Citalopram hydrobromide

Base Information

• Chemical Name: Citalopram hydrobromide
• CAS No.: 59729-32-7
• Molecular Formula: C20H22BrFN2O
• Molecular Weight: 405.31
• Hs Code.: 29329990
• European Community (EC) Number: 261-890-6
• NSC Number: 758684
• UNII: I1E9D14F36
• DSSTox Substance ID: DTXSID40872344
• Wikidata: Q27280253
• NCI Thesaurus Code: C28932
• RXCUI: 221078
• Pharos Ligand ID: G1J69NL9LH2V
• ChEMBL ID: CHEMBL1200781
• Mol file: 59729-32-7.mol

Synonyms:Celexa;Citalopram;Citalopram Hydrobromide;Cytalopram;Lu-10-171;Lu10171;Seropram

Chemical Property of Citalopram hydrobromide

Chemical Property:

• Appearance/Colour: White Crystalline Powder
• Vapor Pressure: 1.53E-07mmHg at 25°C
• Melting Point: 182-188°C
• Boiling Point: 428.3 °C at 760 mmHg
• Flash Point: 212.8 °C
• PSA: 36.26000
• LogP: 4.77108
• Storage Temp.: -20°C Freezer
• Solubility.: H2O: soluble (sparingly)
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 404.08995
• Heavy Atom Count: 25
• Complexity: 466

Purity/Quality:

98% ^*data from raw suppliers

Citalopram hydrobromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,T
• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25-22
• Safety Statements: 7-16-36/37-45-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCCC1(C2=C(CO1)C=C(C=C2)C#N)C3=CC=C(C=C3)F.Br
• Recent ClinicalTrials: A Trial to Evaluate the Efficacy, Safety & Tolerability of Brexpiprazole in the Maintenance Treatment of Adults With Major Depressive Disorder
• Recent EU Clinical Trials: Prefrontal circuits for cognitive flexibility in an extradimensional set-shifting task for humans.
• Description: Citalopram (hydrobromide) (Item No. 23252) is an analytical reference material categorized as an antidepressant. This product is intended for use in analytical forensic applications. This product is also available as a general research tool .
• Uses: An inhibitor of serotonin (5-HT) uptake. Used as an antidepressant Antidepressant;5HT uptake inhibitor Anti-depressant/Anti-psychotic Citalopram hydrobromide has been used:to examine its effects on?sirt?mRNA and mammalian sirtuins (SIRT) expression in miceto monitor body temperature and antidepressant-like behavioral responses in the forced swim test for ratsfor 5-hydroxytryptamine (5-HT) competition uptake assays
• Therapeutic Function: Antidepressant

Technology Process of Citalopram hydrobromide

There total 14 articles about Citalopram hydrobromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.6%

1-(3-dimethylamino-propyl)-1-(4-fluoro-phenyl)-1,3-dihydro-isobenzofuran-5-carbonitrile (59729-33-8) → citalopram hydrobromide (59729-32-7)

Guidance literature:

With hydrogen bromide; In water; toluene; at 5 - 10 ℃; Heating / reflux;

Reference yield: 90.0%

→ citalopram hydrobromide (59729-32-7)

Guidance literature:

Reference yield: 65.0%

4,4-dimethyl-2-[1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-yl]oxazoline (265137-39-1) → citalopram hydrobromide (59729-32-7)

Guidance literature:

4,4-dimethyl-2-[1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-yl]oxazoline; With trichlorophosphate; In pyridine; at 5 - 115 ℃; for 3 - 4h;

With ammonia; In water; at 10 ℃; pH=9;

With hydrogen bromide; In acetone; at 10 ℃; pH=4 - 5;

upstream raw materials:

4,4-dimethyl-2-[1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-yl]oxazoline

1-(3-dimethylamino-propyl)-1-(4-fluoro-phenyl)-1,3-dihydro-isobenzofuran-5-carbonitrile

1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile

3-(Dimethylamino)propyl chloride

Downstream raw materials:

rac-desmethylcitalopram

(+)-Desmethylcitalopram

(S)-1-(3-((3-(1,3-dioxoisoindolin-2-yl)propyl)(methyl)amino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile

(S)-1-(3-((5-(1,3-dioxoisoindolin-2-yl)pentyl)(methyl)amino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile

Refernces

• 1、 Zong, Hua,Huang, Huayin,Liu, Junfeng,Bian, Guangling,Song, Ling. "Added-metal-free catalytic nucleophilic addition of Grignard reagents to ketones". scheme or table. p. 4645 - 4652. Retrieved 2012/07/03.
• 2、 -. "PREPARATION OF ESCITALOPRAM, ITS SALTS AND INTERMEDIATES". Page/Page column 21. . Retrieved 2010/04/03.