Distigmine bromideProduct ingredient for Distigmine

Name
Distigmine bromide
Drug Entry
Distigmine

Distigmine is a parasympathomimetic agent with a longer duration of action and enhanced drug accumulation compared to Pyridostigmine and Neostigmine. It is an anticholinergic drug and long-acting reversible carbamate cholinesterase inhibitor that binds directly and competitively to the agonist binding sites of muscurinic receptors. Distigmine is available in several countries as a treatment of underactive detrusor and voiding dysfunction in the urinary tract where the active ingredient is distigmine bromide. It improves detrusor function thereby restoring normal voiding patterns in patients suffering from detrusor underactivity 2.

Accession Number
DBSALT003115
Structure
Synonyms
Bromure de distigmine / Bromuro de distigmina / Distigmine bromide / Distigmini bromidum
External IDs
240-013-0 / BC-51
UNII
750F36OP6J
CAS Number
15876-67-2
Weight
Average: 576.33
Monoisotopic: 574.079032
Chemical Formula
C22H32Br2N4O4
InChI Key
GJHSNEVFXQVOHR-UHFFFAOYSA-L
InChI
InChI=1S/C22H32N4O4.2BrH/c1-23-13-9-11-19(17-23)29-21(27)25(3)15-7-5-6-8-16-26(4)22(28)30-20-12-10-14-24(2)18-20;;/h9-14,17-18H,5-8,15-16H2,1-4H3;2*1H/q+2;;/p-2
IUPAC Name
1-methyl-3-{[methyl({6-[methyl({[(1-methylpyridin-1-ium-3-yl)oxy]carbonyl})amino]hexyl})carbamoyl]oxy}pyridin-1-ium dibromide
SMILES
[Br-].[Br-].CN(CCCCCCN(C)C(=O)OC1=CC=C[N+](C)=C1)C(=O)OC1=C[N+](C)=CC=C1
ChemSpider
25613
ChEBI
31512
ChEMBL
CHEMBL1098285
Wikipedia
Distigmine
Predicted Properties
PropertyValueSource
Water Solubility0.00067 mg/mLALOGPS
logP-2.6ALOGPS
logP-5.6Chemaxon
logS-5.9ALOGPS
Physiological Charge2Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area66.84 Å2Chemaxon
Rotatable Bond Count11Chemaxon
Refractivity116.06 m3·mol-1Chemaxon
Polarizability46.02 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon