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A7127

Agmatine sulfate salt

Name: Agmatine sulfate salt
Brand: SIGMA

≥97% (TLC), powder, ion channel blocker

Synonym(s):

1-Amino-4-guanidinobutane sulfate salt, 4-Guanidinobutylamine sulfate salt, N-(4-Aminobutyl)guanidine sulfate salt

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About This Item

Linear Formula:

H₂N(CH₂)₄NHC(=NH)NH₂·H₂SO₄

CAS Number:

2482-00-0

Molecular Weight:

228.27

NACRES:

NA.32

PubChem Substance ID:

24277749

UNSPSC Code:

12352200

EC Number:

219-617-3

MDL number:

MFCD00013109

Beilstein/REAXYS Number:

3918807

Assay:

≥97%

Form:

powder

Quality level:

100

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Product Name

Agmatine sulfate salt, ≥97%, powder

Quality Level

100

assay

≥97%

form

powder

color

white to off-white

mp

234-238 °C (lit.)

solubility

H₂O: 50 mg/mL, ethanol: insoluble

SMILES string

OS(O)(=O)=O.NCCCCNC(N)=N

InChI

1S/C5H14N4.H2O4S/c6-3-1-2-4-9-5(7)8;1-5(2,3)4/h1-4,6H2,(H4,7,8,9);(H2,1,2,3,4)

InChI key

PTAYFGHRDOMJGC-UHFFFAOYSA-N

Gene Information

human ... ADRA2A(150), ADRA2B(151), ADRA2C(152), GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRINA(2907)

Related Categories

Bioactive Small Molecules

Application

Agmatine sulfate salt has been used:

to study its effects on nod-like receptor protein 3 (NLRP3) inflammasome activation and cytokine responses in sub-chronic restraint stress rat models
as an N-methyl-D-aspartate (NMDA) receptor blocker to study its therapeutic effects on autistic behaviors in the valproic acid-induced animal model of autism
as a standard to determine the bioactive amines in vegetables by high-performance liquid chromatography (HPLC)

Biochem/physiol Actions

Agmatine is a decarboxylated arginine that is present ubiquitously in all living organisms. It is found in food sources such as plant source food and animal products. It exhibits cryoprotective effects against several body functions such as nephroprotection, neuroprotection, gastroprotection, and cardioprotection. Agmatine also exhibits therapeutic effects against neurotrauma, neuropathic pain, diabetes, neurodegenerative diseases, and psychiatric diseases. It is involved in blocking many ionic channels such as ATP-sensitive K⁺ channels and voltage-gated Ca²⁺ channels. Agmatine modulates nitric oxide production and inhibits matrix metalloproteases.

Putative endogenous neurotransmitter at imidazoline receptors; displaces clonidine at α₂-adrenergic and at imidazoline receptors; blocks NMDA-activated ion channels in hippocampal neurons.

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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Is agmatine a novel neurotransmitter in brain?

D J Reis et al.

Trends in pharmacological sciences, 21(5), 187-193 (2000-04-29)

Recent evidence suggests that agmatine, which is an intermediate in polyamine biosynthesis, might be an important neurotransmitter in mammals. Agmatine is synthesized in the brain, stored in synaptic vesicles in regionally selective neurons, accumulated by uptake, released by depolarization, and

Evidence for oral agmatine sulfate safety--a 95-day high dosage pilot study with rats.

Gad M Gilad et al.

Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 62, 758-762 (2013-10-22)

Agmatine, decarboxylated arginine, exerts beneficial effects in various experimental disease models. Clinical trials indicate the safety and effectiveness of short-term (up to 21 days) high dose regimens of oral agmatine sulfate, but longer term studies are lacking. This pilot study

Agmatine: an endogenous clonidine-displacing substance in the brain.

G Li et al.

Science (New York, N.Y.), 263(5149), 966-969 (1994-02-18)

Clonidine, an antihypertensive drug, binds to alpha 2-adrenergic and imidazoline receptors. The endogenous ligand for imidazoline receptors may be a clonidine-displacing substance, a small molecule isolated from bovine brain. This clonidine-displacing substance was purified and determined by mass spectroscopy to

Agmatine Reverses Sub-chronic Stress induced Nod-like Receptor Protein 3 (NLRP3) Activation and Cytokine Response in Rats.

Ceren Sahin et al.

Basic & clinical pharmacology & toxicology, 119(4), 367-375 (2016-04-12)

The activation of Nod-like receptor protein 3 (NLRP3) has lately been implicated in stress and depression as an initiator mechanism required for the production of interleukin (IL)-1β and IL-18. Agmatine, an endogenous polyamine widely distributed in mammalian brain, is a

Vegetables consumed in Brazilian cuisine as sources of bioactive amines

Dala P B M, et al.

Food Bioscience, 40, 100856-100856 (2021)

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Global Trade Item Number

SKU	GTIN
A7127-5G	04061833383582
A7127-1G	04061833383575

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