Synonym
Simeprevir Free Base; HSDB 8227; HSDB8227; HSDB-8227; TMC435; TMC-435; TMC 435
IUPAC/Chemical Name
N-(17-(2-(4-isopropylthiazole-2-yl)-7-methoxy-8-methylquinolin-4-yloxy)-13-methyl-2,14-dioxo-3,13-diazatricyclo(13.3.0.04,6)octadec-7-ene-4-carbonyl)(cyclopropyl)sulfonamide
InChi Key
JTZZSQYMACOLNN-CSKARUKUSA-N
InChi Code
InChI=1S/C38H47N5O7S2/c1-21(2)30-20-51-35(40-30)29-18-32(26-13-14-31(49-5)22(3)33(26)39-29)50-24-16-27-28(17-24)36(45)43(4)15-9-7-6-8-10-23-19-38(23,41-34(27)44)37(46)42-52(47,48)25-11-12-25/h8,10,13-14,18,20-21,23-25,27-28H,6-7,9,11-12,15-17,19H2,1-5H3,(H,41,44)(H,42,46)/b10-8+
SMILES Code
O=S(C1CC1)(NC(C2(CC2/C=C/CCCCN3C)NC(C4CC(OC5=CC(C6=NC(C(C)C)=CS6)=NC7=C(C)C(OC)=CC=C57)CC4C3=O)=O)=O)=O
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
749.94
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 |
1: Simeprevir. Aust Prescr. 2015 Apr;38(2):67-9. doi: 10.18773/austprescr.2015.026. Epub 2014 Dec 19. PMID: 26648621; PMCID: PMC4653988.
2: LiverTox: Clinical and Research Information on Drug-Induced Liver Injury [Internet]. Bethesda (MD): National Institute of Diabetes and Digestive and Kidney Diseases; 2012–. Simeprevir. 2018 Jan 18. PMID: 31643600.
3: Drugs and Lactation Database (LactMed) [Internet]. Bethesda (MD): National Library of Medicine (US); 2006–. Simeprevir. 2021 Jul 19. PMID: 29999884.
4: Chopp S, Vanderwall R, Hult A, Klepser M. Simeprevir and sofosbuvir for treatment of hepatitis C infection. Am J Health Syst Pharm. 2015 Sep 1;72(17):1445-55. doi: 10.2146/ajhp140290. PMID: 26294237.
5: Li Z, Yao F, Xue G, Xu Y, Niu J, Cui M, Wang H, Wu S, Lu A, Zhong J, Meng G. Antiviral effects of simeprevir on multiple viruses. Antiviral Res. 2019 Dec;172:104607. doi: 10.1016/j.antiviral.2019.104607. Epub 2019 Sep 26. PMID: 31563599.
6: Simeprevir (Galexos) (150 mg) [Internet]. Ottawa (ON): Canadian Agency for Drugs and Technologies in Health; 2016 Nov. PMID: 28121112.
7: Vaidya A, Perry CM. Simeprevir: first global approval. Drugs. 2013 Dec;73(18):2093-106. doi: 10.1007/s40265-013-0153-9. PMID: 24293133.
8: Dean L. Simeprevir Therapy and IFNL3 Genotype. 2016 Sep 15 [updated 2020 Jul 15]. In: Pratt VM, Scott SA, Pirmohamed M, Esquivel B, Kane MS, Kattman BL, Malheiro AJ, editors. Medical Genetics Summaries [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2012–. PMID: 28520373.
9: Childs-Kean LM, Hand EO. Simeprevir and sofosbuvir for treatment of chronic hepatitis C infection. Clin Ther. 2015 Feb 1;37(2):243-67. doi: 10.1016/j.clinthera.2014.12.012. Epub 2015 Jan 16. PMID: 25601269.
10: You DM, Pockros PJ. Simeprevir for the treatment of chronic hepatitis C. Expert Opin Pharmacother. 2013 Dec;14(18):2581-9. doi: 10.1517/14656566.2013.850074. Epub 2013 Oct 19. PMID: 24138198.
