デラマニド
|
|
|
- CAS番号.
- 681492-22-8
- 化学名:
- デラマニド
- 别名:
- デラマニド;デラマニド (JAN);デルティバ;1-(4-{[(2R)-2-メチル-6-ニトロ-2H,3H-イミダゾ[2,1-b][1,3]オキサゾール-2-イル]メトキシ}フェニル)-4-(トリフルオロメトキシ)ピペリジン;(2R)-2-メチル-6-ニトロ-2-[[4-[4-(トリフルオロメトキシ)ピペリジノ]フェノキシ]メチル]-2,3-ジヒドロイミダゾ[2,1-b]オキサゾール
- 英語名:
- OPC-67683
- 英語别名:
- Delamanid;CS-2255;OPC-67683;Delamanid (OPC-67683);Deflazacort Impurity 13;DELAMANID;OPC67683;OPC 67683;(2R)-2-methyl-6-nitro-2-[[4-[4-[4-(trifluoromethoxy)phenoxy]...;(2R)-2-METHYL-6-NITRO-2-[[4-[4-[4-(TRIFLUOROMETHOXY)PHENOXY]PIPERIDIN-1-YL]PHENOXY]METHYL]-3H-IMIDAZO[2,1-B][1,3]OXAZOLE;(R)-2-Methyl-6-nitro-2-((4-(4-(4-(trifluoromethoxy)phenoxy)piperidin-1-yl)phenoxy)methyl)-2,3-dihydroimidazo[2,1-b]oxazole;(2R)-2,3-Dihydro-2-methyl-6-nitro-2-[[4-[4-[4-(trifluoromethoxy)phenoxy]-1-piperidinyl]phenoxy]methyl]imidazo[2,1-b]oxazole
- CBNumber:
- CB82512523
- 化学式:
- C25H25F3N4O6
- 分子量:
- 534.48
- MOL File:
- 681492-22-8.mol
|
デラマニド 物理性質
- 融点 :
- 195-196℃
- 沸点 :
- 653.7±65.0 °C(Predicted)
- 比重(密度) :
- 1.45
- 貯蔵温度 :
- Hygroscopic, -20°C Freezer, Under inert atmosphere
- 溶解性:
- クロロホルム (少量)、酢酸エチル (わずかに、超音波処理)
- 酸解離定数(Pka):
- 3.99±0.20(Predicted)
- 外見 :
- 個体
- 色:
- オフホワイトからライトイエロー
- 安定性：:
- 吸湿性
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)
デラマニド 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 |
デラマニド 化学特性,用途語,生産方法
効能
抗結核薬, ミコール酸合成阻害薬
商品名
デルティバ (大塚製薬)
説明
Marketed by Otsuka, delamanid was approved in both the European
Union and Japan in 2014 as part of combination therapies for
multi-drug resistant tuberculosis (TB). Because delamanid exhibited
no adverse drug–drug interactions, it has found utility as a
combination therapy with standard antiretroviral drugs indicated
for TB. Delamanid blocks mycolic acid biosynthesis in Mycobacterium
tuberculosis, which allows its cell wall to be penetrated by
small molecule antivirals.
使用
Delamanid is a novel anti-tuberculosis medication that inhibits mycolic acid synthesis and shows potent in vitro and in vivo activity against drug-resistant strains of Mycobacterium tuberculosis.
合成
Piperidine 81 was concurrently prepared by first generating
biaryl ether 79, which arose from a substitution reaction between
pyridine N-oxide 77 and phenol 78 that proceeded in 86% yield.
Next, removal of the N-oxide functionality by means of catalytic
hydrogenation under mild pressure and neutral conditions
afforded diaryl ether 80 in excellent yield. Reduction of the pyridine
to the corresponding piperidine (81) was affected through
the use of catalytic hydrogenation as well, this time under acidic
conditions and elevated pressures relative to the N-oxide reduction. At this juncture, subjection of piperidine 81 to Buchwald¨C
Hartwig conditions in the presence of diol subunit 82 delivered diol 83. A two-step
elimination to deliver enantiopure epoxide 84 set the stage for an
interesting cascade reaction to arrive at delamanid (XI) directly?a
the initial alkylation of the epoxide by imidazole 85 proceeded
under basic conditions with sodium acetate which then underwent
an intramolecular nucleophilic substitution reaction by the liberated
alcohol on the pendant imidazole chloride in the presence
of sodium hydroxide. The reaction sequence proceeded in 73%
yield to provide delamanid (XI) as a free base.
デラマニド 上流と下流の製品情報
原材料
準備製品
デラマニド 生産企業
Global( 147)Suppliers
681492-22-8(デラマニド)キーワード:
- 681492-22-8
- (R)-2-Methyl-6-nitro-2-((4-(4-(4-(trifluoromethoxy)phenoxy)piperidin-1-yl)phenoxy)methyl)-2,3-dihydroimidazo[2,1-b]oxazole
- Delamanid (OPC-67683)
- OPC-67683
- (2R)-2,3-Dihydro-2-methyl-6-nitro-2-[[4-[4-[4-(trifluoromethoxy)phenoxy]-1-piperidinyl]phenoxy]methyl]imidazo[2,1-b]oxazole
- DELAMANID;OPC67683;OPC 67683
- CS-2255
- (2R)-2-METHYL-6-NITRO-2-[[4-[4-[4-(TRIFLUOROMETHOXY)PHENOXY]PIPERIDIN-1-YL]PHENOXY]METHYL]-3H-IMIDAZO[2,1-B][1,3]OXAZOLE
- Imidazo[2,1-b]oxazole, 2,3-dihydro-2-methyl-6-nitro-2-[[4-[4-[4-(trifluoromethoxy)phenoxy]-1-piperidinyl]phenoxy]methyl]-, (2R)-
- (2R)-2-methyl-6-nitro-2-[[4-[4-[4-(trifluoromethoxy)phenoxy]...
- Delamanid
- Deflazacort Impurity 13
- デラマニド
- デラマニド (JAN)
- デルティバ
- 1-(4-{[(2R)-2-メチル-6-ニトロ-2H,3H-イミダゾ[2,1-b][1,3]オキサゾール-2-イル]メトキシ}フェニル)-4-(トリフルオロメトキシ)ピペリジン
- (2R)-2-メチル-6-ニトロ-2-[[4-[4-(トリフルオロメトキシ)ピペリジノ]フェノキシ]メチル]-2,3-ジヒドロイミダゾ[2,1-b]オキサゾール