Bevirimat

Modify Date: 2024-01-02 12:54:02

Bevirimat Structure
Bevirimat structure
Common Name Bevirimat
CAS Number 174022-42-5 Molecular Weight 584.826
Density 1.1±0.1 g/cm3 Boiling Point 662.7±40.0 °C at 760 mmHg
Molecular Formula C36H56O6 Melting Point N/A
MSDS N/A Flash Point 197.7±20.8 °C

 Use of Bevirimat


Bevirimat(YK FH312; FH11327; MPC-4326) is an anti-HIV drug derived from a betulinic acid-like compound; is believed to inhibit HIV by a novel mechanism, so-called maturation inhibition.IC50 value:Target: Anti-HIVLike protease inhibitors, bevirimat and other maturation inhibitors interfere with protease processing of newly translated HIV polyprotein precursor, called gag. Bevirimat prevents this viral replication by specifically inhibiting cleavage of the capsid protein (CA) from the SP1 spacer protein.

 Names

Name bevirimat
Synonym More Synonyms

 Bevirimat Biological Activity

Description Bevirimat(YK FH312; FH11327; MPC-4326) is an anti-HIV drug derived from a betulinic acid-like compound; is believed to inhibit HIV by a novel mechanism, so-called maturation inhibition.IC50 value:Target: Anti-HIVLike protease inhibitors, bevirimat and other maturation inhibitors interfere with protease processing of newly translated HIV polyprotein precursor, called gag. Bevirimat prevents this viral replication by specifically inhibiting cleavage of the capsid protein (CA) from the SP1 spacer protein.
Related Catalog
References

[1]. Smith PF, et al. Phase I and II study of the safety, virologic effect, and pharmacokinetics/pharmacodynamics of single-dose 3-o-(3',3'-dimethylsuccinyl)betulinic acid (bevirimat) against human immunodeficiency virus infection. Antimicrob Agents Chemother. 2007 Oct;51(10):3574-81.

[2]. Salzwedel K, et al. Maturation inhibitors: a new therapeutic class targets the virus structure. AIDS Rev. 2007 Jul-Sep;9(3):162-72.

[3]. Martin DE, et al. Bevirimat: a novel maturation inhibitor for the treatment of HIV-1 infection. Antivir Chem Chemother. 2008;19(3):107-13.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 662.7±40.0 °C at 760 mmHg
Molecular Formula C36H56O6
Molecular Weight 584.826
Flash Point 197.7±20.8 °C
Exact Mass 584.407715
PSA 100.90000
LogP 10.15
Vapour Pressure 0.0±4.3 mmHg at 25°C
Index of Refraction 1.548
Storage condition -20°C

 Synthetic Route

~69%

Bevirimat Structure

Bevirimat

CAS#:174022-42-5

Literature: Krasutsky, Pavel A.; Munshi, Kalyan Patent: US2009/131714 A1, 2009 ; Location in patent: Page/Page column 8 ;

~72%

Bevirimat Structure

Bevirimat

CAS#:174022-42-5

Literature: Biotech Research Labs, Inc.; University of North Carolina at Chapel Hill Patent: US5679828 A1, 1997 ;

~71%

Bevirimat Structure

Bevirimat

CAS#:174022-42-5

Literature: REGENTS OF THE UNIVERSITY OF MINNESOTA Patent: WO2006/105356 A2, 2006 ; Location in patent: Page/Page column 27-28 ;

~5%

Bevirimat Structure

Bevirimat

CAS#:174022-42-5

Literature: Haavikko, Raisa; Nasereddin, Abedelmajeed; Sacerdoti-Sierra, Nina; Kopelyanskiy, Dmitry; Alakurtti, Sami; Tikka, Mari; Jaffe, Charles L.; Yli-Kauhaluoma, Jari MedChemComm, 2014 , vol. 5, # 4 p. 445 - 451

~%

Bevirimat Structure

Bevirimat

CAS#:174022-42-5

Literature: Haavikko, Raisa; Nasereddin, Abedelmajeed; Sacerdoti-Sierra, Nina; Kopelyanskiy, Dmitry; Alakurtti, Sami; Tikka, Mari; Jaffe, Charles L.; Yli-Kauhaluoma, Jari MedChemComm, 2014 , vol. 5, # 4 p. 445 - 451

~%

Bevirimat Structure

Bevirimat

CAS#:174022-42-5

Literature: Haavikko, Raisa; Nasereddin, Abedelmajeed; Sacerdoti-Sierra, Nina; Kopelyanskiy, Dmitry; Alakurtti, Sami; Tikka, Mari; Jaffe, Charles L.; Yli-Kauhaluoma, Jari MedChemComm, 2014 , vol. 5, # 4 p. 445 - 451

 Synonyms

DSB
UNII-S125DW66N8
3-O-(3',3'-dimethylsuccinyl)betulinic acid
YK FH312
YK-FH312
PA-457
BVM
(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-(3-carboxy-3-methylbutanoyl)oxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
Bevirimat
Butanedioic acid, 2,2-dimethyl-, 4-[(3β)-28-hydroxy-28-oxolup-20(29)-en-3-yl] ester
(3β)-3-[(3-Carboxy-3-methylbutanoyl)oxy]lup-20(29)-en-28-oic acid
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