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SML1010

Sigma-Aldrich

L-742001 hydrochloride

≥98% (HPLC)

Synonym(s):

(Z)-4-[1-Benzyl-4-[(4-chlorophenyl)methyl]piperidin-4-yl]-2-hydroxy-4-oxobut-2-enoic acid hydrochloride, 4-[4-[(4-Chlorophenyl)methyl]-1-(phenylmethyl)-4-piperidinyl]-2-hydroxy-4-oxo-2-butenoic acid hydrochloride, L-742,001 hydrochloride, L742001 hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C23H24ClNO4 · HCl
CAS Number:
174605-64-2
Molecular Weight:
450.35
MDL number:
MFCD22587878
UNSPSC Code:
51111800
PubChem Substance ID:
329825629
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

O/C(C(O)=O)=C\C(C(CC1)(CC2=CC=C(Cl)C=C2)CCN1CC3=CC=CC=C3)=O.Cl

InChI

1S/C23H24ClNO4.ClH/c24-19-8-6-17(7-9-19)15-23(21(27)14-20(26)22(28)29)10-12-25(13-11-23)16-18-4-2-1-3-5-18;/h1-9,14,26H,10-13,15-16H2,(H,28,29);1H/b20-14-;

InChI key

LMLNSXCRZNNZBT-VSOKSMTPSA-N

Biochem/physiol Actions

L-742,001 is an inhibitor of the influenza virus RNA polymerase PA subunit, implicated in several roles, including endonuclease and protease activities as well as viral RNA/complementary RNA promoter binding. L-742,001 inhibits the influenza endonuclease-dependent polymerase activity with an IC50 of 430 nM.
L-742001 is useful in the treatment of influenza viral infection.

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

hcodes

H302,H410

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Binding affinity of the L-742,001 inhibitor to the endonuclease domain of A/H1N1/PA influenza virus variants: Molecular simulation approaches.
Nguyen H, et al.
Chemical Physics, 500, 26-36 (2018)
Wenjie Wang et al.
Cell reports, 30(1), 153-163 (2020-01-09)
Severe fever with thrombocytopenia syndrome virus (SFTSV) is a tick-borne virus with 12%-30% case mortality rates and is related to the Heartland virus (HRTV) identified in the United States. Together, SFTSV and HRTV are emerging segmented, negative-sense RNA viral (sNSV) pathogens with

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