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: $234
Updated: 2025/07/31

Sigma-Aldrich

Product number: 567028
Product name: SIN-1, Hydrochloride
Purity: Nitric oxide (NO) donor.
Packaging: 20mg
Price: $159
Updated: 2025/07/31

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: $781
Updated: 2025/07/31

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] M NISHIKAWA H H M Kanamori. Inhibition of platelet aggregation and stimulation of guanylate cyclase by an antianginal agent molsidomine and its metabolites.[J]. Journal of Pharmacology and Experimental Therapeutics, 1982, 220 1: 183-190.
[2] N HOGG. Production of hydroxyl radicals from the simultaneous generation of superoxide and nitric oxide.[J]. Biochemical Journal, 1992, 281 ( Pt 2): 419-424. DOI:10.1042/bj2810419
[3] M KIRSCH. Hydrogen peroxide formation by reaction of peroxynitrite with HEPES and related tertiary amines. Implications for a general mechanism.[J]. The Journal of Biological Chemistry, 1998, 273 21: 12716-12724. DOI:10.1074/jbc.273.21.12716
[4] RAFFAELLA PRIORA . In vitro inhibition of human and rat platelets by NO donors, nitrosoglutathione, sodium nitroprusside and SIN-1, through activation of cGMP-independent pathways[J]. Pharmacological research, 2011, 64 3: Pages 289-297. DOI:10.1016/j.phrs.2011.03.014
[5] BAIPING REN. Identification of a New Function of Cardiovascular Disease Drug 3-Morpholinosydnonimine Hydrochloride as an Amyloid-β Aggregation Inhibitor[J]. ACS Omega, 2017, 2 1: 243-250. DOI:10.1021/acsomega.6b00397

3-Morpholinosydnonimine hydrochloride Preparation Products And Raw materials

Raw materials

N-Aminomorpholine POTASSIUM CYANIDE

Preparation Products

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3-Morpholinosydnonimine hydrochloride Suppliers

Belgium 2 Canada 2 China 101 Europe 1 Germany 1 India 4 Japan 3 Switzerland 2 United Kingdom 6 United States 32 Global 154

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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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5-AMINO-3-(4-MORPHOLINYL)-1,2,3-OXADIAZOLIUM CHLORIDE

LINSIDOMINE

SIN-1, Hydrochloride - CAS 16142-27-1 - Calbiochem

(3-Morpholino-1,2,3-oxadiazol-3-ium-5-yl)amide hydrochloride

3-(4-Morpholinyl)sydnone IMine Monohydrochloride

3-Morpholinosydnone IMine Monohydrochloride

LinsidoMine Chlorhydrate

MolsidoMine IMpurity A

Molsidomine Impurity A (3-(Morpholin-4-yl)-Sydnonimine)

Linsidomine (chloride)

Molsidomine EP impurity A

3-(4-morpholinyl)-2H-oxadiazol-2-ium-5-amine chloride

LINSIDOMINE HCL

LINSIDOMINE HYDROCHLORIDE

SIN-I HYDROCHLORIDE

SIN-1

SIN-1 CHLORIDE

SIN-1 HCL

SIN-1 HYDROCHLORIDE

3-morpholinosydnoneiminehydrochloride

3-morpholino-sydnoneiminmonohydrochloride

3-(4-Morpholinyl)sydnonimine,hydrochloride

3-(4-MORPHOLINYL)SYDNONIMINE HYDROCHLORIDE (SIN-1)

3-(4-Morpholino)-sydnonimine hydrochloride

3-Morpholin-4-yl-1-oxa-2-aza-3-azoniacyclopenta-2,4-dien-5-amine chloride

3-Morpholin-4-yloxadiazol-3-ium-5-amine chloride

SIN-1 hydrochloride,97%

SIN-1 hydrochloride3-Morpholinosydnonimine.HCL

Amino-3-morpholinyl-1,2,3-oxadiazoliumchloride

3-(Morpholin-4-yl)sydnonimine Hydro

Molsidomine EP Impurity A HCl (3-(Morpholin-4-yl)-Sydnonimine HCl, Linsidomine HCl)

Molsidomine Impurity 7

Molsidomine Imp. A (EP)

Molsidomine EP Impurity A HCl

3-Morpholinosydnonimine hydrochloride (SIN-1 hydrochloride), Vasodilator

3-Morpholinosydnonimine hydrochloride/3-Morpholinosydnonimine-15N3 Hydrochloride

5-amino-3-morpholin-4-yl-1,2,3-oxadiazolidin-3-ium chloride

Linsidomine hydrochloride, 10 mM in DMSO

16142-27-1

C6H11N4O2Cl

C6H12ClN4O2

Various Metabolites and Impurities

Metabolites & Impurities

Nitric Oxide Reagents