1-(3-ethylphenyl)-1-methyl-3-(naphthalen-1-yl)guanidine hydrochloride

• ChemBase ID: 153781
• Molecular Formular: C20H22ClN3
• Molecular Mass: 339.86178
• Monoisotopic Mass: 339.1502254
• SMILES: CCc1cccc(c1)N(C)C(=N)Nc1cccc2c1cccc2.Cl
• Canonical SMILES: CCc1cccc(c1)N(C(=N)Nc1cccc2c1cccc2)C.Cl
• InChI: InChI=1S/C20H21N3.ClH/c1-3-15-8-6-11-17(14-15)23(2)20(21)22-19-13-7-10-16-9-4-5-12-18(16)19;/h4-14H,3H2,1-2H3,(H2,21,22);1H
• InChIKey: CKAKVKWRMCAYJD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(3-ethylphenyl)-1-methyl-3-(naphthalen-1-yl)guanidine hydrochloride
• IUPAC Traditional name: aptiganel hydrochloride
• Synonyms: Aptiganel hydrochloride; Cerestat; N-(3-Ethylphenyl)-N-methyl-N’-1-naphthalenylguanidine hydrochloride; CNS-1102

Database IDs

• MDL Number: MFCD00867728
• PubChem SID: 24277735; 162247920
• PubChem CID: 60839

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.88281
• LogD (pH = 7.4): 3.8373373
• Log P: 5.2497163
• Molar Refractivity: 108.852 cm^3
• Polarizability: 37.83781 Å^3
• Polar Surface Area: 39.12 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble20 mg/mL; H2O: soluble17 mg/mL
• Apperance: white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: >98% (HPLC)
• Empirical Formula (Hill Notation): C20H21N3 · HCl

DETAILS

Sigma Aldrich - C4238

Biochem/physiol Actions
Noncompetitive NMDA glutamate receptor antagonist.