Cyclopentolate Hydrochloride

Names

[ Name ]:
Cyclopentolate Hydrochloride

[Synonym ]:
2-(dimethylamino)ethyl 2-(1-hydroxycyclopentyl)-2-phenylacetate,hydrochloride

Biological Activity

[Description]:

Cyclopentolate (DL-Cyclopentolate) hydrochloride is an anti-muscarinic agent commonly used in the ophthalmologic practice. Cyclopentolate hydrochloride is an Atropine-like muscarinic receptors antagonist with a pKB value of 7.8 (on the circular ciliary muscle)[1][2].

[Related Catalog]:

Signaling Pathways >> Neuronal Signaling >> mAChR

Signaling Pathways >> GPCR/G Protein >> mAChR

Research Areas >> Neurological Disease

[In Vivo]

Survival in rats pretreated with cyclopentolate (20 mg/kg) is 90%[3]. Animal Model: Eighty Sprague-Dawley rats (acute, lethal organophosphate pesticide (OP) poisoning model)[3] Dosage: 20 mg/kg (Ophthalmic cyclopentolate) Administration: i.p. Result: Survival in rats pretreated with ophthalmic cyclopentolate (20 mg/kg) is 90%.

[References]

[1]. Öner V, Bulut A, Öter K. The effect of topical anti-muscarinic agents on subfoveal choroidal thickness in healthy adults. Eye (Lond). 2016;30(7):925‐928.

[2]. Ishikawa H, DeSantis L, Patil PN. Selectivity of muscarinic agonists including (+/-)-aceclidine and antimuscarinics on the human intraocular muscles. J Ocul Pharmacol Ther. 1998;14(4):363‐373.

[3]. Öner V, Bulut A, Öter K. The effect of topical anti-muscarinic agents on subfoveal choroidal thickness in healthy adults. Eye (Lond). 2016;30(7):925‐928.

Chemical & Physical Properties

[ Boiling Point ]:
409.7ºC at 760mmHg

[ Melting Point ]:
137-141°

[ Molecular Formula ]:
C₁₇H₂₆ClNO₃

[ Molecular Weight ]:
327.84600

[ Flash Point ]:
201.5ºC

[ Exact Mass ]:
327.16000

[ PSA ]:
49.77000

[ LogP ]:
2.98210

[ Storage condition ]:
−20°C

[ Water Solubility ]:
Very soluble in water, freely soluble in ethanol (96 per cent). It shows polymorphism (5.9).

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: GY2450000

CHEMICAL NAME :: Cyclopentaneacetic acid, 1-hydroxy-alpha-phenyl-, 2-(dimethylamino)ethyl ester, hydrochloride

CAS REGISTRY NUMBER :: 5870-29-1

LAST UPDATED :: 199806

DATA ITEMS CITED :: 10

MOLECULAR FORMULA :: C17-H25-N-O3.Cl-H

MOLECULAR WEIGHT :: 327.89

WISWESSER LINE NOTATION :: L5TJ AYR&VO2N1&1 AQ &GH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Human - child

DOSE/DURATION :: 40 ug/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold

REFERENCE :: AROPAW Archives of Ophthalmology (Chicago). (AMA, 535 N. Dearborn St., Chicago, IL 60610) New series: V.1-44(3), 1929-50; V.64- 1960- Volume(issue)/page/year: 87,634,1972

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Ocular

SPECIES OBSERVED :: Human - child

DOSE/DURATION :: 50 ug/kg/I

TOXIC EFFECTS :: Behavioral - hallucinations, distorted perceptions Behavioral - toxic psychosis

REFERENCE :: AJOPAA American Journal of Ophthalmology. (Ophthalmic Pub. Co., 435 N. Michigan Ave., Suite 1415, Chicago, IL 60611) Series 3: V.1- 1918- Volume(issue)/page/year: 105,91,1988

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >4 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,314,1982

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2235 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,444,1990

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 960 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,314,1982

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 314 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 106,141,1952

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 292 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,444,1990

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 63 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,516,1995 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - M2737 No. of Facilities: 112 (estimated) No. of Industries: 1 No. of Occupations: 5 No. of Employees: 3472 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - M2737 No. of Facilities: 131 (estimated) No. of Industries: 1 No. of Occupations: 4 No. of Employees: 2009 (estimated) No. of Female Employees: 1464 (estimated)

Safety Information

[ Hazard Codes ]:
Xi

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
2

[ RTECS ]:
GY2450000

[ HS Code ]:
2922509090

Customs

[ HS Code ]: 2922509090

[ Summary ]:
2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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