フェナジンメチルスルファート

Phenazine Methosulfate

HCID 9285CAS 299-11-6

基本情報

標準SMILES
COS(=O)(=O)[O-].C[n+]1c2ccccc2nc2ccccc21
InChIKey
RXGJTUSBYWCRBK-UHFFFAOYSA-M
分子式
C14H14N2O4S
平均分子量
306.34 g/mol
単同位体質量
306.06742793

概要

5-methylphenazinium methyl sulfate is an azaheterocycle sulfate salt and a member of phenazines.

名称と識別子

優先名称
Phenazine Methosulfate
IUPAC
5-methylphenazin-5-ium;methyl sulfate
現地名
フェナジンメチルスルファート
英語名
Phenazine methosulfate
分子式
C14H14N2O4S
分子量
306.34

名称と別名

Phenazine methosulfate299-11-65-Methylphenazinium methyl sulfateN-Methylphenazonium methosulfatePhenazine methosulphateMethylphenazonium methosulfate5-Methylphenazine methylsulfateN-Methylphenazinium methosulfateN-Methylphenazonium methosulphatePMS (pharmaceutical)Phenazinium, 5-methyl-, methyl sulfate5-Methyl phenazine, methyl sulfate salt
名称をさらに表示
フェナジンメチルスルファートフェナジンメソスルファート5-メチルフェナジン-5-イウム·メチルスルファートフェナジンメトスルファートフェナジンメトサルフェートフェナジンメチルスルファート [生化学用]N-メチルフェナゾニウムメチルスルファートN-メチルフェナゾニウムメトスルファート5‐メチルフェナジニウムメチルスルファート5-メチルフェナジニウム=メチル=スルファートメト硫酸フェナジンN-メチルフェナジニウムメトサルフェート5-メチルフェナジニウムメチルスルファートPMSPMSPHENAZINE METHYL SULFATEPhenazine methosuL5-MethylphenaziniumPhenazine methosulfaPhezine methosulfatePhenazine MethoshlphatePHENAZINE METHOLSULPHATE
J3GYQ3401YDTXSID1059783NSC-34661CHEBI:8055Methosulfate, PhenazineMethosulfate, Methylphenazonium5 Methylphenazinium Methyl SulfateMethyl Sulfate, 5-Methylphenazinium

データベース識別子

CAS
299-11-6
PubChem CID
9285
DTXSID
DTXSID1059783
ChEBI
CHEBI:8055
UNII
J3GYQ3401Y
EC Number
206-072-1

物性

構造計算による物性

極性表面積
91.6 Ų
水素結合供与体数
0
水素結合受容体数
5
回転可能結合数
0
重原子数
21

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)
Physical DescriptionYellow to brown solid; [Merck Index] Yellow crystalline solid; [Sigma-Aldrich MSDS]

物理化学的性質

融点
158 · 158-160 °C (dec.)(lit.)
比重(密度)
1.3395 · 1.3395 (rough estimate)
屈折率
1.693 · 1.6930 (estimate)
貯蔵温度
-20 °C · -20°C
溶解性
2 O: · H2O: 0.2g/mL at 20℃、透明、濃いオレンジ色
外見
結晶性粉末

化学的性質

化学的特性orange to light brown crystals or powder

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 47 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory InformationPhenazinium, 5-methyl-, methyl sulfate: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryA moderate irritant; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (100%)

安全データ

F
8
wgk
3
tsca
TSCA listed
rtecs
SG1645000
ridadr
2811
hs_code
29339900

化学と産業

用途と製造

UsesUsed as an electron carrier and to make succinic dehydrogenase; [Merck Index]
General Manufacturing InformationPhenazinium, 5-methyl-, methyl sulfate (1:1): INACTIVE
応用分野 · 4 件

説明Phenazine is a free radical generator. It has been used as an electron transfer reactant in cell viability assays. Phenazine (10 μM) induces ssDNA break formation in the presence of the reducing agent NADPH in a cell-free plasmid cleavage assay when used at a concentration of 10 μM. It induces oxidative DNA damage in an alkaline comet assay and apoptosis in A375 melanoma cells when used at a concentration of 10 μM. Phenazine (20 nM) oxidizes cysteine-containing proteins in HepG2 cells.

使用Phenazine Methosulfate is used in tyrosine transaminase test and for enzymic determination of ethanol in blood by the colorimetric micromethod. Used with ascorbic acid to determine nitric oxide reductase activity. Since the reduced PMS is easily oxidized by oxygen, it is used in assays as an electron carrier between enzymes and oxygen, cytochrome c, indophenols, or tetrazolium salts. The reduced PMS is used as an electron donor to reduce cytochrome c or in photosynthetic experiments. Usage of PMS for detection of specific dehydrogenases has been reported.

一般的な説明Phenazines are heterocyclic compounds produced as secondary metabolites by bacteria.

用途酵素活性試験などにおける電子キャリアーとしての利用バイオセンサーやNADH-テトラゾリウム系の電子キャリヤーなどとして利用される。例)ヒドロゲナーゼはNADHを補酵素とすることで働く。ヒドロゲナーゼが正常に働いている場合、NADHを消費して電子キャリアーに電子を渡す。そして電子キャリアーが検出試薬に電子を渡すことで、ヒドロゲナーゼの活性を検出する。

調製方法 · 1 件

純化方法It forms yellow-brown prisms from EtOH (charcoal), or EtOH/Et2O. Its solubility in H2O at 20o is 10%. In the presence of aqueous KI it forms a semiquinone which crystallises as blue leaflets from EtOH. [Wieland & Roseen Chem Ber 48 1117 1913, Voriskova Collect Czech Chem Commun 12 607 1947, Bülow Chem Ber 57 1431 1924, Campbell et al. J Chem Soc 404 1938, Morley J Chem Soc 4008 1952, Beilstein 23 I 59, 23 II 234, 23 III/IV 1658, 23/8 V 395.]

サプライヤー50 社

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補足説明 · 1 件

定義ChEBI: 5-methylphenazinium methyl sulfate is an azaheterocycle sulfate salt and a member of phenazines. It is used as an electron carrier in place of the flavine enzyme of Warburg in the hexosemonophosphate system and also in the preparation of succinic dehydrogenase. Green et al., J. Biol. Chem. 217, 551 (1955).

関連反応

6 件

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