Fostemsavir
- Product Name
- Fostemsavir
- CAS No.
- 864953-29-7
- Chemical Name
- Fostemsavir
- Synonyms
- CS-1669;BMS663068;BMS 663068;BMS-663068;Fostemsavir;BMS-663068-03;BMS663068 Fostemsavir;Fostemsavir(BMS-663068);Foscarbidopa Impurity 3;Fostemsavir, 10 mM in DMSO
- CBNumber
- CB32666601
- Molecular Formula
- C25H26N7O8P
- Formula Weight
- 583.49
- MOL File
- 864953-29-7.mol
Fostemsavir Property
- Boiling point:
- 904.1±75.0 °C(Predicted)
- Density
- 1.60±0.1 g/cm3(Predicted)
- storage temp.
- Store at -20°C
- solubility
- Soluble in DMSO
- form
- Powder
- pka
- 1.39±0.10(Predicted)
- color
- White to off-white
- InChIKey
- SWMDAPWAQQTBOG-UHFFFAOYSA-N
- SMILES
- C(N1CCN(C(=O)C2=CC=CC=C2)CC1)(=O)C(C1C2C(OC)=CN=C(N3C=NC(C)=N3)C=2N(COP(O)(O)=O)C=1)=O
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- CS-1059
- Product name
- Fostemsavir
- Purity
- 99.57%
- Packaging
- 5mg
- Price
- $180
- Updated
- 2021/12/16
- Product number
- A3254
- Product name
- BMS-663068
- Packaging
- 2mg
- Price
- $189
- Updated
- 2021/12/16
- Product number
- A3254
- Product name
- BMS-663068
- Packaging
- 5mg
- Price
- $336
- Updated
- 2021/12/16
- Product number
- DC8163
- Product name
- Fostemsavir(BMS-663068)
- Purity
- >98%
- Packaging
- 1g
- Price
- $2200
- Updated
- 2021/12/16
- Product number
- CD31000531
- Product name
- Fostemsavir(BMS-663068)
- Purity
- 98+%
- Packaging
- 5mg
- Price
- $149
- Updated
- 2021/12/16
Fostemsavir Chemical Properties,Usage,Production
Uses
Fostemsavir (Rukobia) is an antiviral drug used to treat HIV-1 infection.
Mechanism of action
Fostemsavir is an HIV attachment inhibitor that selectively inhibits the binding of HIV virus to the CD4 receptor, thereby blocking viral attachment and subsequent invasion steps.
Synthesis
Aryl bromide 36 was subjected to Ullman coupling reaction with 3-methyl-1H-1,2,4-triazole using CuI and N,N-dimethylcyclohexanediamine as catalyst and ligand to generate piperazine 37. Residual copper in the reaction was removed by the addition of ammonium pyrrolidine dithiocarbamate (APDTC). The Ullman coupling product was treated with potassium hydroxide (KOH) and then lithium iodide (LiI) hydrate was added to precipitate the target lithium salt 37 in 67% yield. The phosphoryloxymethyl prodrug group was installed on 37 using di-tert-butyl (chloromethyl) phosphate 38 and triethyl sodium (Et4NI) and potassium carbonate (K2CO3). After the reaction, quenching and extraction were carried out by adding toluene, followed by treatment with brine and sodium bisulfate (NaHSO4) to consume the unwanted N-6 isomer byproduct. Through the above steps, the key intermediate 39 was isolated in 70% yield. The final step was the deprotection of the tert-butyl phosphate ester group in 39, which was hydrolyzed by treatment with acetic acid to expose the phosphate group in fostemsavir. The TRIS salt of fostemsavir was precipitated as a white crystalline solid in 88% yield by adding tris(hydroxymethyl)aminomethane (TRIS) in acetonitrile.
target
HIV-1 gp120
Fostemsavir Preparation Products And Raw materials
Raw materials
Preparation Products
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