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Tropicamide

Tropicamide structure

CAS No:
1508-75-4
Formula:
C17H20N2O2
Chemical Name:
Tropicamide
Synonyms:
Benzeneacetamide,N-ethyl-α-(hydroxymethyl)-N-(4-pyridinylmethyl)-;Hydracrylamide,N-ethyl-2-phenyl-N-(4-pyridylmethyl)-;N-Ethyl-α-(hydroxymethyl)-N-(4-pyridinylmethyl)benzeneacetamide;N-Ethyl-2-phenyl-N-(4-pyridylmethyl)hydracrylamide;N-Ethyl-N-(γ-picolyl)tropamide;Tropic acid-N-ethyl-N-(γ-picolyl)amide;Bistropamide;Mydriacyl;Tropicamide;Epitromina;Mydriat;Mydrin;Mydrum;Ro 1-7683;Visumidriatic;(±)-Tropicamide;Mydrapid;Mydriaticum;Mydrin M;Mydrin P;Minims;Mydril;Mydramide;57322-49-3
Categories:
Active Pharmaceutical Ingredients > Specialty Drugs

Description

Crystalline SolidTropicamide, N-ethyl-2-phenyl-N-(4-pyridylmethyl)hydracrylamide (Mydriacyl), is aneffective anticholinergic for ophthalmic use when mydriasisis produced by relaxation of the sphincter muscle ofthe iris, allowing adrenergic innervation of the radial muscleto dilate the pupil. Its maximum effect is achieved inabout 20 to 25 minutes and lasts for about 20 minutes,with complete recovery in about 6 hours. Its action ismore rapid in onset and wears off more rapidly thanthat of most o

Solid

Tropicamide is a member of acetamides.|One of the MUSCARINIC ANTAGONISTS with pharmacologic action similar to ATROPINE and used mainly as an ophthalmic parasympatholytic or mydriatic.

Tropicamide Basic Attributes

Molecular Weight：

284.35

Exact Mass：

284.35

EC Number：

216-140-2

NSC Number：

757372

DSSTox ID：

DTXSID8045220

ATC Code：

S01FA06|S - Sensory organs

HScode：

29333990

Characteristics

PSA：

53.4

XLogP3：

1.5

Appearance：

white solid

Density：

1.161±0.06 g/cm3(Predicted)

Melting Point：

96.5 °C

Boiling Point：

492.8±45.0 °C(Predicted)

Flash Point：

251.8±28.7 °C

Refractive Index：

1.586

Water Solubility：

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 4.3 mg/mL

Storage Conditions：

2-8°C

Vapor Pressure：

1.58E-10mmHg at 25°C

Collision Cross Section：

169.5 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

20/21/22-36/37/38-42/43-41-37/38-22

safety instructions：

22-26-36-36/37/39

RTECS Number：

CY1487860

Marks：

Xn,Xi

Stability/Shelf Life：

Stable at normal temperatures and pressures.

Precautionary statement(s)：

P261-P280-P301 + P312 + P330-P305 + P351 + P338

Hazard Statements：

H302 + H312 + H332-H315-H317-H319-H335

GHS Classification：

|Danger|H302 (98.33%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P272, P280, P285, P301+P312, P302+P352, P304+P312, P304+P340, P304+P341, P305+P351+P338, P312, P321, P322, P330, P332+P313, P333+P313, P337+P313, P342+P311, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 60 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

Toxicity Summary：

Overdose can casue dry mouth, blurred vision, photophobia, hallucinations and rapid/irregular pulse.

Protein Binding：

45%

Drug Information

Drug Indication：

Indicated to induce mydriasis (dilation of the pupil) and cycloplegia (paralysis of the ciliary muscle of the eye) in diagnostic procedures, such as measurement of refractive errors and examination of the fundus of the eye.|Prevention of pain during cataract surgery

Pharmacology：

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.

MeSH：

Agents that dilate the pupil. They may be either sympathomimetics or parasympatholytics. (See all compounds classified as Mydriatics.)|Drugs that bind to but do not activate MUSCARINIC RECEPTORS, thereby blocking the actions of endogenous ACETYLCHOLINE or exogenous agonists. Muscarinic antagonists have widespread effects including actions on the iris and ciliary muscle of the eye, the heart and blood vessels, secretions of the respiratory tract, GI system, and salivary glands, GI motility, urinary bladder tone, and the central nervous system. (See all compounds classified as Muscarinic Antagonists.)

Mechanism of Action：

Tropicamide binds to and blocks the receptors in the muscles of the eye (muscarinic receptor M4). Tropicamide acts by blocking the responses of the iris sphincter muscle to the iris and ciliary muscles to cholinergic stimulation, producing dilation of the pupil and paralysis of the ciliary muscle.

MeSH Entry Terms：

Colircusi Tropicamida

Tropicamide Use and Manufacturing

Uses

Ophthalmic anticholinergic. Mydriatic

Use Classification：

Human Drugs -> EU pediatric investigation plans|Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients|Pharmaceuticals

Computed Properties

Molecular Weight:284.35
XLogP3:1.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:6
Exact Mass:284.152477885
Monoisotopic Mass:284.152477885
Topological Polar Surface Area:53.4
Heavy Atom Count:21
Complexity:310
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

Extract from the above information

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

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Registered Holders

UNION QUIMICO FARMACEUTICA SA (UQUIFA SA)

United States
Active
TOKYO CHEMICAL INDUSTRY CO LTD

United States
Active
Minsheng Group Shaoxing Pharmaceutical Co.,Ltd.

Japan
Active

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