An internal standard for the quantification of ledipasvir
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Unlabeled Version(s)
18519Ledipasvir
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Ledipasvir-d6

Item No. 31322

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S)-1-[[(6S)-6-[5-[9,9-difluoro-7-[2-[(1R,3S,4S)-2-[(2S)-2-[(methoxy-d3-carbonyl)amino]-3-methyl-1-oxobutyl]-2-azabicyclo[2.2.1]hept-3-yl]-1H-benzimidazol-6-yl]-9H-fluoren-2-yl]-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl]carbonyl]-2-methylpropyl]-carbamic acid, methyl-d3 ester
CAS Number
2050041-12-6
Molecular Formula
C49H48D6F2N8O6
Formula Weight
895.1
Purity
≥99% deuterated forms (d1-d6)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleMethanol: soluble
SMILES
FC(C1=C2C=CC(C(C=C3)=CC4=C3N=C([C@]5([H])[C@H](C6)CC[C@H]6N5C([C@@H](NC(OC([2H])([2H])[2H])=O)C(C)C)=O)N4)=C1)(C7=CC(C8=CN=C([C@@]9([H])N(C([C@@H](NC(OC([2H])([2H])[2H])=O)C(C)C)=O)CC%10(CC%10)C9)N8)=CC=C27)F
InChi Code
InChI=1S/C49H54F2N8O6/c1-24(2)39(56-46(62)64-5)44(60)58-23-48(15-16-48)21-38(58)42-52-22-37(55-42)28-9-13-32-31-12-8-26(18-33(31)49(50,51)34(32)19-28)27-10-14-35-36(20-27)54-43(53-35)41-29-7-11-30(17-29)59(41)45(61)40(25(3)4)57-47(63)65-6/h8-10,12-14,18-20,22,24-25,29-30,38-41H,7,11,15-17,21,23H2,1-6H3,(H,52,55)(H,53,54)(H,56,62)(H,57,63)/t29-,30+,38-,39-,40-,41-/m0/s1/i5D3,6D3
InChi Key
VRTWBAAJJOHBQU-NEKIOSTPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Ledipasvir-d6 is intended for use as an internal standard for the quantification of ledipasvir (Item No. 18519) by GC- or LC-MS. Ledipasvir is an inhibitor of hepatitis C virus (HCV) non-structural protein 5A (NS5A).1,2 It inhibits viral replication in genotype 1a and 1b HCV replicon cells (EC50s = 0.031 and 0.004 nM, respectively). It also inhibits viral replication in genotype 2a, 2b, 3a, 4a, 4d, 5a, 6a, and 6e HCV replicon cells (EC50s = 0.11-530 nM).2 Lepidasvir acts synergistically with IFN-α, ribavirin (Item No. 16757), or GS-9669 and additively with GS-9451, simeprevir (Item No. 22144), daclatasvir (Item No. 23730), or PSI-7977 (sofosbuvir; Item No. 15402) to inhibit viral replication in genotype 1a HCV replicon cells. Formulations containing ledipasvir have been used in combination therapy for the treatment of chronic HCV infection.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Link, J.O., Taylor, J.G., Xu, L., et al. Discovery of ledipasvir (GS-5885): A potent, once-daily oral NS5A inhibitor for the treatment of hepatitis C virus infection. J. Med. Chem. 57(5), 2033-2046 (2014).

    2. Cheng, G., Tian, Y., Doehle, B., et al. In vitro antiviral activity and resistance profile characterization of the hepatitis C virus NS5A inhibitor ledipasvir. Antimicrob. Agents Chemother. 60(3), 1847-1853 (2016).