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A6486

Sigma-Aldrich

AS-136A

≥98% (HPLC)

Synonym(s):

1-Methyl-N-[4-(1-piperidinylsulfonyl)phenyl]-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide, CID 16122506, SID 24769845;

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About This Item

Empirical Formula (Hill Notation):
C17H19F3N4O3S
CAS Number:
949898-66-2
Molecular Weight:
416.42
MDL number:
MFCD16875415
UNSPSC Code:
12352200
PubChem Substance ID:
329770896
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to off-white

solubility

DMSO: >10 mg/mL

storage temp.

2-8°C

SMILES string

Cn1nc(cc1C(=O)Nc2ccc(cc2)S(=O)(=O)N3CCCCC3)C(F)(F)F

InChI

1S/C17H19F3N4O3S/c1-23-14(11-15(22-23)17(18,19)20)16(25)21-12-5-7-13(8-6-12)28(26,27)24-9-3-2-4-10-24/h5-8,11H,2-4,9-10H2,1H3,(H,21,25)

InChI key

OJDLQNVQEAZKSL-UHFFFAOYSA-N

Application

AS-136A is a small molecule developed as part of the NIH Probes effort. AS-136A is a potent measles virus (MeV) RNA-dependent RNA polymerase (RdRp) inhibitor. AS-136A is very stable, decreases virus titer after 24 hours in physiological conditions, and serves as a positive control in MeV inhibitory assays.

Biochem/physiol Actions

AS-136A is a potent measles virus RdRp inhibitor. Measles virus (MV) is a member of the paramyxovirus family. Ribavirin (R9644) is the only drug available for treatment of paramyxoviruses, and it has limited efficacy against MV. A series of small molecules has been developed to inhibit viral RNA-dependent RNA polymerase (RdRp), a protein vital to infection leading to the development of AS-136A, a very potent RdRp inhibitor. AS-136A has high stability and continues to decrease virus titer after 24 hours in physiologic conditions. AS-136A is now used as a positive control in experiments assaying MV inhibition. This compound is a product of the NIH Probes effort, also known as SID 24769845.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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J Maina Ndungu et al.
Journal of medicinal chemistry, 55(9), 4220-4230 (2012-04-07)
The measles virus (MeV), a member of the paramyxovirus family, is an important cause of pediatric morbidity and mortality worldwide. In an effort to provide therapeutic treatments for improved measles management, we previously identified a small, non-nucleoside organic inhibitor of
Jeong-Joong Yoon et al.
Antimicrobial agents and chemotherapy, 53(9), 3860-3870 (2009-06-17)
No effective therapeutic is currently in place for improved case management of severe measles or the rapid control of outbreaks. Through high-throughput screening, we recently identified a novel small-molecule class that potently blocks activity of the measles virus (MeV) RNA-dependent

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