[(2-chlorophenyl)methyl](2-{[(2-{[(2-chlorophenyl)methyl]diethylazaniumyl}ethyl)carbamoyl]formamido}ethyl)diethylazanium

• ChemBase ID: 993
• Molecular Formular: C28H42Cl2N4O2++
• Molecular Mass: 537.56468
• Monoisotopic Mass: 536.26848196
• SMILES: Clc1c(C[N+](CCNC(=O)C(=O)NCC[N+](Cc2c(Cl)cccc2)(CC)CC)(CC)CC)cccc1
• Canonical SMILES: CC[N+](Cc1ccccc1Cl)(CCNC(=O)C(=O)NCC[N+](Cc1ccccc1Cl)(CC)CC)CC
• InChI: InChI=1S/C28H40Cl2N4O2/c1-5-33(6-2,21-23-13-9-11-15-25(23)29)19-17-31-27(35)28(36)32-18-20-34(7-3,8-4)22-24-14-10-12-16-26(24)30/h9-16H,5-8,17-22H2,1-4H3/p+2
• InChIKey: OMHBPUNFVFNHJK-UHFFFAOYSA-P

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2-chlorophenyl)methyl](2-{[(2-{[(2-chlorophenyl)methyl]diethylazaniumyl}ethyl)carbamoyl]formamido}ethyl)diethylazanium
• IUPAC Traditional name: mytelase
• Brand Name: Mytelase
• Synonyms: Ambenonum; Ambenonium

Database IDs

• CAS Number: 7648-98-8
• PubChem SID: 46508143; 160964456
• PubChem CID: 2131

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.783874
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -3.6330795
• LogD (pH = 7.4): -3.6085548
• Log P: -3.6334014
• Molar Refractivity: 173.571 cm^3
• Polarizability: 58.460724 Å^3
• Polar Surface Area: 58.2 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.27
• LOG S: -8.81
• Solubility (Water): 9.42e-07 g/l

PROPERTIES

Physical Property

• Solubility: Soluble

DETAILS

DrugBank - DB01122

• Drug Groups: approved
• Description: Ambenonium is a cholinesterase inhibitor used in the management of myasthenia gravis. [Wikipedia]
• Indication: Ambenonium is used to treat muscle weakness due to muscle disease (myasthenia gravis).
• Pharmacology: Ambenonium, similar to pyridostigmine and neostigmine, is used for the treatment of muscle weakness and fatigue in people with myasthenia gravis. It is postulated to exert its therapeutic effect by enhancing cholinergic function through the inhibition of the acetylcholine hydrolysis by acetylcholinesterase. Increased levels of acetylcholine has peripheral effects, as acetylcholine is also used in the brain, where it tends to cause excitatory actions. The glands that receive impulses from the parasympathetic part of the autonomic nervous system are also stimulated in the same way. This is why an increase in acetylcholine causes a decreased heart rate and increased production of saliva. Ambenonium is used less commonly than neostigmine or pyridostigmine but may be preferred in patients hypersensitive to the bromide ion. Ambenonium produces fewer muscarinic side effects than neostigmine, but more than pyridostigmine.
• Toxicity: LD₅₀=150±44 mg/kg (orally in mice). Symptoms of overdose include muscle twitching, weakness and paralysis of voluntary muscles including the tongue, shoulders, neck and arms, blood pressure increase (with or without a slowing of heart rate), a sensation of internal trembling, severe anxiety, and panic. Death may occur rapidly if untreated.
• Affected Organisms: Humans and other mammals
• Biotransformation: Plasma and hepatic
• Absorption: Oral - poorly absorbed from the gastrointestinal tract.
• External Links: Wikipedia; Drugs.com