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アザチオプリン

アザチオプリン 化学構造式
446-86-6
CAS番号.
446-86-6
化学名:
アザチオプリン
别名:
アザチオプリン;6-(1-メチル-4-ニトロ-5-イミダゾリルチオ)-9H-プリン;イムレル;アザニン;6-(1-メチル-4-ニトロ-1H-イミダゾール-5-イルチオ)-1H-プリン;6-[(1-メチル-4-ニトロ-1H-イミダゾール-5-イル)チオ]-1H-プリン;イムラン;6-(1-メチル-4-ニトロイミダゾール-5-イル)チオプリン;アザチオプリン (JP17)
英語化学名:
Azathioprine
英語别名:
muran;Imrel;azanin;azamun;imurek;imurel;IMURAN;Zytrim;Azasan;bw57-322
CBNumber:
CB2170327
化学式:
C9H7N7O2S
分子量:
277.27
MOL File:
446-86-6.mol

アザチオプリン 物理性質

融点 :
243-244°C
沸点 :
521.0±60.0 °C(Predicted)
比重(密度) :
1.5379 (rough estimate)
屈折率 :
1.7400 (estimate)
貯蔵温度 :
Freezer
溶解性:
Soluble in Dichloromethane and dimethyl sulfoxide.
酸解離定数(Pka):
8.2(at 25℃)
外見 :
neat
色:
Pale-yellow crystals from Me2CO (aq)
水溶解度 :
<0.1 g/100 mL at 23 ºC
Merck :
14,902
安定性::
Stable. Incompatible with strong oxidizing agents, strong bases.
InChIKey:
LMEKQMALGUDUQG-UHFFFAOYSA-N
CAS データベース:
446-86-6(CAS DataBase Reference)
EPAの化学物質情報:
Azathioprine (446-86-6)
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)
主な危険性  Xi,T,Xn
Rフレーズ  45-22-36/37/38-20/21/22
Sフレーズ  53-22-26-36/37-45-36
WGK Germany  3
RTECS 番号 UO8925000
Hazard Note  Irritant
国連危険物分類  IRRITANT
HSコード  29339900
有毒物質データの 446-86-6(Hazardous Substances Data)
毒性 LD50 orl-rat: 535 mg/kg NIIRDN 6,3,82
化審法 (9)-1448
絵表示(GHS)
注意喚起語 Danger
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
H350 発がんのおそれ 発がん性 1A, 1B 危険
注意書き
P201 使用前に取扱説明書を入手すること。
P202 全ての安全注意を読み理解するまで取り扱わないこ 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。
P280 保護手袋/保護衣/保護眼鏡/保護面を着用するこ と。
P301 飲み込んだ場合:
P405 施錠して保管すること。
P501 内容物/容器を...に廃棄すること。

アザチオプリン 価格 もっと(15)

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) W01LKTA9803 アザチオプリン
Azathioprine
446-86-6 1g ¥13800 2018-12-26 購入
富士フイルム和光純薬株式会社(wako) W01LKTA9803 アザチオプリン
Azathioprine
446-86-6 5g ¥51700 2018-12-26 購入
東京化成工業 A2069 アザチオプリン >98.0%(HPLC)(T)
Azathioprine >98.0%(HPLC)(T)
446-86-6 5g ¥10600 2018-12-04 購入
東京化成工業 A2069 アザチオプリン >98.0%(HPLC)(T)
Azathioprine >98.0%(HPLC)(T)
446-86-6 25g ¥36900 2018-12-04 購入
Sigma-Aldrich Japan A1500000 アザチオプリン European Pharmacopoeia (EP) Reference Standard
Azathioprine European Pharmacopoeia (EP) Reference Standard
446-86-6 a1500000 ¥33600 2018-12-25 購入

アザチオプリン MSDS


Azathioprine

アザチオプリン 化学特性,用途語,生産方法

外観

うすい黄色~黄色, 結晶~粉末

溶解性

アセトンに溶け、エタノール及び水に極めて溶けにくい。

用途

免疫抑制剤。臓器移植、関節リウマチの治療に使用。

用途

生体内で 6- メルカプトプリ ンに変換され、DNA 合成抑制作用を示します。

用途

生体内で 6- メルカプトプリ ンに変換され、DNA 合成阻害作用を示します。

効能

免疫抑制薬, 核酸合成阻害薬

商品名

アザニン (田辺三菱製薬); イムラン (アスペンジャパン)

使用上の注意

不活性ガス封入

化学的特性

Yellow Solid

化学的特性

Azathioprine is a complex heterocyclic compound which forms pale yellow crystals.

使用

immunosuppressant, antineoplastic, antirheumatic

使用

An immunosuppressive antimetabolite. Also active as disease modifying antirheumatic drug (DMARD). Azathioprine is a purine analog with immunosuppressive effects.

定義

ChEBI: A thiopurine that is 6-mercaptopurine in which the mercapto hydrogen is replaced by a 1-methyl-4-nitroimidazol-5-yl group. It is a prodrug for mercaptopurine and is used as an immunosuppressant, prescribed for the treatment of inflammatory conditions and a ter organ transplantation and also for treatment of Crohn's didease and MS.

適応症

Azathioprine (Imuran) is a cytotoxic agent that preferentially destroys any rapidly dividing cell. Since immunologically competent cells are generally rapidly dividing cells, azathioprine is very effective as an immunosuppressive drug. Unfortunately, any cell that is replicating is a target for this action. This lack of specificity leads to serious side effects. Azathioprine, in combination with corticosteroids, has historically been used more widely than any other drug in immunosuppressive therapy. It is classified as a purine antimetabolite and is a derivative of 6-mercaptopurine.

brand name

Imuran (Promethus).

一般的な説明

Pale yellow crystals or yellowish powder. Decomposes at 243-244°C. Used for the treatment of rheumatoid arthritis. A known carcinogen.

空気と水の反応

Sensitive to oxidation in the air. Insoluble in water.

反応プロフィール

Azathioprine may react exothermically with acids. Incompatible with isocyanates, peroxides, phenols, epoxides, anhydrides, and acid halides. Hydrolyzed by strongly basic solutions . May react with strong reducing agents to generate flammable gaseous hydrogen or hydrogen sulfide.

危険性

Confirmed carcinogen.

火災危険

Flash point data for Azathioprine are not available. Azathioprine is probably combustible.

接触アレルゲン

This immunosuppressive and antineoplastic drug is derived from 6-mercaptopurine. It caused allergic contact dermatitis in a mother crushing tablets for her leukemic son, and occupational dermatitis in a pharmaceutical reconditioner of old tablet packaging machines, and in a production mechanic working in packaging for a pharmaceutical company.

作用機序

Azathioprine is a phase-specific drug that is toxic to cells during nucleic acid synthesis. Phase-specific drugs are toxic during a specific phase of the mitotic cycle, usually the S-phase, when DNA synthesis is occurring, as opposed to cycle-specific drugs that kill both cycling and intermitotic cells.
Azathioprine is converted in vivo to thioinosinic acid, which competitively inhibits the synthesis of inosinic acid, the precursor to adenylic acid and guanylic acid. In this way, azathioprine inhibits DNA synthesis and therefore suppresses lymphocyte proliferation.This effectively inhibits both humoral and cell-mediated immune responses.

薬理学

Azathioprine is well absorbed following oral administration, with peak blood levels occurring within 1 to 2 hours. It is rapidly and extensively metabolized to 6- mercaptopurine, which is further converted in the liver and erythrocytes to a variety of metabolites, including 6- thiouric acid. Metabolites are excreted in the urine.The half-life of azathioprine and its metabolites in the blood is about 5 hours.

臨床応用

Azathioprine is a relatively powerful antiinflammatory agent. Although its beneficial effect in various conditions is principally attributable to its direct immunosuppressive action, the antiinflammatory properties of the drug play an important role in its overall therapeutic effectiveness.
Azathioprine has been used widely in combination with corticosteroids to inhibit rejection of organ transplants, particularly kidney and liver allografts. However, it is usually reserved for patients who do not respond to cyclosporine plus corticosteroids alone.
Azathioprine also has applications in certain disorders with autoimmune components, most commonly rheumatoid arthritis. It is as effective as cyclophosphamide in the treatment of Wegener’s granulomatosis. It has largely been replaced by cyclosporine in immunosuppressive therapy. Relative to other cytotoxic agents, the better oral absorption of azathioprine is the reason for its more widespread clinical use.

副作用

The therapeutic use of azathioprine has been limited by the number and severity of adverse effects associated with its administration. Bone marrow suppression resulting in leukopenia, thrombocytopenia, or both may occur. GI toxicity may be a problem. It is also mildly hepatotoxic. Because of its immunosuppressive activity, azathioprine therapy can lead to serious infections. It has been shown to be mutagenic in animals and humans and carcinogenic in animals.

安全性プロファイル

Confirmed human carcinogen producing bladder tumors and leukemia. Poison by subcutaneous, intradermal, and intraperitoneal routes. Moderately toxic by ingestion. Human systemic effects: liver changes, hypermotility, diarrhea, nausea or vomiting, increased body temperature, BP lowering, decreased urine volume or anuria, normocytic anemia, bone marrow changes. An experimental teratogen. Other experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits very toxic fumes of NO,xand SOx. An immunosuppressant.

職業ばく露

Azathioprine is an immunosuppressive agent, generally used in combination with a corticosteroid to prevent rejection following renal homotransplantations. It also is used following transplantation of other organs. Other uses of azathioprine include the treatment of a variety of presumed autoimmune diseases, including rheumatoid arthritis; ankylosing spondylitis; systemic lupus erythematosus; dermatonyositis, periarteritis nodosa, scleroderma, refractory thombocytopenic purpura; autoimmune hemolytic anemia; chronic active liver disease; regional enteritis; ulcerative colitis; various autoimmune diseases of the eye; acute and chronic glomerulonephritis; the nephritic syndrome; Wegener’s granulomatosis; and multiple sclerosis.

Veterinary Drugs and Treatments

In veterinary medicine, azathioprine is used primarily as an immunosuppressive agent in the treatment of immune-mediated diseases in dogs. See Doses below for more information. For autoagglutinizing immune mediated hemolytic anemia, azathioprine is generally recommended to start at the time of diagnosis. When used in combination with cyclosporine, azathioprine has been used to prevent rejection of MHC-matched renal allografts in dogs.
Although the drug can be very toxic to bone marrow in cats, it is sometimes used to treat feline autoimmune skin diseases.

Carcinogenicity

Azathioprine is known to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in humans.

輸送方法

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

不和合性

Incompatible with reducing agents, such as hydrides (may cause the release of explosive gases), oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong acids (violent exothermic reaction), strong bases.

アザチオプリン 上流と下流の製品情報

原材料

準備製品


アザチオプリン 生産企業

Global( 231)Suppliers
名前 電話番号 ファックス番号 電子メール 国籍 製品カタログ 優位度
PI & PI BIOTECH INC.
020-81716320
020-81716319 Sales@pipitech.com CHINA 2543 55
Capot Chemical Co.,Ltd.
+86-571-85586718
+86-571-85864795 sales@capotchem.com China 19920 60
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 21806 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22631 55
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 30054 58
Chemwill Asia Co.,Ltd.
86-21-51086038
86-21-51861608 chemwill_asia@126.com;sales@chemwill.com;chemwill@hotmail.com;chemwill@gmail.com CHINA 23978 58
Yunbio Tech Co.,Ltd.
010-60605551
010-60605551 yunbiochem@126.com CHINA 258 58
Xiamen AmoyChem Co., Ltd
+86 592-605 1114
sales@amoychem.com CHINA 6372 58
Hubei xin bonus chemical co. LTD
86-13657291602
027-59338440 sales@guangaobio.com CHINA 23048 58
BOC Sciences
1-631-619-7922
1-631-614-7828 inquiry@bocsci.com United States 20114 58

446-86-6(アザチオプリン)キーワード:


  • 446-86-6
  • 6-((1-methyl-4-nitro-1h-imidazol-5-yl)thio)-1h-purin
  • 6-((1-methyl-4-nitroimidazol-5-yl)thio)-purin
  • 6-(1’-methyl-4’-nitro-5’-imidazolyl)-mercaptopurine
  • 6-(1-Methyl-4-nitro-5-imidazolythio)-9H-pur-ine
  • 6-(1-methyl-4-nitroimidazol-5-ylthio)purin
  • 6-(1-methyl-p-nitro-5-imidazolyl)-thiopurine
  • azamun
  • azanin
  • azathioprineusp
  • bw57-322
  • imurek
  • imurel
  • methylnitroimidazolylmercaptopurine
  • muran
  • nci-c03474
  • nsc-39084
  • IMURAN
  • AZATHIOPRINE
  • AZATHIOPURINE
  • 6-[(1-methyl-4-nitro-1h-imidazol-5-yl)thio]-1h-purine
  • 6-(1-METHYL-4-NITROIMIDAZOL-5-YL)THIOPURINE
  • 6-(methyl-p-nitro-5-imidazolyl)-thiopurine
  • azathioprine crystalline
  • Azothioprine
  • 6-[(1-Methyl-4-nitro-1H-imidazol-5-yl)thio]-1H-purine, BW-57-322, NSC-39084, Azanin, Imuran, Imurek, Imurel, Zytrim
  • 1H-Purine, 6-(1-methyl-4-nitro-1H-imidazol-5-yl)thio-
  • PURINE,6-((1-METHYL-4-NITROIMIDAZOL-5-YL)THIO)-
  • AZATHIOPRINE[6-(METHYL-P-NITRO-5-IMIDAZOLYL)-THIOPURINE]
  • Zytrim
  • 6-(1-Methyl-4-nitromidazol-5-ylthio)purine
  • アザチオプリン
  • 6-(1-メチル-4-ニトロ-5-イミダゾリルチオ)-9H-プリン
  • イムレル
  • アザニン
  • 6-(1-メチル-4-ニトロ-1H-イミダゾール-5-イルチオ)-1H-プリン
  • 6-[(1-メチル-4-ニトロ-1H-イミダゾール-5-イル)チオ]-1H-プリン
  • イムラン
  • 6-(1-メチル-4-ニトロイミダゾール-5-イル)チオプリン
  • アザチオプリン (JP17)
  • ヌクレオシド,ヌクレオチド&関連試薬
  • 核酸塩基と類似体
  • 生化学
  • 薬理研究用試薬
  • 医薬農薬成分(その他)
  • 代謝拮抗物質
  • 核酸塩基
  • 抗腫瘍代謝拮抗物質
  • 免疫抑制薬
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