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
• 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

Properties

• Product Name: Agmatine sulfate salt, ≥97%, powder
• Quality Segment: 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[1]
• 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[2]
• 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.[3] It is found in food sources such as plant source food and animal products.[4] 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.[3] 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.[4]

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: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)