8-Chlorotheophylline

white to light yellow crystal powder

8-chlorotheophylline is 1,3-Dimethylxanthine in which the hydrogen at position 8 is substituted by chlorine. It has a role as a central nervous system stimulant. It is a member of purines and an organochlorine compound. It is a conjugate acid of an 8-chlorotheophylline(1-).|8-Chlorotheophylline is a stimulant drug of the xanthine chemical class, with physiological effects similar to caffeine. Its main use is in combination with [Diphenhydramine] as the antiemetic drug [Dimenhydrinate]. The stimulant properties of 8-chlorotheophylline are thought to ward off the drowsiness caused by diphenhydramine's anti-histamine activity in the central nervous system. 8-chlorotheophylline produces a number of effects including nervousness, restlessness, insomnia, headache, and nausea, which are primarily attributed to its ability to block the adenosine receptor. Because adenosine causes a decrease in neuronal firing, blockade of the adenosine receptor causes the reverse effect resulting in excitation.

Derived from caffeine by chlorination and hydrolysis. In the reaction pot, add caffeine, carbon tetrachloride-nitrobenzene mixture and iodine tablets, raise the temperature to below 80 ℃, and react with chlorine gas for 3 hours. The temperature was raised to 90-95°C, and the chlorine was passed for more than 5 hours. The reaction solution was completely clear to obtain 7, 8-dichlorocaffeine. Add water and heat to distill to make the distillate clear without formaldehyde smell. Freeze and crystallize, spin filter, wash with ethanol and chloroform in order, spin dry to obtain 8-chlorotheophylline. The yield was 60%.

A stimulant drug. It can be used as a binding agent to form stable salts of pharmaceutical drugs. Intermediate of anti-allergic drugs

Molecular Weight:214.61
XLogP3:0.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:214.0257532
Monoisotopic Mass:214.0257532
Topological Polar Surface Area:69.3
Heavy Atom Count:14
Complexity:297
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes