RN-18
- Product Name
- RN-18
- CAS No.
- 431980-38-0
- Chemical Name
- RN-18
- Synonyms
- RN-18;RN18;RN 18;RN-18, 10 mM in DMSO;N-(2-Methoxyphenyl)-2-((4-nitrophenyl)thio)benzamide;Benzamide, N-(2-methoxyphenyl)-2-[(4-nitrophenyl)thio]-;RN18,RN 18,inhibit,Inhibitor,Human immunodeficiency virus,HIV,RN-18
- CBNumber
- CB93333616
- Molecular Formula
- C20H16N2O4S
- Formula Weight
- 380.42
- MOL File
- 431980-38-0.mol
RN-18 Property
- Boiling point:
- 493.6±40.0 °C(Predicted)
- Density
- 1.36±0.1 g/cm3(Predicted)
- storage temp.
- Store at -20°C
- solubility
- DMF: 30 mg/ml; DMSO: 30 mg/ml; DMSO:PBS (pH 7.2) (1:2): 0.33 mg/ml; Ethanol: slightly soluble
- form
- A crystalline solid
- pka
- 12.33±0.70(Predicted)
- color
- Light yellow to yellow
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- 23331
- Product name
- RN-18
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $37
- Updated
- 2024/03/01
- Product number
- 23331
- Product name
- RN-18
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $157
- Updated
- 2024/03/01
- Product number
- 23331
- Product name
- RN-18
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $258
- Updated
- 2024/03/01
- Product number
- 23331
- Product name
- RN-18
- Purity
- ≥98%
- Packaging
- 25mg
- Price
- $551
- Updated
- 2024/03/01
- Product number
- CS-6953
- Product name
- RN-18
- Purity
- 99.37%
- Packaging
- 5mg
- Price
- $108
- Updated
- 2021/12/16
RN-18 Chemical Properties,Usage,Production
Uses
RN-18 is a selective inhibitor of?virion infectivity factor (Vif)?APOBEC interactions and HIV-1 replication.
Synthesis
36684-47-6
1849-36-1
431980-38-0
Method A: Synthesis of N-(2-methoxyphenyl)-2-((4-nitrophenyl)thio)benzamide (1) The synthesis of target compound 1 was carried out according to the method described in Scheme 9.The key step of the reaction was the reaction of 2-iodo-N-(2-methoxyphenyl)benzamide 3 with 4-nitrophenylthiophenol 4 via a copper-catalyzed coupling reaction under microwave radiation. First, intermediate compound 3 was prepared in high yield by the reaction of 2-methoxyaniline 5 with 2-iodobenzoyl chloride 2. Scheme 9: (a) The reaction was carried out overnight at 0°C to room temperature in 98% yield using triethylamine as base and dichloromethane as solvent; (b) The reaction was carried out in the presence of potassium carbonate with copper (I) iodide as catalyst and ethylene glycol and 2-propanol as solvents with microwave radiation (150 W, 80 °C) for 30 min (twice) in 63% yield. Synthesis of 2-(4-nitrophenylthio)-N-(2-methoxyphenyl)benzamide (1): 2-Iodo-N-(2-methoxyphenyl)benzamide 3 (0.355 g, 1.0 mmol), copper(I) iodide (20 mg, 0.1 mmol), potassium carbonate (0.276 g, 2.0 mmol), and 4-nitrobenzothiophenol (0.155 g, 1 mmol) were added to a 10 mL reaction tube fitted with a PTFE liner. The reaction tube was evacuated and backfilled with dry nitrogen (cycled three times). Ethylene glycol (0.1 mL, 2.0 mmol) and 2-propanol (1 mL) were added via syringe at room temperature. The reaction tube was placed in a microwave reactor (CEM Explorer) and heated at 80°C and 150 W power for 30 min (twice). After the reaction was completed, it was cooled to room temperature. Ethyl acetate (~10 mL) was added, filtered and the reaction mixture was concentrated. The crude product was purified by rapid column chromatography on silica gel, using a hexane solution of 20% ethyl acetate as eluent. The final product was obtained as 2-(4-nitrophenylthio)-N-(2-methoxyphenyl)benzamide 1 as a light yellow crystalline solid (0.24 g, 63%). 1H NMR (400 MHz, CDCl3) δ 8.40 (d, J = 8.0 Hz, 1H), 8.39 (s, 1H, overlapping signals), 8.05 (ddd, J = 9.2, 2.4, 1.6 Hz, 2H), 7.77 (dd, J = 6.4, 2.4 Hz, 1H), 7.56-7.49 (m, 3H), 7.29- 7.25 (m, 2H), 7.06 (ddd, J = 9.2, 7.6, 1.6 Hz, 1H), 6.95 (dt, J = 8.8, 0.8, 1.2 Hz, 1H), 6.85 (dd, J = 8.0, 0.8 Hz, 1H), 3.78 (s, 3H). 13C NMR (100 MHz, CDCl3) δ 165.44, 148.22, 146.87, 146.15, 140.63, 135.76, 131.66, 130.09, 129.87, 129.49, 128.79 (2C), 127.54, 124.54, 124.35 (2C), 121.37, 120.05, 110.19, 55.88. MS (ESI): m/z 402.99 (M + Na)+.
References
[1] Patent: US2007/99919, 2007, A1. Location in patent: Page/Page column 26; 27
[2] ChemMedChem, 2012, vol. 7, # 7, p. 1217 - 1229
RN-18 Preparation Products And Raw materials
Raw materials
Preparation Products
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