Tropicamide

Names

[ Name ]:
Tropicamide

[Synonym ]:
N-Ethyl-N-(g-picolyl)tropamide
8-Methyl-8-azabicyclo[3.2.1]octan-3-ol
N-Ethyl-2-phenyl-N-(4-pyridylmethyl)hydracrylamide
Tropine
endo-Tropanol
TROPAN-3ALPHA-OL
3alpha-Tropanol
N-Ethyl-a-(hydroxymethyl)-N-(4-pyridinylmethyl)benzeneacetamide
8-Azabicyclo[3.2.1]octan-3-ol, 8-methyl-
N-ethyl-3-hydroxy-2-phenyl-N-(pyridin-4-ylmethyl)propanamide
N-Ethyl-N-(4-pyridylmethyl)tropamide
N-Ethyl-3-hydroxy-2-phenyl-N-(4-pyridinylmethyl)propanamide
Benzeneacetamide, N-ethyl-α-(hydroxymethyl)-N-(4-pyridinylmethyl)-
EINECS 216-140-2
Tropicamide
Mydriacyl
N-Ethyl-2-phenyl-N-(4-pyridylmethyl)hydracrylamide,Ro 1-7683,Tropicamide
UNII:N0A3Z5XTC6
endo-8-Methyl-8-azabicyclo[3.2.1]octan-3-ol
tropinol
MFCD00058580
3-TROPANOL
N-Ethyl-2-phenyl-N-(4-pyridylmethyl)hydracrylamide,Ro 1-7683
TROPANOL

Biological Activity

[Description]:

Tropicamide is an anticholinergic and a muscarinic receptor subtype M4-preferring antagonist .Target: mAChRTropicamide is an antimuscarinic drug that produces short acting mydriasis (dilation of the pupil) and cycloplegia when applied as eye drops. It is used to allow better examination of the lens, vitreous humor, and retina. Due to its relatively short duration of effect (4-8 hours), it is typically used during eye examinations such as the dilated fundus examination, but it may also be used before or after eye surgery. Cycloplegic drops are often also used to treat anterior uveitis, decreasing risk of posterior synechiae and decreasing inflammation in the anterior chamber of the eye [1-3].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> mAChR

Signaling Pathways >> Neuronal Signaling >> mAChR

Research Areas >> Neurological Disease

[References]

[1]. Lazareno, S., N.J. Buckley, and F.F. Roberts, Characterization of muscarinic M4 binding sites in rabbit lung, chicken heart, and NG108-15 cells. Mol Pharmacol, 1990. 38(6): p. 805-15.

[2]. Hernandez, M., et al., Different muscarinic receptor subtypes mediating the phasic activity and basal tone of pig isolated intravesical ureter. Br J Pharmacol, 1993. 110(4): p. 1413-20.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
492.8±45.0 °C at 760 mmHg

[ Melting Point ]:
98 °C

[ Molecular Formula ]:
C₁₇H₂₀N₂O₂

[ Molecular Weight ]:
284.353

[ Flash Point ]:
251.8±28.7 °C

[ Exact Mass ]:
284.152466

[ PSA ]:
53.43000

[ LogP ]:
1.15

[ Vapour Pressure ]:
0.0±1.3 mmHg at 25°C

[ Index of Refraction ]:
1.586

[ Storage condition ]:
2-8°C

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

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CY1487860

CHEMICAL NAME :: Benzeneacetamide, N-ethyl-alpha-(hydroxymethyl)-N-(4-pyridinylmethyl)-

CAS REGISTRY NUMBER :: 1508-75-4

BEILSTEIN REFERENCE NO. :: 0285563

LAST UPDATED :: 199612

DATA ITEMS CITED :: 8

MOLECULAR FORMULA :: C17-H20-N2-O2

MOLECULAR WEIGHT :: 284.39

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 865 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: -,760,1990

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1210 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: -,760,1990

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

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 872 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: -,760,1990

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 565 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: -,760,1990

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 695 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: -,760,1990

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

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 665 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: -,760,1990 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - M2832 No. of Facilities: 112 (estimated) No. of Industries: 1 No. of Occupations: 5 No. of Employees: 4368 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - M2832 No. of Facilities: 29 (estimated) No. of Industries: 1 No. of Occupations: 4 No. of Employees: 11614 (estimated) No. of Female Employees: 11545 (estimated)

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302 + H312 + H332-H315-H317-H319-H335

[ Precautionary Statements ]:
P261-P280-P301 + P312 + P330-P305 + P351 + P338

[ Hazard Codes ]:
Xn:Harmful

[ Risk Phrases ]:
R20/21/22;R36/37/38;R42/43

[ Safety Phrases ]:
S22-S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
CY1487860

[ HS Code ]:
2933399090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933399090

[ Summary ]:
2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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