Lopinavir

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Names

[ CAS No. ]:
192725-17-0

[ Name ]:
Lopinavir

[Synonym ]:
1(2H)-Pyrimidineacetamide, N-[(1S,3S,4S)-4-[[2-(2,6-dimethylphenoxy)acetyl]amino]-3-hydroxy-5-phenyl-1-(phenylmethyl)pentyl]tetrahydro-α-(1-methylethyl)-2-oxo-, (αS)-
(2S)-N-[(2S,4S,5S)-5-{[(2,6-Dimethylphenoxy)acetyl]amino}-4-hydroxy-1,6-diphenyl-2-hexanyl]-3-methyl-2-(2-oxotetrahydro-1(2H)-pyrimidinyl)butanamide
(2S)-N-[(1S,3S,4S)-1-benzyl-4-{[(2,6-diméthylphénoxy)acétyl]amino}-3-hydroxy-5-phénylpentyl]-3-méthyl-2-(2-oxotétrahydropyrimidin-1(2H)-yl)butanamide
ABT 378
(2S)-N-[(1S,3S,4S)-1-Benzyl-4-{[(2,6-dimethylphenoxy)acetyl]amino}-3-hydroxy-5-phenylpentyl]-3-methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)butanamid
Lopinavir
Aluviran
1(2H)-pyrimidineacetamide, N-[(1S,3S,4S)-4-[[(2,6-dimethylphenoxy)acetyl]amino]-3-hydroxy-5-phenyl-1-(phenylmethyl)pentyl]tetrahydro-α-(1-methylethyl)-2-oxo-, (αS)-
(aS)-Tetrahydro-N-((aS)-a-((2S,3S)-2-hydroxy-4-phenyl-3-(2-(2,6-xylyloxy)acetamido)butyl)phenethyl)-a-isopropyl-2-oxo-1(2H)-pyrimidineacetamide
Koletr
(2S)-N-[(1S,3S,4S)-1-benzyl-4-{[(2,6-dimethylphenoxy)acetyl]amino}-3-hydroxy-5-phenylpentyl]-3-methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)butanamide
(2S)-N-[(2S,4S,5S)-5-{[(2,6-Dimethylphenoxy)acetyl]amino}-4-hydroxy-1,6-diphenylhexan-2-yl]-3-methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)butanamide
ABT 378/r
Koletra
MFCD04973616

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
924.2±65.0 °C at 760 mmHg

[ Melting Point ]:
124-127°C

[ Molecular Formula ]:
C₃₇H₄₈N₄O₅

[ Molecular Weight ]:
628.801

[ Flash Point ]:
512.7±34.3 °C

[ Exact Mass ]:
628.362488

[ PSA ]:
120.00000

[ LogP ]:
6.26

[ Vapour Pressure ]:
0.0±0.3 mmHg at 25°C

[ Index of Refraction ]:
1.577

[ Storage condition ]:
Hygroscopic, -20°C Freezer, Under inert atmosphere

[ Stability ]:
Hygroscopic

Safety Information

[ Hazard Codes ]:
Xi

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

(2S,3S,5S)-2-(2,6-Dimethylphenoxyacetyl)amino-3-hydroxy-5-amino-1,6-diphenylhexane
(2S)-(1-Tetrahydropyramid-2-one)-3-methylbutanoic acid
(S) 3-METHYL-2-(2-OXO-TETRAHYDRO-PYRIMIDIN-1-YL)-BUTYRYL CHLORIDE
L-Valine
(S)-3-METHYL-2-((PHENOXYCARBONYL)AMINO)BUTANOIC ACID
[(1S,3S,4S)-4-Amino-3-hydroxy-5-phenyl-1-(phenylmethyl)pentyl]carbamic acid 1,1-dimethylethyl ester
(2S,3S,5S)-5-Amino-2-(benzylamino)-1,6-diphenylhexan-3-ol
(2S,3S,5S)-2-(N,N-DIBENZYLAMINO)-3-HYDROXY-5-(TERT-BUTYLOXYCARBONYLAMINO)-1,6-DIPHENYLHEXANE

DownStream

Articles

ABT-378, a highly potent inhibitor of the human immunodeficiency virus protease.

Antimicrob. Agents Chemother. 42(12) , 3218-24, (1998)

The valine at position 82 (Val 82) in the active site of the human immunodeficiency virus (HIV) protease mutates in response to therapy with the protease inhibitor ritonavir. By using the X-ray crysta...

HIV-1 subtype influences susceptibility and response to monotherapy with the protease inhibitor lopinavir/ritonavir.

J. Antimicrob. Chemother. 70(1) , 243-8, (2015)

PI susceptibility results from a complex interplay between protease and Gag proteins, with Gag showing wide variation across HIV-1 subtypes. We explored the impact of pre-treatment susceptibility on t...

Antiretroviral therapy response among HIV-2 infected patients: a systematic review.

BMC Infect. Dis. 14 , 461, (2014)

Few data are available on antiretroviral therapy (ART) response among HIV-2 infected patients. We conducted a systematic review on treatment outcomes among HIV-2 infected patients on ART, focusing on ...