227954-87-2

Basic information

• Product Name: CitalopraM Carboxaldehyde
• Synonyms: 1-[3-(DiMethylaMino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-5-isobenzofurancarboxaldehyde;CitalopraM Carboxaldehyde;Citalopram Impurity 22
• CAS NO: 227954-87-2
• Molecular Formula: C20H22FNO2
• Molecular Weight: 327.3925832
• Product Categories: Amines, Aromatics, Heterocycles, Impurities, Neurochemicals, Pharmaceuticals, Intermediates & Fine Chemicals;Amines;Aromatics;Heterocycles;Impurities;Intermediates & Fine Chemicals;Neurochemicals;Pharmaceuticals
• Mol File: 227954-87-2.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: CitalopraM Carboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: CitalopraM Carboxaldehyde(227954-87-2)
• EPA Substance Registry System: CitalopraM Carboxaldehyde(227954-87-2)

Safety Data

• Hazardous Substances Data: 227954-87-2(Hazardous Substances Data)

Usage

Uses

Citalopram (C505000) impurity.

Upstream product

• 59729-33-8 1-(3-dimethylamino-propyl)-1-(4-fluoro-phenyl)-1,3-dihydro-isobenzofuran-5-carbonitrile 
• 59729-32-7 citalopram hydrobromide 
• 128196-01-0 escitalopram 
• 440121-09-5 C₂₀H₂₂FNO₃ 
• 128196-02-1 (S)-1-[3-(dimethylamino)propyl]-1-(4-flouorphenyl)-1,3-dihydro-5-isobenzofuran carbonitrile 

Downstream Products

• 1585941-29-2 (S)-(3-(1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-yl)acrylonitrile) 
• 1585941-37-2 (S)-(3-(1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-yl)acrylonitrile) 
• 1329745-98-3 (R)-4-(dimethylamino)-1-(1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-yl)-1-butanone 

Relevant articles and documents

Of escitalopram oxalate-related substance and its preparation method

The invention relates to an escitalopram oxalate related substance and a preparation method thereof, and particularly, relates to the related substance of an antidepressant drug, the escitalopram oxalate (namely, (S)-(+)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-formonitrile oxalate), represented as the formula (I) and a preparation method thereof. The escitalopram oxalate, as the target compound, is synthesized through reactions comprising hydrolysis, acylation, condensation, reduction, addition and oxidization to the compound (II) (namely, (S)-(+)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-formonitrile). According to the method, the compound (I) is chemically synthesized for the first time. By means of the method, the target compound can be obtained through high-efficient and quick separation.

Histamine-3 Receptor Antagonists

The invention is directed to a compound of formula I, as defined herein, or a pharmaceutically acceptable salt thereof; a pharmaceutical composition containing a compound of formula I; and a method of treatment of a disorder or condition selected from the

Design and synthesis of 1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-1,3- dihydroisobenzofuran-5-carbonitrile (citalopram) analogues as novel probes for the serotonin transporter S1 and S2 binding sites

The serotonin transporter (SERT) is the primary target for antidepressant drugs. The existence of a high affinity primary orthosteric binding site (S1) and a low affinity secondary site (S2) has been described, and their relation to antidepressant pharmacology has been debated. Herein, structural modifications to the N, 4, 5, and 4′ positions of (±)citalopram (1) are reported. All of the analogues were SERT-selective and demonstrated that steric bulk was tolerated at the SERT S1 site, including two dimeric ligands (15 and 51). In addition, eight analogues were identified with similar potencies to S-1 for decreasing the dissociation of [3H]S-1 from the S1 site via allosteric modulation at S2. Both dimeric compounds had similar affinities for the SERT S1 site (Ki = 19.7 and 30.2 nM, respectively), whereas only the N-substituted analogue, 51, was as effective as S-1 in allosterically modulating the binding of [3H]S-1 via S2.