3-cyclohexyl-N-{N-[3-(1H-imidazol-2-yl)propyl]carbamimidoyl}butanamide dihydrochloride

• ChemBase ID: 154845
• Molecular Formular: C17H31Cl2N5O
• Molecular Mass: 392.36694
• Monoisotopic Mass: 391.190566
• SMILES: CC(CC(=O)NC(=N)NCCCc1[nH]ccn1)C1CCCCC1.Cl.Cl
• Canonical SMILES: N=C(NC(=O)CC(C1CCCCC1)C)NCCCc1ncc[nH]1.Cl.Cl
• InChI: InChI=1S/C17H29N5O.2ClH/c1-13(14-6-3-2-4-7-14)12-16(23)22-17(18)21-9-5-8-15-19-10-11-20-15;;/h10-11,13-14H,2-9,12H2,1H3,(H,19,20)(H3,18,21,22,23);2*1H
• InChIKey: IBBYQLOGMIDRMM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-cyclohexyl-N-{N-[3-(1H-imidazol-2-yl)propyl]carbamimidoyl}butanamide dihydrochloride
• IUPAC Traditional name: 3-cyclohexyl-N-{N-[3-(1H-imidazol-2-yl)propyl]carbamimidoyl}butanamide dihydrochloride
• Synonyms: N1-(3-cyclohexylbutanoyl)-N2-[3-(1H-imidazol-4-yl)-propyl]guanidine dihydrochloride; UR-AK57 dihydrochloride

Database IDs

• CAS Number: 902154-35-2(freeacid)
• MDL Number: MFCD17215973
• PubChem SID: 162248983
• PubChem CID: 71312001

CALCULATED PROPERTIES

• Acid pKa: 13.267535
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -0.4985249
• LogD (pH = 7.4): 1.7208723
• Log P: 2.210747
• Molar Refractivity: 101.3529 cm^3
• Polarizability: 35.192646 Å^3
• Polar Surface Area: 93.66 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥20 mg/mL
• Apperance: white to off-white powder

Safety Information

• Storage Condition: desiccated
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C17H29N5O·2HCl

DETAILS

Sigma Aldrich - U4760

Biochem/physiol Actions
Histamine receptors are ubiquitously expressed and activated endogenously by the neurotransmitter histamine. Histamine receptors are GPCRS and have long been therapeutic targets for allergic rhinitis. In brain, histamine receptors are targets for psychotherapeutics.