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1-(5-cyanopyridin-2-yl)-3-[(1S,2S)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea

Names

[ CAS No. ]:
231957-54-3

[ Name ]:
1-(5-cyanopyridin-2-yl)-3-[(1S,2S)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea

[Synonym ]:
1-(5-cyanopyridin-2-yl)-3-((1S,2S)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl)urea
MIV-150
PC 815
Urea,N-[(1S,2S)-2-[6-fluoro-2-hydroxy-3-(1-oxopropyl)phenyl]cyclopropyl]-N'-(5-cyano2-pyridinyl)

Biological Activity

[Description]:

MIV-150 is a nonnucleoside reverse transcriptase (NNRT) inhibitor, blocking HIV-1 and HIV-2 infections, with an EC50<1 nM against HIV-1/HIV-2MN.

[Related Catalog]:

Signaling Pathways >> Anti-infection >> HIV
Research Areas >> Infection

[Target]

HIV-1:<1 nM (EC50)

HIV-2:<1 nM (EC50)


[In Vitro]

The activity of MIV-150 to protect target cells from infection is assayed using a syncytial assay. The EC50 of MIV-150 against HIV-1MN in CEM.SS cells is below 1 nM. These data are in agreement with the findings of Medivir. MIV-150 effectively inactivated free virus with an EC50 of 0.004 μg/mL (or 0.01 μM). It is demonstrated MIV-150 is highly effective against HIV and that the drug blocks viruses that are resistant to other marketed HIV antiretrovirals such as Nevirapine, Delavirdine, and Efavirenz. In addition, resistance to MIV-150 develops more slowly than to other anti-HIV drugs tested. For example, in vitro studies demonstrate that resistance development in the presence of nevirapine and delavirdine takes only 4 to 5 weeks compared with 45 weeks in the presence of MIV-150[1].

[References]

[1]. Fernández-Romero JA, et al. Carrageenan/MIV-150 (PC-815), a combination microbicide. Sex Transm Dis. 2007 Jan;34(1):9-14.


[Related Small Molecules]

Cenicriviroc | Ebselen | Triciribine | Raltegravir (potassium salt) | Tipranavir | DELAVIRDINE MESYLATE | Bictegravir | TAK-779 | Betulinic acid | Nelfinavir mesylate | Cabotegravir | nevirapine | Zidovudine | Celgosivir (hydrochloride)

Chemical & Physical Properties

[ Molecular Formula ]:
C19H17FN4O3

[ Molecular Weight ]:
368.36200

[ Exact Mass ]:
368.12800

[ PSA ]:
121.83000

[ LogP ]:
2.69458