Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

Lopinavir

Related Products

Hot Products

Name

Lopinavir

EINECS N/A
CAS No. 192725-17-0 Density 1.163 g/cm3
PSA 120.00000 LogP 4.39310
Solubility N/A Melting Point 124-127 °C
Formula C37H48N4O5 Boiling Point 924.1 °C at 760 mmHg
Molecular Weight 628.812 Flash Point 512.7 °C
Transport Information N/A Appearance white crystalline solid
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 192725-17-0 (Lopinavir) Hazard Symbols Xi
Synonyms

1(2H)-Pyrimidineacetamide,N-[(1S,3S,4S)-4-[[(2,6-dimethylphenoxy)acetyl]amino]-3-hydroxy-5-phenyl-1-(phenylmethyl)pentyl]tetrahydro-a-(1-methylethyl)-2-oxo-, (aS)- (9CI);1(2H)-Pyrimidineacetamide,N-[4-[[(2,6-dimethylphenoxy)acetyl]amino]-3-hydroxy-5-phenyl-1-(phenylmethyl)pentyl]tetrahydro-a-(1-methylethyl)-2-oxo-, [1S-[1R*(R*),3R*,4R*]]-;A157378.0;ABT 378;Aluviran;Koletra;1(2H)-Pyrimidineacetamide,N-[(1S,3S,4S)-4-[[2-(2,6-dimethylphenoxy)acetyl]amino]-3-hydroxy-5-phenyl-1-(phenylmethyl)pentyl]tetrahydro-a-(1-methylethyl)-2-oxo-, (aS)-;Intermediates of Lopinavir;

Article Data 20

Lopinavir Synthetic route

(2S,3S,5S)-2-amino-3-hydroxy-5-(2S-(1-tetrahydro-pyrimid-2-onyl)-3-methylbutanoyl)amino-1,6-diphenylhexane (S)-pyroglutamic acid salt

C13H14N2O2

192725-17-0

lopinavir

Conditions
ConditionsYield
In ethyl acetate at 25℃; for 8h; Solvent;97%

C28H40N4O2*C5H7NO3

C13H14N2O2

192725-17-0

lopinavir

Conditions
ConditionsYield
In dichloromethane at 25℃; for 8h; Solvent;96%
224648-11-7

N-(2,6-dimethyl-phenyloxy acetyloxy)succinimide

C28H40N4O2*C5H7NO3

192725-17-0

lopinavir

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 25℃; for 8h; Solvent;96%

(2S,3S,5S)-2-amino-3-hydroxy-5-(2S-(1-tetrahydro-pyrimid-2-onyl)-3-methylbutanoyl)amino-1,6-diphenylhexane (S)-pyroglutamic acid salt

224648-11-7

N-(2,6-dimethyl-phenyloxy acetyloxy)succinimide

192725-17-0

lopinavir

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 25℃; for 8h; Solvent;96%
192800-77-4

2S-(1-tetrahydro-pyrimid-2-onyl)-3-methyl butanoyl chloride

192725-49-8

(2S,3S,5S)-2-(2,6-dimethylphenoxyacetyl)amino-3-hydroxy-5-amino-1,6-diphenylhexane

192725-17-0

lopinavir

Conditions
ConditionsYield
With 1H-imidazole In ethyl acetate; N,N-dimethyl-formamide at 0 - 20℃; Reagent/catalyst; Inert atmosphere;92%
With 1H-imidazole; dmap In ethyl acetate; N,N-dimethyl-formamide at 0 - 10℃; for 14h;

C28H40N4O2*C5H7NO3

C19H19NO5

192725-17-0

lopinavir

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 25℃; for 8h; Solvent;92%

(2S,3S,5S)-2-amino-3-hydroxy-5-(2S-(1-tetrahydro-pyrimid-2-onyl)-3-methylbutanoyl)amino-1,6-diphenylhexane (S)-pyroglutamic acid salt

C19H19NO5

192725-17-0

lopinavir

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 25℃; for 8h; Solvent;92%
192725-49-8

(2S,3S,5S)-2-(2,6-dimethylphenoxyacetyl)amino-3-hydroxy-5-amino-1,6-diphenylhexane

192725-50-1

(S)-tetrahydro-α-(1-methylethyl)-2-oxo-1(2H)-pyrimidineacetic acid

192725-17-0

lopinavir

Conditions
ConditionsYield
Stage #1: (2S,3S,5S)-2-(2,6-dimethylphenoxyacetyl)amino-3-hydroxy-5-amino-1,6-diphenylhexane; (S)-tetrahydro-α-(1-methylethyl)-2-oxo-1(2H)-pyrimidineacetic acid With thionyl chloride In dichloromethane at 0℃; for 2h; Reflux;
Stage #2: With triethylamine In dichloromethane at 0 - 20℃; for 5h;
90.1%
With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide70%

C28H40N4O2*C5H7NO3

C18H15NO5

192725-17-0

lopinavir

Conditions
ConditionsYield
With triethylamine In acetonitrile at 25℃; for 8h; Solvent;89%

(2S,3S,5S)-2-amino-3-hydroxy-5-(2S-(1-tetrahydro-pyrimid-2-onyl)-3-methylbutanoyl)amino-1,6-diphenylhexane (S)-pyroglutamic acid salt

C18H15NO5

192725-17-0

lopinavir

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 25℃; for 8h; Solvent;89%

Lopinavir Chemical Properties

IUPAC Name: (2S)-N-[(2S,4S,5S)-5-[[2-(2,6-Dimethylphenoxy)acetyl]amino]-4-hydroxy-1,6-diphenylhexan-2-yl]-3-methyl-2-(2-oxo-1,3-diazinan-1-yl)butanamide
Formula: C37H48N4O5
Molecular Weight: 628.8 g/mol
Molecular Structure of Lopinavir (CAS NO.192725-17-0):

Melting Point: 124-127 °C 
Flash Point: 512.7 °C 
Boiling Point: 924.1 °C at 760 mmHg 
Density: 1.163 g/cm3 
Enthalpy of  Vaporization: 140.81 kJ/mol 
Appearance: white crystalline solid
Index of Refraction: 1.577 
Molar Refractivity: 179.17 cm3 
Molar Volume: 540.4 cm
Surface Tension: 49.4 dyne/cm 
XLogP3-AA: 5.9
H-Bond Donor: 4
H-Bond Acceptor: 5
Rotatable Bond Count: 15
Tautomer Count: 8
Exact Mass: 628.362471
MonoIsotopic Mass: 628.362471
Topological Polar Surface Area: 120
Heavy Atom Count: 46 
Product Categories: Anti-viral Compounds;Anti-virals;Intermediates & Fine Chemicals;Non-nucleoside Reverse Transcriptase;Pharmaceuticals

Lopinavir History

In an attempt to improve on the HIV resistance and serum protein-binding properties of the company's earlier protease inhibitor, ritonavir, Lopinavir was developed by Abbott. Abbott pursued a strategy of co-administering lopinavir with sub-therapeutic doses of ritonavir, and lopinavir is only marketed as a co-formulation with ritonavir. It is the first multi-drug capsule to contain a drug not available individually. Lopinavir/ritonavir was approved by the US FDA on 15 September 2000, and in Europe in April 2001. On June 26, 2016, Its patent will expire in the US. Abbott Laboratories was one of the earliest users of the Advanced Photon Source, a national synchrotron-radiation light source at Argonne National Laboratory. One of the early research projects undertaken at the Advanced Photon Source was the Human Immunodeficiency Virus. Using X-ray crystallography, researchers found the points of attack of the HIV protease inhibitors–agents that block the breakdown of proteins. Protease inhibitors stop HIV from making new copies of itself by blocking the last step in the process, when the virus attempts to replicate - and out of that discovery came the drug Kaletra.

Lopinavir Uses

 Lopinavir (CAS NO.192725-17-0) is used as a selective HIV protease inhibitor.  It is also used as an analogue of Ritonavir.

Lopinavir Specification

 The chemical synonyms of Lopinavir (CAS NO.192725-17-0) is also named as (1S-(1R*(R*),3R*,4R*))-N-(4-(((2,6-Dimethylphenoxy)acetyl)amino)-3-hydroxy-5-phenyl-1-(phenylmethyl)pentyl)tetrahydro-alpha-(1-methylethyl)-2-oxo-1(2H)-pyrimidineacetamide ; (alphaS)-Tetrahydro-N-((alphaS)-alpha-((2S,3S)-2-hydroxy-4-phenyl-3-(2-(2,6-xylyloxy)acetamido)butyl)phenethyl)-alpha-isopropyl-2-oxo-1(2H)-pyrimidineacetamide ; A 157378.0 ; ABT 378 ; ABT-378 ; UNII-2494G1JF75 .

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 192725-17-0