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2-(ジフルオロメチル)-L-オルニチン

2-(ジフルオロメチル)-L-オルニチン 化学構造式
67037-37-0
CAS番号.
67037-37-0
化学名:
2-(ジフルオロメチル)-L-オルニチン
别名:
rac-(R*)-2,5-ジアミノ-2-(ジフルオロメチル)ペンタン酸;オルニジル;2-(ジフルオロメチル)オルニチン;(S)-2,5-ジアミノ-2-(ジフルオロメチル)吉草酸;DL-α-ジフルオロメチルオルニチン;2-(ジフルオロメチル)-L-オルニチン;2-ジフルオロメチル-DL-オルニチン;rac-(R*)-2-(ジフルオロメチル)-2,5-ジアミノペンタン酸;(2S)-2-(ジフルオロメチル)-2,5-ジアミノペンタン酸;α-(ジフルオロメチル)-L-オルニチン;2-(ジフルオロメチル)-DL-オルニチン;rac-(2R*)-2-(ジフルオロメチル)-2,5-ジアミノペンタン酸;α-ジフルオロメチル-L-オルニチン;α-(ジフルオロメチル)オルニチン;2-ジフルオロメチル-L-オルニチン;(S)-2-(ジフルオロメチル)-2,5-ジアミノペンタン酸;rac-(2S*)-2,5-ジアミノ-2-(ジフルオロメチル)ペンタン酸;(S)-2-ジフルオロメチル-2,5-ジアミノペンタン酸;α-ジフルオロメチル-DL-オルニチン;rac-(R*)-2-(ジフルオロメチル)-2,5-ジアミノ吉草酸
英語化学名:
Eflornithine
英語别名:
DFMO;Ornidyl;MDL-71782;EFLORNITINE;Eflornithine;Eflornithine base;H-DL-(F2ME)ORN-OH;Eflornithine USP/EP/BP;DIFLUOROMETHYLORNITHINE;2-(Difluoromethyl)ornithine
CBNumber:
CB4373229
化学式:
C6H12F2N2O2
分子量:
182.17
MOL File:
67037-37-0.mol

2-(ジフルオロメチル)-L-オルニチン 物理性質

比重(密度) :
1.1800 (estimate)
貯蔵温度 :
-15°C

安全性情報

2-(ジフルオロメチル)-L-オルニチン 価格 もっと(2)

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
富士フイルム和光純薬株式会社(wako) W01LKTD3221 ジフルオロメチルオルニチン
Difluoromethylornithine
67037-37-0 10mg ¥13800 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01LKTD3221 ジフルオロメチルオルニチン
Difluoromethylornithine
67037-37-0 25mg ¥19800 2021-03-23 購入

2-(ジフルオロメチル)-L-オルニチン 化学特性,用途語,生産方法

効能

抗悪性腫瘍薬, 抗原虫薬, オルニチン脱炭酸酵素阻害薬

説明

Metcalf et al.reported the synthesis of eflornithine (difluoromethyl ornithine [DFMO]) in 1978. Their interest arose from the desire to prepare ornithine decarboxylase (ODC) inhibitors as tools for studying the role of polyamines as regulators of growth processes. Ornithine decarboxylase catalyzes the conversion of ornithine to putrescine (1,4-diaminobutane), which in turn leads to the formation of the polyamines, spermine, and spermidine. It was not until 1980 that Bacchi et al. demonstrated the potential of DFMO in the treatment of trypanosomiasis.

使用

Labelled Eflornithine. Irreversible inhibitor of ornithine decarboxylase, an enzyme involved in polyamine biosynthesis. Antineoplastic; antipneumocystic; antiprotozoal (Trypanosoma). Used in the treatment of hirsutism.

適応症

Eflornithine (difluoromethyl ornithine, Ornidyl) is a unique antiprotozoal agent in that its mode of action involves inhibition of a specific enzyme, ornithine decarboxylase. In eukaryotes, decarboxylation of ornithine is required for biosynthesis of polyamines, which are important in cell division and differentiation.
Eflornithine is given intravenously, and about 80% of the drug is excreted in the urine within 24 hours. It does not bind significantly to plasma proteins and has a terminal plasma half-life of about 3 hours. It crosses the blood-brain barrier and is one of the drugs of choice for treating the hemolymphatic and meningoencephalitic stage of T. brucei-gambiense. The most significant side effects are anemia and leukopenia. Oral therapy is associated with considerable gastrointestinal toxicity. Diarrhea, thrombocytopenia, and seizures are occasionally reported.

作用機序

Difluoromethyl ornithine is a suicide inhibitor of ODC, a pyridoxal phosphate–dependent enzyme. Evidence suggests that cysteine-360 in ODC is the site of eflornithine alkylation. Alkylation of ODC blocks the synthesis of putrescine, the rate-determining step in the synthesis of polyamines. Mammalian ODC also may be inhibited, but because the turnover of ODC is so rapid in mammals, eflornithine does not produce serious side effects.

臨床応用

Eflornithine is used for the treatment of West African sleepingsickness, caused by Trypanosoma brucei gambiense.It is specifically indicated for the meningoencephaliticstage of the disease. Eflornithine is a myelosuppressivedrug that causes high incidences of anemia, leukopenia,and thrombocytopenia. Complete blood cell counts must bemonitored during the course of therapy.The irreversible inactivation of ornithine decarboxylaseby eflornithine is accompanied by decarboxylation andrelease of fluoride ion from the inhibitor, suggesting enzyme-catalyzed activation of the inhibitor. Only the (—) isomer,stereochemically related to L-ornithine, is active.
Eflornithine is supplied as the hydrochloride salt. It may beadministered either intravenously or orally. Approximately80% of the unchanged drug is excreted in the urine.Penetration of eflornithine into the CSF is facilitated by inflammationof the meninges.

副作用

Side effects reported for eflornithine consist of anemia, diarrhea, and leukopenia.

2-(ジフルオロメチル)-L-オルニチン 上流と下流の製品情報

原材料

準備製品


2-(ジフルオロメチル)-L-オルニチン 生産企業

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67037-37-0(2-(ジフルオロメチル)-L-オルニチン)キーワード:


  • 67037-37-0
  • D,L-2-DIFLUOROMETHYLORNITHINE
  • H-DL-(A-DIFLUOROMETHYL)ORN-OH
  • Eflornithine base
  • Ornidyl
  • Eflornithine
  • 2-(Difluoromethyl)ornithine
  • 2,5-bis(azanyl)-2-(difluoromethyl)pentanoic acid
  • 2,5-diamino-2-(difluoromethyl)valeric acid
  • (S)-2,5-Diamino-2-(difluoromethyl)pentanoic acid
  • 2-(Difluoromethyl)-L-ornithine
  • MDL-71782
  • α-(Difluoromethyl)-L-ornithine
  • α-Difluoromethyl-L-ornithine
  • DL-ALPHA-DIFLUOROMETHYLORNITHINE
  • DIFLUOROMETHYLORNITHINE
  • EFLORNITINE
  • DFMO
  • H-DL-(F2ME)ORN-OH
  • H-DL-(ALPHA-DIFLUOROMETHYL)ORN-OH
  • H-ALPHA-DIFLUORO-ME-DL-ORN-OH
  • ALPHA-DIFLUOROMETHYL-DL-ORNITHINE
  • ALPHA-DIFLUORO-ME-DL-ORNITHINE
  • Eflornithine USP/EP/BP
  • rac-(R*)-2,5-ジアミノ-2-(ジフルオロメチル)ペンタン酸
  • オルニジル
  • 2-(ジフルオロメチル)オルニチン
  • (S)-2,5-ジアミノ-2-(ジフルオロメチル)吉草酸
  • DL-α-ジフルオロメチルオルニチン
  • 2-(ジフルオロメチル)-L-オルニチン
  • 2-ジフルオロメチル-DL-オルニチン
  • rac-(R*)-2-(ジフルオロメチル)-2,5-ジアミノペンタン酸
  • (2S)-2-(ジフルオロメチル)-2,5-ジアミノペンタン酸
  • α-(ジフルオロメチル)-L-オルニチン
  • 2-(ジフルオロメチル)-DL-オルニチン
  • rac-(2R*)-2-(ジフルオロメチル)-2,5-ジアミノペンタン酸
  • α-ジフルオロメチル-L-オルニチン
  • α-(ジフルオロメチル)オルニチン
  • 2-ジフルオロメチル-L-オルニチン
  • (S)-2-(ジフルオロメチル)-2,5-ジアミノペンタン酸
  • rac-(2S*)-2,5-ジアミノ-2-(ジフルオロメチル)ペンタン酸
  • (S)-2-ジフルオロメチル-2,5-ジアミノペンタン酸
  • α-ジフルオロメチル-DL-オルニチン
  • rac-(R*)-2-(ジフルオロメチル)-2,5-ジアミノ吉草酸
  • (S)-2,5-ジアミノ-2-(ジフルオロメチル)ペンタン酸
  • (S)-2-(ジフルオロメチル)-2,5-ジアミノ吉草酸
  • rac-(R*)-2,5-ジアミノ-2-(ジフルオロメチル)吉草酸
  • エフロルニチン
  • ジフルオロメチルオルニチン
  • 酵素阻害剤
  • 抗トリパノソーマ薬
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