(2R)-1-(1H-imidazol-4-yl)propan-2-amine

• ChemBase ID: 173771
• Molecular Formular: C6H11N3
• Molecular Mass: 125.17164
• Monoisotopic Mass: 125.09529737
• SMILES: [nH]1cc(nc1)C[C@H](N)C
• Canonical SMILES: C[C@H](Cc1c[nH]cn1)N
• InChI: InChI=1S/C6H11N3/c1-5(7)2-6-3-8-4-9-6/h3-5H,2,7H2,1H3,(H,8,9)/t5-/m1/s1
• InChIKey: XNQIOISZPFVUFG-RXMQYKEDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-1-(1H-imidazol-4-yl)propan-2-amine
• IUPAC Traditional name: (2R)-1-(1H-imidazol-4-yl)propan-2-amine
• Synonyms: (αR)-α-Methyl-1H-imidazole-4-ethanamine Dihydrochloride; R(-)-α-Methyl-1H-imidazole-5-ethanamine Dihydrochloride; R(-)-α-Methyl Histamine Dihydrochloride

Database IDs

• CAS Number: 75614-89-0
• PubChem SID: 164229681
• PubChem CID: 156615

CALCULATED PROPERTIES

• Acid pKa: 14.423421
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -3.923475
• LogD (pH = 7.4): -2.6216805
• Log P: -0.2843961
• Molar Refractivity: 36.0822 cm^3
• Polarizability: 14.113712 Å^3
• Polar Surface Area: 54.7 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M311990

Potent, selective H3 histamine receptor agonist which crosses the blood-brain barrier; inhibits histamine synthesis and release.

REFERENCES

• Tallarida, R., et al.: Pain, 49, 93 (1992)
• McLeod, R., et al.: J. Pharmacol. Exp. Ther., 287, 43 (1992)
• Amano, R., et al.: Neurosci. Res., 41, 201 (1992)
• Cannon, K., et al.: Eur. J. Pharmacol., 470, 139 (1992)