Bedaquiline (fuMarate)

Base Information

Chemical Name:Bedaquiline (fuMarate)
CAS No.:845533-86-0
Molecular Formula:C36H33BrN2O5
Molecular Weight:671.588
Hs Code.:
Mol file:845533-86-0.mol

Synonyms:Bedaquiline (fuMarate);R 403323;(1R,2S)-1-(6-broMo-2-Methoxyquinolin-3-yl)-4-(diMethylaMino)-2-naphthalen-1-yl-1-phenylbutan-2-ol,(E)-but-2-enedioic acid;(1R,2S)-1-(6-bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2-(naphthalen-1-yl)-1-phenylbutan-2-ol fumarate

Suppliers and Price of Bedaquiline (fuMarate)

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

DC Chemicals
Bedaquilinefumarate >99%
100 mg
$ 250.00

DC Chemicals
Bedaquilinefumarate >99%
1 g
$ 1000.00

DC Chemicals
Bedaquilinefumarate >99%
250 mg
$ 500.00

CSNpharm
BedaquilineFumarate
5mg
$ 48.00

CSNpharm
BedaquilineFumarate
1mg
$ 35.00

CSNpharm
BedaquilineFumarate
50mg
$ 152.00

Crysdot
Bedaquilinefumarate 98+%
50mg
$ 1042.00

Crysdot
Bedaquilinefumarate 98+%
10mg
$ 293.00

Crysdot
Bedaquilinefumarate 98+%
5mg
$ 163.00

ChemScene
Bedaquilinefumarate 99.98%
5mg
$ 60.00

Total 81 raw suppliers

Chemical Property of Bedaquiline (fuMarate)

Chemical Property:

PSA：120.19000
LogP:6.84230
Storage Temp.:Inert atmosphere,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

Bedaquilinefumarate >99% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Clinical Use Bedaquiline fumarate is a diarylquinone drug developed by Janssen Pharmaceutical which is marketed under the trade name Sirturo ®. The drug, which was approved in 2012 for the treatment of multidrug-resistant tuberculosis (MDR-TB), was developed in partnership with Johnson & Johnson and represents the first new tuberculosis therapy approved in over four decades. Bedaquiline is the first member of a new class of diarylquinone compounds whose mechanism of action inhibits Mycobaterium tuberculosis ATP synthase which deprives bacterium of energy.
Drug interactions Potentially hazardous interactions with other drugs Antibacterials: concentration possibly increased by ciprofloxacin, clarithromycin and erythromycin - avoid concomitant use if for more than 14 days; avoid with moxifloxacin; concentration possibly reduced by rifampicin - avoid; possibly increased risk of ventricular arrhythmias with clofazimine. Antiepileptics: concentration possibly reduced by carbamazepine, fosphenytoin and phenytoin - avoid. Antivirals: AUC increased by ritonavir, use with caution, avoid in combination with lopinavir.

Technology Process of Bedaquiline (fuMarate)

There total 6 articles about Bedaquiline (fuMarate) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

: 654655-80-8,654653-93-7,857086-92-1
1-(6-bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2-(naphthalen-1-yl)-1-phenylbutan-2-ol

: 110-17-8,26099-09-2
(2E)-but-2-enedioic acid

: 845533-86-0
[4-(6-bromo-2-methoxyquinolin-3-yl)-3-hydroxy-3-(naphthalen-1-yl)-4-phenylbutyl]dimethylazanium 3-carboxyprop-2-enoate

Guidance literature:: 1-(6-bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2-(naphthalen-1-yl)-1-phenylbutan-2-ol; With (R)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl-2,2' diyl hydrogen phosphate; In methanol; N,N-dimethyl-formamide; at 80 ℃; for 1h;

With potassium carbonate; In water; toluene; for 0.166667h;

(2E)-but-2-enedioic acid; for 1h; Reflux;

Reference yield: 82.0%

: 843663-66-1,654653-93-7,857086-92-1
bedaquiline

: 110-17-8,26099-09-2
(2E)-but-2-enedioic acid

: 845533-86-0
[4-(6-bromo-2-methoxyquinolin-3-yl)-3-hydroxy-3-(naphthalen-1-yl)-4-phenylbutyl]dimethylazanium 3-carboxyprop-2-enoate

Guidance literature:: In isopropyl alcohol; at 20 - 70 ℃; for 18h; Heating / reflux;

Reference yield:

: 316146-27-7
N-(4-bromophenyl)-3-phenylpropanamide

: 845533-86-0
[4-(6-bromo-2-methoxyquinolin-3-yl)-3-hydroxy-3-(naphthalen-1-yl)-4-phenylbutyl]dimethylazanium 3-carboxyprop-2-enoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: trichlorophosphate / acetonitrile / 3 h / 75 - 80 °C

2.1: 12 h / 60 - 65 °C

3.1: lithium diisopropyl amide / tetrahydrofuran / -75 - -70 °C

3.2: 2.5 h / -75 - -70 °C

4.1: isopropyl alcohol / 75 - 80 °C

With lithium diisopropyl amide; trichlorophosphate; In tetrahydrofuran; isopropyl alcohol; acetonitrile;