Citalopram hydrobromideProduct ingredient for Citalopram
- Name
- Citalopram hydrobromide
- Drug Entry
- Citalopram
Citalopram is an antidepressant belonging to the class of selective serotonin-reuptake inhibitors (SSRIs) widely used to treat the symptoms of depression. It is a racemic bicyclic phthalate derivate and is the only compound with a tertiary amine and 2 nitrogen-containing metabolites among all SSRIs.12,13 Citalopram enhances serotonergic transmission through the inhibition of serotonin reuptake, and among all the SSRIs, citalopram appears to be the most selective toward serotonin reuptake inhibition.12,13 Specifically, it has a very minimal effect on dopamine and norepinephrine transportation and virtually no affinity for muscarinic, histaminergic, or GABAergic receptors.12
Citalopram was approved by the FDA in 1998 for the treatment of depression in adults 18 years or older.18
- Accession Number
- DBSALT000027
- Structure
Structure for Citalopram hydrobromide (DBSALT000027)
- Synonyms
- Not Available
- UNII
- I1E9D14F36
- CAS Number
- 59729-32-7
- Weight
- Average: 405.304
Monoisotopic: 404.089954188 - Chemical Formula
- C20H22BrFN2O
- InChI Key
- WIHMBLDNRMIGDW-UHFFFAOYSA-N
- InChI
- InChI=1S/C20H21FN2O.BrH/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;1H
- IUPAC Name
- 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile hydrobromide
- SMILES
- Br.CN(C)CCCC1(OCC2=C1C=CC(=C2)C#N)C1=CC=C(F)C=C1
- External Links
- PubChem Compound
- 77995
- ChemSpider
- 70381
- ChEBI
- 3724
- ChEMBL
- CHEMBL1200781
- Wikipedia
- Citalopram
- Predicted Properties
Property Value Source Water Solubility 0.00588 mg/mL ALOGPS logP 3.58 ALOGPS logP 3.76 Chemaxon logS -4.7 ALOGPS pKa (Strongest Basic) 9.78 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 36.26 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 94.02 m3·mol-1 Chemaxon Polarizability 35.21 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon