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SML0100

Sigma-Aldrich

GYY4137 Dichloromethane complex

≥98% (HPLC), powder, H₂S donor

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Synonym(s):
P-(4-Methoxyphenyl)-P-4-morpholinyl-phosphinodithioic acid, compound with morpholine (1:1), morpholin-4-ium 4-methoxyphenyl(morpholino) phosphinodithioate dichloromethane complex
Empirical Formula (Hill Notation):
C11H16NO2PS2 · C4H9NO · xCH2Cl2
CAS Number:
Molecular Weight:
376.47
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.25

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO: ≥3 mg/mL

storage temp.

2-8°C

SMILES string

ClCCl.S=P(N1CCOCC1)([S-])C2=CC=C(OC)C=C2.C3COCC[NH2+]3

InChI

1S/C11H16NO2PS2.C4H9NO.CH2Cl2/c1-13-10-2-4-11(5-3-10)15(16,17)12-6-8-14-9-7-12;1-3-6-4-2-5-1;2-1-3/h2-5H,6-9H2,1H3,(H,16,17);5H,1-4H2;1H2

InChI key

PKLNNEJKTAMITC-UHFFFAOYSA-N

Application

GYY4137 Dichloromethane complex has been used as a non-isothiocyanate H2S (hydrogen sulfide) donor.

Biochem/physiol Actions

GYY4137 is a small molecule releaser of H2S with vasodilator and antihypertensive activity. H2S has been found to be an important biological mediator with multiple effects on neuromodulation, hypertension, inflammation, and vascular tone. GYY4137 should prove useful in the study of the many and varied biological effects of H2S.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Shan Jiang et al.
Journal of cellular and molecular medicine, 25(7), 3437-3448 (2021-03-07)
Hyperhomocysteinaemia (HHcy)-impaired endothelial dysfunction including endoplasmic reticulum (ER) stress plays a crucial role in atherogenesis. Hydrogen sulphide (H2 S), a metabolic production of Hcy and gasotransmitter, exhibits preventing cardiovascular damages induced by HHcy by reducing ER stress, but the underlying
Ling Li et al.
Circulation, 117(18), 2351-2360 (2008-04-30)
The potential biological significance of hydrogen sulfide (H(2)S) has attracted growing interest in recent years. The aim of this study was to characterize a novel, water-soluble, slow-releasing H(2)S compound [morpholin-4-ium 4 methoxyphenyl(morpholino) phosphinodithioate (GYY4137)] and evaluate its use as a
Jiateng Hu et al.
Advanced healthcare materials, 12(28), e2301316-e2301316 (2023-08-02)
Critical limb ischemia, the final course of peripheral artery disease, is characterized by an insufficient supply of blood flow and excessive oxidative stress. H2 S molecular therapy possesses huge potential for accelerating revascularization and scavenging intracellular reactive oxygen species (ROS).
Lorenzo Di Cesare Mannelli et al.
Neuropharmacology, 121, 49-59 (2017-04-23)
Hydrogen sulfide (H
Effects of natural and synthetic isothiocyanate-based H2S-releasers against chemotherapy-induced neuropathic pain: Role of Kv7 potassium channels.
Di Cesare Mannelli L et al.
Neuropharmacology, 121, 49-49 (2007)

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