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ナイスタチン

ナイスタチン 化学構造式
1400-61-9
CAS番号.
1400-61-9
化学名:
ナイスタチン
别名:
マイコスタチン;カンジスタチン;ナイスタシド;カンジオ-ヘルマル;スタマイシン;モロナール【抗生物質】;ニスタン;ニスタシン;ジアスタチン;ニルスタート;アンチカンジン;ナイスタン;モルナル;ニスタチン;(3R,5R,7R,10R,11R,13R,15S,16R,17S,19R,20E,22E,24E,26E,30E,32E,34S,35R,36S,37S)-ニスタチンA1;フンギシジン;ニスタシド;ミコスタチン;ナイスタチン;ニスタタベスセント
英語化学名:
Nystatin
英語别名:
nystan;Nystex;Nystop;70% A3;nilstat;MORONAL;Nyotran;Nystain;stamycin;biofanal
CBNumber:
CB0463474
化学式:
C47H75NO17
分子量:
926.09
MOL File:
1400-61-9.mol

ナイスタチン 物理性質

融点 :
>155°C (dec.)
比旋光度 :
D25 -10° (glacial acetic acid); +21° (pyridine); +12° (DMF); -7° (0.1N HCl in methanol)
貯蔵温度 :
-20°C
溶解性:
H2O: insoluble
外見 :
suspension
酸解離定数(Pka):
pKa 5.72(MeOH/2-methoxyethanol/ H2O) (Uncertain);8.64 (Uncertain)
色:
yellow
臭い (Odor):
suggestive ofcereals odor
水溶解度 :
0.36g/L(24 ºC)
Merck :
13,6770
InChIKey:
VXWFKTGGEJLHPP-OQMKPJEFSA-N
CAS データベース:
1400-61-9
EPAの化学物質情報:
Nystatin (1400-61-9)
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  F,C
Rフレーズ  11-34
Sフレーズ  22-24/25-45-36/37/39-26-16
WGK Germany  3
RTECS 番号 RF5950000
10-8-23
国連危険物分類  3
HSコード  38210000
有毒物質データの 1400-61-9(Hazardous Substances Data)
毒性 LD50 i.p. in mice: ~200 mg/kg (Seneca)
絵表示(GHS)
注意喚起語
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
H225 引火性の高い液体および蒸気 引火性液体 2 危険 P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H311 皮膚に接触すると有毒 急性毒性、経皮 3 危険 P280, P302+P352, P312, P322, P361,P363, P405, P501
H331 吸入すると有毒 急性毒性、吸入 3 危険 P261, P271, P304+P340, P311, P321,P403+P233, P405, P501
H370 臓器の障害 特定標的臓器有害性、単回暴露 1 危険 P260, P264, P270, P307+P311, P321,P405, P501
注意書き
P210 熱/火花/裸火/高温のもののような着火源から遠ざ けること。-禁煙。
P260 粉じん/煙/ガス/ミスト/蒸気/スプレーを吸入しないこ と。
P280 保護手袋/保護衣/保護眼鏡/保護面を着用するこ と。
P303+P361+P353 皮膚(または髪)に付着した場合:直ちに汚染された衣 類をすべて脱ぐこと/取り除くこと。皮膚を流水/シャワー で洗うこと。
P405 施錠して保管すること。

ナイスタチン 価格 もっと(29)

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) W01COBQC-0719 ナイスタチン dihydrate
Nystatin dihydrate
1400-61-9 1g ¥3600 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01COBQC-0719 ナイスタチン dihydrate
Nystatin dihydrate
1400-61-9 5g ¥9000 2021-03-23 購入
関東化学株式会社(KANTO) 49838-54 ナイスタチン標準品
Nystatin standard
1400-61-9 250mg ¥14000 2021-03-23 購入
Sigma-Aldrich Japan N3503 ≥4,400?USP units/mg
Nystatin ≥4,400?USP units/mg
1400-61-9 5000000 units ¥13200 2021-03-23 購入
Sigma-Aldrich Japan N1638 ナイスタチン懸濁液
Nystatin Suspension
suspension, 10,000?unit/mL in DPBS, aseptically processed, BioReagent, suitable for cell culture
1400-61-9 20ml ¥4890 2021-03-23 購入

ナイスタチン 化学特性,用途語,生産方法

解説

C47H75NO17(926.11).Streptomyces nourseiやその他の放線菌の培養液から単離されるポリエン系抗生物質."白色~淡黄色の結晶.160 ℃ から徐々に,250 ℃ までに分解する.[α]25D+21°(ピリジン).λmax 290,307,322 nm(エタノール).水,エタノールに難溶,DMFに可溶.熱,光,空気に不安定である.酸,アルカリにより分解される.抗真菌剤で消化管カンジダ症治療薬として使用される.LD50  > 9000 mg/kg(マウス,経口).[CAS 1400-61-9]
森北出版「化学辞典(第2版)

用途

細胞生物学の研究では、ナイスタチンは哺乳動物細胞の脂質ラフトカベオラ(英語版)エンドサイトーシス経路の阻害剤として、3μg/mL前後の濃度で使用されている。 特定の場合、ナイスタチンは美術品の防黴に応用される。 ナイスタチンは電気生理学の分野では細胞の穿孔パッチクランプ記録法に利用される。

効能

抗生物質, 抗真菌薬

化学的特性

Brown Solid

Originator

Mycostatin,Squibb,US,1954

使用

Antifungal;Performs membrane ionophores

使用

Nystatin is polyene antifungal containing a conjugated tetraene and a diene, isolated as a complex of three components A1, A2 and A3 from Streptomyces noursei and first reported in 1950. Nystatin, like most polyene antifungals, binds to sterols in the fungal cell membrane leading to formation of ion channels in the wall, ion imbalance and cell death. Nystatin is an established bioprobe and widely-used antifungal reagent with over 4,000 literature citations.

使用

Polyene antifungal antibiotic complex containing 3 biologically active components, A1, A2, A3. Increases the permeability of the cell membrane of sensitive fungi by binding to sterols. Cell culture tested. Growth promotant. Nystatin A1 is shown.

定義

ChEBI: A polyene macrolide antibiotic; part of the nystatin complex produced by several Streptococcus species. The keto-form of nystatin A1.

適応症

Nystatin (Mycostatin) is a polyene antifungal drug with a ring structure similar to that of amphotericin B and a mechanism of action identical to that of amphotericin B. Too toxic for systemic use, nystatin is limited to the topical treatment of superficial infections caused by C. albicans. Infections commonly treated by this drug include oral candidiasis (thrush), mild esophageal candidiasis, and vaginitis.

Manufacturing Process

A typical isolation and recovery procedure for nystatin is described in US Patent 2,797,183 and is shown in the following diagram:

brand name

Barstatin 100 (Barlan); Candex (Bayer); Korostatin (Holland Rantos); Mycostatin (Bristol-Myers Squibb); Mycostatin (Westwood-Squibb).

Therapeutic Function

Antifungal

一般的な説明

Nystatin (Mycostatin) is a polyene antibiotic that was first isolated in 1951 from a strain of the actinomycete Streptomyces noursei by Hazen and Brown.33 It occurs as a yellow to light tan powder. Nystatin is very slightly soluble in water and sparingly soluble in organic solvents. The compound is unstable to moisture, heat, and light. The aglycone portion of nystatin is called nystatinolide. The complete structure of nystatin has been determined by chemical degradation and x-ray crystallography.35 Nystatin is not absorbed systemically when administered by the oral route. It is nearly insoluble under all conditions. It is also too toxic to be administered parenterally. Hence, it is used only as a topical agent. Nystatin is a valuable agent for the treatment of local and gastrointestinal monilial infections caused by C. albicans and other Candida species. For the treatment of cutaneous and mucocutaneous candidiasis, it is supplied as a cream, an ointment, and a powder. Vaginal tablets are available for the control of vaginal candidiasis. Oral tablets and troches are used in the treatment of gastrointestinal and oral candidiasis. Combinations of nystatin with tetracycline can be used to prevent monilial overgrowth caused by the destruction of bacterial microflora of the intestine during tetracycline therapy.

薬理学

Nystatin is stereoisomeric 33-[(3-amino-3,6-dideoxy-β-D-mannopyranosyl) oxy]-1,3,4,7,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo [33.3.1] nonatriaconta-19,21,25,27,29,31-hexaen-36-carboxylic acid (35.1.2). Nystatin was isolated in 1949 from the products of the vital activity of the actinomycete Streptomyces noursei, and it was the first antifungal antibiotic to be discovered. This polyene antibiotic is structurally similar to amphotericin B. It has a broad spectrum of activity. The mechanism of antifungal activity is similar to the mechanism of action of amphotericin B. It is used for preventing and treating candida infections of the skin and mucous membranes. In terms of preventative action, it is used for preventing the development of candidomycosis during prolonged treatment with penicillin drugs and antibiotics of other group, especially during oral use of tetracycline antibiotics, levomecytin, and others. Synonyms of this drug are biofanal, moronal, nicporil, fazigin, candex, and others.

臨床応用

Nystatin, the first clinically useful polyene antifungal antibiotic, is a conjugated tetraene isolated from cultures of the bacterium Streptomyces noursei in 1951. Nystatin is an effective topical antifungal against a wide variety of organisms and is available in a variety of creams and ointments. Nystatin is too toxic to be used systemically, but because very little drug is absorbed following oral administration, it may be administered by mouth to treat fungal infections of the mouth and gastrointestinal tract.

安全性プロファイル

Poison by intraperitoneal and intravenous routes. Moderately toxic by subcutaneous route. Mildly toxic by ingestion. An experimental teratogen. Mutation data reported. An antibiotic. When heated to decomposition it emits toxic fumes of NOx.

Veterinary Drugs and Treatments

Orally administered nystatin is used primarily for the treatment of oral or gastrointestinal tract Candida infections in dogs, cats, and birds; it has been used less commonly in other species for the same indications.

純化方法

Nystatin is a light yellow powder with the following solubilities at ~28o: MeOH (1.1%), ethylene glycol (0.9%), H2O (0.4%), CCl4 (0.12%), EtOH (0.12%), CHCl3 (0.05%) and *C6H6 (0.03%). It has been precipitated from MeOH solution by addition of H2O. Aqueous suspensions of this macrolide antifungal antibiotic are stable at 100o/10minutes at pH 7.0 but decompose rapidly at pH <2 and >9, and in the presence of light and O2. [Birch et al. Tetrahedron Lett 1491, 1485 1964, Weiss et al. Antibiot Chemother 7 374 1957.] It may contain a mixture of components A1, A2 and A3. [Beilstein 18 III/IV 7480.]

ナイスタチン 上流と下流の製品情報

原材料

準備製品


ナイスタチン 生産企業

Global( 381)Suppliers
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1400-61-9(ナイスタチン)キーワード:


  • 1400-61-9
  • Fungicidin, Mycostatin
  • 20-(4-Amino-3,5-dihydroxy-6-methyl-oxan-2-yl)oxy-4,22,24,28,29,32,34,36-octahydroxy-2,3,5-trimethyl-26,38-dioxo-1-oxacyclooctatriaconta-6,8,12,14,16,18-hexaene-23-carboxylic acid
  • NYSTATIN MIN 4400 U/MGRESEARCH GRADE
  • Nystatin Suspension
  • Nystatin,Fungicidin, Mycostatin
  • Nystatin (200 mg)
  • Nystatin (200 mg) (COLD SHIPMENT REQUIRED)
  • Nystatin (Mycostatin)
  • Nystatin, >70%
  • NystatinNystatin
  • o-vstatin[qr]
  • stamycin
  • stamycin[qr]
  • 33-[(3-amino-3,6-dideoxy-beta-d-mannopyranosyl)oxy]-1,3,4,7,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,25,27,29,31-hexaene-36-carboxylic acid
  • nystatin suspension cell culture tested
  • Nystatin, Streptomyces noursei, Sterile, TC Grade
  • NYSTATIN PLANT CELL CULTURE TESTED
  • NYSTATIN CELL CULTURE TESTED
  • FUNGICIDIN
  • 6-[12-[20-[(4-amino-3,5-dihydroxy-6-methyl-2-oxanyl)oxy]-4-hydroxy-3,5-dimethylheneicosa-6,8,12,14,16,18-hexaen-2-yl]oxy-2,3,6,8,10-pentahydroxy-12-oxododecyl]-4,6-dihydroxy-3-oxanecarboxylic acid dih
  • Nystatin, USP, ≥4,400 units/mg
  • Nystatin, Streptomyces noursei - CAS 1400-61-9 - Calbiochem
  • NYSTATIN, GAMMA IRRADIATED
  • Nystatin (Fungicidin)
  • Nystatin Min. 4 400 units/Mg research grade
  • EZNA KIT SOIL DNA
  • Polyfungin A1
  • biofanal
  • candio-hermal
  • candio-hermal[qr]
  • マイコスタチン
  • カンジスタチン
  • ナイスタシド
  • カンジオ-ヘルマル
  • スタマイシン
  • モロナール【抗生物質】
  • ニスタン
  • ニスタシン
  • ジアスタチン
  • ニルスタート
  • アンチカンジン
  • ナイスタン
  • モルナル
  • ニスタチン
  • (3R,5R,7R,10R,11R,13R,15S,16R,17S,19R,20E,22E,24E,26E,30E,32E,34S,35R,36S,37S)-ニスタチンA1
  • フンギシジン
  • ニスタシド
  • ミコスタチン
  • ナイスタチン
  • ニスタタベスセント
  • モロナール
  • ニスタベスセント
  • O-Vスタチン
  • ニスタチナ
  • カンジオ-ヘルマール
  • ステレオマイシン
  • ナイスタチン標準品
  • ナイスタチン MIN. 4 400 UNITS/MG, RESEARCH GRADE, PH. EUR.
  • ナイスタチン, >70% A3
  • ナイスタチン DIHYDRATE
  • ナイスタチン懸濁液
  • ナイスタチン (JP17)
  • イオノホア
  • 抗真菌薬
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