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SML0100

Sigma-Aldrich

GYY4137 Dichloromethane complex

≥98% (HPLC)

Synonym(s):

P-(4-Methoxyphenyl)-P-4-morpholinyl-phosphinodithioic acid, compound with morpholine (1:1), morpholin-4-ium 4-methoxyphenyl(morpholino) phosphinodithioate dichloromethane complex

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About This Item

Empirical Formula (Hill Notation):
C11H16NO2PS2 · C4H9NO · xCH2Cl2
CAS Number:
106740-09-4
Molecular Weight:
376.47
UNSPSC Code:
12352200
PubChem Substance ID:
329825158
NACRES:
NA.25

Quality Level

100

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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)
Subir Kumar Juin et al.
Biomolecules, 11(10) (2021-10-24)
Diabetic kidney is associated with an accumulation of extracellular matrix (ECM) leading to renal fibrosis. Dysregulation of retinoic acid metabolism involving retinoic acid receptors (RARs) and retinoid X receptors (RXRs) has been shown to play a crucial role in diabetic
Peter Kip et al.
Journal of the American Heart Association, 9(22), e016391-e016391 (2020-11-05)
Background Failure rates after revascularization surgery remain high, both in vein grafts (VG) and arterial interventions. One promising approach to improve outcomes is endogenous upregulation of the gaseous transmitter-molecule hydrogen sulfide, via short-term dietary restriction. However, strict patient compliance stands

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