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

• ChemBase ID: 155506
• Molecular Formular: C6H13Cl2N3
• Molecular Mass: 198.09352
• Monoisotopic Mass: 197.04865279
• SMILES: C[C@H](Cc1c[nH]cn1)N.Cl.Cl
• Canonical SMILES: C[C@H](Cc1nc[nH]c1)N.Cl.Cl
• InChI: InChI=1S/C6H11N3.2ClH/c1-5(7)2-6-3-8-4-9-6;;/h3-5H,2,7H2,1H3,(H,8,9);2*1H/t5-;;/m1../s1
• InChIKey: IZHCNQFUWDFPCW-ZJIMSODOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-1-(1H-imidazol-4-yl)propan-2-amine dihydrochloride
• IUPAC Traditional name: (2R)-1-(1H-imidazol-4-yl)propan-2-amine dihydrochloride
• Synonyms: (R)(-)-α-Methyl-1H-imidazole-4-ethanamine dihydrochloride; (R)(-)-α-Methylhistamine dihydrochloride

Database IDs

• CAS Number: 75614-89-0
• MDL Number: MFCD00083176
• PubChem SID: 24277778; 162249644
• PubChem CID: 11957567

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

Physical Property

• Solubility: H2O: soluble
• Apperance: white to off-white solid
• Optical Rotation: [α]22/D -4°, c = 0.8 in H2O(lit.)

Safety Information

• Storage Condition: desiccated
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... HRH3(11255)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C6H11N3 · 2HCl

DETAILS

Sigma Aldrich - H128

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