(E)-3-benzyl-1,2-dimethylguanidine

• ChemBase ID: 102
• Molecular Formular: C10H15N3
• Molecular Mass: 177.2462
• Monoisotopic Mass: 177.1265975
• SMILES: N(Cc1ccccc1)/C(=N/C)/NC
• Canonical SMILES: CN/C(=N\C)/NCc1ccccc1
• InChI: InChI=1S/C10H15N3/c1-11-10(12-2)13-8-9-6-4-3-5-7-9/h3-7H,8H2,1-2H3,(H2,11,12,13)
• InChIKey: NIVZHWNOUVJHKV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (E)-3-benzyl-1,2-dimethylguanidine
• IUPAC Traditional name: bethanidine
• Brand Name: Esbatal; Regulin; Tenathan
• Synonyms: Betanidine; Bethanidine sulfate; Betanidin; Bethanidine

Database IDs

• CAS Number: 55-73-2
• PubChem SID: 160963565
• PubChem CID: 2368

CALCULATED PROPERTIES

JChem

• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.1489159
• LogD (pH = 7.4): -1.1478196
• Log P: 1.266529
• Molar Refractivity: 54.5024 cm^3
• Polarizability: 20.696774 Å^3
• Polar Surface Area: 36.42 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.41
• LOG S: -2.05
• Solubility (Water): 1.58e+00 g/l

PROPERTIES

Physical Property

• Hydrophobicity(logP): 0.49

DETAILS

DrugBank - DB00217

• Drug Groups: approved
• Description: A guanidinium antihypertensive agent that acts by blocking adrenergic transmission.
• Indication: For the treatment of hypertension.
• Pharmacology: Bethanidine is a guanidinium antihypertensive agent that acts by blocking adrenergic transmission. The precise mode of action is not clear. Although bethanidine may produce adverse effects, they are beneficial in severe hypertension and produce fewer side effects than guanethidine.
• Affected Organisms: Humans and other mammals
• Absorption: Absorbed rapidly in the gastrointestinal tract following oral administration.
• Half Life: 9 hours (range 7 to 11 hours)