Synonym
MK-8876; MK 8876; MK8876.
IUPAC/Chemical Name
2-(4-Fluorophenyl)-5-(11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indol-2-yl)-N-methyl-6-[methyl(methylsulfonyl)amino]-3-benzofurancarboxamide
InChi Key
GOHCXBUFLQKEIO-UHFFFAOYSA-N
InChi Code
InChI=1S/C32H24F2N4O5S/c1-35-32(39)29-21-13-20(25(37(2)44(3,40)41)15-28(21)43-31(29)17-7-9-18(33)10-8-17)23-11-12-27-30(36-23)26-14-19-22(34)5-4-6-24(19)38(26)16-42-27/h4-15H,16H2,1-3H3,(H,35,39)
SMILES Code
O=C(C1=C(C2=CC=C(F)C=C2)OC3=CC(N(C)S(=O)(C)=O)=C(C4=CC=C5C(C(N6CO5)=CC7=C6C=CC=C7F)=N4)C=C13)NC
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
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
614.62
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.
| 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 |
Process Development of the HCV NS5B Site D Inhibitor MK-8876
Michael J. Williams†, Qinghao Chen*†, Lorenzo Codan§, Renee K. Dermenjian†, Spencer Dreher†, Andrew W. Gibson‡, Xianliang He∥, Yan Jin†, Stephen P. Keen‡, Alfred Y. Lee†, David R. Lieberman‡, Wei Lin∥, Guiquan Liu∥, Mark McLaughlin†, Mikhail Reibarkh†, Jeremy P. Scott‡, Sophie Strickfuss‡, Lushi Tan†, Richard J. Varsolona†, and Feng Wen∥
† Department of Process Research and Development, Merck Research Laboratories, Rahway, New Jersey 07065, United States
‡ Department of Process Chemistry, Merck Sharp & Dohme Ltd., Hertford Road, Hoddesdon, Hertfordshire EN11 9BU, United Kingdom
§ Werthenstein BioPharma GmbH (MSD Switzerland), Industrie Nord 1, CH-6105 Schachen, Switzerland
∥ WuXi AppTec Co., Ltd., No. 1 Building, #288 FuTe ZhongLu, WaiGaoQiao Free Trade Zone, Shanghai 200131, China
Org. Process Res. Dev., 2016, 20 (7), pp 1227–1238
DOI: 10.1021/acs.oprd.5b00405
Publication Date (Web): January 25, 2016
Copyright © 2016 American Chemical Society
