Pilocarpine hydrochlorideProduct ingredient for Pilocarpine

Name
Pilocarpine hydrochloride
Drug Entry
Pilocarpine

A naturally occurring alkaloid derived from the Pilocarpus plants, pilocarpine is a muscarinic acetylcholine agonist.1,2 Pilocarpine is associated with parasympathomimetic effects by selectively working on muscarinic receptors.2 Pilocarpine is used to treat dry mouth and various ophthalmic conditions, including elevated intraocular pressure and glaucoma. The usage of glaucoma by pilocarpine dates back to 1875.3

Accession Number
DBSALT000307
Structure
Synonyms
(3S-cis)-2(3H)-Furanone, 3-ethyl-dihydro-4-[(1-methyl-1H-imidazol-5-yl)methyl] mono-hydrochloride / (3S,4R)-3-ETHYL-4-((1-METHYL-1H-IMIDAZOL-5-YL)METHYL)DIHYDROFURAN-2(3H)-ONE HYDROCHLORIDE / 2(3H)-FURANONE, 3-ETHYLDIHYDRO-4-((1-METHYL-1H-IMIDAZOL-5-YL)METHYL)-, MONOHYDROCHLORIDE, (3S-CIS)- / 2(3H)-FURANONE, 3-ETHYLDIHYDRO-4-((1-METHYL-1H-IMIDAZOL-5-YL)METHYL)-, MONOHYDROCHLORIDE, (3S,4R)- / Pilocarpine HCl / PILOCARPINE HYDROCHLORIDE COMPONENT OF BETOPTIC PILO / Pilocarpine monohydrochloride / PILOCARPINUM MURIATICUM
UNII
0WW6D218XJ
CAS Number
54-71-7
Weight
Average: 244.718
Monoisotopic: 244.097855505
Chemical Formula
C11H17ClN2O2
InChI Key
RNAICSBVACLLGM-GNAZCLTHSA-N
InChI
InChI=1S/C11H16N2O2.ClH/c1-3-10-8(6-15-11(10)14)4-9-5-12-7-13(9)2;/h5,7-8,10H,3-4,6H2,1-2H3;1H/t8-,10-;/m0./s1
IUPAC Name
(3S,4R)-3-ethyl-4-[(1-methyl-1H-imidazol-5-yl)methyl]oxolan-2-one hydrochloride
SMILES
Cl.[H][C@]1(CC2=CN=CN2C)COC(=O)[C@@]1([H])CC
PubChem Compound
5909
ChemSpider
5698
ChEBI
141029
ChEMBL
CHEMBL1200330
Wikipedia
Pilocarpine
Predicted Properties
PropertyValueSource
Water Solubility2.07 mg/mLALOGPS
logP1.15ALOGPS
logP0.95Chemaxon
logS-2ALOGPS
pKa (Strongest Basic)6.37Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area44.12 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity56.53 m3·mol-1Chemaxon
Polarizability22.31 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon