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Details

Stereochemistry RACEMIC
Molecular Formula C17H20N2O2.ClH
Molecular Weight 320.814
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TROPICAMIDE HYDROCHLORIDE

SMILES

Cl.CCN(CC1=CC=NC=C1)C(=O)C(CO)C2=CC=CC=C2

InChI

InChIKey=JQIPVEBSCXNGIG-UHFFFAOYSA-N
InChI=1S/C17H20N2O2.ClH/c1-2-19(12-14-8-10-18-11-9-14)17(21)16(13-20)15-6-4-3-5-7-15;/h3-11,16,20H,2,12-13H2,1H3;1H

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including https://www.drugs.com/pro/tropicamide.html

Tropicamide (Mydriacyl) is an anticholinergic used as a mydriatic.Tropicamide belongs to the group of medicines called anti-muscarinics. Tropicamide 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. By blocking these receptors, tropicamide produces dilatation of the pupil (mydriasis) and prevents the eye from accommodating for near vision (cycloplegia). Tropicamide is given as eye drops to dilate the pupil and relax the lens so that eye examinations can be carried out thoroughly.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
MYDRIACYL

Approved Use

For mydriasis and cycloplegia for diagnostic procedures.

Launch Date

1960
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
28.9 ng/mL
0.5 % single, ocular
dose: 0.5 %
route of administration: Ocular
experiment type: SINGLE
co-administered: PHENYLEPHRINE
TROPICAMIDE plasma
Oryctolagus cuniculus
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: FED
2.8 ng/mL
400 μg single, ocular
dose: 400 μg
route of administration: Ocular
experiment type: SINGLE
co-administered:
TROPICAMIDE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
25.1 μg × h/mL
0.5 % single, ocular
dose: 0.5 %
route of administration: Ocular
experiment type: SINGLE
co-administered: PHENYLEPHRINE
TROPICAMIDE plasma
Oryctolagus cuniculus
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: FED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
30 min
unknown
TROPICAMIDE unknown
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
55%
TROPICAMIDE unknown
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
[Ocular hypertension induced by tropicamide after treatment of the angle with argon laser].
1985
Pupil dilatation assay by tropicamide is modulated by apolipoprotein E epsilon 4 allele dosage in Alzheimer's disease.
1996 Mar 22
Identification of muscarinic receptor subtypes in RINm5F cells by means of polymerase chain reaction, subcloning, and DNA sequencing.
1997 Sep
Interaction of neuromuscular blocking drugs with recombinant human m1-m5 muscarinic receptors expressed in Chinese hamster ovary cells.
1998 Nov
Expression of multiple subtypes of muscarinic receptors and cellular distribution in the human heart.
2001 May
Neuronal nitric oxide synthase activity in rat urinary bladder detrusor: participation in M3 and M4 muscarinic receptor function.
2005 Jul
Why patients with Alzheimer's disease may show increased sensitivity to tropicamide eye drops: role of locus coeruleus.
2006 Jan
Activation of muscarinic cholinergic receptors inhibits giant neurones in the caudal pontine reticular nucleus.
2006 Oct
Corticotropin-releasing factor inhibition of sheep fetal colonic contractility: mechanisms to prevent meconium passage in utero.
2007 Apr
Transcriptional up-regulation of nitric oxide synthase II by nuclear factor-kappaB at rostral ventrolateral medulla in a rat mevinphos intoxication model of brain stem death.
2007 Jun 15
Muscarinic receptor-independent activation of cyclic adenosine monophosphate-dependent protein kinase in rostral ventrolateral medulla underlies the sympathoexcitatory phase of cardiovascular responses during mevinphos intoxication in the rat.
2007 May
The muscarinic receptor antagonist tropicamide suppresses tremulous jaw movements in a rodent model of parkinsonian tremor: possible role of M4 receptors.
2007 Oct
A novel assay of Gi/o-linked G protein-coupled receptor coupling to potassium channels provides new insights into the pharmacology of the group III metabotropic glutamate receptors.
2008 Apr
Temporal evolution of intraocular pressure elevation after pupillary dilation in pigment dispersion syndrome.
2009 Mar
Effects of the adenosine A 2A antagonist KW 6002 (istradefylline) on pimozide-induced oral tremor and striatal c-Fos expression: comparisons with the muscarinic antagonist tropicamide.
2009 Sep 29
Patents

Sample Use Guides

Usual Adult Dose for Refraction Cycloplegic Refraction: -Instill 1 or 2 drops of the 1% solution into eye(s); repeat in 5 minutes. Comment: -An additional drop may be given if the examination is not done within 20 to 30 minutes. Usual Adult Dose for Pupillary Dilation Fundoscopy: -Instill 1 or 2 drops of 0.5% solution into eye(s) 15 or 20 minutes prior to examination. Comments: -Heavily pigmented irides may require higher strength or more doses. Usual Pediatric Dose for Refraction Cycloplegic Refraction: -Instill 1 or 2 drops of the 1% solution into eye(s); repeat in 5 minutes.
Route of Administration: Topical
The muscarine action on GABAergic mIPSC frequency was completely blocked by 1 uM tropicamide in rat tuberomammillary nucleus neurons.
Name Type Language
TROPICAMIDE HYDROCHLORIDE
Systematic Name English
BENZENEACETAMIDE, N-ETHYL-.ALPHA.-(HYDROXYMETHYL)-N-(4-PYRIDINYLMETHYL)-, HYDROCHLORIDE (1:1)
Systematic Name English
Code System Code Type Description
CAS
958623-78-4
Created by admin on Sat Dec 16 10:21:10 GMT 2023 , Edited by admin on Sat Dec 16 10:21:10 GMT 2023
PRIMARY
FDA UNII
7YKJ7E29Z3
Created by admin on Sat Dec 16 10:21:10 GMT 2023 , Edited by admin on Sat Dec 16 10:21:10 GMT 2023
PRIMARY
PUBCHEM
10125724
Created by admin on Sat Dec 16 10:21:10 GMT 2023 , Edited by admin on Sat Dec 16 10:21:10 GMT 2023
PRIMARY