WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H326749
CAS#: 269055-15-4
Description: Etravirine, also known as TMC 125 and R 165335, is a drug used for the treatment of HIV. Etravirine is a non-nucleoside reverse transcriptase inhibitor (NNRTI). It was also approved in 2008. Etravirine, in combination with other anti-retrovirals, is indicated for the treatment of human immunodeficiency virus type 1 (HIV-1) infection in antiretroviral treatment-experienced adult patients, who have evidence of viral replication and HIV-1 strains resistant to a non-nucleoside reverse transcriptase inhibitor (NNRTI) and other antiretroviral agents.
Hodoodo Cat#: H326749
Name: Etravirine
CAS#: 269055-15-4
Chemical Formula: C20H15BrN6O
Exact Mass: 434.05
Molecular Weight: 435.285
Elemental Analysis: C, 55.19; H, 3.47; Br, 18.36; N, 19.31; O, 3.68
Synonym: R165335; R-165335; R 165335; TMC 125; TMC-125; TMC125; Etravirine. Intelence.
IUPAC/Chemical Name: 4-(6-Amino-5-bromo-2-(4-cyanoanilino)pyrimidin-4-yloxy)-3,5-dimethylbenzonitrile
InChi Key: PYGWGZALEOIKDF-UHFFFAOYSA-N
InChi Code: InChI=1S/C20H15BrN6O/c1-11-7-14(10-23)8-12(2)17(11)28-19-16(21)18(24)26-20(27-19)25-15-5-3-13(9-22)4-6-15/h3-8H,1-2H3,(H3,24,25,26,27)
SMILES Code: N#CC1=CC(C)=C(OC2=NC(NC3=CC=C(C#N)C=C3)=NC(N)=C2Br)C(C)=C1
Appearance: Solid powder
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
More Info:
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The following data is based on the product molecular weight 435.29 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 |
Formulation protocol: | |
In vitro protocol: | |
In vivo protocol: |
1: Nelson M, Hill A, van Delft Y, Moecklinghoff C. Etravirine as a Switching Option for Patients with HIV RNA Suppression: A Review of Recent Trials. AIDS Res Treat. 2014;2014:636584. doi: 10.1155/2014/636584. Epub 2014 Feb 25. Review. PubMed PMID: 24715982; PubMed Central PMCID: PMC3955667.
2: Casado JL. Liver toxicity in HIV-infected patients receiving novel second-generation nonnucleoside reverse transcriptase inhibitors etravirine and rilpivirine. AIDS Rev. 2013 Jul-Sep;15(3):139-45. Review. PubMed PMID: 24002197.
3: Schrijvers R. Etravirine for the treatment of HIV/AIDS. Expert Opin Pharmacother. 2013 Jun;14(8):1087-96. doi: 10.1517/14656566.2013.787411. Epub 2013 Apr 8. Review. PubMed PMID: 23560740.
4: McNicholl IR. Does once-daily etravirine have a role in the management of HIV-1 infection? Drugs. 2013 Mar;73(3):207-12. doi: 10.1007/s40265-013-0022-6. Review. PubMed PMID: 23420097.
5: Croxtall JD. Etravirine: a review of its use in the management of treatment-experienced patients with HIV-1 infection. Drugs. 2012 Apr 16;72(6):847-69. doi: 10.2165/11209110-000000000-00000. Review. PubMed PMID: 22512366.
6: Kakuda TN, Schöller-Gyüre M, Hoetelmans RM. Pharmacokinetic interactions between etravirine and non-antiretroviral drugs. Clin Pharmacokinet. 2011 Jan;50(1):25-39. doi: 10.2165/11534740-000000000-00000. Review. PubMed PMID: 21142266.
7: Dickinson L, Khoo S, Back D. Pharmacokinetic evaluation of etravirine. Expert Opin Drug Metab Toxicol. 2010 Dec;6(12):1575-85. doi: 10.1517/17425255.2010.535811. Review. PubMed PMID: 21077784.
8: Fullerton DS, Watson MJ, Anderson D, Witek J, Martin SC, Mrus JM. Pharmacoeconomics of etravirine. Expert Rev Pharmacoecon Outcomes Res. 2010 Oct;10(5):485-95. doi: 10.1586/erp.10.55. Review. PubMed PMID: 20950062.
9: Yeni P, Mills A, Peeters M, Vingerhoets J, Kakuda TN, De Smedt G, Woodfall B. Etravirine in the treatment of HIV-1: a clinical overview for healthcare professionals. Curr HIV Res. 2010 Oct;8(7):564-76. Review. PubMed PMID: 20946097.
10: Kakuda TN, Schöller-Gyüre M, Hoetelmans RM. Clinical perspective on antiretroviral drug-drug interactions with the non-nucleoside reverse transcriptase inhibitor etravirine. Antivir Ther. 2010;15(6):817-29. doi: 10.3851/IMP1652. Review. PubMed PMID: 20834094.
11: Towner WJ, Cassetti I, Domingo P, Nijs S, Kakuda TN, Vingerhoets J, Woodfall B. Etravirine: clinical review of a treatment option for HIV type-1-infected patients with non-nucleoside reverse transcriptase inhibitor resistance. Antivir Ther. 2010;15(6):803-16. doi: 10.3851/IMP1651. Review. PubMed PMID: 20834093.
12: Grinsztejn B, Di Perri G, Towner W, Woodfall B, De Smedt G, Peeters M. A review of the safety and tolerability profile of the next-generation NNRTI etravirine. AIDS Res Hum Retroviruses. 2010 Jul;26(7):725-33. doi: 10.1089/aid.2009.0293. Review. PubMed PMID: 20624073.
13: Martínez E, Nelson M. Simplification of antiretroviral therapy with etravirine. AIDS Rev. 2010 Jan-Mar;12(1):52-9. Review. PubMed PMID: 20216910.
14: Domingo P. [Role of etravirine in combination antiretroviral therapy]. Enferm Infecc Microbiol Clin. 2009 Dec;27 Suppl 2:46-51. doi: 10.1016/S0213-005X(09)73219-7. Review. Spanish. PubMed PMID: 20116628.
15: Santos Gil Ide L. [Etravirine in special populations]. Enferm Infecc Microbiol Clin. 2009 Dec;27 Suppl 2:40-5. doi: 10.1016/S0213-005X(09)73218-5. Review. Spanish. PubMed PMID: 20116627.
16: Llibre JM, Santos JR, Clotet B. [Etravirine: genetic barrier and resistance development]. Enferm Infecc Microbiol Clin. 2009 Dec;27 Suppl 2:32-9. doi: 10.1016/S0213-005X(09)73217-3. Review. Spanish. PubMed PMID: 20116626.
17: Pérez VE, Sánchez-Parra C, Serrano Villar S. [Etravirine drug interactions]. Enferm Infecc Microbiol Clin. 2009 Dec;27 Suppl 2:27-31. doi: 10.1016/S0213-005X(09)73216-1. Review. Spanish. PubMed PMID: 20116625.
18: Portilla J. [Safety and tolerability of etravirine]. Enferm Infecc Microbiol Clin. 2009 Dec;27 Suppl 2:21-6. doi: 10.1016/S0213-005X(09)73215-X. Review. Spanish. PubMed PMID: 20116624.
19: Garcés PA, Tena EV. [Etravirine in first-line therapy]. Enferm Infecc Microbiol Clin. 2009 Dec;27 Suppl 2:12-20. doi: 10.1016/S0213-005X(09)73214-8. Review. Spanish. PubMed PMID: 20116623.
20: Palter DP, Corbera EF, Tiraboschi JM. [Etravirine in highly treatment-experienced patients]. Enferm Infecc Microbiol Clin. 2009 Dec;27 Suppl 2:6-11. doi: 10.1016/S0213-005X(09)73213-6. Review. Spanish. PubMed PMID: 20116622.