Molecular Details

DICL_CP_0335860 - 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-3H-2-benzofuran-5-carbonitrile

Basic Molecular Information

Basic Information

DICL ID

DICL_CP_0335860

PubChem CID

2771

Molecular Formula

C₂₀H₂₁FN₂O

Molecular Weight

324.399 g/mol

Synonyms/Alias

[citalopram; 59729-33-8; Nitalapram; Cipram; Celexa; Citalopramum; Citadur; Citalopramum [INN-Latin]; Bonitrile; 1-(3-(Dimethylamino)propyl)-1-(4-fluorophenyl)-1;3-dihydroisobenzofuran-5-carbonitrile;...[citalopram; 59729-33-8; Nitalapram; Cipram; Celexa; Citalopramum; Citadur; Citalopramum [INN-Latin]; Bonitrile; 1-(3-(Dimethylamino)propyl)-1-(4-fluorophenyl)-1;3-dihydroisobenzofuran-5-carbonitrile; 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1;3-dihydro-2-benzofuran-5-carbonitrile; [3H]Citalopram; Lu 10-171; UNII-0DHU5B8D6V; EINECS 261-891-1; 0DHU5B8D6V; 1-(3-(Dimethylamino)propyl)-1-(p-fluorophenyl)-5-phthalancarbonitrile; Lu-10-171; CHEMBL549; Citalopram [USP:INN:BAN]; 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-3H-2-benzofuran-5-carbonitrile; 1;3-Dihydro-1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-5-isobenzofurancarbonitrile; Cytalopram; DTXSID8022826; CHEBI:77397; HSDB 7042; LU-10171B; 5-Isobenzofurancarbonitrile; 1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-1;3-dihydro-; 5-Isobenzofurancarbonitrile;1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1;3-dihydro-; [3H]-Citalopram; Citalopramum (INN-Latin); 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-3H-isobenzofuran-5-carbonitrile; CITALOPRAM (MART.); CITALOPRAM [MART.]; 5-Isobenzofurancarbonitrile; 1;3-dihydro-1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-; 5-Isobenzofurancarbonitrile; 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1;3-dihydro-; Citalopram (USP:INN:BAN); CITALOPRAM (USP IMPURITY); CITALOPRAM [USP IMPURITY]; Perrigo citalopram; SMR000465669; Citadur (TN); Citalopram (USP/INN); 1-[3-(dimethylamino)propyl]-1-(p-fluorophenyl)-5-phthalancarbonitrile; [3H]Cytalopram; [3H]Escitalopram; [3H]Lexapro; Citalopramum (Latin); 1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-1;3-dihydro-5-isobenzofurancarbonitrile; CITALOPRAM [MI]; CITALOPRAM [INN]; Prestwick3_000692; SCHEMBL946; CITALOPRAM [VANDF]; CITALOPRAM [WHO-DD]; Lopac0_000258; BSPBio_000843; MLS000028578; MLS006011858; BPBio1_000929; CHEBI:3723; DTXCID802826; GTPL4621; GTPL7547; BDBM25870; WSEQXVZVJXJVFP-UHFFFAOYSA-; N06AB04; PS18 - Citalopram/Norcitalopram; HMS2090O09; HMS2093A14; HMS3259B10; BBL029066; STL058639; AKOS005711003; AC-8894; CCG-204353; DB00215; NC00711; SDCCGSBI-0050246.P003; 1-(3-dimethylaminopropyl)-1-(4-fluorophenyl)-1;3-dihydroisobenzofuran-5-carbonitrile; 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1;3-dihydroisobenzofuran-5-carb onitrile; MRF-0000302; NCGC00015267-04; NCGC00015267-05; NCGC00015267-07; NCGC00015267-09; NCGC00015267-11; NCGC00015267-12; NCGC00015267-20; NCGC00015267-26; NCGC00025160-02; AS-76503; SBI-0050246.P002; HY-121203; AB00513896; C3149; CS-0081223; NS00000035; C07572; D07704; EN300-304884; AB00513896-09; AB00513896-11; AB00513896_12; AB00513896_13; A832440; L001223; Q409672; SR-01000003129-8; BRD-A47598013-004-02-0; BRD-A47598013-004-06-1; 1-(3-dimethylaminopropyl)-1-(4-fluorophenyl)-1;3-dihydroisobenzofuran-5-carbonitrile; 1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-1;3-dihydroisobenzofuran-5-carbonitrile; 1-(3-Dimethylamino-propyl)-1-(4-fluoro-phenyl)-1;3-dihydro-isobenzofuran-5-carbonitrile; 1-[3-(dimethylamino) propyl]-1-(4-fluorophenyl)-1;3-dihydro-5-isobenzofuran carbonitrile; 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1;3-dihydro[3;4]benzofuran-5-carbonitrile; 5-Cyano-1-(4-fluorophenyl)-1-(3-dimethylaminopropyl)-1;3-dihydro-isobenzofuran; rac-1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-1;3-dihydro-2-benzofuran-5-carbonitrile; 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]

InChI Key

WSEQXVZVJXJVFP-UHFFFAOYSA-N

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/h4-9,12...

IUPAC Name

1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-3H-2-benzofuran-5-carbonitrile

CAS Number

128196-01-0

Structure Information

Chemical Structure Visualization

SMILES Notation

2D Molecular Drawing

Carbon (C)

Hydrogen (H)

Oxygen (O)

Nitrogen (N)

Sulfur (S)

SDF

45 47 0 0 0 0 0 0 0 0999 V2000
4.1846 -0.0857 0.7266 C 0 0 0 0 0 0 0 0 0 0 0 0
3.8771 1.3318 0.4667 N 0 0 0 0 0 0 0 0 0 0 0 0
4.8670 2.179...

Download SDF File (3838 bytes)

Experimental Data

Activity Data

Target Ion Channel

Volume-regulated anion channel (VRAC)

Uniprot Accession Number

Q8IWT6

Function

Blocker

Species

Homo sapiens (Human)

IC₅₀

IC₅₀: 27700 nM

EC₅₀

N/A (Not available)

K_i

N/A (Not available)

K_d

N/A (Not available)

Inhibition

N/A (Not available)

Experimental Conditions

pH 7.4

Holding Potential

−80 mV mV

Temperature

20–23 °C

Test Method

Patch-clamping

Test Species

endothelial (CPAE) cells

Binding Information

Binding Site

Not specified

Binding Site Residue

Not specified

Disease Information

Related Disease

Not specified

References

DOI

10.1007/s00210-002-0567-5

URL

N/A (Not available)

PMID

12122503

Patent

N/A (Not available)

Computed Properties

Heavy Atom Count

Rotatable Bonds

logP

3.813

Complexity

90.914

TPSA (Å²)

36.26

H-Bond Donors

H-Bond Acceptors

Ring Count

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