CAS Number2482-00-0
Synonyms4-Guanidinobutane sulfate; N-(4-Aminobutyl)guanidine sulfate; (4-aminobutyl)guanidinium sulphate; 1-(4-Aminobutyl)guanidine sulfate (1:1); Agmatine sulfate; agmatine; Guanidine, N-(4-aminobutyl)-, sulfate (1:1); Guanidine, (4-aminobutyl)-, sulfate (1:1); 1-(4-Aminobutyl)guanidine sulfate; 1-Amino-4-guanidinobutane sulfate; 4-aminobutylguanidine sulfate; 1-Amino-4-guanidinobutane sulfate salt; MFCD00013109; Prestwick_710; EINECS 219-617-3; (4-Aminobutyl)guanadine sulfate; 1-Amino-4-guanidobutane Sulfate; Agmatine sulphate; Agmatine sulfate salt; Agmatine (sulfate)
Molecular FormulaH2N(CH2)4NHC(=NH)NH2·H2SO4
Molecular Weight228.27
Purity≥97%
Boiling Point281.4ºC at 760 mmHg
Melting Point234-238 °C (lit.)
Appearancepowder
EINECS219-617-3
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 2482-00-0 |
| Catalog No. | 2A-9028617 |
| Chinese Name | 硫酸胍基丁胺 |
| Synonyms | 4-Guanidinobutane sulfate; N-(4-Aminobutyl)guanidine sulfate; (4-aminobutyl)guanidinium sulphate; 1-(4-Aminobutyl)guanidine sulfate (1:1); Agmatine sulfate; agmatine; Guanidine, N-(4-aminobutyl)-, sulfate (1:1); Guanidine, (4-aminobutyl)-, sulfate (1:1); 1-(4-Aminobutyl)guanidine sulfate; 1-Amino-4-guanidinobutane sulfate; 4-aminobutylguanidine sulfate; 1-Amino-4-guanidinobutane sulfate salt; MFCD00013109; Prestwick_710; EINECS 219-617-3; (4-Aminobutyl)guanadine sulfate; 1-Amino-4-guanidobutane Sulfate; Agmatine sulphate; Agmatine sulfate salt; Agmatine (sulfate) |
| Molecular Formula | H2N(CH2)4NHC(=NH)NH2·H2SO4 |
| Molecular Weight | 228.27 |
| Purity | ≥97 |
| Boiling Point | 281.4ºC at 760 mmHg |
| Melting Point | 234-238 °C (lit.) |
| Appearance | powder |
| Water Solubility | H2O: 50 mg/mL |
| Storage Condition | 1. Keep the container sealed, put it in a tight co |
| Application | Agmatine sulfate exerts regulatory effects on multiple targets, such as neurotransmitter systems, ion channels, and nitric oxide synthesis. It is an endogenous agonist of imidazoline receptor and an i |
| EINECS | 219-617-3 |
| HTC | 2925290090 |
| PubChem ID | 24277749 |
| MDL Number | MFCD00013109 |
| SMILES | 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 |
| Beilstein/REAXYS | 3918807 |
| NACRES Code | NA.32 |
| UNSPSC | 12352200 |
| Hazard Symbols | transportation |
| MSDS | msds/28617_1_2482_00_0.pdf |
| Bioactivity | Agmatine sulfate exerts modulatory action at multiple molecular targets, such as neurotransmitter systems, ion channels and nitric oxide synthesis. It is an endogenous agonist at imidazoline receptor and a NO synthase inhibitor. Related Catalog Signaling Pathways >> GPCR/G Protein >> Imidazoline Receptor Signaling Pathways >> Neuronal Signaling >> Imidazoline Receptor Signaling Pathways >> Immunology/Inflammation >> NO Synthase Research Areas >> Neurological Disease In Vitro Agmatine binds to alpha 2-adrenergic and imidazoline receptors and stimulates release of catecholamines from adrenal chromaffin cells. Its biosynthetic enzyme, arginine decarboxylase, is present in brain. Agmatine, locally synthesized, is an endogenous agonist at imidazoline receptors, a noncatecholamine ligand at alpha 2-adrenergic receptors and may act as a neurotransmitter[1]. Agmatine is synthesized in the brain, stored in synaptic vesicles in regionally selective neurons, accumulated by uptake, released by depolarization, and inactivated by agmatinase. Agmatine inhibits nitric oxide synthase, and induces the release of some peptide hormones[2]. Agmatine, 4-(aminobutyl)guanidine, is produced by decarboxylation of L-arginine by the enzyme arginine decarboxylase. Agmatine is a competitive inhibitor of all NOS isoenzymes but not an NO precursor. Ki values are approximately 660 µM (NOS I), 220 µM (NOS II) and 7.5 mM (NOS III)[3]. Agmatine stimulates nitrite production three-fold above basal nitrite formation by endothelial cells. Agmatine displaces [3H]-idazoxan from endothelial cellmembranes and is found to induce transients in the cytosolic calcium of endothelial cells. The transients could be downregulated by repeated exposure to agmatine but are not affected by pretreatment with norepinephrine[4]. In Vivo Agmatine produces an antidepressant-like effect when assessed in the forced swimming test and in the tail suspension test in mice (dose range 0.01-50 mg/kg, i.p.), without accompanying changes in ambulation in an open-field[5]. In ischemic stroke, agmatine protects the blood-brain barrier, which can be monitored in vivo by quantification of permeability by using dynamic contrast-enhanced MR imaging[6]. Agmatine substantially augments the antidepressant-like effect of MK-801, reinforcing the notion that this compound modulates NMDA receptor activation[7]. Animal Admin Rats: Thirty-four male Sprague-Dawley rats are subjected to transient MCA occlusion for 90 minutes. Immediately after reperfusion, agmatine (100 mg/kg) or normal saline is injected intraperitoneally into the agmatine-treated group (n= 17) or the control group, respectively. MR imaging is performed after reperfusion[6]. Mice: Mice are pretreated with a range of sub-effective doses of either fluoxetine (1, 2.5 and 5 mg/kg, p.o.; a selective serotonin reuptake inhibitor), imipramine (0.01, 0.05 and 0.1 mg/kg, p.o.; a tricyclic antidepressant), bupropion (0.1, 0.5 and 1 mg/kg, p.o.; dopamine reuptake inhibitor with subtle activity on noradrenergic reuptake), or MK-801 (0.0001, 0.0005 and 0.001 mg/kg, p.o.; noncompetitive NMDA receptor antagonist) and immediately after, a sub-effective dose of either agmatine (0.0001 mg/kg p.o.) or vehicle is administered. After 60 min, the animals are subjected to behavioral testing[7]. References [1]. Li G, et al. Agmatine: an endogenous clonidine-displacing substance in the brain. Science. 1994 Feb 18;263(5149):966-9. [2]. Reis DJ, et al. Is agmatine a novel neurotransmitter in brain? Trends Pharmacol Sci. 2000 May;21(5):187-93. [3]. Galea E, et al. Inhibition of mammalian nitric oxide synthases by agmatine, an endogenouspolyamine formed by decarboxylation of arginine. Biochem J. 1996 May 15;316 ( Pt 1):247-9. [4]. Morrissey JJ, et al. Agmatine activation of nitric oxide synthase in endothelial cells. Proc Assoc Am Physicians. 1997 Jan;109(1):51-7. [5]. Zomkowski AD, et al. Agmatine produces antidepressant-like effects in two models of depression in mice. Neuroreport. 2002 Mar 25;13(4):387-91. [6]. Ahn SS, et al. Effects of agmatine on blood-brain barrier stabilization assessed by permeability MRI in a rat model of transient cerebral ischemia. AJNR Am J Neuroradiol. 2015 Feb;36(2):283-8. [7]. Neis VB, et al. Agmatine enhances antidepressant potency of MK-801 and conventional antidepressants in mice. Pharmacol Biochem Behav. 2015 Mar;130:9-14. Chemical & Physical Properties Boiling Point 281.4ºC at 760 mmHg Melting Point 234-238 °C(lit.) Molecular Formula C5H16N4O4S Molecular Weight 228.270 Flash Point 124ºC Exact Mass 228.089218 PSA 170.90000 LogP 1.52760 Vapour Pressure 0.00357mmHg at 25°C InChIKey PTAYFGHRDOMJGC-UHFFFAOYSA-N SMILES NCCCCN=C(N)N.O=S(=O)(O)O Storage condition −20°C Water Solubility H2O: 50 mg/mL |
| Use of | Agmatine sulfate exerts modulatory action at multiple molecular targets, such as neurotransmitter systems, ion channels and nitric oxide synthesis. It is an endogenous agonist at imidazoline receptor and a NO synthase inhibitor. Properties Articles10 Name 2-(4-aminobutyl)guanidine,sulfuric acid Synonym More Synonyms Agmatine sulfate Biological Activity Description Agmatine sulfate exerts modulatory action at multiple molecular targets, such as neurotransmitter systems, ion channels and nitric oxide synthesis. It is an endogenous agonist at imidazoline receptor and a NO synthase inhibitor. Related Catalog Signaling Pathways >> GPCR/G Protein >> Imidazoline Receptor Signaling Pathways >> Neuronal Signaling >> Imidazoline Receptor Signaling Pathways >> Immunology/Inflammation >> NO Synthase Research Areas >> Neurological Disease References [1]. Li G, et al. Agmatine: an endogenous clonidine-displacing substance in the brain. Science. 1994 Feb 18;263(5149):966-9. [2]. Reis DJ, et al. Is agmatine a novel neurotransmitter in brain? Trends Pharmacol Sci. 2000 May;21(5):187-93. [3]. Galea E, et al. Inhibition of mammalian nitric oxide synthases by agmatine, an endogenouspolyamine formed by decarboxylation of arginine. Biochem J. 1996 May 15;316 ( Pt 1):247-9. [4]. Morrissey JJ, et al. Agmatine activation of nitric oxide synthase in endothelial cells. Proc Assoc Am Physicians. 1997 Jan;109(1):51-7. [5]. Zomkowski AD, et al. Agmatine produces antidepressant-like effects in two models of depression in mice. Neuroreport. 2002 Mar 25;13(4):387-91. [6]. Ahn SS, et al. Effects of agmatine on blood-brain barrier stabilization assessed by permeability MRI in a rat model of transient cerebral ischemia. AJNR Am J Neuroradiol. 2015 Feb;36(2):283-8. [7]. Neis VB, et al. Agmatine enhances antidepressant potency of MK-801 and conventional antidepressants in mice. Pharmacol Biochem Behav. 2015 Mar;130:9-14. Chemical & Physical Properties Molecular Formula C5H16N4O4S Exact Mass 228.089218 PSA 170.90000 LogP 1.52760 InChIKey PTAYFGHRDOMJGC-UHFFFAOYSA-N SMILES NCCCCN=C(N)N.O=S(=O)(O)O |
| Tax Rebate | 9.0% |
| Supervision | none |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: No dangerous goods IMDG Code: No dangerous goods International Air Transport Dangerous Regulations: No dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special precautions for users No data available The above information is believed to be correct, but is not all-inclusive and should be used as a guide only. The information in this document is based on our current knowledge and is Correct safety instructions apply to this product. This information does not represent a guarantee as to the properties of this product. The company is not responsible for any damage caused by any operation or contact with the above products. For more terms of use, see invoice or package The reverse side of the mounting strip. |
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