U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C17H20N2O2
Molecular Weight 284.3529
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TROPICAMIDE

SMILES

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

InChI

InChIKey=BGDKAVGWHJFAGW-UHFFFAOYSA-N
InChI=1S/C17H20N2O2/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

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

-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
Pupil dilatation assay by tropicamide is modulated by apolipoprotein E epsilon 4 allele dosage in Alzheimer's disease.
1996 Mar 22
Expression of multiple subtypes of muscarinic receptors and cellular distribution in the human heart.
2001 May
Search of antimicrobial activity of selected non-antibiotic drugs.
2002 Nov-Dec
Activation of muscarinic acetylcholine receptors elicits pigment granule dispersion in retinal pigment epithelium isolated from bluegill.
2004 Jul 13
Activation of muscarinic cholinergic receptors inhibits giant neurones in the caudal pontine reticular nucleus.
2006 Oct
Functional expression of M3, a muscarinic acetylcholine receptor subtype, in taste bud cells of mouse fungiform papillae.
2008 Jan
Synergism Between Anticholinergic and Oxime Treatments Against Sarin-Induced Ocular Insult in Rats.
2015 Aug
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
EP   INN   MART.   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD   WHO-IP  
INN   USAN  
Official Name English
tropicamide [INN]
Common Name English
Tropicamide [WHO-DD]
Common Name English
RO-1-7683
Code English
NSC-757372
Code English
TROPICAMIDE [MART.]
Common Name English
MYDRIACYL
Brand Name English
TROPICAMIDE [USP-RS]
Common Name English
TROPICAMIDE [EP MONOGRAPH]
Common Name English
TROPICAMIDE [VANDF]
Common Name English
TROPICAMIDE COMPONENT OF MYDCOMBI
Brand Name English
TROPICAMIDE [ORANGE BOOK]
Common Name English
TROPICAMIDE [JAN]
Common Name English
BENZENEACETAMIDE, N-ETHYL-.ALPHA.-(HYDROXYMETHYL)-N-(4-PYRIDINYLMETHYL)-, (±)-
Systematic Name English
TROPICAMIDUM [WHO-IP LATIN]
Common Name English
TROPICAMIDE [MI]
Common Name English
TROPICACYL
Brand Name English
TROPICAMIDE [USP MONOGRAPH]
Common Name English
TROPICAMIDE [USAN]
Common Name English
MYDCOMBI COMPONENT TROPICAMIDE
Brand Name English
TROPICAMIDE COMPONENT OF PAREMYD
Common Name English
PAREMYD COMPONENT TROPICAMIDE
Common Name English
(±)-N-ETHYL-2-PHENYL-N-(4-PYRIDYLMETHYL)HYDRACRYLAMIDE
Systematic Name English
VISUMIDRIATIC
Common Name English
BISTROPAMIDE
Common Name English
TROPICAMIDE [WHO-IP]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1937
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
WHO-VATC QS01FA06
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
NCI_THESAURUS C29704
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 14.1
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
NDF-RT N0000175574
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
WHO-ATC S01FA56
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
WHO-ATC S01BB01
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
NDF-RT N0000175370
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
WHO-ATC S01FA06
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
Code System Code Type Description
WHO INTERNATIONAL PHARMACOPEIA
TROPICAMIDE
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
PRIMARY Description: A white or almost white, crystalline powder. Solubility: Slightly soluble in water; freely soluble in dichloromethane R and ethanol (~750 g/l) TS. Category: Mydriatic. Storage: Tropicamide should be kept in a tightly closed container, protected from light. Labelling: The designation Tropicamide for sterile non-injectable use indicates that the substance complies with the additional requirement and may be used for sterile applications. Expiry date. Requirement: Tropicamide contains not less than 99.0% and not more than 101.0% of C17H20N2O2, calculated with reference to the dried substance.
ECHA (EC/EINECS)
216-140-2
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
PRIMARY
DRUG CENTRAL
2774
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
PRIMARY
INN
1059
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
PRIMARY
RS_ITEM_NUM
1699005
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
PRIMARY
FDA UNII
N0A3Z5XTC6
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
PRIMARY
WIKIPEDIA
Tropicamide
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
PRIMARY
DAILYMED
N0A3Z5XTC6
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
PRIMARY
RXCUI
10869
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
PRIMARY RxNorm
NCI_THESAURUS
C47776
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
PRIMARY
NSC
757372
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
PRIMARY
MERCK INDEX
m11229
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
PRIMARY Merck Index
DRUG BANK
DB00809
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
PRIMARY
EVMPD
SUB11342MIG
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
PRIMARY
EPA CompTox
DTXSID8045220
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
PRIMARY
LACTMED
Tropicamide
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
PRIMARY
SMS_ID
100000091954
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
PRIMARY
PUBCHEM
5593
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
PRIMARY
ChEMBL
CHEMBL1200604
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
PRIMARY
MESH
D014331
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
PRIMARY
IUPHAR
7319
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
PRIMARY
CAS
1508-75-4
Created by admin on Fri Dec 15 14:59:09 UTC 2023 , Edited by admin on Fri Dec 15 14:59:09 UTC 2023
PRIMARY