8-chlorotheophylline

Also known as 8-chloro-3,7-dihydro-1,3-dimethyl-1H-purine-2,6-dione, 1,3-dimethyl-8-chloroxanthine, chlortheophylline, Chlorotheophylline, Chlortheophylline, 8-chloro-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione

8-Chlorotheophylline, also known as 1,3-dimethyl-8-chloroxanthine, is a stimulant drug of the xanthine chemical class, with physiological effects similar to caffeine. Its main use is in combination (salt) with diphenhydramine in the antiemetic dimenhydrinate (Dramamine). Diphenhydramine reduces nausea but causes drowsiness, and the stimulant properties of 8-Chlorotheophylline help reduce that side effect.

Chemical data

Formula: C7H7ClN4O2
Molecular weight: 214.61 g/mol
IUPAC name: 8-chloro-1,3-dimethyl-7H-purine-2,6-dione
SMILES: CN1C2=C(C(=O)N(C1=O)C)NC(=N2)Cl
InChIKey: RYIGNEOBDRVTHA-UHFFFAOYSA-N
XLogP: 0.9
Polar surface area: 69.3 Å²
H-bond donors: 1
H-bond acceptors: 3
Formal charge: 0

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Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Wikidata facts

Subclass of: chemical compound
Mass: 214.026

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Commons category: 8-Chlorotheophylline
chemical formula: C₇H₇ClN₄O₂
canonical SMILES: CN1C2=C(C(=O)N(C1=O)C)NC(=N2)Cl

Sources (2)

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Encyclopedic overview

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Contents

References

Despite being classified as a xanthine stimulant, 8-chlorotheophylline generally does not produce any hyperlocomotion above control in mice and does not appear to cross the blood-brain barrier well.

Excerpted from Wikipedia’s “8-chlorotheophylline” article, available under the CC BY-SA 4.0 licence.

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