1.0 2016-09-30 23:14:56 UTC 2020-05-11 20:45:56 UTC BMDB0005038 BMDB05038 Citalopram Citadur Bonitrile Celexa Citalopram hydrobromide Nitalapram Escitalopram Cytalopram Lexapro Escitalopram oxalate Seropram C20H21FN2O 324.3919 324.163791509 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile recital 59729-33-8 CN(C)CCCC1(OCC2=C1C=CC(=C2)C#N)C1=CC=C(F)C=C1 InChI=1S/C20H21FN2O/c1-23(2)11-3-10-20(17-5-7-18(21)8-6-17)19-9-4-15(13-22)12-16(19)14-24-20/h4-9,12H,3,10-11,14H2,1-2H3 WSEQXVZVJXJVFP-UHFFFAOYSA-N belongs to the class of organic compounds known as phenylbutylamines. Phenylbutylamines are compounds containing a phenylbutylamine moiety, which consists of a phenyl group substituted at the fourth carbon by an butan-1-amine. Organic compounds Benzenoids Benzene and substituted derivatives Phenylbutylamines Phenylbutylamines Aralkylamines Aryl fluorides Dialkyl ethers Fluorobenzenes Hydrocarbon derivatives Isocoumarans Nitriles Organofluorides Organopnictogen compounds Oxacyclic compounds Trialkylamines Amine Aralkylamine Aromatic heteropolycyclic compound Aryl fluoride Aryl halide Carbonitrile Dialkyl ether Ether Fluorobenzene Halobenzene Hydrocarbon derivative Isocoumaran Nitrile Organic nitrogen compound Organic oxygen compound Organofluoride Organohalogen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Phenylbutylamine Tertiary aliphatic amine Tertiary amine Aromatic heteropolycyclic compounds 2-benzofurans cyclic ether nitrile organofluorine compound tertiary amino compound Solid melting_point 178 °C logp 3.58 ALOGPS logs -4.74 ALOGPS logp 3.76 ChemAxon pka_strongest_basic 9.78 ChemAxon iupac 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile ChemAxon average_mass 324.3919 ChemAxon mono_mass 324.163791509 ChemAxon smiles CN(C)CCCC1(OCC2=C1C=CC(=C2)C#N)C1=CC=C(F)C=C1 ChemAxon formula C20H21FN2O ChemAxon inchi InChI=1S/C20H21FN2O/c1-23(2)11-3-10-20(17-5-7-18(21)8-6-17)19-9-4-15(13-22)12-16(19)14-24-20/h4-9,12H,3,10-11,14H2,1-2H3 ChemAxon inchikey WSEQXVZVJXJVFP-UHFFFAOYSA-N ChemAxon polar_surface_area 36.26 ChemAxon refractivity 94.02 ChemAxon polarizability 35.3 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 3 ChemAxon donor_count 0 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon number_of_rings 3 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::NmrOneD 2022 Specdb::EiMs 568 Specdb::NmrTwoD 1957 Specdb::MsMs 61683 Specdb::MsMs 61684 Specdb::MsMs 61685 Specdb::MsMs 118257 Specdb::MsMs 118258 Specdb::MsMs 118259 Specdb::MsMs 441061 Specdb::MsMs 441062 Specdb::MsMs 441063 Specdb::MsMs 441064 Specdb::MsMs 441065 Specdb::MsMs 443252 Specdb::MsMs 443253 Specdb::MsMs 443254 Specdb::MsMs 443255 Specdb::MsMs 443256 Specdb::MsMs 443257 Specdb::MsMs 443258 Specdb::MsMs 443259 Specdb::MsMs 443260 Specdb::MsMs 443261 Specdb::MsMs 443262 Specdb::MsMs 443263 Specdb::MsMs 443264 Specdb::MsMs 443265 Specdb::CMs 10912 Specdb::CMs 124990 Specdb::CMs 131650 Specdb::CMs 139384 Brain Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Liver Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Platelet Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 2669 DB00215 C07572 77397 2771 FDB023605 Citalopram 1781 Petersen, Hans; Bogeso, Klaus Peter; Bech Sommer, Michael. Lundbeck A/S, Method for the preparation of citalopram. PCT Int. Appl. (1998), 16 pp.