ベダキリンフマル酸塩
ベダキリンフマル酸塩 物理性質
- 貯蔵温度 :
- Inert atmosphere,Room Temperature
- 溶解性:
- DMSO : 100 mg/mL (148.90 mM; Need ultrasonic)H2O : < 0.1 mg/mL (insoluble)
- 外見 :
- Powder
- InChIKey:
- ZLVSPMRFRHMMOY-KZDJUSSONA-N
- SMILES:
- C(/C(=O)O)=C\C(=O)O.[C@](C1=CC=CC2C=CC=CC1=2)(O)(CCN(C)C)[C@H](C1C=CC=CC=1)C1=CC2C=C(Br)C=CC=2N=C1OC |&1:8,25,r|
安全性情報
- リスクと安全性に関する声明
- 危険有害性情報のコード(GHS)
| 絵表示（GHS） |
|
| 注意喚起語 |
警告 |
| 危険有害性情報 |
| コード |
危険有害性情報 |
危険有害性クラス |
区分 |
注意喚起語 |
シンボル |
P コード |
| H302 |
飲み込むと有害 |
急性毒性、経口 |
4 |
警告 |
|
P264, P270, P301+P312, P330, P501 |
| H315 |
皮膚刺激 |
皮膚腐食性/刺激性 |
2 |
警告 |
|
P264, P280, P302+P352, P321,P332+P313, P362 |
| H319 |
強い眼刺激 |
眼に対する重篤な損傷性/眼刺激 性 |
2A |
警告 |
|
P264, P280, P305+P351+P338,P337+P313P |
| H335 |
呼吸器への刺激のおそれ |
特定標的臓器毒性、単回暴露； 気道刺激性 |
3 |
警告 |
|
|
|
| 注意書き |
| P261 |
粉じん/煙/ガス/ミスト/蒸気/スプレーの吸入を避ける こと。 |
| P264 |
取扱い後は皮膚をよく洗うこと。 |
| P264 |
取扱い後は手や顔をよく洗うこと。 |
| P270 |
この製品を使用する時に、飲食または喫煙をしないこ と。 |
| P271 |
屋外または換気の良い場所でのみ使用すること。 |
| P280 |
保護手袋/保護衣/保護眼鏡/保護面を着用するこ と。 |
| P301+P312 |
飲み込んだ場合：気分が悪い時は医師に連絡する こと。 |
| P302+P352 |
皮膚に付着した場合：多量の水と石鹸で洗うこと。 |
| P304+P340 |
吸入した場合：空気の新鮮な場所に移し、呼吸しやすい 姿勢で休息させること。 |
| P305+P351+P338 |
眼に入った場合：水で数分間注意深く洗うこと。次にコ ンタクトレンズを着用していて容易に外せる場合は外す こと。その後も洗浄を続けること。 |
| P330 |
口をすすぐこと。 |
| P332+P313 |
皮膚刺激が生じた場合：医師の診断/手当てを受けるこ と。 |
| P337+P313 |
眼の刺激が続く場合：医師の診断/手当てを受けること。 |
| P362 |
汚染された衣類を脱ぎ、再使用す場合には洗濯をすること。 |
|
ベダキリンフマル酸塩 価格
| メーカー |
製品番号 |
製品説明 |
CAS番号 |
包装 |
価格 |
更新時間 |
購入 |
ベダキリンフマル酸塩 化学特性,用途語,生産方法
効能
抗結核薬, ATP合成酵素阻害薬
商品名
サチュロ (ヤンセンファーマ)
説明
Bedaquiline fumarate (BQF) is an FDA-approved antituberculosis drug that targets the enzyme ATP synthase. It is a fumarate salt prepared from equimolar amounts of bedaquiline and fumaric acid. It can be used in combination therapy for the treatment of multidrug-resistant tuberculosis in the lungs of adults (18 years of age and older). The new BQF microemulsion dosage form of BQF has improved oral bioavailability over the previous formulation, and the BQF microemulsion is cytocompatible with significantly higher cellular uptake than the control group at the highest concentration of 500 μg/ml, which could lead to further use in the effective treatment of multidrug-resistant tuberculosis
[1].
定義
ChEBI: Bedaquiline fumarate is a fumarate salt prepared from equimolar amounts of bedaquiline and fumaric acid. It is used in combination therapy for the treatment of pulmonary multi-drug resistant tuberculosis by inhibition of ATP synthase, an enzyme essential for the replication of the mycobacteria. It has a role as an antitubercular agent and an ATP synthase inhibitor. It contains a bedaquiline(2+).
臨床応用
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.
合成
Of the relatively few synthetic approaches to bedaquiline (or its fumarate salt) that have been
reported, the most likely process-scale route is that described by Porstmann and co-workers from
Janssen Pharmaceutical, and this route is outlined in the scheme. The synthesis was initiated by first
freebasing commercially available dimethylaminoketone 31 with sodium hydroxide to provide naphthylone 32 in nearly quantitative yield. Subjection of commercially available quinoline 33 to LDA
removed the benzyllic proton within this system and subsequent trap with naphthylone 32 gave rise to a
mixture of diastereomers whereby the major diastereomer obtained from this reaction corresponded to
the bedaquiline geometry. The minor diastereomer was resolved through multiple recrystallizations and
seeding techniques. This racemate of the major diastereomer subsequently underwent a chiral
resolution upon treatment with BINAP derivative 34 in refluxing DMSO and then upon cooling and
subjection to aqueous base in warm toluene furnished bedaquiline 35 bearing the requisite (R,S)-
configuration of the two vicinal chiral centers corresponding to that of the drug. The overall yield of the
conversion of 33 to enantiopure 35 was 39%. Aminoquinolinol 35 was then prepared as the
corresponding fumarate salt upon treatment with fumaric acid in the presence of isopropanol, and this
salt formation delivered bedaquiline fumarate (VI) in 82% yield.
ベダキリンフマル酸塩 上流と下流の製品情報
原材料
準備製品
ベダキリンフマル酸塩 生産企業
Global( 155)Suppliers
ベダキリンフマル酸塩 スペクトルデータ(1HNMR)
845533-86-0(ベダキリンフマル酸塩)キーワード:
- 845533-86-0
- (1R,2S)-1-(6-bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2-(naphthalen-1-yl)-1-phenylbutan-2-ol fumarate
- (1R,2S)-1-(6-Bromo-2-methoxy-3-quinolinyl)-4-(dimethylamino)-2-(1-naphthyl)-1-phenyl-2-butanol (2E)-2-butenedioate (1:1)
- 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
- Bedaquiline Fumarate salt
- TMC-207;TMC207;TMC 207
- (1R,2S)-1-(6-bromo-2-methoxy-3-quinolinyl)-4-(dimethylamino)-2-(1-naphthalenyl)-1-phenyl-2-butanol
- R207910 fumarate
- TMC207 fumarate
- (4R,12aS)-7-(benzyloxy)-9-bromo-4-methyl-3,4,12,12a-tetrahyd...
- Bedaquiline fumarateQ: What is
Bedaquiline fumarate Q: What is the CAS Number of
Bedaquiline fumarate Q: What is the storage condition of
Bedaquiline fumarate Q: What are the applications of
Bedaquiline fumarate
- Badaquiline Fumarate
- Bedaquinoline fumarate
- Bedaquiline Fumarat
- Sirturo fumarate
- ベダキリンフマル酸塩
- ベダキリンフマル酸塩 (JAN)