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SML3672

Sigma-Aldrich

Elvitegravir

≥98% (HPLC)

Synonym(s):

6-(3-chloro-2-fluorobenzyl)-1-[(S)-1-hydroxymethyl-2-methylpropyl]-7-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, GS 9137, GS-9137, GS9137, JTK 303, JTK-303, JTK303

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About This Item

Empirical Formula (Hill Notation):
C23H23ClFNO5
CAS Number:
697761-98-1
Molecular Weight:
447.88
MDL number:
MFCD11846134
UNSPSC Code:
51111800
UNSPSC Code:
12352200
NACRES:
NA.25
Pricing and availability is not currently available.

Quality Level

100

Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -26 to -34°, c = 0.5 in methanol

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

Fc1c(cccc1Cc2cc3c([n](cc([c]3=O)C(=O)O)[C@H](CO)C(C)C)cc2OC)Cl

InChI

1S/C23H23ClFNO5/c1-12(2)19(11-27)26-10-16(23(29)30)22(28)15-8-14(20(31-3)9-18(15)26)7-13-5-4-6-17(24)21(13)25/h4-6,8-10,12,19,27H,7,11H2,1-3H3,(H,29,30)/t19-/m1/s1

InChI key

JUZYLCPPVHEVSV-LJQANCHMSA-N

Biochem/physiol Actions

Elvitegravir (JTK-303; GS-9137) is an orally active human immunodeficiency virus type 1 (HIV-1) integrase inhibitor that prevents HIV-1 replication (EC50 = 0.9 nM using HTLV-I transformed T4-cell line MT-4) by blocking viral DNA to host DNA strand transfer (IC50 = 7.2 nM by cell-free assays).
Orally active human immunodeficiency virus type 1 (HIV-1) integrase strand transfer inhibitor.

Pictograms

Environment
GHS09

Signal Word

Warning

Hazard Statements

H410

Precautionary Statements

P273 - P391 - P501

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000239338
0000233910
0000239709
0000239338
0000233910

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Kazuya Shimura et al.
Journal of virology, 82(2), 764-774 (2007-11-06)
Integrase (IN), an essential enzyme of human immunodeficiency virus (HIV), is an attractive antiretroviral drug target. The antiviral activity and resistance profile in vitro of a novel IN inhibitor, elvitegravir (EVG) (also known as JTK-303/GS-9137), currently being developed for the
Anneleen Hombrouck et al.
Antimicrobial agents and chemotherapy, 52(6), 2069-2078 (2008-04-02)
To gain further insight into the understanding of the antiviral resistance patterns and mechanisms of the integrase strand transfer inhibitor L-870,810, the prototypical naphthyridine analogue, we passaged the human immunodeficiency virus type 1 strain HIV-1(III(B)) in cell culture in the
Motohide Sato et al.
Journal of medicinal chemistry, 49(5), 1506-1508 (2006-03-03)
The viral enzyme integrase is essential for the replication of human immunodeficiency virus type 1 (HIV-1) and represents a remaining target for antiretroviral drugs. Here, we describe the modification of a quinolone antibiotic to produce the novel integrase inhibitor JTK-303

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