Synonym
PNU-142721; PNU 142721; PNU142721.
IUPAC/Chemical Name
4-Pyrimidinamine, 6-chloro-2-(((1S)-1-furo(2,3-C)pyridin-5-ylethyl)thio)-
InChi Key
ATCRIOJPQXDFNY-ZETCQYMHSA-N
InChi Code
InChI=1S/C13H11ClN4OS/c1-7(20-13-17-11(14)5-12(15)18-13)9-4-8-2-3-19-10(8)6-16-9/h2-7H,1H3,(H2,15,17,18)/t7-/m0/s1
SMILES Code
NC1=NC(S[C@H](C2=CC3=C(OC=C3)C=N2)C)=NC(Cl)=C1
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
306.77
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
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3: Cheng Y, Redinbo MR. Activation of the human nuclear xenobiotic receptor PXR by the reverse transcriptase-targeted anti-HIV drug PNU-142721. Protein Sci. 2011 Oct;20(10):1713-9. doi: 10.1002/pro.706. Epub 2011 Sep 12. PubMed PMID: 21805522; PubMed Central PMCID: PMC3218365.
4: Lindberg J, Sigurdsson S, Löwgren S, Andersson HO, Sahlberg C, Noréen R, Fridborg K, Zhang H, Unge T. Structural basis for the inhibitory efficacy of efavirenz (DMP-266), MSC194 and PNU142721 towards the HIV-1 RT K103N mutant. Eur J Biochem. 2002 Mar;269(6):1670-7. PubMed PMID: 11895437.
5: Antiretroviral update from the Interscience Conference on Antimicrobial Agents and Chemotherapy. Newsline People AIDS Coalit N Y. 1998 Dec:16-8. PubMed PMID: 11367083.
6: Wishka DG, Graber DR, Kopta LA, Olmsted RA, Friis JM, Hosley JD, Adams WJ, Seest EP, Castle TM, Dolak LA, Keiser BJ, Yagi Y, Jeganathan A, Schlachter ST, Murphy MJ, Cleek GJ, Nugent RA, Poppe SM, Swaney SM, Han F, Watt W, White WL, Poel TJ, Thomas RC, Morris J, et al. (-)-6-Chloro-2-[(1-furo[2, 3-c]pyridin-5-ylethyl)thio]-4-pyrimidinamine, PNU-142721, a new broad spectrum HIV-1 non-nucleoside reverse transcriptase inhibitor. J Med Chem. 1998 Apr 23;41(9):1357-60. PubMed PMID: 9554867.
