A7127

Agmatine sulfate salt

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

• Synonym(s): 1-Amino-4-guanidinobutane sulfate salt, 4-Guanidinobutylamine sulfate salt, N-(4-Aminobutyl)guanidine sulfate salt
• Linear Formula: H₂N(CH₂)₄NHC(=NH)NH₂·H₂SO₄
• CAS Number: 2482-00-0
• Molecular Weight: 228.27
• Beilstein/REAXYS Number: 3918807
• EC Number: 219-617-3
• MDL number: MFCD00013109
• UNSPSC Code: 12352200
• PubChem Substance ID: 24277749
• NACRES: NA.32

Properties

• 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)

Description

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)