Amthamine

Amthamine is a histamine agonist selective for the H₂ subtype.[1] It has been used in vitro and in vivo to study gastric secretion,[2] as well as other functions of the H₂ receptor.[3][4][5]

Amthamine

Names
IUPAC name 5-(2-aminoethyl)-4-methyl-1,3-thiazol-2-amine
Other names 5-(2-aminoethyl)-4-methyl-2-thiazolamine 2-amino-5-(2-aminoethyl)-4-methylthiazole
Identifiers
CAS Number	142437-67-0
3D model (JSmol)	Interactive image Interactive image
ChEMBL	ChEMBL293762
ChemSpider	112538
IUPHAR/BPS	4025
PubChem CID	126688
CompTox Dashboard (EPA)	DTXSID80162039
InChI InChI=1S/C6H11N3S/c1-4-5(2-3-7)10-6(8)9-4/h2-3,7H2,1H3,(H2,8,9) Key: LHVRFUVVRXGZPV-UHFFFAOYSA-N InChI=1/C6H11N3S/c1-4-5(2-3-7)10-6(8)9-4/h2-3,7H2,1H3,(H2,8,9) Key: LHVRFUVVRXGZPV-UHFFFAOYAV
SMILES CC1=C(SC(=N1)N)CCN n1c(c(sc1N)CCN)C
Properties
Chemical formula	C6H11N3S
Molar mass	157.236 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

References

1. Eriks, J. C; Van Der Goot, H; Sterk, G. J; Timmerman, H (1992). "Histamine H2-receptor agonists. Synthesis, in vitro pharmacology, and qualitative structure-activity relationships of substituted 4- and 5-(2-aminoethyl)thiazoles". Journal of Medicinal Chemistry. 35 (17): 3239–46. doi:10.1021/jm00095a021. PMID 1507209.
2. Coruzzi G, Timmerman H, Adami M, Bertaccini G (July 1993). "The new potent and selective histamine H2 receptor agonist amthamine as a tool to study gastric secretion". Naunyn Schmiedebergs Arch Pharmacol. 348 (1): 77–81. doi:10.1007/BF00168540. PMID 8377843.
3. Ezeamuzie, C. I; Philips, E (2000). "Histamine H(2) receptors mediate the inhibitory effect of histamine on human eosinophil degranulation". British Journal of Pharmacology. 131 (3): 482–8. doi:10.1038/sj.bjp.0703556. PMC 1572337. PMID 11015298.
4. Fernandez, N; Monczor, F; Baldi, A; Davio, C; Shayo, C (2008). "Histamine H2 receptor trafficking: Role of arrestin, dynamin, and clathrin in histamine H2 receptor internalization". Molecular Pharmacology. 74 (4): 1109–18. doi:10.1124/mol.108.045336. PMID 18617631.
5. Threlfell, S; Exley, R; Cragg, S. J; Greenfield, S. A (2008). "Constitutive histamine H2 receptor activity regulates serotonin release in the substantia nigra". Journal of Neurochemistry. 107 (3): 745–55. doi:10.1111/j.1471-4159.2008.05646.x. PMID 18761715.