Citalopram (CAS NO.59729-33-8) (pronounced /sa??tæl?præm/) was originally created in 1989by the pharmaceutical company Lundbeck. The patent expired in 2003, allowing other companies to legally produce generic versions. Lundbeck has recently released an updated formulation called escitalopram (also known as Cipralex or Lexapro), which is the S-enantiomer of the racemic citalopram (see b), and acquired a new patent for it. In the United States, Forest Labs manufactures and markets the drug.

The IUPAC name of Citalopram is 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-3H-2-benzofuran-5-carbonitrile. With the CAS registry number 59729-33-8, it is also named as 5-Isobenzofurancarbonitrile, 1,3-dihydro-1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-. The classification codes are Antidepressive Agents; Antidepressive agents, second-generation; Central Nervous System Agents; Drug / Therapeutic Agent; Human Data; Neurotransmitter Agents; Neurotransmitter Uptake Inhibitors; Psychotropic Drugs; Serotonin Agents; Serotonin uptake inhibitors. It is grease which can be crystallized from isopropanol.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.51; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.54; (4)ACD/LogD (pH 7.4): 0.39; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 4.19; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 5; (12)Index of Refraction: 1.591; (13)Molar Refractivity: 92.13 cm³; (14)Molar Volume: 272.6 cm³; (15)Polarizability: 36.52×10^-24 cm³; (16)Surface Tension: 49.8 dyne/cm; (17)Enthalpy of Vaporization: 68.35 kJ/mol; (18)Vapour Pressure: 1.53E-07 mmHg at 25°C; (19)Rotatable Bond Count: 5; (20)Exact Mass: 324.163792; (21)MonoIsotopic Mass: 324.163792; (22)Topological Polar Surface Area: 36.3; (23)Heavy Atom Count: 24; (24)Complexity: 466.

Preparation of Citalopram: It can be obtained by 1-(4-fluorophenyl) -1,3-dihydro-S-isobenzofuran nitrile.

Uses of Citalopram: It is highly selective and potent 5-HT uptake inhibitor with no effect on noradrenalin or dopamine uptake (IC 50 values are 1.8, 8800 and 41000 nM respectively). It also has negligible activity at a wide range of receptors and is an antidepressant drug of the selective serotonin reuptake inhibitor (SSRI) class to treat major depression. What's more, this drug is frequently used off-label to treat anxiety, panic disorder, ADHD, PMDD, Body dysmorphic disorder and OCD.

People can use the following data to convert to the molecule structure. 
1. SMILES:Fc1ccc(cc1)C3(OCc2cc(C#N)ccc23)CCCN(C)C
2. InChI:InChI=1/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 
3. InChIKey:WSEQXVZVJXJVFP-UHFFFAOYAV

The following are the toxicity data which has been tested.