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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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3-Morpholinosydnonimine hydrochloride Suppliers

J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
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76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006608290; 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40241
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62
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
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Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
zhangsn@titansci.com
Country
China
ProdList
14113
Advantage
59
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32344
Advantage
50
Spectrum Chemical Manufacturing Corp.
Tel
021-021-021-67601398-809-809-809 15221380277
Fax
021-57711696
Email
marketing_china@spectrumchemical.com
Country
China
ProdList
9664
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60
Shanghai Nuohey Chemical Co., Ltd.
Tel
021-52212593 13761626812
Fax
+86 (21) 51062076
Email
sales@nuohey.com
Country
China
ProdList
10690
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BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
Country
United States
ProdList
14059
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65
Thermo Fisher Scientific
Tel
800-810-5118
Fax
+86-10-84193589
Email
cnchemical@thermofisher.com
Country
China
ProdList
17779
Advantage
75
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-6206333 18521732826;
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
25015
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65
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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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