Basic information
- CAS
5870-29-1- Standard SMILES
CN(C)CCOC(=O)C(c1ccccc1)C1(O)CCCC1.Cl- InChIKey
RHKZVMUBMXGOLL-UHFFFAOYSA-N- Molecular formula
- C17H26ClNO3
- Average molar mass
- 327.8 g/mol
- Monoisotopic mass
- 327.1601214
Overview
Cyclopentolate hydrochloride is the hydrochloride salt of cyclopentolate. It is used to produce mydriasis (excessive dilation of the pupil) and cycloplegia (paralysis of the ciliary muscle of the eye) for opthalmic diagnostic procedures. It acts more quickly than atropine and has a shorter duration of action. It has a role as a diagnostic agent, a muscarinic antagonist, a parasympatholytic and a mydriatic agent. It contains a cyclopentolate.
Names & identifiers
- Preferred name
- Cyclopentolate Hydrochloride
- IUPAC
- 2-(dimethylamino)ethyl 2-(1-hydroxycyclopentyl)-2-phenylacetate;hydrochloride
- English name
- Cyclopentolate hydrochloride
- Molecular formula
- C17H26ClNO3
- Molecular weight
- 327.85
Names & synonyms
CYCLOPENTOLATE HYDROCHLORIDE5870-29-1Cyclopentolate HCLCypleginAK-PentolateMydrilatePentolairCyclogylAkpentolateAlnideCylateDTXSID9045390
Show more names
2-(dimethylamino)ethyl1-hydroxy-alpha-phenylcyclopentaneacetatehydrochloridZyklolatMydplegic5-Hydroxy-1Cyclopentolate HCl USPCyclogyl hydrochlorideLABOTEST-BB LT00244824
NSC-756706beta-Dimethylaminoethyl (1-hydroxycyclopentyl)phenylacetate hydrochloride2-(Dimethylamino)ethyl 1-hydroxy-alpha-phenylcyclopentaneacetate hydrochloride736I6971TECHEBI:4025DTXCID7025390RefChem:565552-(Dimethylamino)ethyl (2RS)-2-(1-hydroxycyclopentyl)phenylacetate monohydrochloride
Database identifiers
- CAS
5870-29-1、60452-44-0、60452-46-2- PubChem CID
- 22162
- DTXSID
DTXSID9045390- ChEMBL
CHEMBL1200473- ChEBI
Properties
Computed structural properties
- Topological polar surface area
- 49.8 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 7
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 331
Experimental & physicochemical properties
Solubility>49.2 [ug/mL] (The mean of the results at pH 7.4)
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Collision Cross Section169 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 137 · 137-141°
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- Very soluble in water, freely soluble in ethanol (96 per cent). It shows polymorphism (5.9).
- form
- Solid
- color
- White to Off-White
- Major Application
- pharmaceutical (small molecule)
- InChI
- InChI=1S/C17H25NO3.ClH/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;1H
- InChIKey
- RHKZVMUBMXGOLL-UHFFFAOYSA-N
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 16.7% (1 of 6) of reports.
Warning
H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
P260, P261, P264, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P308+P316, P317, P319, P321, P330, P333+P317, P362+P364, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 6 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Other Safety InformationIMAP assessments - Benzeneacetic acid, .alpha.-(1-hydroxycyclopentyl)-, 2-(dimethylamino)ethyl ester, hydrochloride: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (50%)
Safety data
- wgk
- 2
- rtecs
- GY2450000
- hs_code
- 2922190900
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H317
- Precautionary statements
- P261-P272-P280-P302+P352-P333+P313-P321-P363-P501-P264-P270-P301+P312-P330-P501
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Agents that dilate the pupil. They may be either sympathomimetics or parasympatholytics.
Agents that inhibit the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the MUSCARINIC ANTAGONISTS.
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.
Applications
DescriptionCyclopentolate is an antagonist of muscarinic acetylcholine receptors (Kis = 1.62, 27.5, and 2.63 nM for M1, M2, and M3 receptors, respectively). It inhibits carbachol-induced contraction of isolated human iris sphincter, circular ciliary muscle, and longitudinal ciliary muscle (Kbs = 7.9, 15.8, and 12.5 nM, respectively). Formulations containing cyclopentolate have been used to induce pupil dilation and to prevent the eye from accommodating for near vision.
UsesMydriatic;Cholinergic receptor antagonist
Usesantiviral
Usesantitussive
UsesA mydriatic
General DescriptionCyclopentolatehydrochloride, 2-dimethylaminoethyl 1-hydroxy- -phenylcyclopentaneacetatehydrochloride (Cyclogyl), is a crystalline,white, odorless solid that is very soluble in water,easily soluble in alcohol, and only slightly soluble in ether.A 1% solution has a pH of 5.0 to 5.4.Cyclopentolate hydrochloride has one half of the antispasmodicactivity of atropine and is nonirritating when instilledrepeatedly into the eye. If not neutralized after the refractionstudies, its effect dissipates within 24 hours. Neutralizationwith a few drops of pilocarpine nitrate solution, 1% to 2%,often results in complete recovery in 6 hours. It is supplied asa ready-made ophthalmic solution in concentrations of either0.5% or 2%.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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