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298-50-0

298-50-0 Structure

298-50-0 Structure
IdentificationBack Directory
[Name]

PROPARACAINE
[CAS]

298-50-0
[Synonyms]

PROPARACAINE
propantheline
Propanthelinium
PROPARACAINE USP/EP/BP
Proparacaine Propantheline
Diisopropylmethyl[2-(9H-xanthene-9-ylcarbonyloxy)ethyl]aminium
diisopropyl-methyl-[2-(9H-xanthene-9-carbonyloxy)ethyl]ammonium
[2-[(9H-Xanthen-9-ylcarbonyl)oxy]ethyl]diisopropylmethylaminium
methyl-di(propan-2-yl)-[2-(9H-xanthene-9-carbonyloxy)ethyl]azanium
methyl-di(propan-2-yl)-[2-(9H-xanthen-9-ylcarbonyloxy)ethyl]azanium
(2-hydroxyethyl)diisopropylmethyl-ammoniuxanthene-9-carboxylate(ester)
2-propanaminium,n-methyl-n-(1-methylethyl)-n-(2-((9h-xanthen-9-ylcarbonyl)oxy)
N-Methyl-N-(1-methylethyl)-N-[2-[(9H-xanthen-9-ylcarbonyl)oxy]ethyl]-2-propanaminium
2-Propanaminium,N-methyl-N-(1-methylethyl)-N-[2-[(9H-xanthen-9-ylcarbonyl)oxy]ethyl]-
[EINECS(EC#)]

206-063-2
[Molecular Formula]

C16H26N2O3
[MDL Number]

MFCD00864455
[MOL File]

298-50-0.mol
[Molecular Weight]

294.39
Chemical PropertiesBack Directory
[pka]

pKa 3.22(H2O) (Uncertain)
Safety DataBack Directory
[Hazardous Substances Data]

298-50-0(Hazardous Substances Data)
Hazard InformationBack Directory
[Uses]

Anticholinergic.
[Uses]

Propantheline is used for treating stomach ulcers.
[Definition]

ChEBI: Propantheline is a member of xanthenes.
[Brand name]

Pro-Banthine (Searle).
[Pharmacology]

The pharmacological action of propantheline is qualitatively similar to atropine. It has a weaker effect on the CNS than atropine. Unlike atropine, it exhibits greater ganglioblocking action than antimuscarinic action. Moreover, upon overdose it causes neuromuscular curare-like blockage.
[Synthesis]

Propanetheline, N-methyl-N-(1-methylethyl)-N-[2-[(9H-xanthen-9- ylcarbonyl) oxy]ethyl]-2-propanaminium bromide (14.1.11), is synthesized by reacting xanthen-9-carboxylic acid chloride with 2-di-iso-propylaminoethanol, giving the ester (14.1.10), which upon reaction with methylbromide turns into the quaternary salt, propantheline (14.1.11) [12,13].

Synthesis_298-50-0

[Veterinary Drugs and Treatments]

Proparacaine is a rapid acting topical anesthetic useful for a variety of ophthalmic procedures including tonometry (intraocular pressure measurement), relief of corneal pain to facilitate examination, biopsy/sample collection, and to distinguish between corneal and uveal pain. Proparacaine primarily anesthetizes the cornea; with limited penetration into conjunctiva. Anesthesia is of short duration (5 – 10 minutes).
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