(2S)-1-chloro-3-(1H-imidazol-4-yl)propan-2-amine

• ChemBase ID: 164458
• Molecular Formular: C6H10ClN3
• Molecular Mass: 159.6167
• Monoisotopic Mass: 159.05632502
• SMILES: [nH]1cc(nc1)C[C@H](N)CCl
• Canonical SMILES: N[C@H](CCl)Cc1c[nH]cn1
• InChI: InChI=1S/C6H10ClN3/c7-2-5(8)1-6-3-9-4-10-6/h3-5H,1-2,8H2,(H,9,10)/t5-/m0/s1
• InChIKey: MPEOXRFPLFJWSZ-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-chloro-3-(1H-imidazol-4-yl)propan-2-amine
• IUPAC Traditional name: (2S)-1-chloro-3-(1H-imidazol-4-yl)propan-2-amine
• Synonyms: α-(Chloromethyl)-1H-imidazole-4-ethanamine Dihydrochloride; R(-)-α-Chloromethyl Histamine Dihydrochloride

Database IDs

• CAS Number: 75614-86-7
• PubChem SID: 162258593
• PubChem CID: 5324780

CALCULATED PROPERTIES

• Acid pKa: 14.406019
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -3.4179134
• LogD (pH = 7.4): -1.3727654
• Log P: 0.023285769
• Molar Refractivity: 40.6769 cm^3
• Polarizability: 15.958631 Å^3
• Polar Surface Area: 54.7 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Methanol; Water
• Apperance: Brown Solid

DETAILS

Toronto Research Chemicals - C369535

Histamine analog, with histamine-like activity.

REFERENCES

• Gerhard, G. et al. Archiv der Pharmazie 314, 1040(1981)