Escitalopram oxalate

ChemicalBook > CAS DataBase List > Escitalopram oxalate

Product Name: Escitalopram oxalate
CAS No.: 219861-08-2
Chemical Name: Escitalopram oxalate
Synonyms: Cipralex;escitalopraM oxalat;(S)-Citalopram-d6 Oxalate;(1S)-1-[3-(Dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-5-isobenzofurancarbonitrile Ethanedioate;CS-323;(S)-CITALOPRAM;EscitalopraM API;(S)-Citalopram-d6;ESCIFALOPRAMOXALATE;CitalopraM S-IsoMer
CBNumber: CB5712919
Molecular Formula: C22H23FN2O5
Formula Weight: 414.43
MOL File: 219861-08-2.mol

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Escitalopram oxalate Property

Melting point:: 152-153°C
alpha: D +12.31° (c = 1 in methanol)
storage temp.: 2-8°C
solubility: DMSO: ≥15mg/mL
form: powder
color: white to tan
Merck: 14,2318
BCS Class: 1
Stability:: Hygroscopic
InChI: InChI=1S/C20H21FN2O.C2H2O4/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;3-1(4)2(5)6/h4-9,12H,3,10-11,14H2,1-2H3;(H,3,4)(H,5,6)
InChIKey: KTGRHKOEFSJQNS-UHFFFAOYSA-N
SMILES: C1(CCCN(C)C)(C2=CC=C(F)C=C2)C2=C(C=C(C#N)C=C2)CO1.C(O)(=O)C(O)=O
CAS DataBase Reference: 219861-08-2(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
RTECS: NP6333500
HS Code: 29322090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: E4786
Product name: Escitalopram oxalate
Purity: ≥98% (HPLC), powder
Packaging: 10mg
Price: $92.7
Updated: 2024/03/01

Sigma-Aldrich

Product number: 1249406
Product name: Escitalopram oxalate
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 200mg
Price: $1230
Updated: 2024/03/01

TCI Chemical

Product number: E0958
Product name: (S)-Citalopram Oxalate
Purity: >98.0%(HPLC)(T)
Packaging: 1g
Price: $235
Updated: 2024/03/01

TCI Chemical

Product number: E0958
Product name: (S)-Citalopram Oxalate
Purity: >98.0%(HPLC)(T)
Packaging: 200mg
Price: $68
Updated: 2024/03/01

Sigma-Aldrich

Product number: Y0001797
Product name: Escitalopram for system suitability
Purity: EuropePharmacopoeia (EP) Reference Standard
Packaging: y0001797
Price: $223
Updated: 2024/03/01

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Escitalopram oxalate Chemical Properties,Usage,Production

Description

Escitalopram was launched as Cipralex^? in Switzerland, Sweden and UK for the treatment of depression and panic disorder. It is the S-enantiomer version of the selective serotonin reuptake inhibitor (SSRI) citalopram approved in 1989. It can be obtained from 5cyanophthalide by successive reactions with 4-fluorophenyl magnesium bromide and 3-(dimethylamino)propyl magnesium chloride. The resulting racemic diol can be resolved by several routes such as crystallization with a chiral acid. Finally, a two step cyclisation procedure affords escitalopram. Escitalopram is twice as effective as the racemate and over 100 fold more potent than the R-enantiomer in inhibiting the 5HT reuptake in vivo in rat brain synaptosomes. Moreover, it exhibits higher selectivity for the human serotonin transporter relative to the noradrenaline or dopamine transporters than any other currently available SSRl’s. In the mouse forced swim test, the duration of immobility (which reflects antidepressant activity) for escitalopram was comparable to citalopram and greater than (R)-citalopram. Clinical trials in patients with panic disorders or depression have shown that escitalopram has a clinically relevant and significant effect. Additionally, it has a faster onset of antidepressant action than citalopram. Escitalopram has linear pharmacokinetics, with a long half-life (27-32 h). It is extensively metabolized in the liver via cytochromes P450 to S(+)-desmethyl and S(+)-didesmethyl citalopram. However, it has been shown to be a weak or negligible inhibitor of CYP450 drugmetabolizing enzymes in vitro. Escitalopram is well tolerated with nausea being the most common side effect.

Chemical Properties

White Solid

Originator

Lundbeck (Denmark)

Uses

Escitalopram oxalate may be used as a pharmaceutical primary standard for the quantification of the analyte in pharmaceutical formulations using analytical techniques.

Uses

A labelled inhibitor of serotonin (5-HT) uptake. Antidepressant

brand name

Lexapro (Forest).

General Description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Escitalopram Oxalate, a highly selective serotonin re-uptake inhibitor antidepressant, is a pure S-enantiomer of the racemic, bicyclic pthalates derivatives of citalopram. It is mainly developed for the treatment of depression and anxiety disorders.

Biochem/physiol Actions

Escitalopram is a selective serotonin reuptake inhibitor (SSRI), the S-enantiomer and eutomer of citalopram.

Mechanism of action

Escitalopram is the S-enantiomer of citalopram and is the most selective of SSRIs. SSRIs' mechanism of action is exerted by binding to the sodium-dependant serotonin transporter protein (SERT) located in the presynaptic neuron. SERT works by re-uptaking serotonin from the synaptic cleft to the presynaptic neuron. When SERT is inactivated by escitalopram, this increases the amount of serotonin in the synaptic cleft.

Side effects

The main side effect of escitalopram include: Nausea, dry mouth, trouble sleeping, constipation, tiredness, drowsiness, dizziness, and increased sweating may occur.

Synthesis

The synthesis of escitalopram was carried out in several different routes [30-33]. 5-Cyanophthalide (72) was treated with Grignard reagent 73 at 0??C to provide intermediate 75 which was reacted in situ with another Grignard reagent 76 to afford the diol in a one-pot process. Racemic diol 77 was resolved using (+)-p-toluoyltartaric acid to afford desired S isomer 78 in 55% yield. The ring closure reaction was carried out at 0??C using methanesulfonyl chloride in toluene to furnish escitalopram (7) in 60% yield.

storage

+4°C

References

[1] sánchez c1, bergqvist pb, brennum lt, gupta s, hogg s, larsen a, wiborg o. escitalopram, the s-(+)-enantiomer of citalopram, is a selective serotonin reuptake inhibitor with potent effects in animal models predictive of antidepressant and anxiolytic activities. psychopharmacology (berl). 2003 jun;167(4):353-62. epub 2003 apr 26.

Escitalopram oxalate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Escitalopram oxalate manufacturers

Zibo Hangyu Biotechnology Development Co., Ltd

Product: Escitalopram oxalate 219861-08-2
Price: US $80.00-800.00/kg
Min. Order: 10kg
Purity: 0.99
Supply Ability: 20tons
Release date: 2023-11-20

Wuhan Senwayer Century Chemical Co.,Ltd

Product: Escitalopram oxalate 219861-08-2
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99% min
Supply Ability: 20 tons
Release date: 2022-11-04

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Escitalopram oxalate 219861-08-2
Price: US $0.00/KG
Min. Order: 1KG
Purity: 98.0%~102.0%; USP40
Supply Ability: 1800kg/month
Release date: 2021-06-03

219861-08-2, Escitalopram oxalateRelated Search:

Citalopram Triphenylphosphine Propyl butyrate 3-Dimethylaminopropylamine Nitrofurantoin Propyl gallate 2-Phenylphenol Citalopram hydrobromide Calcium oxalate Basic Green 4 FURFURYL ALCOHOL RESIN Shikimic acid Escitalopram Furazolidone Tetrahydrofuran Ferrous oxalate Phenylacetone Carbofuran

(S)-CITALOPRAM

1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-5-isobenzofuran-carbonitrile oxalate

ESCITALOPRAM OXALATE

S-(+)-CITAPROLAM OXALATE

S-(+)-1-3-(dimethyl-amino)propyl-1-(p-fluorophenyl)-5-phthalancarbonitrileoxalate

ESCIFALOPRAMOXALATE

(S)-Citalopram-d6

1S)-1-[3-(Dimethylamino-d6)propyl]-1-(4-fluorophenyl)-1,3-dihydro -5-isobenzofurancarbonitrile

(1S)-1-[3-(Dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-5-isobenzofurancarbonitrile Ethanedioate

Cipralex

(S)-Citalopram-d6 Oxalate

1S)-1-[3-(Dimethylamino-d6)propyl]-1-(4-fluorophenyl)-1,3-dihydro-5-isobenzofurancarbonitrile Oxalate

Escitaloptam-d4 Oxalate

Escitalopram for system suitability

Escitalopram oxalate citalopram

Citalopram Impurity 2((S)-Isomer)

Escitalopram oxalate, 98%, a selective serotonin reuptake inhibitor

Escitalopram Oxalate (200 mg)

(1S)-1-[3-(diMethylaMino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile

EscitalopraM oxalate S-(+)-CITAPROLAM OXALATE

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

(1S)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-3H-isobenzofuran-5-carbonitrile

CitalopraM S-IsoMer

escitalopraM oxalat

EscitalopraM API

D-citalopraM oxalate

5-Isobenzofurancarbonitrile, 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-, (1S)-, ethanedioate (1:1)

S-(+)-1-[3-(Dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-5-isobenzofurancarbonitrile oxalate

(S)-Escitalopram Oxalate

Escitalopram oxalate, >=98%

CS-323

[2H4]-Escitalopram Oxalate

Escitalopram oxalate CRS

[2H4]- (S)-Citalopram Oxalate

[2H4]-Citalopram oxalate

(S)-CitalopramOxalate&gt

Escitalopram for system suitability CRS

(S)-1-[3-(Dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile Oxalate

Escitalopram oxalate USP/EP/BP

Escitalopram Oxalate (C1)

Citalopram S-Isomer (Escitalopram)

Escitalopram Oxalate (Citalopram oxalate)

Escitalopram D3 oxalateQ: What is Escitalopram D3 oxalate Q: What is the CAS Number of Escitalopram D3 oxalate Q: What is the storage condition of Escitalopram D3 oxalate Q: What are the applications of Escitalopram D3 oxalate

Escitalopram Oxalate(Secondary Standards traceble to USP)

Escitalopram oxalateQ: What is Escitalopram oxalate Q: What is the CAS Number of Escitalopram oxalate Q: What is the storage condition of Escitalopram oxalate Q: What are the applications of Escitalopram oxalate

Escitalopram Oxalate (1249406)

Dexcitalopram oxalate

Escitalopram Oxalatea

Citalopram Impurity 2((S)-Isomer)(Escitalopram)

Escitalopram oxalate API

Escitalopram Oxalate USP

Escitaloprám oxalate

219861-08-2

128196-0-0

C20H21FN20C2H2O4

C20H21FN2OC2H2O4

C20H21FN20xC2H2O4

Intermediates & Fine Chemicals