Amthamine

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
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C6H11N3S/c1-4-5(2-3-7)10-6(8)9-4/h2-3,7H2,1H3,(H2,8,9) checkY
    Key: LHVRFUVVRXGZPV-UHFFFAOYSA-N checkY
  • InChI=1/C6H11N3S/c1-4-5(2-3-7)10-6(8)9-4/h2-3,7H2,1H3,(H2,8,9)
    Key: LHVRFUVVRXGZPV-UHFFFAOYAV
  • CC1=C(SC(=N1)N)CCN
  • n1c(c(sc1N)CCN)C
Properties
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).
checkY verify (what is checkY☒N ?)

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]

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-Schmiedeberg's Arch Pharmacol. 348 (1): 77–81. doi:10.1007/BF00168540. PMID 8377843. S2CID 20132912.
  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. hdl:11336/25894. PMID 18617631. S2CID 21485434.
  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.


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