3-TROPANYL-3,5-DICHLOROBENZOATE Property

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

Hazard Codes 

T

Risk Statements 

25

Safety Statements 

36

WGK Germany 

3

RTECS 

DG7580000

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P405Store locked up.

P501Dispose of contents/container to..…

3-TROPANYL-3,5-DICHLOROBENZOATE Chemical Properties,Usage,Production

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