Darunavir ethanolate
- Product Name
- Darunavir ethanolate
- CAS No.
- 635728-49-3
- Chemical Name
- Darunavir ethanolate
- Synonyms
- Darunavir ethanolate;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;Unii-33o78xf0bw;[14C]-Darunavir ethanolate;Darunavir Ethanolate (100 mg);Darunavir ethanolate- Bio-X ?;Darunavir Ethanolate(Prezista);Darunavir Ethanolate, 10 mM in DMSO;Darunavir Ethanolate (DRV, Prezista)
- CBNumber
- CB32496602
- Molecular Formula
- C29H43N3O8S
- Formula Weight
- 593.74
- MOL File
- 635728-49-3.mol
Darunavir ethanolate Property
- Melting point:
- 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|
Safety
- HS Code
- 29334900
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 163597
- Product name
- Darunavir Ethanolate
- Packaging
- 5mg
- Price
- $460
- Updated
- 2021/12/16
- Product number
- D193520
- Product name
- DarunavirEthanolate
- Packaging
- 50mg
- Price
- $770
- Updated
- 2021/12/16
- Product number
- D193520
- Product name
- DarunavirEthanolate
- Packaging
- 5mg
- Price
- $150
- Updated
- 2021/12/16
- Product number
- FD64995
- Product name
- Darunavir Ethanolate
- Packaging
- 500mg
- Price
- $175
- Updated
- 2021/12/16
- Product number
- 1247DB
- Product name
- Darunavirethanolate
- Packaging
- 10mg
- Price
- $210
- Updated
- 2021/12/16
Darunavir ethanolate Chemical Properties,Usage,Production
Uses
Darunavir 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
Uses
Darunavir 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.
Biological Activity
darunavir ethanolate is a nonpeptidic hiv protease inhibitor approved for the treatment of hiv infection[1].transepithelial transport of darunavir in caco-2 cell monolayers is 2-fold greater in the basal-to-apical direction compared to that in the opposite direction. in l-mdr1 cell, darunavir (121 mm) inhibits p-glycoprotein-mediated efflux of calcein-acetoxymethyl ester[1].darunavir is effective against wild-type and pi-resistant hiv, and has a low oral bioavailability (37%). when used in combination with ritonavir, bioavailability can be increased to 82%[2].[1]. fujimoto h, higuchi m, watanabe h, et al. p-glycoprotein mediates efflux transport of darunavir in human intestinal caco-2 and abcb1 gene-transfected renal llc-pk1 cell lines. biological & pharmaceutical bulletin, 2009, 32(9): 1588-1593.[2]. bhalekar mr, et al. in-vivo bioavailability and lymphatic uptake evaluation of lipid nanoparticulates of darunavir. drug deliv, 2016, 23(7): 2581-2586.
Synthesis
64-17-5
192725-55-6
169280-56-2
635728-49-3
GENERAL STEPS: A solution of (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl (4-nitrophenyl) carbonate (75.4 g) was prepared by dissolving it in N-methyl-2-pyrrolidone (300 mL). This solution was slowly added to a pre-cooled solution of 4-amino-N-[(2R,3S)-3-amino-2-hydroxy-4-phenylbutyl]-N-isobutylbenzenesulfonamide (100 g) in N-methyl-2-pyrrolidinone (200 mL) at -4 to 0 °C, maintaining the temperature at 2±2 °C for 2 hours. Subsequently, the temperature of the reaction mixture was slowly increased to 25-30 °C and kept at this temperature for 8 hours. The reaction process was monitored by TLC. Upon completion of the reaction, ethyl acetate (1000 mL) and purified water (500 mL) were added to the reaction mixture and layered. The organic layer was washed sequentially with sodium carbonate solution (2 x 500 mL) and sodium chloride solution. After concentrating the organic layer, ethanol (300 mL) was added and heated to 45-50 °C and kept for 1 h. Then it was filtered and washed with ethanol. The wet compound was added to a mixture of ethyl acetate-ethanol (7:93, 600mL), heated to reflux, activated carbon added and filtered. The filtrate was cooled to 0-5 °C, the separated solid was filtered and washed with ethanol. Finally, the wet compound was dried at 45 °C to give 124.3 g of the target product, i.e., the ethanol salt of (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl ((2S,3R)-4-(4-amino-N-isobutylbenzenesulfonamido)-3-hydroxy-1-phenylbutan-2-yl)carbamate, which had an HPLC area purity of 99.79%. The area of difuranyl impurity determined by HPLC was 0.08%, and the yield was 82.5%.
in vivo
Darunavir is effective against wild-type and PI-resistant HIV, and has an oral bioavailability of 37%. It needs to be combined with ritonavir, which increases the bioavailability to 82%[3].
IC 50
HIV-1
References
[1] Patent: US2012/251826, 2012, A1. Location in patent: Page/Page column 10
Darunavir ethanolate Preparation Products And Raw materials
Raw materials
Preparation Products
Darunavir ethanolate Suppliers
- Tel
- 021-61350663 13052117465
- Fax
- 021-61350662
- sales@zehanbiopharma.com
- Country
- China
- ProdList
- 984
- Advantage
- 55
- Tel
- 18210857532; 18210857532
- Fax
- 86-10-82849933
- jkinfo@jkchemical.com
- Country
- China
- ProdList
- 96815
- Advantage
- 76
- Tel
- +86-21-20908456
- Fax
- 021-58180499
- sales@BioChemBest.com
- Country
- China
- ProdList
- 6003
- Advantage
- 61
- Tel
- 1-(800)-881-8210
- Fax
- 615-250-9817
- inquiries@lgmpharma.com
- Country
- United States
- ProdList
- 2123
- Advantage
- 70
- Tel
- 021-50135380
- shchemsky@sina.com
- Country
- China
- ProdList
- 32321
- Advantage
- 50
- Tel
- 0531-88811783
- Fax
- +86 (531) 55696010 QQ 1762738062
- sales@trio-pharmatech.com
- Country
- China
- ProdList
- 1856
- Advantage
- 62
- Tel
- 0731-85526065 13308475853
- ivy@hnhbsj.com
- Country
- China
- ProdList
- 7247
- Advantage
- 62
- Tel
- 021-58950125
- Fax
- (86) 21-58955996
- info@chemexpress.com
- Country
- China
- ProdList
- 7552
- Advantage
- 61
- Tel
- 400-6206333 13167063860
- Fax
- 021-50323701
- anhua.mao@aladdin-e.com
- Country
- China
- ProdList
- 25003
- Advantage
- 65
- Tel
- 021-58955995
- Fax
- 609-228-5909
- sales@medchemexpress.cn
- Country
- United States
- ProdList
- 4861
- Advantage
- 58
View Lastest Price from Darunavir ethanolate manufacturers
- Product
- Darunavir ethanolate 635728-49-3
- Price
- US $0.00/G/KG
- Min. Order
- 1G/KG
- Purity
- 99%
- Supply Ability
- 100MT
- Release date
- 2025-04-22
- Product
- Darunavir ethanolate 635728-49-3
- Price
- US $0.00/Kg/Bag
- Min. Order
- 2Kg/Bag
- Purity
- 0.0099
- Supply Ability
- 20 tons
- Release date
- 2021-08-05
- Product
- Unii-33o78xf0bw 635728-49-3
- Price
- US $63.00/g
- Min. Order
- 1g
- Purity
- 98%
- Supply Ability
- 100kg
- Release date
- 2021-06-04