Bersacapavir

Bersacapavir
Legal status
Legal status	Investigational;
Identifiers
CAS Number	1638266-40-6;
PubChem CID	121294984;
DrugBank	DB19035;
ChemSpider	88297229;
UNII	2456KW2166;
KEGG	D12126;
ChEMBL	ChEMBL4744254;
Chemical and physical data
Formula	C16H14F4N4O3S
Molar mass	418.37 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C[C@@H](C(F)(F)F)NS(=O)(=O)C1=CN(C(=C1)C(=O)NC2=CC(=C(C=C2)F)C#N)C;
	InChI InChI=1S/C16H14F4N4O3S/c1-9(16(18,19)20)23-28(26,27)12-6-14(24(2)8-12)15(25)22-11-3-4-13(17)10(5-11)7-21/h3-6,8-9,23H,1-2H3,(H,22,25)/t9-/m0/s1; Key:SBVBIDUKSBJYEF-VIFPVBQESA-N;

Bersacapavir is an experimental drug for the treatment of hepatitis B.^[1] It prevents hepatitis B virus (HBV) from replicating by inhibiting the formation of its capsid.^[2] It is also being studied for use in combination with JNJ-73763989, a small interfering RNA that targets HBV RNAs.^[3]

It can be synthesized beginning with N-methylpyrrole.^[4]^[5]

References

^ "Bersacapavir". AdisInsight. Springer Nature Switzerland AG.
^ Bassit L, Amblard F, Patel D, Biteau N, Chen Z, Kasthuri M, et al. (2023). "The premise of capsid assembly modulators towards eliminating HBV persistence". Expert Opinion on Drug Discovery. 18 (9): 1031–1041. doi:10.1080/17460441.2023.2239701. PMC 10530454. PMID 37477111.
^ Agarwal K, Buti M, van Bömmel F, Lampertico P, Janczewska E, Bourliere M, et al. (September 2024). "JNJ-73763989 and bersacapavir treatment in nucleos(t)ide analogue-suppressed patients with chronic hepatitis B: REEF-2". Journal of Hepatology. 81 (3): 404–414. doi:10.1016/j.jhep.2024.03.046. PMID 38583491.
^ Medina F, Maton WM, Bongartz JP, Kossler D, Eriksson M, Weerts J, et al. (2024). "Process Development of Bersacapavir, Part 2. Early Game Route Selection: Catalytic versus Stoichiometric Haloform-Type Amidation". Organic Process Research & Development. doi:10.1021/acs.oprd.4c00154.
^ Medina F, Maton WM, Weerts J, Eriksson M, Bongartz JP, Clemens K, et al. (2024). "Process Development of Bersacapavir, Part 1: Route Scouting Effort toward a Key Amide Intermediate". Organic Process Research & Development. doi:10.1021/acs.oprd.4c00153.

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