ChemicalBook > CAS DataBase List > CYCLOPENTOLATE HYDROCHLORIDE

CYCLOPENTOLATE HYDROCHLORIDE

Product Name
CYCLOPENTOLATE HYDROCHLORIDE
CAS No.
5870-29-1
Chemical Name
CYCLOPENTOLATE HYDROCHLORIDE
Synonyms
Alnide;cyclogyl;Zyklolat;Mydplegic;5-Hydroxy-1;Ak-Pentolate;Cyclopentolate HCl USP;Cyclogyl hydrochloride;LABOTEST-BB LT00244824;CYCLOPENTOLATE HYDROCHLORIDE
CBNumber
CB6287038
Molecular Formula
C17H26ClNO3
Formula Weight
327.85
MOL File
5870-29-1.mol
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CYCLOPENTOLATE HYDROCHLORIDE Property

Melting point:
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
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
SMILES
C1(O)(CCCC1)C(C(=O)OCCN(C)C)C1C=CC=CC=1.Cl
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Safety

WGK Germany 
2
RTECS 
GY2450000
HS Code 
2922190900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
Y0001088
Product name
Cyclopentolate for system suitability
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
20 mg
Price
$225
Updated
2025/07/31
Sigma-Aldrich
Product number
C3245000
Product name
Cyclopentolate hydrochloride
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
80 mg
Price
$159
Updated
2025/07/31
Sigma-Aldrich
Product number
1156000
Product name
Cyclopentolate hydrochloride
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
300mg
Price
$419
Updated
2025/07/31
Cayman Chemical
Product number
23944
Product name
Cyclopentolate (hydrochloride)
Purity
≥98%
Packaging
5mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
23944
Product name
Cyclopentolate (hydrochloride)
Purity
≥98%
Packaging
10mg
Price
$78
Updated
2024/03/01
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CYCLOPENTOLATE HYDROCHLORIDE Chemical Properties,Usage,Production

Description

Cyclopentolate 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.

Chemical Properties

White Solid

Originator

Cyclogyl,Schieffelin,US,1953

Uses

Mydriatic;Cholinergic receptor antagonist

Uses

antiviral

Uses

antitussive

Uses

A mydriatic

Definition

ChEBI: 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 mydriatic agent, a parasympatholytic, a diagnostic agent and a muscarinic antagonist. It contains a cyclopentolate.

Manufacturing Process

To a well stirred suspension of 9 g of sodium phenyl acetate and 2.4 g of magnesium turnings in 25 cc of anhydrous ether, a solution of 9.4 cc of isopropyl bromide in 50 cc of anhydrous ether are added. The mixture is refluxed for one hour (during which time propane is evolved) and then 5 cc of cyclopentanone in 25 cc of anhydrous ether are added dropwise. The mixture is then refluxed for one hour and poured over ice water containing some hydrochloric acid. The ether solution is separated and extracted with 200 cc of 5% sodium hydroxide. The alkaline solution on acidification gives the free acid which is filtered off, dried in a desiccator and recrystallized from a mixture of ethylene dichloride and petroleum ether.
The product is 2-phenyl-2-(1-hydroxycyclopentyl)ethanoic acid, melting at 95° to 97°C. Of this product, 4.5 g in 30 cc of dry isopropyl alcohol are refluxed for 16 hours with 2.5 g of β-chloroethyl dimethyl amine. The solution is cooled and filtered clear from the solid by-product. The solvent is removed under reduced pressure on the steam bath and the residue is washed with anhydrous ether. It is dissolved in ethyl acetate from which it crystallizes. It is the hydrochloride of β-(dimethylamino)ethyl ester of 2-phenyl-2-(1- hydroxycyclopentyl) ethanoic acid, melting at 134° to 136°C.

brand name

Akpentolate (Akorn); Cyclogyl (Alcon); Pentolair (Bausch & Lomb); Pentolair (Pharmafair).

Therapeutic Function

Anticholinergic (ophthalmic)

General Description

Cyclopentolatehydrochloride, 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%.

Clinical Use

Cyclopentolate Hydrochloride is used only for its effects on the eye, where it acts asa parasympatholytic. When placed in the eye, it quickly producescycloplegia and mydriasis. Its primary field of usefulnessis in refraction studies. Cyclopentolate hydrochloridecan be used, however, as a mydriatic in the management ofiritis, iridocyclitis, keratitis, and choroiditis. Although itdoes not seem to affect intraocular tension significantly, it isbest to be very cautious with patients with high intraocularpressure and with elderly patients with possible unrecognizedglaucomatous changes.

References

[1] S LAZARENO  F F R  N J Buckley. Characterization of muscarinic M4 binding sites in rabbit lung, chicken heart, and NG108-15 cells.[J]. Molecular Pharmacology, 1990, 38 6: 805-815.
[2] H ISHIKAWA  P N P  L DeSantis. Selectivity of muscarinic agonists including (+/-)-aceclidine and antimuscarinics on the human intraocular muscles.[J]. Journal of Ocular Pharmacology and Therapeutics, 1998, 14 4: 363-373. DOI: 10.1089/jop.1998.14.363

CYCLOPENTOLATE HYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from CYCLOPENTOLATE HYDROCHLORIDE manufacturers

Hong Kong Tiansheng New Material Trading Co., Ltd
Product
Cyclopentolate Hydrochloride 5870-29-1
Price
US $2.00/KG
Min. Order
120g
Purity
99%
Supply Ability
30kg
Release date
2021-12-09

5870-29-1, CYCLOPENTOLATE HYDROCHLORIDERelated Search:


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