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206361-99-1

206361-99-1 structural image
Product Name: Darunavir
Formula: C27H37N3O7S
Synonyms: [(1R,5S,6R)-2,8-dioxabicyclo[3.3.0]oct-6-yl] N-[(2S,3R)-4- [(4-aminophenyl)sulfonyl- (2-methylpropyl)amino]-3-hydroxy-1-phenyl- butan-2-yl];TMC-114;UIC-94017
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CHEMICAL AND PHYSICAL PROPERTIES

Physical Description Solid
Color/Form White, amorphous solid
Melting Point 74-76
Solubility Approximately 0.15 mg/mL at
LogP 1.89
Dissociation Constants 11.43±0.46(Predicted)

SAFETY INFORMATION

Signal word Warning
Pictogram(s)

Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

COMPUTED DESCRIPTORS

Molecular Weight 547.7 g/mol
XLogP3 2.9
Hydrogen Bond Donor Count 3
Hydrogen Bond Acceptor Count 9
Rotatable Bond Count 12
Exact Mass 547.23522170 g/mol
Monoisotopic Mass 547.23522170 g/mol
Topological Polar Surface Area 149 Ų
Heavy Atom Count 38
Formal Charge 0
Complexity 853
Isotope Atom Count 0
Defined Atom Stereocenter Count 5
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes

PRODUCT INTRODUCTION

Description

Darunavir is an N, N-disubstituted benzenesulfonamide bearing an unsubstituted amino group at the 4-position, used for treating HIV infection. A second-generation HIV protease inhibitor, darunavir was designed to form robust interactions with the protease enzyme from many strains of HIV, including those from treatment-experienced patients with multiple resistance mutations to other protease inhibitors. It has a role as an HIV protease inhibitor and an antiviral drug. It is a furofuran, a carbamate ester and a sulfonamide.

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