SML2252
TP053
≥98% (HPLC)
Synonym(s):
N-Methyl-6-nitro-2-phenylthieno[2,3-d]pyrimidin-4-amine
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About This Item
Empirical Formula (Hill Notation):
C13H10N4O2S
CAS Number:
Molecular Weight:
286.31
UNSPSC Code:
51111800
Recommended Products
assay
≥98% (HPLC)
form
powder
color
yellow to orange
solubility
DMSO: 2 mg/mL, clear (warmed)
storage temp.
2-8°C
SMILES string
CNC1=NC(C2=CC=CC=C2)=NC3=C1C=C(S3)[N+]([O-])=O
Biochem/physiol Actions
TP053 is a potent thienopyrimidine antitubercular agent that kills both replicating and nonreplicating Mycobacterium tuberculosis. It appears that TP053 is a prodrug, which is activated by mycothiol-dependent reductase Rv2466c.
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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David Albesa-Jové et al.
ACS chemical biology, 9(7), 1567-1575 (2014-06-01)
The emergence of multidrug- and extensively drug-resistant strains of Mycobacterium tuberculosis highlights the need to discover new antitubercular agents. Here we describe the synthesis and characterization of a new series of thienopyrimidine (TP) compounds that kill both replicating and non-replicating
David Albesa-Jové et al.
The Journal of biological chemistry, 290(52), 31077-31089 (2015-11-08)
Rv2466c is a key oxidoreductase that mediates the reductive activation of TP053, a thienopyrimidine derivative that kills replicating and non-replicating Mycobacterium tuberculosis, but whose mode of action remains enigmatic. Rv2466c is a homodimer in which each subunit displays a modular
Leonardo Astolfi Rosado et al.
The Journal of biological chemistry, 292(32), 13097-13110 (2017-06-18)
The Mycobacterium tuberculosis rv2466c gene encodes an oxidoreductase enzyme annotated as DsbA. It has a CPWC active-site motif embedded within its thioredoxin fold domain and mediates the activation of the prodrug TP053, a thienopyrimidine derivative that kills both replicating and
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