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ChemicalBook > Product Catalog >Biochemical Engineering >Inhibitors >Microbiology >Integrase Inhibitors >Elvitegravir

Elvitegravir

Elvitegravir Structure
CAS No.
697761-98-1
Chemical Name:
Elvitegravir
Synonyms
EVG;D06677;CS-789;CS-456;JTK 303;GS 9137;Vitekta;For Mr Wei;Elvitegravi;Elvitegravir
CBNumber:
CB02464875
Molecular Formula:
C23H23ClFNO5
Molecular Weight:
447.88
MOL File:
697761-98-1.mol
Modify Date:
2025/1/27 9:38:02
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Elvitegravir Properties

Melting point 93-96°C
Boiling point 623.6±55.0 °C(Predicted)
Density 1.357±0.06 g/cm3(Predicted)
storage temp. Refrigerator
solubility DMSO (Slightly), Methanol (Slightly)
pka 0.44±0.20(Predicted)
form Solid
color Off-White to Pale Yellow
optical activity [α]/D -26 to -34°, c =0.5 in methanol
InChIKey JUZYLCPPVHEVSV-LJQANCHMSA-N
SMILES N1([C@H](CO)C(C)C)C2=C(C=C(CC3=CC=CC(Cl)=C3F)C(OC)=C2)C(=O)C(C(O)=O)=C1
CAS DataBase Reference 697761-98-1

SAFETY

Risk and Safety Statements

Hazard statements  H412
Precautionary statements  P273-P501

Elvitegravir Chemical Properties,Uses,Production

Description

In November 2013, the European Medicines Agency (EMA) approved elvitegravir (also known as GS 9137 and JTK 303) as a single agent to be used as part of an antiviral regimen that includes a ritonavir-boosted protease inhibitor for the treatment of HIV-1 in adults without mutations indicative of elvitegravir resistance. Elvitegravir is the second of three marketed HIV integrase strand transfer inhibitors (INSTIs) including raltegravir and dolutegravir (this volume of ARMC). Elvitegravir was discovered by modification of a literature naphthyridine HIV integrase inhibitor in which the naphthyridine core served as a bioisostere for the diketo acid moiety in an original series. Serendipitously, a 4-quinolone-3-carboxylic acid precursor en route to the desired bioisosteric glyoxylic acid demonstrated modest integrase inhibition (IC50=1600 nM). Further derivatization led to elvitegravir with enhanced inhibition of integrase strand transfer (IC50=7.2 nM) and significant antiviral activity (EC50=0.9 nM). Elvitegravir was prepared in seven synthetic steps from 2,4-difluoro-5-iodobenzoic acid. The corresponding acid chloride was coupled to ethyl 3-(dimethylamino) acrylate and further substituted with S-valinol. Base promoted cyclization afforded the quinolone which was protected as silyl ether. Negishi coupling installed the 2-fluoro-3-chlorobenzyl moiety. Subsequent hydrolysis and methoxylation afforded elvitegravir.

Chemical Properties

Off-White to Pale Yellow Solid

Uses

A novel inhibitor of human immunodeficiency virus type 1 integrase.

Definition

ChEBI: A quinolinemonocarboxylic acid that is 7-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid substited at position 1 by a 1-hydroxy-3-methylbutan-2-yl group and at position 6 by a 3-chloro-2-fluorobenzyl group (the S-enantiomer). It is us d in combination therapy for the treatment of HIV-1 infection.

Elvitegravir Preparation Products And Raw materials

Raw materials

Preparation Products

Elvitegravir Suppliers

Global( 243)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Alembic Pharmaceuticals Limited +91-2652280880 +91-2652280550 Gujarat, India 115 58 Inquiry
Honour Lab Limited +919845977466 Telangana, India 164 58 Inquiry
Humble Healthcare Limited +91-9720093000 +91-8006400378 Uttar Pradesh, India 140 58 Inquiry
ALEMBIC PHARMACEUTICALS LTD +91 40 23704923 / 24 / 25 New Delhi, India 108 58 Inquiry
MSN LIFE SCIENCES PRIVATE LTD +91 84523 34200 New Delhi, India 104 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6257 58 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6100 58 Inquiry
SynZeal Research Pvt Ltd +1 226-802-2078 Gujarat, India 6514 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6739 58 Inquiry
Capot Chemical Co.,Ltd. +86-（0）57185586718 +86-13336195806 China 29730 60 Inquiry
Supplier Advantage
Alembic Pharmaceuticals Limited 58
Honour Lab Limited 58
Humble Healthcare Limited 58
ALEMBIC PHARMACEUTICALS LTD 58
MSN LIFE SCIENCES PRIVATE LTD 58
CLEARSYNTH LABS LTD. 58
A.J Chemicals 58
SynZeal Research Pvt Ltd 58
Pharmaffiliates Analytics and Synthetics P. Ltd 58
Capot Chemical Co.,Ltd. 60

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Elvitegravir Spectrum

Elvitegravir(697761-98-1)1HNMR

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Elvitegravir,EVG,GS-9137,JTK-303 (S)-6-(3-CHLORO-2-FLUOROBENZYL)-1-(1-HYDROXY-3-METHYLBUTAN-2-YL)-7-METHOXY-4-OXO 6-[(3-chloro-2-fluorophenyl)Methyl]-1-[(2S)-1-hydroxy-2,3-diMethylbutan-2-yl]-7-Methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid GS 9137 JTK 303 6-[(3-Chloro-2-fluorophenyl)Methyl]-1,4-dihydro-1-[(1S)-1-(hydroxyMethyl)-2-Methylpropyl]-7-Methoxy-4-oxo-3-quinolinecarboxylic Acid D06677 EVG Elvitegravir (GS-9137) Vitekta 6-(3-Chloro-2-fluorobenzyl)-1-[1(S)-(hydroxymethyl)-2-methylpropyl]-7-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid Elvitegravir (GS-9137, JTK-303) (S)-6-(3-CHLORO-2-FLUOROBENZYL)-1-(1-HYDROXY-3-METHYLBUTAN-2-YL)-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACID (S)-6-(3-Chloro-2-fluorobenzyl)-1-(1-hydroxy-3-methylBUTAN-2-YL)-7-methoxy-4-oxo-1,4-dihydroqu 1-ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid (S)-6-(3-CHLORO-2-FLUOROBENZYL)-1-(1-HYDROXY-2,3-DIMETHYLBUTAN-2-YL)-7-METHOXY-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACID Elvitegravir(GS-9137,JTK-303) Elvitegravir 6-(3-Chloro-2-fluorobenzyl)-1-[1(S)-(hydroxymethyl)-2-methylpropyl]-7-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (S)-6-(3-CHLORO-2-FLUOROBENZYL)-1-(1-HYDROXY-3-METHYLBUTAN-2-YL)-7-METHOXY-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACID CS-789 CS-456 GS9137;GS-9137;GS 9137 brand name: Stribild GS-9137; GS9137; GS 9137; JTK 303; JTK-303; JTK303; EVG; ELVITEGRAVIR; BRAND NAME: STRIBILD 3-Quinolinecarboxylic acid, 6-[(3-chloro-2-fluorophenyl)methyl]-1,4-dihydro-1-[(1S)-1-(hydroxymethyl)-2-methylpropyl]-7-methoxy-4-oxo- Elvitegravi ELVITEGRAVIR CAS 697761-98-1 (S)-6-(3-CHLORO-2-FLUOROBENZYL)-1-(1-HYDROXY-3-METHYLBUTAN-2-YL)-7-METHOXY-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACID USP/EP/BP 6-[(3-chloro-2-fluorophenyl)methyl]-1-[(2S)-1-hydroxy-3-methylbutan-2-yl]-7-methoxy-4-oxoquinoline-3-carboxylic acid ElvitegravirQ: What is Elvitegravir Q: What is the CAS Number of Elvitegravir Q: What is the storage condition of Elvitegravir Q: What are the applications of Elvitegravir Elvitegravir (JTK-303) For Mr Wei Elvitegravir, quinolone HIV integrase inhibitor Elvitegravir, 10 mM in DMSO 697761-98-1 595037-20-2 C23H23ClFNO5 API Inhibitor Aromatics Heterocycles Inhibitors Intermediates & Fine Chemicals Pharmaceuticals 697761-98-1