Beclabuvir
- CAS No.
- 958002-33-0
- Chemical Name:
- Beclabuvir
- Synonyms
- Beclabuvir;Beclabuvir(BMS-791325);(1aR,12bS)-8-cyclohexyl-N-[(dimethylamino)sulfonyl]-1,1a,2,12b-tetrahydro-11-methoxy-1a-[(3-methyl-3,8-diazabicyclo[3.2.1]oct-8-yl)carbonyl]-cycloprop[d]indolo[2,1-a][2]benzazepine-5-carboxamide;Cycloprop[d]indolo[2,1-a][2]benzazepine-9-carboxamide, 12-cyclohexyl-N-[(dimethylamino)sulfonyl]-4b,5,5a,6-tetrahydro-3-methoxy-5a-[(3-methyl-3,8-diazabicyclo[3.2.1]oct-8-yl)carbonyl]-, (4bS,5aR)-
- CBNumber:
- CB12717749
- Molecular Formula:
- C36H45N5O5S
- Molecular Weight:
- 659.84
- MDL Number:
- MFCD28515320
- MOL File:
- 958002-33-0.mol
| Density | 1.45±0.1 g/cm3(Predicted) |
|---|---|
| storage temp. | Store at -20°C |
| solubility | DMSO:30.0(Max Conc. mg/mL);45.46(Max Conc. mM) |
| form | Solid |
| pka | 4.44±0.40(Predicted) |
| color | White to off-white |
| FDA UNII | MYW1X5CO9S |
Beclabuvir price
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| ChemScene | CS-6041 | Beclabuvir 99.91% | 958002-33-0 | 1mg | $168 | 2021-12-16 | Buy |
| ChemScene | CS-6041 | Beclabuvir 99.91% | 958002-33-0 | 5mg | $420 | 2021-12-16 | Buy |
| ChemScene | CS-6041 | Beclabuvir 99.91% | 958002-33-0 | 10mg | $660 | 2021-12-16 | Buy |
| ChemScene | CS-6041 | Beclabuvir 99.91% | 958002-33-0 | 50mg | $1920 | 2021-12-16 | Buy |
Beclabuvir Chemical Properties,Uses,Production
Description
Beclabuvir is a non-nucleoside, nonstructural protein 5B (NS5B) polymerase inhibitor approved in Japan as part of a fixed-dose combination product for the treatment of hepatitis C virus (HCV). Upon administration and after intracellular uptake, the drug binds to the allosteric, noncatalytic “Thumb 1” site of NS5B resulting in a decreased rate of viral RNA synthesis and replication.4 Beclabuvir is combined with asunaprevir and declatasvir (both approved in 2014) and was discovered and developed by Bristol-Myers Squibb.
Synthesis
The syntheses of asunaprevir and declatasvir were described
in an earlier review article.Condensation of
indole-6-carboxylic acid (1) with cyclohexanone under basic
conditions gave acid 2 in quantitative yield. Hydrogenation of
the double bond in 2 using Pearlman?ˉs catalyst was followed by
esterification to give ester 3 in high yield. Bromination of the
indole at the 2-position was accomplished with pyridinium
tribromide, and this was followed by saponification to provide
acid 4. Treatment of 4 with carbonyldiimidazole (CDI)
followed by N,N- dimethylsulfamide and 1, 8 -
diazabicyclo[5.4.0]undec-7-ene (DBU) gave compound 5 in
74% yield. Suzuki coupling of 5 with commercial boronic acid 6
provided intermediate 7, which converted to hemiaminal 8
upon continued heating in 61% yield. Compound 8 was then
treated with methyl 2-(dimethoxyphosphoryl)acrylate (9) to
affect a tandem conjugate addition and Horner?Wadsworth?
Emmons (HWE) olefination to give ester 10. Alternatively, the
Suzuki coupling reaction of 5 with 6 could be stopped at
intermediate 7, which could be treated with 9 to promote the tandem conjugate addition/HWE to give 10. Corey?-Chaykovsky cyclopropanation of 10 using sodium hydride
and trimethylsulfoxonium iodide followed by chiral separation
provided cyclopropane 11 in good yield and >99% enantiomeric
excess (ee). Saponification of the methyl ester of 11
followed by coupling with 3-methyl-3,8-diazabicyclo[3.2.1]-
octane dihydrochloride (12) gave beclabuvir (I) in high yield.
Beclabuvir Preparation Products And Raw materials
Raw materials
Preparation Products
Beclabuvir Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
| InvivoChem | +1-708-310-1919 +1-13798911105 | sales@invivochem.cn | United States | 6393 | 58 |
| Wuhan Topule Biopharmaceutical Co., Ltd | +8618327326525 | masar@topule.com | China | 8474 | 58 |
| Aladdin Scientific | +1-+1(833)-552-7181 | sales@aladdinsci.com | United States | 52927 | 58 |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131980 | 58 |
| Shanghai Biopharmaleader Co., Ltd. | +86 18721201413 | sales@biopharmaleader.com | China | 1720 | 58 |
| Musechem | +1-800-259-7612 | info@musechem.com | United States | 4662 | 60 |
| Fan De(Beijing) Biotechnology Co., Ltd. | 15911056312 | liming@bio-fount.com | China | 9730 | 58 |
| Hangzhou Synstar pharmaceutical Technology CO.,Ltd | 0571-85361029 | synstar518@163.com | China | 1991 | 58 |
| Shanghai zhigan biotechnology co., LTD | zhiqianbio@126.com | China | 19785 | 58 |