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1508-75-4

Basic Information
CAS No.: 1508-75-4
Name: Tropicamide
Article Data: 9
Molecular Structure:
Molecular Structure of 1508-75-4 (Tropicamide)
Formula: C17H20N2O2
Molecular Weight: 284.358
Synonyms: Visumidriatic;Tropic acid-N-ethyl-N-(g-picolyl)amide;Mydriat;Mydril;Mydrin M;Mydriaticum;N-Ethyl-2-phenyl-N-(4-pyridylmethyl)hydracrylamide;Epitromina;Mydrapid;
EINECS: 216-140-2
Density: 1.161 g/cm3
Melting Point: 98 °C
Boiling Point: 492.8 °C at 760 mmHg
Flash Point: 251.8 °C
Solubility: 0.2g/L(25 oC)
Appearance: crystalline solid
Hazard Symbols: HarmfulXn,IrritantXi
Risk Codes: 20/21/22-36/37/38-42/43-41-37/38-22
Safety: 22-26-36-36/37/39
PSA: 53.43000
LogP: 2.20620
Synthetic route

N-ethyl-N-(4-pyridylmethyl)-α-methylethyl-phenylacetamide

1508-75-4

tropicamide

Conditions
ConditionsYield
With hydrogenchloride In water at 55℃;95%
529-64-6

Tropic acid

C8H12N2*ClH

1508-75-4

tropicamide

Conditions
ConditionsYield
With triethylamine In water; toluene Reflux;90.4%
529-64-6

Tropic acid

33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

1508-75-4

tropicamide

Conditions
ConditionsYield
Stage #1: Tropic acid With triethylamine; acetyl chloride In toluene at 50℃; for 3h;
Stage #2: With thionyl chloride In toluene for 5h;
Stage #3: 4-(ETHYLAMINOMETHYL)PYRIDINE With α-[(acetyloxy)methyl]benzeneacetic acid; triethylamine In toluene at 0 - 10℃;
75.9%
14510-37-3

3-acetoxy-2-phenyl-propionyl chloride

33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

1508-75-4

tropicamide

Conditions
ConditionsYield
With pyridine; chloroform Erwaermen des Reaktionsprodukts mit wss. HCl;
33403-97-3

4-(ETHYLAMINOMETHYL)PYRIDINE

(+-)-tropoyl chloride

(+-)-tropoyl chloride

1508-75-4

tropicamide

Conditions
ConditionsYield
With chloroform; triethylamine
83-13-6

diethyl 2-phenylmalonate

1508-75-4

tropicamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: inorganic base solvent / 0.5 h / 0 °C / pH 9
2: thionyl chloride / dichloromethane / 12 h / 10 °C
3: tetrahydrofuran / 10 h / 10 °C
4: potassium borohydride / 12 h / 30 °C / pH 8
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    Items Standard Result Assay 98%min ----------------------------------------------------------------------------------------------

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  • Tropicamide

  • Casno:

    1508-75-4

    Tropicamide

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  • Casno:

    1508-75-4

    Tropicamide

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    Tropicamide Chemical Properties Melting point 98 °C Boiling point 492.8±45.0 °C(Predicted) density 1.161±0.06 g/cm3(Predicted) storage temp. 2-8°C solubility 45% (w/v) aq 2-hydroxypropyl-β-cyclodextr

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  • Casno:

    1508-75-4

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  • Benzeneacetamide,N-ethyl-a-(hydroxymethyl)-N-(4-pyridinylmethyl)-

  • Casno:

    1508-75-4

    Benzeneacetamide,N-ethyl-a-(hydroxymethyl)-N-(4-pyridinylmethyl)-

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  • Tropicamide

  • Casno:

    1508-75-4

    Tropicamide

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Specification

The Tropicamide, with the CAS registry number 1508-75-4, is also known as (+-)-N-Ethyl-2-phenyl-N-(4-pyridylmethyl)hydracrylamide. It belongs to the product categories of Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Heterocyclic Compounds; Heterocycles; Intermediates & Fine Chemicals; Pharmaceuticals; Acetylcholine Receptor. Its EINECS registry number is 216-140-2. This chemical's molecular formula is C17H20N2O2 and molecular weight is 284.3529. Its IUPAC name is called N-ethyl-3-hydroxy-2-phenyl-N-(pyridin-4-ylmethyl)propanamide. This chemical's classification codes are Anticholinergic [ophthalmic]; Autonomic Agents; Cholinergic Agents; Cholinergic Antagonists; Drug / Therapeutic Agent; Muscarinic antagonists; Mydriatics; Neurotransmitter Agents; Peripheral Nervous System Agents. Tropicamide (Mydriacyl) is an anticholinergic used as a mydriatic. Tropicamide 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. It's reported that tropicamide is used as intravenous street drug in Russia.

Physical properties of Tropicamide: (1)ACD/LogP: 1.16; (2)ACD/LogD (pH 5.5): 1.01; (3)ACD/LogD (pH 7.4): 1.15; (4)ACD/BCF (pH 5.5): 3.22; (5)ACD/BCF (pH 7.4): 4.42; (6)ACD/KOC (pH 5.5): 73.32; (7)ACD/KOC (pH 7.4): 100.7; (8)#H bond acceptors: 4; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 7; (11)Index of Refraction: 1.586; (12)Molar Refractivity: 82.2 cm3; (13)Molar Volume: 244.8 cm3; (14)Surface Tension: 51.3 dyne/cm; (15)Density: 1.161 g/cm3; (16)Flash Point: 251.8 °C; (17)Enthalpy of Vaporization: 80.02 kJ/mol; (18)Boiling Point: 492.8 °C at 760 mmHg; (19)Vapour Pressure: 1.58E-10 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CCN(CC1=CC=NC=C1)C(=O)C(CO)C2=CC=CC=C2
(2)InChI: InChI=1S/C17H20N2O2/c1-2-19(12-14-8-10-18-11-9-14)17(21)16(13-20)15-6-4-3-5-7-15/h3-11,16,20H,2,12-13H2,1H3
(3)InChIKey: BGDKAVGWHJFAGW-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 695mg/kg (695mg/kg)   Drugs in Japan Vol. -, Pg. 760, 1990.
mouse LD50 oral 565mg/kg (565mg/kg)   Drugs in Japan Vol. -, Pg. 760, 1990.
mouse LD50 subcutaneous 665mg/kg (665mg/kg)   Drugs in Japan Vol. -, Pg. 760, 1990.
rat LD50 intraperitoneal 1210mg/kg (1210mg/kg)   Drugs in Japan Vol. -, Pg. 760, 1990.
rat LD50 oral 865mg/kg (865mg/kg)   Drugs in Japan Vol. -, Pg. 760, 1990.
rat LD50 subcutaneous 872mg/kg (872mg/kg)   Drugs in Japan Vol. -, Pg. 760, 1990.