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
NACRES:
NA.21
Assay:
≥98% (HPLC)
Form:
powder
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
InChI
1S/C13H10N4O2S/c1-14-12-9-7-10(17(18)19)20-13(9)16-11(15-12)8-5-3-2-4-6-8/h2-7H,1H3,(H,14,15,16)
InChI key
JHLJMVJTSFLRPS-UHFFFAOYSA-N
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.
potent thienopyrimidine antitubercular agent that kills both replicating and nonreplicating Mycobacterium tuberculosis.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| SML2252-25MG | 04061835304349 |
| SML2252-5MG | 04061835304356 |