Tivirapine (Synonyms: R86183; TIBO R 86183)

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Tivirapine (R86183) is a nonnucleoside HIV-1 RT inhibitor against HIV-1-induced cytopathic effects with an EC₅₀ value of 4 nM. Tivirapine inhibits the Yl8lC mutant of HIV-1 RT.

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Tivirapine Chemical Structure

CAS No. : 137332-54-8

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Description

Tivirapine (R86183) is a nonnucleoside HIV-1 RT inhibitor against HIV-1-induced cytopathic effects with an EC₅₀ value of 4 nM. Tivirapine inhibits the Yl8lC mutant of HIV-1 RT^[1].

Cellular Effect

Cell Line	Type	Value	Description	References
C8166	EC₅₀	0.03 μM Compound: 8-ClTIBO	Antiviral activity against HIV1 3B infected human C8166 cells assessed as inhibition of syncytia formation by p24 antigen based assay Antiviral activity against HIV1 3B infected human C8166 cells assessed as inhibition of syncytia formation by p24 antigen based assay	[PMID: 19170521]
C8166	CC₅₀	50 μM Compound: 8-CITIBO	Cytotoxicity against C8166 cells by MTT assay Cytotoxicity against C8166 cells by MTT assay	[PMID: 16279773]
MT2	IC₅₀	> 100 nM Compound: 2, 8-Cl-TIBO	Cytotoxicity against human MT2 cells after 5 days by MTT assay Cytotoxicity against human MT2 cells after 5 days by MTT assay	[PMID: 23380374]
MT2	EC₅₀	14 nM Compound: 2, 8-Cl-TIBO	Antiviral activity against HIV-1 infected un MT2 cells assessed as virus-induced cytopathicity after 5 days by MTT assay Antiviral activity against HIV-1 infected un MT2 cells assessed as virus-induced cytopathicity after 5 days by MTT assay	[PMID: 23380374]

Molecular Weight

321.87

Formula

C₁₆H₂₀ClN₃S

CAS No.

137332-54-8

SMILES

ClC(C1=C2N3C[C@@H](N(C1)C/C=C(C)\C)C)=CC=C2NC3=S

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation

Handling Instructions (2659 KB)

References

[1]. Ding J, et al. Structure of HIV-1 RT/TIBO R 86183 complex reveals similarity in the binding of diverse nonnucleoside inhibitors. Nat Struct Biol. 1995 May;2(5):407-15. [Content Brief]

[2]. Zhou Z, et al. Relative free energy of binding and binding mode calculations of HIV-1 RT inhibitors based on dock-MM-PB/GS. Proteins. 2004 Nov 15;57(3):493-503. [Content Brief]

Tivirapine Related Classifications

Infection

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Help & FAQs

Do most proteins show cross-species activity?
Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

Tivirapine137332-54-8R86183 TIBO R 86183R 86183R-86183TIBO R86183TIBO R 86183TIBO R-86183Reverse TranscriptaseHIVHuman immunodeficiency virusHIV-1 RTcytopathic effectYl8lC mutantInhibitorinhibitorinhibit

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