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Details

Stereochemistry RACEMIC
Molecular Formula C17H20N2O2.ClH
Molecular Weight 320.8144
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TROPICAMIDE HYDROCHLORIDE

SMILES

CCN(Cc1ccncc1)C(=O)C(CO)c2ccccc2.Cl

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

Molecular Formula ClH
Molecular Weight 36.4609
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C17H20N2O2
Molecular Weight 284.3535
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

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

-3.11126393E11
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
Muscarinic binding sites of the pig intravesical ureter.
1995 Oct
Apolipoprotein E epsilon 4 allele and pupillary response to tropicamide.
1997 May
Messenger RNA levels and binding sites of muscarinic acetylcholine receptors in gastrointestinal muscle layers from healthy dairy cows.
2007
Corticotropin-releasing factor inhibition of sheep fetal colonic contractility: mechanisms to prevent meconium passage in utero.
2007 Apr
Segment-dependent expression of muscarinic acetylcholine receptors and G-protein coupling in the equine respiratory tract.
2007 Feb
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
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
Functional expression of M3, a muscarinic acetylcholine receptor subtype, in taste bud cells of mouse fungiform papillae.
2008 Jan
Temporal evolution of intraocular pressure elevation after pupillary dilation in pigment dispersion syndrome.
2009 Mar
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.
Substance Class Chemical
Created
by admin
on Sat Jun 26 10:14:10 UTC 2021
Edited
by admin
on Sat Jun 26 10:14:10 UTC 2021
Record UNII
7YKJ7E29Z3
Record Status Validated (UNII)
Record Version
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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 Jun 26 10:14:11 UTC 2021 , Edited by admin on Sat Jun 26 10:14:11 UTC 2021
PRIMARY
FDA UNII
7YKJ7E29Z3
Created by admin on Sat Jun 26 10:14:11 UTC 2021 , Edited by admin on Sat Jun 26 10:14:11 UTC 2021
PRIMARY
PUBCHEM
10125724
Created by admin on Sat Jun 26 10:14:11 UTC 2021 , Edited by admin on Sat Jun 26 10:14:11 UTC 2021
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
PARENT -> SALT/SOLVATE
ENANTIOMER -> RACEMATE