Alpha-Methylhistamine

Top

Home > Library > Miscellaneous > Wikipedia

α-Methylhistamine

IUPAC name 1-(3H-Imidazol-4-yl)propan-2-amine
Systematic name 1-(1H-Imidazol-4-yl)propan-2-amine^[1]
Identifiers
CAS number	6986-90-9^N, 75614-87-8 (R)^Y, 75614-93-6 (S)^Y
PubChem	3615, 156615 (R), 6603865 (S)
ChemSpider	3489^Y
MeSH	Alpha-methylhistamine
ChEBI	CHEBI:295965^N
ChEMBL	CHEMBL116655^Y
IUPHAR ligand	1239
Jmol-3D images	Image 1 Image 2 Image 3
SMILES CC(N)CC1=CNC=N1 CC(CC1=CN=CN1)N n1cc(nc1)CC(N)C
InChI InChI=1S/C6H11N3/c1-5(7)2-6-3-8-4-9-6/h3-5H,2,7H2,1H3,(H,8,9)^Y Key: XNQIOISZPFVUFG-UHFFFAOYSA-N^Y InChI=1/C6H11N3/c1-5(7)2-6-3-8-4-9-6/h3-5H,2,7H2,1H3,(H,8,9) Key: XNQIOISZPFVUFG-UHFFFAOYAW
Properties
Molecular formula	C₆H₁₁N₃
Molar mass	125.17 g mol⁻¹
Exact mass	125.095297367 g mol^-1
log P	-0.346
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

α-Methylhistamine is a histamine agonist selective for the receptor subtype H₃. It causes lowering of blood pressure and a decrease of heart rate in animal models.^[2]

References

^ https://www.ebi.ac.uk/chebi/searchId.do?chebiId=295965
^ McLeod, RL; Gertner, SB; Hey, JA (1993). "Production by R-alpha-methylhistamine of a histamine H3 receptor-mediated decrease in basal vascular resistance in guinea-pigs". Br J Pharmacol 110 (2): 553–558. PMC 2175947. PMID 7902173. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=2175947.

Histaminergics

Receptor
ligands

H₁	Agonists: 2-Pyridylethylamine Betahistine Histamine HTMT UR-AK49 Antagonists: "1st generation": 4-Methyldiphenhydramine Alimemazine Antazoline Azatadine Bamipine Benzatropine (Benztropine) Bepotastine Bromazine Brompheniramine Buclizine Captodiame Carbinoxamine Chlorcyclizine Chloropyramine Chlorothen Chlorphenamine Chlorphenoxamine Cinnarizine Clemastine Clobenzepam Clocinizine Cyclizine Cyproheptadine Dacemazine Deptropine Dexbrompheniramine Dexchlorpheniramine Dimenhydrinate Dimetindene Diphenhydramine Diphenylpyraline Doxylamine Embramine Etybenzatropine (Ethylbenztropine) Etymemazine Histapyrrodine Homochlorcyclizine Hydroxyethylpromethazine Hydroxyzine Isopromethazine Isothipendyl Meclozine Mepyramine (Pyrilamine) Mequitazine Methafurylene Methapyrilene Methdilazine Moxastine Niaprazine Orphenadrine Oxatomide Oxomemazine Phenindamine Pheniramine Phenyltoloxamine Pimethixene Piperoxan Promethazine Propiomazine Pyrrobutamine Talastine Thenalidine Thenyldiamine Thiazinamium Thonzylamine Tolpropamine Tripelennamine Triprolidine; "2nd generation": Acrivastine Astemizole Azelastine Cetirizine Clemizole Clobenztropine Ebastine Emedastine Epinastine Ketotifen Latrepirdine Levocabastine Loratadine Mebhydrolin Mizolastine Olopatadine Rupatadine Setastine Terfenadine; "3rd generation": Desloratadine Fexofenadine Levocetirizine; Miscellaneous: Tricyclic antidepressants (Amitriptyline Doxepin Trimipramine, etc) Tetracyclic antidepressants (Mianserin Mirtazapine, etc) Serotonin antagonist and reuptake inhibitors (Trazodone Nefazodone) Typical antipsychotics (Chlorpromazine Thioridazine, etc) Atypical antipsychotics (Clozapine Olanzapine Quetiapine, etc)

H₂	Agonists: Amthamine Betazole Dimaprit Histamine HTMT Impromidine UR-AK49 Antagonists: Burimamide Cimetidine Ebrotidine Famotidine Lafutidine Lavoltidine/Loxtidine Lupitidine Metiamide Niperotidine Nizatidine Oxmetidine Ranitidine Roxatidine

H₃	Agonists: α-Methylhistamine Cipralisant Histamine Imetit Immepip Immethridine Methimepip Proxyfan Antagonists: A-349,821 A-423,579 ABT-239 Betahistine Burimamide Ciproxifan Clobenpropit Conessine GSK-189,254 Impentamine Iodophenpropit JNJ-5,207,852 MK-0249 NNC-38-1,049 PF-03654746 Pitolisant SCH-79,687 Thioperamide VUF-5,681

H₄	Agonists: 4-Methylhistamine Histamine VUF-8,430 Antagonists: JNJ-7,777,120 Thioperamide VUF-6,002

Reuptake
inhibitors

Vesicular

VMAT inhibitors	Ibogaine Reserpine Tetrabenazine

Enzyme
inhibitors

Anabolism

HDC inhibitors	Catechin Meciadanol Naringenin Tritoqualine

Catabolism

HNMT inhibitors	Amodiaquine Diphenhydramine Harmaline Metoprine Quinacrine SKF-91,488 Tacrine

DAO inhibitors	Aminoguanidine

Others

Precursors	L-Histidine

Cofactors	Vitamin B6 (pyridoxine pyridoxamine pyridoxal → Pyridoxal phosphate)

This drug article relating to the cardiovascular system is a stub. You can help Wikipedia by expanding it.

This entry is from Wikipedia, the leading user-contributed encyclopedia. It may not have been reviewed by professional editors (see full disclaimer)

Donate to Wikimedia

Help us answer these

Is alpha kappa alpha sorority equivalent to alpha phi alpha fraternity?

alpha Phi alpha initiation?

alpha kappa alpha handshake?

Who are the brothers of the alpha kappa alpha?

Post a question - any question - to the WikiAnswers community:

Copyrights:

Cite

Wikipedia on Answers.com This article is licensed under the Creative Commons Attribution/Share-Alike License. It uses material from the Wikipedia article Alpha-Methylhistamine. Read