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Updating {{chembox}} (no changed fields - added verified revid - updated 'UNII_Ref', 'ChemSpiderID_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEMBL_Ref', 'KEGG_Ref') per Chem/Drugbox validation (
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| verifiedrevid = 413864685
|ImageFile=Amthamine.svg
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|OtherNames=5-(2-aminoethyl)-4-methyl-2-thiazolamine</br>2-amino-5-(2-aminoethyl)-4-methylthiazole
|OtherNames=5-(2-aminoethyl)-4-methyl-2-thiazolamine</br>2-amino-5-(2-aminoethyl)-4-methylthiazole
|Section1={{Chembox Identifiers
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 112538
| ChemSpiderID = 112538
| InChI = 1/C6H11N3S/c1-4-5(2-3-7)10-6(8)9-4/h2-3,7H2,1H3,(H2,8,9)
| InChI = 1/C6H11N3S/c1-4-5(2-3-7)10-6(8)9-4/h2-3,7H2,1H3,(H2,8,9)
| InChIKey = LHVRFUVVRXGZPV-UHFFFAOYAV
| InChIKey = LHVRFUVVRXGZPV-UHFFFAOYAV
| SMILES1 = n1c(c(sc1N)CCN)C
| SMILES1 = n1c(c(sc1N)CCN)C
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 293762
| ChEMBL = 293762
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C6H11N3S/c1-4-5(2-3-7)10-6(8)9-4/h2-3,7H2,1H3,(H2,8,9)
| StdInChI = 1S/C6H11N3S/c1-4-5(2-3-7)10-6(8)9-4/h2-3,7H2,1H3,(H2,8,9)
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = LHVRFUVVRXGZPV-UHFFFAOYSA-N
| StdInChIKey = LHVRFUVVRXGZPV-UHFFFAOYSA-N
| CASNo=142437-67-0
| CASNo=142437-67-0

Revision as of 12:15, 14 February 2011

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
  • 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 JC, van der Goot H, Sterk GJ, Timmerman H. 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. 1992 Aug 21;35(17):3239-46. PMID 1507209
  2. ^ Coruzzi G, Timmerman H, Adami M, Bertaccini G (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. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
  3. ^ Ezeamuzie CI, Philips E. Histamine H(2) receptors mediate the inhibitory effect of histamine on human eosinophil degranulation. British Journal of Pharmacology. 2000 Oct;131(3):482-8. PMID 11015298
  4. ^ Fernandez N, Monczor F, Baldi A, Davio C, Shayo C. Histamine H2 receptor trafficking: role of arrestin, dynamin, and clathrin in histamine H2 receptor internalization. Molecular Pharmacology. 2008 Oct;74(4):1109-18. PMID 18617631
  5. ^ Threlfell S, Exley R, Cragg SJ, Greenfield SA. Constitutive histamine H2 receptor activity regulates serotonin release in the substantia nigra. Journal of Neurochemistry. 2008 Nov;107(3):745-55. PMID 18761715