3-TROPANYL-3,5-DICHLOROBENZOATE Chemical Properties

Melting point:

165 °C

Boiling point:

406.5±45.0 °C(Predicted)

Density 

1.34±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,2-8°C

solubility 

0.1 M HCl: slightly soluble

pka

9.89±0.40(Predicted)

form 

solid

color 

white

Water Solubility 

Soluble to 100 mM in DMSO. Insoluble in water. Sparingly soluble in chloroform, and ethanol.

Safety Information

Hazard Codes 

T

Risk Statements 

25

Safety Statements 

36

WGK Germany 

3

RTECS 

DG7580000

3-TROPANYL-3,5-DICHLOROBENZOATE Usage And Synthesis

Originator

Bemesetron,Merrel Dow

Uses

Anti-emetic.

Uses

It is most often used to study the role of SR-3. Studies suggest the blockade of SR-3 with may ameliorate beta-amyloid protein-induced neurotoxicity by interfering with the increase of Ca2+, and then by inhibiting glutamate release, generation of reactive oxygen species and caspase-3 activity. It is also used in the study of dopamine elevation in rats due to cocaine and amphetamine consumption.

Manufacturing Process

Tropine (34.24 g) is treated with anhydrous diethyl ether and ethereal hydrogen chloride and the precipitated hydrochloride is isolated by evaporation of the solvent. 3,5-Dichlorobenzoylchloride (51.7 g) is added and the mixture stirred at 140°C for 15 minutes during which time the mixture liquifies, evolves hydrogen chloride gas and resolidifies. After heating for a further 15 minutes the cooled solid is dissolved in water, an excess of an aqueous solution of potassium carbonate is added, and the base is extracted with ethyl acetate. Evaporation of the dried ethyl acetate solution yields a solid, which is recrystallized from aqueous methanol to yield 3,5- dichlorobenzoic acid 8-methyl-8-aza-bicyclo[3.2.1]oct-1-yl ester (endo). MP: 95°C (51.8 g).

Therapeutic Function

Serotonin antagonist

Biological Activity

5-HT 3 antagonist.

storage

Store at RT

3-TROPANYL-3,5-DICHLOROBENZOATE(40796-97-2)Related Product Information

• Palonosetron
• ALOSETRON
• dolasetron
• Dolasetron mesylate
• Granisetron
• Palonosetron Hydrochloride
• Palonosetron
• Ondansetron hydrochloride
• ONDANSETRON FOR LC SYSTEM SUITABILITY
• Agelongine
• Anpirtoline hydrochloride
• 1-(6-chloro-5-(trifluoromethyl)pyridin-2-yl)piperazine hydrochloride
• Tropine
• 3-TROPANYL-3,5-DICHLOROBENZOATE
• Nortropine hydrochloride
• ENDO-TROPACOCAINE (8-METHYL-8-AZABICYCLO[3.2.1]OCT-3-YL) BENZOATE HCL
• 4-BENZYLOXY-PIPERIDINE HYDROCHLORIDE