent molsidomine and its metabolites;?J. Pharmacol. Exp. Ther.?220?183 2) Hogg?et al.?(1992)?Production of hydroxyl radicals from the simultaneous generation of superoxide and nitric oxide; Biochem. J.?281?419 3) Kirsch?et al.?(1998)?Hydrogen peroxide formation by reaction of peroxynitrite with HEPES and related tertiary amines. Implications for a general mechanism.; J. Biol. Chem.?273?12716 4) Priora?et al.?(2011)?In vitro inhibition of human and rat platelets by NO donors nitrosoglutathione sodium nitroprusside and SIN-1 through activation of cGMP independent pathways; Pharmacol. Res.?64?289 5) Ren?et al.?(2017)?Identification of a New Function of Cardiovascular Disease Drug 3-Morpholinosydnonimine Hydrochloride as an Amyloid-β Aggregation Inhibitor;?ACS Omega.?2?243

3-Morpholinosydnonimine hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 3-Morpholinosydnonimine hydrochloride manufacturers

Career Henan Chemical Co
Product
3-Morpholinosydnonimine hydrochloride 16142-27-1
Price
US $1.00/KG
Min. Order
1KG
Purity
≥98%
Supply Ability
g/kg/Ton
Release date
2019-12-25

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