Basic information
- CAS
635728-39-1- Standard SMILES
CC(C)CN(C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)O[C@H]1CO[C@H]2OCC[C@H]21)S(=O)(=O)c1ccc(N)cc1.CCO- InChIKey
QWSHKNICRJHQCY-VBTXLZOXSA-N- Molecular formula
- C29H43N3O8S
- Average molar mass
- 593.7 g/mol
- Monoisotopic mass
- 593.27708651
Overview
Darunavir (brand name: Prezista) is a prescription medicine approved by the U.S. Food and Drug Administration (FDA) for the treatment of HIV in adults and children. Darunavir is always used with a pharmacokinetic enhancer (boosting agent) in combination with other HIV medicines. Currently, ritonavir is the only boosting agent available for use with stand-alone darunavir.
Names & identifiers
- Preferred name
- Darunavir Ethanolate
- IUPAC
- [(3aS,4R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-4-yl] N-[(2S,3R)-4-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-3-hydroxy-1-phenylbutan-2-yl]carbamate;ethanol
- English name
- Darunavir ethanolate
- Molecular formula
- C29H43N3O8S
- Molecular weight
- 593.74
Names & synonyms
Darunavir ethanolate635728-49-3RezolstaDarunavir monoethanolateTmc114 ethanolateDarunavir (as ethanolate)33O78XF0BWPREZCOBIX COMPONENT DARUNAVIR ETHANOLATERefChem:56285864-065-4UNII-33O78XF0BWDarunavir (Ethanolate)
Show more names
Carbamic acid, ((1S,2R)-3-(((4-aminophenyl)sulfonyl)(2-methylpropyl)amino)-2-hydroxy-1-(phenylmethyl)propyl)-, (3R,3as,6ar)-hexahydrofuro(2,3-B)furan-3-yl ester, compd. with ethanol (1:1)To the drug[14C]-Darunavir ethanolateDarunavir Ethanolate (100 mg)Darunavir ethanolate- Bio-X ?Darunavir Ethanolate(Prezista)Darunavir hemiethanolate saltDarunavir Ethanolate, 10 mM in DMSO
MFCD18251642Prezista (TN)darunavir ethanol solvate[(3aS,4R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-4-yl] N-[(2S,3R)-4-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-3-hydroxy-1-phenylbutan-2-yl]carbamate;ethanolDarunavir Ethanolate (Prezista)SYMTUZA COMPONENT DARUNAVIR(3R,3AS,6aR)-Hexahydrofuro[2,3-b]furan-3-yl ((2S,3R)-4-(4-amino-N-isobutylphenylsulfonamido)-3-hydroxy-1-phenylbutan-2-yl)carbamate EthanolateDarunavir ethanolate (JAN)
Properties
Computed structural properties
- Topological polar surface area
- 169 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 12
- Heavy atoms
- 41
- Formal charge
- 0
- Complexity
- 856
Experimental & physicochemical properties
Human Drugs
FDA approved drugs -> Active ingredient
EMA approved medicines: Human medicine
FDA approved drugs -> Active ingredient
Physicochemical properties
- Melting point
- 98 · 98-100°C
- storage temp.
- Refrigerator
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- color
- White
- InChIKey
- QWSHKNICRJHQCY-MVUAUMSNNA-N
- SMILES
- C(O)C.O([C@H]1CO[C@@]2([H])OCC[C@@]12[H])C(=O)N[C@@H](CC1C=CC=CC=1)[C@H](O)CN(CC(C)C)S(C1C=CC(N)=CC=1)(=O)=O |&1:4,7,12,17,25,r|
- FDA UNII
- 33 O78XF0BW · 33O78XF0BW
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P305+P351+P338
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- hs_code
- 29334900
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationInhibitors of HIV PROTEASE, an enzyme required for production of proteins needed for viral assembly.
Applications
UsesDarunavir Ethanolate(Prezista) is an inhibitor of HIV protease. [1] Darunavir was designed to form robust interactions with the protease enzyme from many strains of HIV, including strains from treatment-experienced patients with multiple resistance mutati
UsesDarunavir Ethanolate (Prezista) is an HIV protease inhibitor. Derivative of Darunavir (D193500), a second generation HIV-1-protease inhibitor; structurally similar to amprenavir. Antiviral. It is a COVID19-related research product.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Related reactions
4 records
Compound notes
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