1.0 2016-09-30 23:19:53 UTC 2020-04-22 15:16:45 UTC BMDB0006039 BMDB06039 8-Chloroxanthine 6-Hydroxy-7,9-dihydro-8H-purin-8-one 8-chloro-3, 7-dihydro-1H-Purine-2,6-dione 8-chloro-9H-Purine-2,6-diol 8-chloro-Xanthine C5H3ClN4O2 186.556 185.994453067 8-chloro-2,3,6,7-tetrahydro-1H-purine-2,6-dione 8-chloroxanthine 13548-68-0 ClC1=NC2=C(N1)C(=O)NC(=O)N2 InChI=1S/C5H3ClN4O2/c6-4-7-1-2(8-4)9-5(12)10-3(1)11/h(H3,7,8,9,10,11,12) OZPCWWUKRLUQSS-UHFFFAOYSA-N belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety. Organic compounds Organoheterocyclic compounds Imidazopyrimidines Purines and purine derivatives Xanthines 6-oxopurines Alkaloids and derivatives Aryl chlorides Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Imidazoles Lactams Organic oxides Organochlorides Organonitrogen compounds Organooxygen compounds Organopnictogen compounds Pyrimidones Ureas Vinylogous amides 6-oxopurine Alkaloid or derivatives Aromatic heteropolycyclic compound Aryl chloride Aryl halide Azacycle Azole Heteroaromatic compound Hydrocarbon derivative Imidazole Lactam Organic nitrogen compound Organic oxide Organic oxygen compound Organochloride Organohalogen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Purinone Pyrimidine Pyrimidone Urea Vinylogous amide Xanthine Aromatic heteropolycyclic compounds Solid water_solubility 0.167 mg/mL at 20 °C logp 0.35 ALOGPS logs -2.06 ALOGPS logp 0.71 ChemAxon pka_strongest_acidic 5.28 ChemAxon pka_strongest_basic -3.2 ChemAxon iupac 8-chloro-2,3,6,7-tetrahydro-1H-purine-2,6-dione ChemAxon average_mass 186.556 ChemAxon mono_mass 185.994453067 ChemAxon smiles ClC1=NC2=C(N1)C(=O)NC(=O)N2 ChemAxon formula C5H3ClN4O2 ChemAxon inchi InChI=1S/C5H3ClN4O2/c6-4-7-1-2(8-4)9-5(12)10-3(1)11/h(H3,7,8,9,10,11,12) ChemAxon inchikey OZPCWWUKRLUQSS-UHFFFAOYSA-N ChemAxon polar_surface_area 86.88 ChemAxon refractivity 41.95 ChemAxon polarizability 15.17 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 3 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 2 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::MsIr 2350 Specdb::MsIr 2351 Specdb::MsIr 2352 Specdb::CMs 16344 Specdb::CMs 165631 Specdb::MsMs 302185 Specdb::MsMs 302186 Specdb::MsMs 302187 Specdb::MsMs 344851 Specdb::MsMs 344852 Specdb::MsMs 344853 Specdb::MsMs 2689319 Specdb::MsMs 2689320 Specdb::MsMs 2689321 Specdb::MsMs 2988896 Specdb::MsMs 2988897 Specdb::MsMs 2988898 FDB023815 24315 26103 Robins, Roland K. Potential purine antagonists. XV. Preparation of some 6,8-disubstituted purines. Journal of the American Chemical Society (1958), 80 6671-9.