RN-18
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MedKoo CAT#: 530947

CAS#: 431980-38-0

Description: RN-18 is an HIV-1 Vif inhibitor. RN-18 antagonizes Vif function and inhibits HIV-1 replication only in the presence of A3G. RN-18 increases cellular A3G levels in a Vif-dependent manner and increases A3G incorporation into virions without inhibiting general proteasome-mediated protein degradation. RN-18 enhances Vif degradation only in the presence of A3G, reduces viral infectivity by increasing A3G incorporation into virions and enhances cytidine deamination of the viral genome.


Chemical Structure

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RN-18
CAS# 431980-38-0

Theoretical Analysis

MedKoo Cat#: 530947
Name: RN-18
CAS#: 431980-38-0
Chemical Formula: C20H16N2O4S
Exact Mass: 380.08
Molecular Weight: 380.420
Elemental Analysis: C, 63.15; H, 4.24; N, 7.36; O, 16.82; S, 8.43

Price and Availability

Size Price Availability Quantity
5mg USD 275
10mg USD 475
25mg USD 895
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Synonym: RN-18; RN 18; RN18.

IUPAC/Chemical Name: N-(2-methoxyphenyl)-2-[(4-nitrophenyl)thio]-benzamide

InChi Key: JKNUDHUHXMELIJ-UHFFFAOYSA-N

InChi Code: InChI=1S/C20H16N2O4S/c1-26-18-8-4-3-7-17(18)21-20(23)16-6-2-5-9-19(16)27-15-12-10-14(11-13-15)22(24)25/h2-13H,1H3,(H,21,23)

SMILES Code: O=C(NC1=CC=CC=C1OC)C2=CC=CC=C2SC3=CC=C([N+]([O-])=O)C=C3

Appearance: Solid powder

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 and DMF

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO and DMF

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

More Info: The HIV-1 protein Vif, essential for in vivo viral replication, targets the human DNA-editing enzyme, APOBEC3G (A3G), which inhibits replication of retroviruses and hepatitis B virus. As Vif has no known cellular homologs, it is an attractive, yet unrealized, target for antiviral intervention. HIV-1 Vif-A3G axis is a valid target for developing small molecule-based new therapies for HIV infection or for enhancing innate immunity against viruses.

Product Data:
Biological target: RN-18 inhibits Vif-mediated degradation of the DNA editing enzyme APOBEC3G with IC50 values of 10-30 µM in a high-throughput fluorescence screen. It inhibits viral replication of HIV-1 with IC50 values of 4.5 and 10 µM for nonpermissive CEM and H9 cells, respectively, and >100 µM for permissive cells.
In vitro activity: RN-18 increases cellular A3G levels in a Vif-dependent manner and increases A3G incorporation into virions without inhibiting general proteasome-mediated protein degradation. RN-18 enhances Vif degradation only in the presence of A3G, reduces viral infectivity by increasing A3G incorporation into virions, and enhances cytidine deamination of the HIV genome. Reference: Nat Biotechnol. 2008 Oct;26(10):1187-92. https://pubmed.ncbi.nlm.nih.gov/18806783/
In vivo activity: To be determined

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 30.0 78.86
DMF 30.0 78.86

Preparing Stock Solutions

The following data is based on the product molecular weight 380.42 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.

Recalculate based on batch purity %
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
Formulation protocol: 1. Nathans R, Cao H, Sharova N, Ali A, Sharkey M, Stranska R, Stevenson M, Rana TM. Small-molecule inhibition of HIV-1 Vif. Nat Biotechnol. 2008 Oct;26(10):1187-92. doi: 10.1038/nbt.1496. Epub 2008 Sep 21. PMID: 18806783; PMCID: PMC2693000. 2. Sinha C, Nischal A, Pant KK, Bandaru S, Nayarisseri A, Khattri S. Molecular docking analysis of RN18 and VEC5 in A3G-Vif inhibition. Bioinformation. 2014 Oct 30;10(10):611-6. doi: 10.6026/97320630010611. PMID: 25489169; PMCID: PMC4248342.
In vitro protocol: 1. Nathans R, Cao H, Sharova N, Ali A, Sharkey M, Stranska R, Stevenson M, Rana TM. Small-molecule inhibition of HIV-1 Vif. Nat Biotechnol. 2008 Oct;26(10):1187-92. doi: 10.1038/nbt.1496. Epub 2008 Sep 21. PMID: 18806783; PMCID: PMC2693000. 2. Sinha C, Nischal A, Pant KK, Bandaru S, Nayarisseri A, Khattri S. Molecular docking analysis of RN18 and VEC5 in A3G-Vif inhibition. Bioinformation. 2014 Oct 30;10(10):611-6. doi: 10.6026/97320630010611. PMID: 25489169; PMCID: PMC4248342.
In vivo protocol: To be determined

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