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Amthamine

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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^Y
3D model (JSmol)	Interactive image Interactive image
ChEMBL	ChEMBL293762^Y
ChemSpider	112538^Y
IUPHAR/BPS	4025
PubChem CID	126688
UNII	N4ZJ2D98HM^Y
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)^Y Key: LHVRFUVVRXGZPV-UHFFFAOYSA-N^Y 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 theirstandard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references

Chemical compound

Amthamine is ahistamine agonist selective for theH₂ subtype.^[1] It has been usedin vitro andin vivo to studygastric secretion,^[2] as well as other functions of the H₂ receptor.^[3]^[4]^[5]

^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.
^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.
^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.
^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.
^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.

Agonists

Antagonists

Agonists	Amthamine Betazole Dimaprit Histamine HTMT Impromidine L-Histidine UR-AK49
Antagonists	Bisfentidine Burimamide Cimetidine Dalcotidine Donetidine Ebrotidine Etintidine Famotidine Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine (quisultidine) Ramixotidine Ranitidine Roxatidine Sufotidine Tiotidine Tuvatidine Venritidine Xaltidine Zolantidine

Agonists	α-Methylhistamine BP 2.94 Cipralisant (GT-2331) GT-2203 (VUF-5296) Histamine Imetit Immepip Immethridine (BP-1-5375) L-Histidine Methimepip Proxyfan SCH-50971 VUF-5297
Antagonists	A-349821 A-423579 ABT-239 ABT-652 AZD5213 Bavisant Betahistine Burimamide Ciproxifan Clobenpropit Conessine Enerisant GSK-189254 Impentamine Iodophenpropit Irdabisant JNJ-5207852 NNC 38-1049 PF-03654746 Pitolisant SCH-79687 Thioperamide VUF-5681

Agonists	4-Methylhistamine α-Methylhistamine Histamine L-Histidine OUP-16 VUF-8430
Antagonists	JNJ-7777120 Mianserin Seliforant Thioperamide Toreforant VUF-6002

See also: Receptor/signaling modulators; Monoamine metabolism modulators; Monoamine reuptake inhibitors

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