1-methyl-1-[5-(1-methylpyrrolidin-1-ium-1-yl)pentyl]pyrrolidin-1-ium

• ChemBase ID: 961
• Molecular Formular: C15H32N2++
• Molecular Mass: 240.42798
• Monoisotopic Mass: 240.25654903
• SMILES: [N+]1(CCCC1)(CCCCC[N+]1(CCCC1)C)C
• Canonical SMILES: C[N+]1(CCCCC[N+]2(C)CCCC2)CCCC1
• InChI: InChI=1S/C15H32N2/c1-16(12-6-7-13-16)10-4-3-5-11-17(2)14-8-9-15-17/h3-15H2,1-2H3/q+2
• InChIKey: XSBSKEQEUFOSDD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-1-[5-(1-methylpyrrolidin-1-ium-1-yl)pentyl]pyrrolidin-1-ium
• IUPAC Traditional name: pentolinium
• Brand Name: Ansolysen
• Synonyms: Pentolinium tartrate; Pentolonium; Pentolonum; Pentolinium

Database IDs

• CAS Number: 144-44-5; 52-62-0
• PubChem SID: 160964424; 46507977
• PubChem CID: 5850
• CHEMBL: 1271
• Chemspider ID: 5641
• DrugBank ID: DB01090
• Unique Ingredient Identifier: ULL76WPU5X
• Wikipedia Title: Pentolinium

CALCULATED PROPERTIES

JChem

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): -6.2823734
• LogD (pH = 7.4): -6.2823734
• Log P: -6.2823734
• Molar Refractivity: 99.0274 cm^3
• Polarizability: 29.850946 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.26
• LOG S: -7.43
• Solubility (Water): 1.16e-05 g/l

DETAILS

DrugBank - DB01090

• Drug Groups: approved
• Description: A nicotinic antagonist that has been used as a ganglionic blocking agent in hypertension. [PubChem]
• Indication: Used to produce controlled hypotension during surgical procedures and in hypertensive crises.
• Pharmacology: Pentolinium acts as a ganglionic blocking agent. Pentolinium inhibits release of adrenaline and noradrenaline from adrenergic nerves. It is used as an antihypertensive, and can be administered orally, intramuscularly, and subcutaneously.
• Toxicity: Oral, mouse: LD₅₀ = 512 mg/kg; Oral, rat: LD₅₀ = 890 mg/kg.
• Affected Organisms: Humans and other mammals