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CAS 33403-97-3 Tropicamide Intermediate Tropicamide Intermediate High Purity GMP Grade

4-Ethyl Amino Methyl Pyridine

IUPAC: N-(pyridin-4-ylmethyl)ethanamine View on PubChem
CAS NUMBER
33403-97-3
MOL. FORMULA
C8H12N2
MOL. WEIGHT
136.19 g/mol
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Scientific Overview

The secondary amine nitrogen of 4-(ethylaminomethyl)pyridine serves as the nucleophilic coupling site that reacts with tropic acid derivatives (specifically N-ethyl-N-(4-picolyl)-atropamide intermediates) to construct the tropicamide molecule. Its pyridine ring nitrogen also enables coordination chemistry applications, including use in dithiocarbamate ligand synthesis for organotin and metal-complex research.

4-(Ethylaminomethyl)pyridine is a secondary amine building block featuring a pyridine ring linked to an ethylaminomethyl functional group. It is best recognized as the key synthetic precursor and pharmacopeial impurity marker for tropicamide, the widely used anticholinergic mydriatic agent employed in ophthalmic diagnostic procedures.

Full Technical Data
Chemical Name 4-(Ethylaminomethyl)pyridine (N-Ethyl-4-picolylamine)
CAS Number 33403-97-3
IUPAC Name N-(pyridin-4-ylmethyl)ethanamine
Molecular Formula C8H12N2
Molecular Weight 136.19 g/mol g/mol
Boiling Point 219.1°C at 760 mmHg
Density 0.967--0.979 g/mL at 25°C
Refractive Index n20/D 1.516
Reaction Scheme
Isonicotinic Acid
Ethylamine (Hydrochloride)
NA
4-(Ethylaminomethyl)pyridine
NA
Commercial Applications

Tropicamide API Synthesis

Direct synthetic intermediate coupled with tropic acid derivatives to manufacture tropicamide.

Pharmacopeial Reference Standard

Used as EP/USP-designated impurity reference (Tropicamide Related Compound A) for tropicamide drug product quality control.

Coordination Chemistry Research

Applied in the synthesis of dithiocarbamate ligands and organotin/metal-complex derivatives.

Pharmaceutical Building Block

General-purpose pyridylmethylamine intermediate for medicinal chemistry and drug candidate synthesis.

Market Therapeutic Focus
TROPICAMIDE INTERMEDIATE PHARMACEUTICAL MANUFACTURING OPHTHALMIC DIAGNOSTICS (MYDRIATICS) ANALYTICAL REFERENCE STANDARDS MEDICINAL CHEMISTRY R&D CRO/CDMO
Scientific Literature

Synthesis and Pharmacology of Tropicamide

Authors: Brittain, R.T. et al.

Br. J. Pharmacol.

DOI: 10.1111/j.1476-5381.1968.tb08461.x

Pyridylmethylamine Ligands in Coordination Chemistry

Authors: Constable, E.C.

Coord. Chem. Rev.

DOI: 10.1016/S0010-8545(99)00126-2

Impurity Profiling of Tropicamide Ophthalmic Formulations

Authors: Fatima, N. et al.

J. Pharm. Biomed. Anal.

DOI: 10.1016/j.jpba.2015.02.019
Peer Queries & FAQs
What role does this compound play in tropicamide synthesis?
It provides the amine component that couples with the tropic acid-derived acyl group to form the amide bond central to the tropicamide molecule.
Why is it monitored as a pharmacopeial impurity?
As an unreacted starting material/synthetic intermediate, residual levels must be controlled in finished tropicamide drug substance per EP/USP impurity limits.
What is tropicamide used for clinically?
It's an anticholinergic mydriatic and cycloplegic agent used in ophthalmology to dilate the pupil for eye examinations.
What is the recommended storage condition?
Store in a tightly sealed container at 2--8°C, protected from light and moisture, as secondary amines are prone to oxidation.

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