Distigmine bromideProduct ingredient forDistigmine

Name
Distigmine bromide
Drug Entry
Distigmine

Distigmine is a parasympathomimetic agent with a longer duration of action and enhanced drug accumulation compared toPyridostigmineandNeostigmine. 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 underactivity2.

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
Property Value Source
Water Solubility 0.00067 mg/mL ALOGPS
logP -2.6 ALOGPS
logP -5.6 Chemaxon
logS -5.9 ALOGPS
Physiological Charge 2 Chemaxon
Hydrogen Acceptor Count 2 Chemaxon
Hydrogen Donor Count 0 Chemaxon
Polar Surface Area 66.84 Å2 Chemaxon
Rotatable Bond Count 11 Chemaxon
Refractivity 116.06 m3·mol-1 Chemaxon
Polarizability 46.02 Å3 Chemaxon
Number of Rings 2 Chemaxon
Bioavailability 0 Chemaxon
Rule of Five No Chemaxon
Ghose Filter No Chemaxon
Veber's Rule No Chemaxon
MDDR-like规则 No Chemaxon