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Indinavir sulfate

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Category HIV Protease
CAS 157810-81-6
Description Indinavir is a protease inhibitor used as a component of highly active antiretroviral therapy to treat HIV infection and AIDS. It inhibits the HIV-1 protease with an IC50 value of 0.41 nM and Ki value of 0.24 nM. However, indinavir demonstrates up to a 50-fold loss in potency against the HIV-1 protease drug-resistant mutations PRL24I, PRI50V, and PRG73S (Kis = 1.4, 27, and 0.55 nM).
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Product Information

Synonyms Crixivan sulfate; MK-639 sulfate; L-735524 sulfate; MK639 sulfate; L735524 sulfate; MK 639 sulfate; L 735524 sulfate
IUPAC Name (2S)-1-[(2S,4R)-4-benzyl-2-hydroxy-5-[[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]amino]-5-oxopentyl]-N-tert-butyl-4-(pyridin-3-ylmethyl)piperazine-2-carboxamide;sulfuric acid
Molecular Weight 711.87
Molecular Formula C36H49N5O8S
Canonical SMILES CC(C)(C)NC(=O)C1CN(CCN1CC(CC(CC2=CC=CC=C2)C(=O)NC3C(CC4=CC=CC=C34)O)O)CC5=CN=CC=C5.OS(=O)(=O)O
InChI InChI=1S/C36H47N5O4.H2O4S/c1-36(2,3)39-35(45)31-24-40(22-26-12-9-15-37-21-26)16-17-41(31)23-29(42)19-28(18-25-10-5-4-6-11-25)34(44)38-33-30-14-8-7-13-27(30)20-32(33)43;1-5(2,3)4/h4-15,21,28-29,31-33,42-43H,16-20,22-24H2,1-3H3,(H,38,44)(H,39,45);(H2,1,2,3,4)/t28-,29+,31+,32-,33+;/m1./s1
InChIKey NUBQKPWHXMGDLP-BDEHJDMKSA-N
Boiling Point 877.9°C at 760 mmHg
Melting Point 150-153°C
Flash Point 484.7°C
Purity >98%
Solubility In Vitro:
DMSO : ≥ 100 mg/mL (140.48 mM)
H2O : 50 mg/mL (70.24 mM; Need ultrasonic)
Appearance White to off-white (Solid)
Application Hiv protease inhibitors.
Storage -20°C, sealed storage, away from moisture
* In solvent :
-80°C 6 months;
-20°C 1 month (sealed storage, away from moisture)
Complexity 1030
Exact Mass 711.33018471
In Vitro Indinavir sulfate (0-50 µM; 18 h) blocks lymphocyte cell cycle in G0/G1 phase in PBMCs cells and impairs lymphoproliferative responses.
Indinavir sulfate (40 µM-40 nM; 5 days) inhibits cell invasion and (40 µM-40 nM; 48 h) MMPs-2 activation of the Huh7 and SK-HEP-1 hepatocarcinoma cells in vitro.
In Vivo Indinavir sulfate (70 mg/kg; i.g.; once a day for 3 weeks) inhibits the growth of hepatocarcinoma cells in vivo.
PSA 201.01000
Target HIV; HIV Protease; SARS-CoV; Apoptosis; MMP
Vapor Pressure 5.56E-33mmHg at 25°C

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