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^Y
3D model (JSmol)	Interactive image Interactive image
ChEMBL	ChEMBL293762^Y
ChemSpider	112538^Y
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)^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 their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is ^YN ?)
Infobox references

References

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 Schmiedebergs Arch Pharmacol. 348 (1): 77–81. doi:10.1007/BF00168540. PMID 8377843.
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. PMID 18617631.
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.

Histamine receptor modulators
H₁	Agonists: 2-Pyridylethylamine Betahistine Histamine HTMT L-Histidine UR-AK49 Antagonists: First-generation: 4-Methyldiphenhydramine Alimemazine Antazoline Azatadine Bamipine Benzatropine (benztropine) Bepotastine Bromazine Brompheniramine Buclizine Captodiame Carbinoxamine Chlorcyclizine Chloropyramine Chlorothen Chlorphenamine Chlorphenoxamine Cinnarizine Clemastine Clobenzepam Clocinizine Cloperastine Cyclizine Cyproheptadine Dacemazine Decloxizine Deptropine Dexbrompheniramine Dexchlorpheniramine Dimenhydrinate Dimetindene Diphenhydramine Diphenylpyraline Doxylamine Embramine Etodroxizine Etybenzatropine (ethylbenztropine) Etymemazine Fenethazine Flunarizine Histapyrrodine Homochlorcyclizine Hydroxyethylpromethazine Hydroxyzine Isopromethazine Isothipendyl Meclozine Medrylamine Mepyramine (pyrilamine) Mequitazine Methafurylene Methapyrilene Methdilazine Moxastine Orphenadrine Oxatomide Oxomemazine Perlapine Phenindamine Pheniramine Phenyltoloxamine Pimethixene Piperoxan Pipoxizine Promethazine Propiomazine Pyrrobutamine Talastine Thenalidine Thenyldiamine Thiazinamium Thonzylamine Tolpropamine Tripelennamine Triprolidine Second/third-generation: Acrivastine Alinastine Astemizole Azelastine Bamirastine Barmastine Bepiastine Bepotastine Bilastine Cabastinen Carebastine Cetirizine Clemastine Clemizole Clobenztropine Desloratadine Dorastine Ebastine Efletirizine Emedastine Epinastine Fexofenadine Flezelastine Ketotifen Latrepirdine Levocabastine Levocetirizine Linetastine Loratadine Mapinastine Mebhydrolin Mizolastine Moxastine Noberastine Octastine Olopatadine Perastine Pibaxizine Piclopastine Quifenadine (phencarol) Rocastine Rupatadine Setastine Sequifenadine (bicarphen) Talastine Temelastine Terfenadine Vapitadine Zepastine Others: Atypical antipsychotics (e.g., aripiprazole, asenapine, brexpiprazole, brilaroxazine, clozapine, iloperidone, olanzapine, paliperidone, quetiapine, risperidone, ziprasidone, zotepine) Phenylpiperazine antidepressants (e.g., hydroxynefazodone, nefazodone, trazodone, triazoledione) Tetracyclic antidepressants (e.g., amoxapine, loxapine, maprotiline, mianserin, mirtazapine, oxaprotiline) Tricyclic antidepressants (e.g., amitriptyline, butriptyline, clomipramine, desipramine, dosulepin (dothiepin), doxepin, imipramine, iprindole, lofepramine, nortriptyline, protriptyline, trimipramine) Typical antipsychotics (e.g., chlorpromazine, flupenthixol, fluphenazine, loxapine, perphenazine, prochlorperazine, thioridazine, thiothixene) Unknown/unsorted: Azanator Belarizine Elbanizine Flotrenizine GSK1004723 Napactadine Tagorizine Trelnarizine Trenizine
H₂	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
H₃	Agonists: α-Methylhistamine Cipralisant Histamine Imetit Immepip Immethridine L-Histidine Methimepip Proxyfan Antagonists: A-349,821 A-423,579 ABT-239 ABT-652 AZD5213 Bavisant Betahistine Burimamide Ciproxifan Clobenpropit Conessine Enerisant GSK-189,254 Impentamine Iodophenpropit Irdabisant JNJ-5207852 NNC 38-1049 PF-03654746 Pitolisant SCH-79687 Thioperamide VUF-5681
H₄	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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