Agmatine

Agmatine
Names
	IUPAC name 1-(4-Aminobutyl)guanidine
Identifiers
CAS Number	306-60-5 ;
3D model (JSmol)	Interactive image;
3DMet	B00052;
ChEBI	CHEBI:17431 ;
ChEMBL	ChEMBL58343 ;
ChemSpider	194 ;
ECHA InfoCard	100.005.626
EC Number	206-187-7;
KEGG	C00179 ;
MeSH	Agmatine
PubChem CID	199;
UNII	70J407ZL5Q ;
CompTox Dashboard (EPA)	DTXSID0040961 ;
	InChI InChI=1S/C5H14N4/c6-3-1-2-4-9-5(7)8/h1-4,6H2,(H4,7,8,9) Key: QYPPJABKJHAVHS-UHFFFAOYSA-N ;
	SMILES NCCCCNC(N)=N;
Properties
Chemical formula	C5H14N4
Molar mass	130.195 g·mol−1
Density	1.2 g/ml
Melting point	102 °C (216 °F; 375 K)
Boiling point	281 °C (538 °F; 554 K)
Solubility in water	high
log P	−1.423
Basicity (pKb)	0.52
Hazards
Flash point	95.8 °C (204.4 °F; 368.9 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Agmatine, also known as 4-aminobutyl-guanidine, was discovered in 1910 by Albrecht Kossel.^[2] It is a chemical substance which is naturally created from the amino acid arginine. Agmatine has been shown to exert modulatory action at multiple molecular targets, notably: neurotransmitter systems, ion channels, nitric oxide (NO) synthesis, and polyamine metabolism and this provides bases for further research into potential applications.

^ "agmatine (CHEBI:17431)". Chemical Entities of Biological Interest. UK: European Bioinformatics Institute. 15 August 2008. Main. Retrieved 11 January 2012.
^ Kossel A (1910). "Über das Agmatin". Zeitschrift für Physiologische Chemie (in German). 66 (3): 257–261. doi:10.1515/bchm2.1910.66.3.257.

[1] "agmatine (CHEBI:17431)". Chemical Entities of Biological Interest. UK: European Bioinformatics Institute. 15 August 2008. Main. Retrieved 11 January 2012.

[Kossel_1910-2] Kossel A (1910). "Über das Agmatin". Zeitschrift für Physiologische Chemie (in German). 66 (3): 257–261. doi:10.1515/bchm2.1910.66.3.257.

[1]

[2]

Names

IUPAC name 1-(4-Aminobutyl)guanidine^[1]
Identifiers
CAS Number	306-60-5^Y
3D model (JSmol)	Interactive image
3DMet	B00052
ChEBI	CHEBI:17431^Y
ChEMBL	ChEMBL58343^Y
ChemSpider	194^Y
ECHA InfoCard	100.005.626
EC Number	206-187-7
KEGG	C00179^Y
MeSH	Agmatine
PubChem CID	199
UNII	70J407ZL5Q^Y
CompTox Dashboard (EPA)	DTXSID0040961
InChI InChI=1S/C5H14N4/c6-3-1-2-4-9-5(7)8/h1-4,6H2,(H4,7,8,9)^Y Key: QYPPJABKJHAVHS-UHFFFAOYSA-N^Y
SMILES NCCCCNC(N)=N
Properties
Chemical formula	C₅H₁₄N₄
Molar mass	130.195 g·mol⁻¹
Density	1.2 g/ml
Melting point	102 °C (216 °F; 375 K)
Boiling point	281 °C (538 °F; 554 K)
Solubility in water	high
log P	−1.423
Basicity (pK_b)	0.52
Hazards
Flash point	95.8 °C (204.4 °F; 368.9 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references

Agmatine

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