Chemical Component Summary

Name8-CHLORO-1,3-DIMETHYL-3,7-DIHYDRO-1H-PURINE-2,6-DIONE
Identifiers8-chloro-1,3-dimethyl-7H-purine-2,6-dione
FormulaC7 H7 Cl N4 O2
Molecular Weight214.609
TypeNON-POLYMER
Isomeric SMILESCN1c2c([nH]c(n2)Cl)C(=O)N(C1=O)C
InChIInChI=1S/C7H7ClN4O2/c1-11-4-3(9-6(8)10-4)5(13)12(2)7(11)14/h1-2H3,(H,9,10)
InChIKeyRYIGNEOBDRVTHA-UHFFFAOYSA-N

Chemical Details

Formal Charge0
Atom Count21
Chiral Atom Count0
Bond Count22
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB14132 
Name8-chlorotheophylline
Groups experimental
Description8-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 [A33889, A1539]. Because adenosine causes a decrease in neuronal firing, blockade of the adenosine receptor causes the reverse effect resulting in excitation.
Synonyms
  • Chlortheophylline
  • 8-chloro-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione
  • 1,3-dimethyl-8-chloroxanthine
  • 8-chlorotheophylline
  • Chlorotheophylline
IndicationWhen used in combination with [DB01075] as the antiemetic [DB00985], 8-chlorotheophylline is indicated for the prevention and treatment of nausea, vomiting, or vertigo of motion sickness.
Categories
  • Alkaloids
  • Cytochrome P-450 CYP1A2 Substrates
  • Cytochrome P-450 Substrates
  • Heterocyclic Compounds, Fused-Ring
  • Purines
CAS number85-18-7

Drug Targets

NameTarget SequencePharmacological ActionActions
Adenosine receptor A2aMPIMGSSVYITVELAIAVLAILGNVLVCWAVWLNSNLQNVTNYFVVSLAA...unknownantagonist
Cytochrome P450 1A2MALSQSVPFSATELLLASAIFCLVFWVLKGLRPRVPKGLKSPPEPWGWPL...unknownsubstrate
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 10661
ChEMBL CHEMBL88611
ChEBI CHEBI:59771