Tenofovir

  • CAT Number: A000668
  • CAS Number: 147127-20-6
  • Molecular Formula: C9H14N5O4P
  • Molecular Weight: 287.2
  • Purity: ≥95%
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Tenofovir is an antiretroviral medication used to prevent and treat HIV/AIDS and to treat chronic hepatitis B.[1] The active substance is tenofovir, while tenofovir disoproxil is a prodrug that is used because of its better absorption in the gut.

Catalog Number A000668
CAS Number 147127-20-6
Molecular Formula

C9H14N5O4P

Purity 95%
Target Reverse Transcriptase
Solubility Soluble in DMSO > 10 mM
Storage -20°C
InChI 1S/C9H14N5O4P/c1-6(18-5-19(15,16)17)2-14-4-13-7-8(10)11-3-12-9(7)14/h3-4,6H,2,5H2,1H3,(H2,10,11,12)(H2,15,16,17)/t6-/m1/s1
InChIKey SGOIRFVFHAKUTI-ZCFIWIBFSA-N
SMILES CC(CN1C=NC2=C1N=CN=C2N)OCP(=O)(O)O
Reference

1: Watnick D, Keller MJ, Stein K, Bauman LJ. Acceptability of a Tenofovir
Disoproxil Fumarate Vaginal Ring for HIV Prevention Among Women in New York City.
AIDS Behav. 2017 Nov 16. doi: 10.1007/s10461-017-1962-8. [Epub ahead of print]
PubMed PMID: 29147810.
<br>

2: Gianotti N, Poli A, Nozza S, Galli L, Galizzi N, Ripa M, Merli M, Carbone A,
Spagnuolo V, Lazzarin A, Castagna A. Durability of switch regimens based on
rilpivirine or on integrase inhibitors, both in association with tenofovir and
emtricitabine, in HIV-infected, virologically suppressed patients. BMC Infect
Dis. 2017 Nov 16;17(1):723. doi: 10.1186/s12879-017-2831-9. PubMed PMID:
29145807.
<br>

3: Feig JL, Mediero A, Corciulo C, Liu H, Zhang J, Perez-Aso M, Picard L, Wilder
T, Cronstein B. The antiviral drug tenofovir, an inhibitor of Pannexin-1-mediated
ATP release, prevents liver and skin fibrosis by downregulating adenosine levels
in the liver and skin. PLoS One. 2017 Nov 16;12(11):e0188135. doi:
10.1371/journal.pone.0188135. eCollection 2017. PubMed PMID: 29145453.

<br>
4: Suh YS, Chun DI, Choi SW, Lee HW, Nho JH, Kwon SH, Cho JH, Won SH. Pathologic
femoral fracture due to tenofovir-induced Fanconi syndrome in patient with
chronic hepatitis B: A case report. Medicine (Baltimore). 2017 Nov;96(46):e8760.
doi: 10.1097/MD.0000000000008760. PubMed PMID: 29145330.
<br>

5: Institute for Quality and Efficiency in Health Care. Elvitegravir / Cobicistat
/ Emtricitabine / Tenofovir Alafenamide — Addendum to Commission A15-61
[Internet]. Cologne, Germany: Institute for Quality and Efficiency in Health Care
(IQWiG); 2016 May 27. Available from http://www.ncbi.nlm.nih.gov/books/NBK458451/
PubMed PMID: 29144710.
<br>

6: Institute for Quality and Efficiency in Health Care. Elvitegravir / Cobicistat
/ Emtricitabine / Tenofovir Alafenamide — Benefit Assessment According to §35a
Social Code Book V [Internet]. Cologne, Germany: Institute for Quality and
Efficiency in Health Care (IQWiG); 2016 Mar 30. Available from
http://www.ncbi.nlm.nih.gov/books/NBK458440/
PubMed PMID: 29144685.
<br>

7: Mingione A, Maruca K, Chiappori F, Pivari F, Brasacchio C, Quirino T, Merelli
I, Soldati L, Bonfanti P, Mora S. High parathyroid hormone concentration in
tenofovir-treated patients are due to inhibition of calcium-sensing receptor
activity. Biomed Pharmacother. 2017 Nov 7;97:969-974. doi:
10.1016/j.biopha.2017.11.037. [Epub ahead of print] PubMed PMID: 29136775.
<br>

8: Mugwanya KK, Baeten JM, Wyatt C, Mugo NR, Celum CL, Ronald A, Kiarie J,
Katabira E, Heffron R; Partners PrEP Study and Partners Demonstration Project
Teams. Frequency of monitoring kidney function in HIV-uninfected persons using
daily oral tenofovir disoproxil fumarate pre-exposure prophylaxis. J Acquir
Immune Defic Syndr. 2017 Nov 6. doi: 10.1097/QAI.0000000000001575. [Epub ahead of
print] PubMed PMID: 29135656.

<br>
9: Robinson JA, Marzinke MA, Fuchs EJ, Bakshi RP, Spiegel HML, Coleman JS, Rohan
LC, Hendrix CW. Comparison Of The Pharmacokinetics And Pharmacodynamics Of
Single-Dose Tenofovir Vaginal Film And Gel Formulation (Fame-05). J Acquir Immune
Defic Syndr. 2017 Nov 7. doi: 10.1097/QAI.0000000000001587. [Epub ahead of print]
PubMed PMID: 29135651.
<br>

10: Carballo-Diéguez A, Giguere R, Dolezal C, Leu CS, Balán IC, Brown W 3rd, Rael
C, Richardson BA, Piper JM, Bekker LG, Chariyalertsak S, Chitwarakorn A, Gonzales
P, Holtz TH, Liu A, Mayer KH, Zorrilla CD, Lama JR, McGowan I, Cranston RD;
MTN-017 Protocol Team. Preference of Oral Tenofovir Disoproxil
Fumarate/Emtricitabine Versus Rectal Tenofovir Reduced-Glycerin 1% Gel Regimens
for HIV Prevention Among Cisgender Men and Transgender Women Who Engage in
Receptive Anal Intercourse with Men. AIDS Behav. 2017 Nov 8. doi:
10.1007/s10461-017-1969-1. [Epub ahead of print] PubMed PMID: 29119473.

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