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Merck

D4268

NG,NG-Dimethylarginine dihydrochloride

≥98% (TLC), powder, NOS inhibitor

Synonym(s):

asym-Dimethylarginine, ADMA

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About This Item

Empirical Formula (Hill Notation):
C8H18N4O2 · 2HCl
CAS Number:
220805-22-1
Molecular Weight:
275.18
UNSPSC Code:
12352209
PubChem Substance ID:
24278027
NACRES:
NA.77
MDL number:
MFCD00270857

Key Documents

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Product Name

NG,NG-Dimethylarginine dihydrochloride,

SMILES string

Cl[H].Cl[H].CN(C)C(=N)NCCC[C@H](N)C(O)=O

InChI

1S/C8H18N4O2.2ClH/c1-12(2)8(10)11-5-3-4-6(9)7(13)14;;/h6H,3-5,9H2,1-2H3,(H2,10,11)(H,13,14);2*1H/t6-;;/m0../s1

InChI key

SYLNVYJOPZWPJI-ILKKLZGPSA-N

assay

≥98% (TLC)

form

powder

solubility

water: 50 mg/mL, clear, colorless

storage temp.

room temp

Quality Level

200

Gene Information

human ... NOS1(4842), NOS2(4843), NOS2B(201288), NOS2C(645740), NOS3(4846)

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General description

NG,NG-Dimethylarginine dihydrochloride is a methylated arginine derivative, which is produced by the liver. It is linked to liver cirrhosis, alcoholic hepatitis and acute liver failure (ALF).

Application

NG,NG- Dimethylarginine dihydrochloride has been used:
  • to study its effects on cardiovascular activities in rostral ventrolateral medulla (RVLM) in rats
  • as a standard for measuring L-arginine and dimethylarginines
  • to study its effects on hepatic deterioration

Biochem/physiol Actions

Reversible inhibitor of nitric oxide synthetase in vivo and in vitro.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000508579
0000508579
0000507968
0000507968
0000497557

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Aleksandar Radujkovic et al.
Haematologica, 104(4), 827-834 (2018-12-06)
Increasing evidence suggests that endothelial cell distress is associated with mortality after allogeneic stem cell transplantation and acute graft-versus-host disease. Asymmetric dimethylarginine is an endogenous nitric oxide synthase inhibitor that induces endothelial cell dysfunction. We analyzed the impact of pre-transplant
José D Martins et al.
Journal of the American Heart Association, 8(7), e011536-e011536 (2019-04-02)
Background Optimally treated patients with coarctation of the aorta remain at risk for late vascular dysfunction. The effect of treatment modality on vascular function is unknown. The LOVE-COARCT (Long-term Outcomes and Vascular Evaluation After Successful Coarctation of the Aorta Treatment)
P Vallance et al.
Lancet (London, England), 339(8793), 572-575 (1992-03-07)
Nitric oxide (NO), synthesised from L-arginine, contributes to the regulation of blood pressure and to host defence. We describe in-vitro and in-vivo evidence that NO synthesis can be inhibited by an endogenous compound, NG,NG-dimethylarginine (asymmetrical dimethylarginine, ADMA). In man, this
Monitoring of L-Arginine and Endogenous Dimethylarginines in Survivor Septic Patients-A Pilot Study
Nemeth B, et al.
In Vivo, 30(5), 663-669 (2016)
The restorative effect of ascorbic acid on liver injury inducedby asymmetric dimethylarginine
Okuyucu A, et al.
Turkish Journal of Biology, 40(2), 452-461 (2016)
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