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Substance Name: Pilocarpine hydrochloride [USP:JAN]
RN: 54-71-7
UNII: 0WW6D218XJ
InChIKey: RNAICSBVACLLGM-GNAZCLTHSA-N

Note

  • A slowly hydrolyzed muscarinic agonist with no nicotinic effects. Pilocarpine is used as a miotic and in the treatment of glaucoma.

Molecular Formula

  • C11-H16-N2-O2.Cl-H

Molecular Weight

  • 244.7203
 

Classification Codes

  • Cholinergic (Ophthalmic)
  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Pilocarpine hydrochloride [USP:JAN]

Synonyms

  • 2(3H)-Furanone, 3-ethyldihydro-4-((1-methyl-1H-imidazol-5-yl)methyl)-, monohydrochloride, (3S-cis)-
  • Adsorbocarpine
  • AI3-61859
  • Almocarpine
  • Ami-pilo
  • Amistura P
  • EINECS 200-212-5
  • Epicar
  • Isopto Carpine
  • Isopto-carpine
  • MI-Pilo Ophth Sol
  • Mistura P
  • NSC 5746
  • Pilocar SMP
  • Pilocarpal
  • Pilocarpine HCl
  • Pilocarpine hydrochloride
  • Pilocarpine monohydrochloride
  • Pilocarpine muriate
  • Pilocarpine, hydrochloride
  • Pilocel
  • Pilokarpin monohydrochloride
  • Pilomiotin
  • Pilopine
  • Pilopine HS
  • Pilovisc
  • Salagen
  • Sno pilo
  • Spersacarpine hydrochloride
  • UNII-0WW6D218XJ

Systematic Names

  • 2(3H)-Furanone, 3-ethyldihydro-4-((1-methyl-1H-imidazol-5-yl)methyl)-, hydrochloride (1:1), (3S,4R)-
  • 2(3H)-Furanone, 3-ethyldihydro-4-((1-methyl-1H-imidazol-5-yl)methyl)-, monohydrochloride, (3S,4R)-
  • 2(3H)-Furanone, 3-ethyldihydro-4-((1-methyl-1H-imidazol-5-yl)methyl)-, monohydrochloride, (3S-cis)-
  • Pilocarpine hydrochloride
  • Pilocarpine, monohydrochloride

Mixture Names

  • Betoptic pilo
  • E-Pilo
  • Isopto P-ES
  • Pilocar
  • Pilopine HS Gel

Registry Numbers

CAS Registry Number

  • 54-71-7

FDA UNII

  • 0WW6D218XJ

System Generated Number

  • 0000054717

Molecular Formulas

Molecular Formula

  • C11-H16-N2-O2.Cl-H

Molecular Formula Fragments

  • C11-H16-N2-O2
  • Cl-H
  • COMPONENT

Structure Descriptors

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

InChIKey

RNAICSBVACLLGM-GNAZCLTHSA-N

Smiles

CC[C@H]1[C@H](COC1=O)Cc2cncn2C.Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LDLo intraarterial 20mg/kg (20mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 131, Pg. 171, 1928.
guinea pig LDLo intravenous 20mg/kg (20mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 131, Pg. 171, 1928.
man TDLo ocular 200ug/kg/7H-I (0.2mg/kg) CARDIAC: OTHER CHANGES Archives of Internal Medicine. Vol. 147, Pg. 586, 1987.
mouse LD50 intraperitoneal 155mg/kg (155mg/kg) AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC Archiv fuer Toxikologie. Vol. 29, Pg. 39, 1972.
mouse LD50 intravenous 150mg/kg (150mg/kg)   Drugs in Japan Vol. -, Pg. 901, 1990.
mouse LD50 oral 200mg/kg (200mg/kg)   Drugs in Japan Vol. 6, Pg. 646, 1982.
mouse LD50 subcutaneous 200mg/kg (200mg/kg)   Drugs in Japan Vol. -, Pg. 901, 1990.
pigeon LDLo intravenous 353mg/kg (353mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
rat LD50 intraperitoneal 203mg/kg (203mg/kg)   Drugs in Japan Vol. -, Pg. 901, 1990.
rat LD50 subcutaneous 230mg/kg (230mg/kg)   Drugs in Japan Vol. -, Pg. 901, 1990.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 204-205 deg C   EXP
log P (octanol-water) -3.030 (none)   EST
Water Solubility 1.00E+06 mg/L 25 EXP
Vapor Pressure 5.14E-07 mm Hg 25 EST
Henry's Law Constant 2.88E-13 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.06E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.