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Identification
NameCyclopentolate
Accession NumberDB00979  (APRD00893)
TypeSmall Molecule
GroupsApproved
DescriptionA parasympatholytic anticholinergic used solely to obtain mydriasis or cycloplegia. [PubChem]
Structure
Thumb
Synonyms
(+-)-Cyclopentolate
(±)-cyclopentolate
1-Hydroxy-alpha-phenylcyclopentaneacetic acid 2-(dimethylamino)ethyl ester
2-(dimethylamino)Ethyl 1-hydroxy-alpha-phenylcyclopentaneacetate
2-(dimethylamino)Ethyl 2-(1-hydroxycyclopentyl)-2-phenylacetate
2-Phenyl-2-(1-hydroxycyclopentyl)ethanoic acid beta-(dimethylamino)ethyl ester
alpha-(1-Hydroxycyclopentyl)benzeneacetic acid 2-(dimethylamino)ethyl ester
beta-(dimethylamino)Ethyl (1-hydroxycyclopentyl)phenylacetate
beta-Dimethylaminoethyl (1-hydroxycyclopentyl)phenylacetate
Ciclopentolato
Cyclopentolate
Cyclopentolatum
α-(1-hydroxycyclopentyl)benzeneacetic acid 2-(dimethylamino)ethyl ester
β-dimethylaminoethyl (1-hydroxycyclopentyl)phenylacetate
External Identifiers Not Available
Approved Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Cyclogyl Oph Dps 1%Solution / drops1 %OphthalmicAlcon Canada Inc1972-12-31Not applicableCanada
Diopentolate 0.5% SolutionSolution.5 %OphthalmicDioptic Pharmaceuticals Inc1994-12-31Not applicableCanada
Diopentolate 1% SolutionSolution1 %OphthalmicDioptic Pharmaceuticals Inc1994-12-31Not applicableCanada
Dom-cyclopentolate HCl Ophtalmic Solution-1%Solution1 %OphthalmicDominion Pharmacal1995-12-311996-09-09Canada
Minims Cyclopentolate Hydrochloride 0.5%Solution / drops0.5 %OphthalmicValeant Canada Lp Valeant Canada S.E.C.1995-12-31Not applicableCanada
Minims Cyclopentolate Hydrochloride 1%Solution / drops1 %OphthalmicValeant Canada Lp/valeant Canada s.e.c.1995-12-31Not applicableCanada
Odan-cyclopentolateSolution1 %OphthalmicOdan Laboratories Ltd1984-12-31Not applicableCanada
Odan-cyclopentolateSolution.5 %OphthalmicOdan Laboratories Ltd1984-12-31Not applicableCanada
Odan-cyclopentolateSolution.5 %OphthalmicOdan Laboratories Ltd1984-12-31Not applicableCanada
PMS-cyclopentolate HCl Oph Solution 1%Liquid1 %OphthalmicPharmascience Inc1992-12-312016-10-28Canada
Approved Generic Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Ak-pentolateSolution / drops10 mg/mLOphthalmicRebel Distributors Corp.1997-01-13Not applicableUs
CyclogylSolution / drops5 mg/mLOphthalmicAlcon Laboratories, Inc.1975-10-15Not applicableUs
CyclogylSolution / drops10 mg/mLOphthalmicAlcon Laboratories, Inc.1975-10-15Not applicableUs
CyclogylSolution / drops20 mg/mLOphthalmicAlcon Laboratories, Inc.1975-10-15Not applicableUs
CyclopentolateSolution / drops5 mg/mLOphthalmicAkorn, Inc.2015-12-10Not applicableUs
Cyclopentolate HydrochlorideSolution20 mg/mLOphthalmicFalcon Pharmaceuticals, Ltd.2002-08-222016-10-13Us
Cyclopentolate HydrochlorideSolution / drops10 mg/mLOphthalmicBausch & Lomb Incorporated1994-04-29Not applicableUs
Cyclopentolate HydrochlorideSolution / drops10 mg/mLOphthalmicRebel Distributors Corp1994-04-29Not applicableUs
Cyclopentolate HydrochlorideSolution / drops20 mg/mLOphthalmicAkorn, Inc.1997-01-13Not applicableUs
Cyclopentolate HydrochlorideSolution10 mg/mLOphthalmicSandoz Inc.2002-08-22Not applicableUs
Cyclopentolate HydrochlorideSolution / drops10 mg/mLOphthalmicPhysicians Total Care, Inc.2013-01-10Not applicableUs
Cyclopentolate HydrochlorideSolution / drops10 mg/mLOphthalmicAkorn, Inc.1997-01-13Not applicableUs
Cyclopentolate HydrochlorideSolution5 mg/mLOphthalmicFalcon Pharmaceuticals, Ltd.2002-08-222016-10-13Us
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International Brands
NameCompany
Bell PentolateNot Available
CylateOcusoft
MydrilateIntrapharm
Ocu-PentolateNot Available
PentolairNot Available
Brand mixtures
NameLabellerIngredients
CyclomydrilAlcon Laboratories, Inc.
Salts
Name/CASStructureProperties
Cyclopentolate Hydrochloride
5870-29-1
Thumb
  • InChI Key: RHKZVMUBMXGOLL-UHFFFAOYNA-N
  • Monoisotopic Mass: 327.16012141
  • Average Mass: 327.846
DBSALT000476
Categories
UNIII76F4SHP7J
CAS number512-15-2
WeightAverage: 291.3853
Monoisotopic: 291.183443671
Chemical FormulaC17H25NO3
InChI KeySKYSRIRYMSLOIN-UHFFFAOYSA-N
InChI
InChI=1S/C17H25NO3/c1-18(2)12-13-21-16(19)15(14-8-4-3-5-9-14)17(20)10-6-7-11-17/h3-5,8-9,15,20H,6-7,10-13H2,1-2H3
IUPAC Name
2-(dimethylamino)ethyl 2-(1-hydroxycyclopentyl)-2-phenylacetate
SMILES
CN(C)CCOC(=O)C(C1=CC=CC=C1)C1(O)CCCC1
Pharmacology
IndicationUsed mainly to produce mydriasis and cycloplegia for diagnostic purposes.
Structured Indications
PharmacodynamicsCyclopentolate is an anti-muscarinic in the same class as atropine and scopolamine. Cyclopentolate blocks the receptors in the muscles of the eye (muscarinic receptors). These receptors are involved controlling the pupil size and the shape of the lens. Cyclopentolate thus induces relaxation of the sphincter of the iris and the ciliary muscles. When applied topically to the eyes, it causes a rapid, intense cycloplegic and mydriatic effect that is maximal in 15 to 60 minutes; recovery usually occurs within 24 hours. The cycloplegic and mydriatic effects are slower in onset and longer in duration in patients who have dark pigmented irises.
Mechanism of actionBy blocking muscarinic receptors, cyclopentolate produces dilatation of the pupil (mydriasis) and prevents the eye from accommodating for near vision (cycloplegia).
TargetKindPharmacological actionActionsOrganismUniProt ID
Muscarinic acetylcholine receptor M1Proteinyes
antagonist
HumanP11229 details
Related Articles
AbsorptionAbsorbed following ophthalmic administration.
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityOral LD50 in the rat is 4000 mg/kg and 960 mg/kg in the mouse. Symptoms of overdose include tachycardia, dizziness, dry mouth, behavioral disturbances, uncoordination and drowsiness.
Affected organisms
  • Humans and other mammals
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
Interactions
Drug Interactions
DrugInteractionDrug group
1,10-PhenanthrolineThe therapeutic efficacy of Cyclopentolate can be decreased when used in combination with 1,10-Phenanthroline.Experimental
AclidiniumAclidinium may increase the anticholinergic activities of Cyclopentolate.Approved
AlfentanilThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Alfentanil.Approved, Illicit
AlphacetylmethadolThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Alphacetylmethadol.Experimental, Illicit
AmbenoniumThe therapeutic efficacy of Cyclopentolate can be decreased when used in combination with Ambenonium.Approved
Anisotropine MethylbromideThe risk or severity of adverse effects can be increased when Anisotropine Methylbromide is combined with Cyclopentolate.Approved
Atracurium besylateThe risk or severity of adverse effects can be increased when Atracurium besylate is combined with Cyclopentolate.Approved
AtropineThe risk or severity of adverse effects can be increased when Atropine is combined with Cyclopentolate.Approved, Vet Approved
BenactyzineThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Benactyzine.Withdrawn
BendroflumethiazideThe serum concentration of Bendroflumethiazide can be increased when it is combined with Cyclopentolate.Approved
BenzatropineThe risk or severity of adverse effects can be increased when Benzatropine is combined with Cyclopentolate.Approved
BezitramideThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Bezitramide.Experimental, Illicit, Withdrawn
BiperidenThe risk or severity of adverse effects can be increased when Biperiden is combined with Cyclopentolate.Approved
Botulinum Toxin Type ACyclopentolate may increase the anticholinergic activities of Botulinum Toxin Type A.Approved, Investigational
Botulinum Toxin Type BCyclopentolate may increase the anticholinergic activities of Botulinum Toxin Type B.Approved
BuprenorphineThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Buprenorphine.Approved, Illicit, Investigational, Vet Approved
ButorphanolThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Butorphanol.Approved, Illicit, Vet Approved
CarfentanilThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Carfentanil.Illicit, Vet Approved
ChlorothiazideThe serum concentration of Chlorothiazide can be increased when it is combined with Cyclopentolate.Approved, Vet Approved
ChlorphenoxamineThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Chlorphenoxamine.Withdrawn
ChlorthalidoneThe serum concentration of Chlorthalidone can be increased when it is combined with Cyclopentolate.Approved
CimetropiumCyclopentolate may increase the anticholinergic activities of Cimetropium.Experimental
CodeineThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Codeine.Approved, Illicit
CoumaphosThe therapeutic efficacy of Cyclopentolate can be decreased when used in combination with Coumaphos.Vet Approved
DarifenacinThe risk or severity of adverse effects can be increased when Darifenacin is combined with Cyclopentolate.Approved, Investigational
DecamethoniumThe therapeutic efficacy of Cyclopentolate can be decreased when used in combination with Decamethonium.Approved
DemecariumThe therapeutic efficacy of Cyclopentolate can be decreased when used in combination with Demecarium.Approved
DesloratadineThe risk or severity of adverse effects can be increased when Desloratadine is combined with Cyclopentolate.Approved, Investigational
DexetimideThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Dexetimide.Withdrawn
DextromoramideThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Dextromoramide.Experimental, Illicit
DextropropoxypheneThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Dextropropoxyphene.Approved, Illicit, Withdrawn
DezocineThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Dezocine.Approved
DichlorvosThe therapeutic efficacy of Cyclopentolate can be decreased when used in combination with Dichlorvos.Vet Approved
DicyclomineThe risk or severity of adverse effects can be increased when Dicyclomine is combined with Cyclopentolate.Approved
DihydrocodeineThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Dihydrocodeine.Approved, Illicit
DihydroetorphineThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Dihydroetorphine.Experimental, Illicit
DihydromorphineThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Dihydromorphine.Experimental, Illicit
DiphenoxylateThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Diphenoxylate.Approved, Illicit
DonepezilThe therapeutic efficacy of Cyclopentolate can be decreased when used in combination with Donepezil.Approved
DPDPEThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with DPDPE.Investigational
DronabinolCyclopentolate may increase the tachycardic activities of Dronabinol.Approved, Illicit
EchothiophateThe therapeutic efficacy of Cyclopentolate can be decreased when used in combination with Echothiophate.Approved
EdrophoniumThe therapeutic efficacy of Cyclopentolate can be decreased when used in combination with Edrophonium.Approved
EluxadolineCyclopentolate may increase the constipating activities of Eluxadoline.Approved
EthopropazineThe risk or severity of adverse effects can be increased when Ethopropazine is combined with Cyclopentolate.Approved
EthylmorphineThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Ethylmorphine.Approved, Illicit
EtorphineThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Etorphine.Illicit, Vet Approved
FentanylThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Fentanyl.Approved, Illicit, Investigational, Vet Approved
FenthionThe therapeutic efficacy of Cyclopentolate can be decreased when used in combination with Fenthion.Vet Approved
FesoterodineThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Fesoterodine.Approved
GalantamineThe therapeutic efficacy of Cyclopentolate can be decreased when used in combination with Galantamine.Approved
Gallamine TriethiodideThe risk or severity of adverse effects can be increased when Gallamine Triethiodide is combined with Cyclopentolate.Approved
Ginkgo bilobaThe therapeutic efficacy of Cyclopentolate can be decreased when used in combination with Ginkgo biloba.Approved, Nutraceutical
Glucagon recombinantThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Glucagon recombinant.Approved
GlycopyrroniumCyclopentolate may increase the anticholinergic activities of Glycopyrronium.Approved, Investigational, Vet Approved
HeroinThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Heroin.Approved, Illicit
HexamethoniumThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Hexamethonium.Experimental
HomatropineThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Homatropine.Approved
Huperzine AThe therapeutic efficacy of Cyclopentolate can be decreased when used in combination with Huperzine A.Investigational
HydrochlorothiazideThe serum concentration of Hydrochlorothiazide can be increased when it is combined with Cyclopentolate.Approved, Vet Approved
HydrocodoneThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Hydrocodone.Approved, Illicit
HydroflumethiazideThe serum concentration of Hydroflumethiazide can be increased when it is combined with Cyclopentolate.Approved
HydromorphoneThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Hydromorphone.Approved, Illicit
HyoscyamineThe risk or severity of adverse effects can be increased when Hyoscyamine is combined with Cyclopentolate.Approved
IndapamideThe serum concentration of Indapamide can be increased when it is combined with Cyclopentolate.Approved
Ipratropium bromideThe risk or severity of adverse effects can be increased when Ipratropium bromide is combined with Cyclopentolate.Approved
IsoflurophateThe therapeutic efficacy of Cyclopentolate can be decreased when used in combination with Isoflurophate.Approved, Withdrawn
ItoprideThe therapeutic efficacy of Itopride can be decreased when used in combination with Cyclopentolate.Investigational
KetobemidoneThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Ketobemidone.Approved
Levomethadyl AcetateThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Levomethadyl Acetate.Approved
LevorphanolThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Levorphanol.Approved
LofentanilThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Lofentanil.Illicit
MalathionThe therapeutic efficacy of Cyclopentolate can be decreased when used in combination with Malathion.Approved, Investigational
MecamylamineThe risk or severity of adverse effects can be increased when Mecamylamine is combined with Cyclopentolate.Approved
MefloquineThe therapeutic efficacy of Cyclopentolate can be decreased when used in combination with Mefloquine.Approved
MemantineThe therapeutic efficacy of Cyclopentolate can be decreased when used in combination with Memantine.Approved, Investigational
MethadoneThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Methadone.Approved
Methadyl AcetateThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Methadyl Acetate.Approved, Illicit
Methanesulfonyl FluorideThe therapeutic efficacy of Cyclopentolate can be decreased when used in combination with Methanesulfonyl Fluoride.Investigational
MethanthelineThe risk or severity of adverse effects can be increased when Methantheline is combined with Cyclopentolate.Approved
MethyclothiazideThe serum concentration of Methyclothiazide can be increased when it is combined with Cyclopentolate.Approved
MetixeneThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Metixene.Approved
MetolazoneThe serum concentration of Metolazone can be increased when it is combined with Cyclopentolate.Approved
MianserinMianserin may increase the anticholinergic activities of Cyclopentolate.Approved
MinaprineThe therapeutic efficacy of Cyclopentolate can be decreased when used in combination with Minaprine.Approved
MirabegronThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Mirabegron.Approved
MorphineThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Morphine.Approved, Investigational
N-butylscopolammonium bromideThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with N-butylscopolammonium bromide.Vet Approved
NabiloneCyclopentolate may increase the tachycardic activities of Nabilone.Approved, Investigational
NalbuphineThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Nalbuphine.Approved
NeostigmineThe therapeutic efficacy of Cyclopentolate can be decreased when used in combination with Neostigmine.Approved, Vet Approved
NormethadoneThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Normethadone.Approved, Illicit
NVA237The risk or severity of adverse effects can be increased when Cyclopentolate is combined with NVA237.Investigational
OpiumThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Opium.Approved, Illicit
OrphenadrineThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Orphenadrine.Approved
OxybutyninThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Oxybutynin.Approved, Investigational
OxycodoneThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Oxycodone.Approved, Illicit, Investigational
OxymorphoneThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Oxymorphone.Approved, Investigational, Vet Approved
OxyphenoniumThe risk or severity of adverse effects can be increased when Oxyphenonium is combined with Cyclopentolate.Approved
PancuroniumThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Pancuronium.Approved
PentazocineThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Pentazocine.Approved, Vet Approved
PentoliniumThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Pentolinium.Approved
PethidineThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Pethidine.Approved
PhysostigmineThe therapeutic efficacy of Cyclopentolate can be decreased when used in combination with Physostigmine.Approved
PipecuroniumThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Pipecuronium.Approved
PirenzepineThe risk or severity of adverse effects can be increased when Pirenzepine is combined with Cyclopentolate.Approved
PiritramideThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Piritramide.Investigational
PolythiazideThe serum concentration of Polythiazide can be increased when it is combined with Cyclopentolate.Approved
Potassium ChlorideCyclopentolate may increase the ulcerogenic activities of Potassium Chloride.Approved, Withdrawn
PramlintidePramlintide may increase the anticholinergic activities of Cyclopentolate.Approved, Investigational
ProcyclidineThe risk or severity of adverse effects can be increased when Procyclidine is combined with Cyclopentolate.Approved
PropanthelineThe risk or severity of adverse effects can be increased when Propantheline is combined with Cyclopentolate.Approved
PropiverineThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Propiverine.Investigational
PyridostigmineThe therapeutic efficacy of Cyclopentolate can be decreased when used in combination with Pyridostigmine.Approved
QuinethazoneThe serum concentration of Quinethazone can be increased when it is combined with Cyclopentolate.Approved
QuinidineThe risk or severity of adverse effects can be increased when Quinidine is combined with Cyclopentolate.Approved
RamosetronCyclopentolate may increase the constipating activities of Ramosetron.Approved
RemifentanilThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Remifentanil.Approved
RivastigmineThe therapeutic efficacy of Cyclopentolate can be decreased when used in combination with Rivastigmine.Approved, Investigational
ScopolamineThe risk or severity of adverse effects can be increased when Scopolamine is combined with Cyclopentolate.Approved
Scopolamine butylbromideThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Scopolamine butylbromide.Approved
SecretinThe therapeutic efficacy of Secretin can be decreased when used in combination with Cyclopentolate.Approved, Investigational
SolifenacinThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Solifenacin.Approved
SufentanilThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Sufentanil.Approved, Investigational
SulpirideThe therapeutic efficacy of Sulpiride can be decreased when used in combination with Cyclopentolate.Approved
TacrineThe therapeutic efficacy of Cyclopentolate can be decreased when used in combination with Tacrine.Withdrawn
TapentadolThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Tapentadol.Approved
TiotropiumCyclopentolate may increase the anticholinergic activities of Tiotropium.Approved
TolterodineThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Tolterodine.Approved, Investigational
TopiramateThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Topiramate.Approved
TramadolThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Tramadol.Approved, Investigational
TrichlorfonThe therapeutic efficacy of Cyclopentolate can be decreased when used in combination with Trichlorfon.Vet Approved
TrichlormethiazideThe serum concentration of Trichlormethiazide can be increased when it is combined with Cyclopentolate.Approved, Vet Approved
TrihexyphenidylThe risk or severity of adverse effects can be increased when Trihexyphenidyl is combined with Cyclopentolate.Approved
TrimethaphanThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Trimethaphan.Approved
TropicamideThe risk or severity of adverse effects can be increased when Tropicamide is combined with Cyclopentolate.Approved
TrospiumThe risk or severity of adverse effects can be increased when Trospium is combined with Cyclopentolate.Approved
TubocurarineThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Tubocurarine.Approved
UmeclidiniumUmeclidinium may increase the anticholinergic activities of Cyclopentolate.Approved
VecuroniumThe risk or severity of adverse effects can be increased when Cyclopentolate is combined with Vecuronium.Approved
Food InteractionsNot Available
References
Synthesis Reference

Treves, G.R.; US. Patent 2,554,511; May 29,1951; assigned to Schieffelin & Co.

General References
  1. Link [Link]
External Links
ATC CodesS01FA54S01FA04
AHFS Codes
  • 52:24.00
PDB EntriesNot Available
FDA labelNot Available
MSDSDownload (72.9 KB)
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9741
Blood Brain Barrier+0.8234
Caco-2 permeable+0.6395
P-glycoprotein substrateSubstrate0.7831
P-glycoprotein inhibitor INon-inhibitor0.6735
P-glycoprotein inhibitor IINon-inhibitor0.9384
Renal organic cation transporterNon-inhibitor0.5874
CYP450 2C9 substrateNon-substrate0.7938
CYP450 2D6 substrateNon-substrate0.7009
CYP450 3A4 substrateSubstrate0.6036
CYP450 1A2 substrateNon-inhibitor0.9046
CYP450 2C9 inhibitorNon-inhibitor0.9071
CYP450 2D6 inhibitorNon-inhibitor0.9232
CYP450 2C19 inhibitorNon-inhibitor0.9025
CYP450 3A4 inhibitorNon-inhibitor0.9413
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9518
Ames testNon AMES toxic0.8284
CarcinogenicityNon-carcinogens0.8492
BiodegradationNot ready biodegradable0.931
Rat acute toxicity2.4300 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9335
hERG inhibition (predictor II)Non-inhibitor0.779
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
Manufacturers
  • Akorn inc
  • Alcon laboratories inc
  • Alcon universal ltd
  • Sola barnes hind
  • Bausch and lomb pharmaceuticals inc
  • Pharmafair inc
Packagers
Dosage forms
FormRouteStrength
Solution / dropsOphthalmic1 %
Solution / dropsOphthalmic
Solution / dropsOphthalmic5 mg/mL
SolutionOphthalmic10 mg/mL
SolutionOphthalmic20 mg/mL
SolutionOphthalmic5 mg/mL
Solution / dropsOphthalmic10 mg/mL
Solution / dropsOphthalmic20 mg/mL
SolutionOphthalmic.5 %
SolutionOphthalmic1 %
Solution / dropsOphthalmic0.5 %
LiquidOphthalmic1 %
Prices
Unit descriptionCostUnit
Cyclopentolate HCl 1% Solution 15ml Bottle12.99USD bottle
Cyclogyl 2% eye drops11.76USD ml
Cyclopentolate HCl 1% Solution 2ml Bottle9.99USD bottle
Cyclopentolate 1% eye drops9.35USD ml
Cyclogyl 1% eye drops8.97USD ml
Cylate 1% eye drops5.02USD ml
Cyclogyl 0.5% eye drops3.42USD ml
Cyclogyl 1 % Solution0.91USD ml
Ak-pentolate 1% eye drops0.71USD ml
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point134-136Treves, G.R.; US. Patent 2,554,511; May 29,1951; assigned to Schieffelin & Co.
logP2.4Not Available
Predicted Properties
PropertyValueSource
Water Solubility1.5 mg/mLALOGPS
logP2.09ALOGPS
logP2.32ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)14.19ChemAxon
pKa (Strongest Basic)8.42ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area49.77 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity82.81 m3·mol-1ChemAxon
Polarizability32.51 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as phenylacetic acid derivatives. These are compounds containing a phenylacetic acid moiety, which consists of a phenyl group substituted at the second position by an acetic acid.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylacetic acid derivatives
Direct ParentPhenylacetic acid derivatives
Alternative Parents
Substituents
  • Phenylacetate
  • Cyclopentanol
  • Tertiary alcohol
  • Cyclic alcohol
  • Tertiary aliphatic amine
  • Tertiary amine
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Amine
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
yes
Actions
antagonist
General Function:
Phosphatidylinositol phospholipase c activity
Specific Function:
The muscarinic acetylcholine receptor mediates various cellular responses, including inhibition of adenylate cyclase, breakdown of phosphoinositides and modulation of potassium channels through the action of G proteins. Primary transducing effect is Pi turnover.
Gene Name:
CHRM1
Uniprot ID:
P11229
Molecular Weight:
51420.375 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrate
General Function:
Identical protein binding
Specific Function:
Esterase with broad substrate specificity. Contributes to the inactivation of the neurotransmitter acetylcholine. Can degrade neurotoxic organophosphate esters.
Gene Name:
BCHE
Uniprot ID:
P06276
Molecular Weight:
68417.575 Da
References
  1. Demayo AP, Reidenberg MM: Grand mal seizure in a child 30 minutes after Cyclogyl (cyclopentolate hydrochloride) and 10% Neo-Synephrine (phenylephrine hydrochloride) eye drops were instilled. Pediatrics. 2004 May;113(5):e499-500. [PubMed:15121994 ]
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Drug created on June 13, 2005 07:24 / Updated on December 08, 2016 11:11