2-(5-methyl-1H-imidazol-4-yl)ethan-1-amine

• ChemBase ID: 125447
• Molecular Formular: C6H11N3
• Molecular Mass: 125.17164
• Monoisotopic Mass: 125.09529737
• SMILES: n1c(c([nH]c1)C)CCN
• Canonical SMILES: Cc1c(CCN)nc[nH]1
• InChI: InChI=1S/C6H11N3/c1-5-6(2-3-7)9-4-8-5/h4H,2-3,7H2,1H3,(H,8,9)
• InChIKey: UGYXPZQILZRKJJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(5-methyl-1H-imidazol-4-yl)ethan-1-amine; 2-(4-methyl-1H-imidazol-5-yl)ethan-1-amine
• IUPAC Traditional name: 4-methylhistamine
• Synonyms: 4-Methylhistamine; 4-Methyl-1H-imidazole-5-ethanamine; 5-Methyl-1H-imidazole-4-ethanamine Hydrochloride; 2-(5-Methyl-4-imidazolyl)ethylamine Dihydrochloride; 4-(2-Aminoethyl)-5-methylimidazole Dihydrochloride; 5-Methylhistamine Dihydrochloride; 5(4)-Methylhistamine Dihydrochloride; 5-(2-Aminoethyl)-4-methylimidazole Dihydrochloride; 4-Methyl Histamine Dihydrochloride; 2-(5-METHYL-3H-IMIDAZOL-4-YL)-ETHYLAMINE

Database IDs

• CAS Number: 36507-31-0; 36376-47-3
• PubChem SID: 162219797
• PubChem CID: 37463
• CHEMBL: 275443
• Chemspider ID: 34368
• IUPHAR ligand ID: 1269
• KEGG ID: C17929
• MeSH Name: 4-methylhistamine
• Wikipedia Title: 4-Methylhistamine

CALCULATED PROPERTIES

• Acid pKa: 14.77542
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -4.842924
• LogD (pH = 7.4): -3.3843887
• Log P: -0.90812474
• Molar Refractivity: 36.8206 cm^3
• Polarizability: 14.035481 Å^3
• Polar Surface Area: 54.7 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 98%

DETAILS

Toronto Research Chemicals - M312015

Histamine H2 receptor agonist, antagonist and antineoplastic agent on the in vitro growth of peripheral blood CFU-GM from normal individuals and HL-60 leukemia cells.

REFERENCES

• Liu, C., et al.: Mol. Pharmacol., 59, 420 (2001)
• Hofstra, C., et al.: J. Pharmacol. Exp. Ther., 305, 1212 ( 2003), Dunford, P., et al.: J. Immuno.,l 176, 7062 (2001)