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2-メチル-1,4-ナフトキノン

2-メチル-1,4-ナフトキノン 化学構造式
58-27-5
CAS番号.
58-27-5
化学名:
2-メチル-1,4-ナフトキノン
别名:
2-メチル-1,4-ナフトキノン;カレオン;ビタミンK3;カッパキシン;2-メチルナフタレン-1,4-ジオン;パノシン;プロカイビット;カノン;キプカ;3-メチル-1,4-ナフトキノン;クロットン;カエルゴナ;カチブ-G;2-メチル-1,4-ナフタレンジオン;メナジオン;コアキシン;カイクロート;メナフトン;アキノン;メナキノン0
英語化学名:
Menadione
英語别名:
VK3;Kipca;Juva-K;Kanone;Karcon;Kareon;Kaykot;Koaxin;Synkay;Aquakay
CBNumber:
CB4494726
化学式:
C11H8O2
分子量:
172.18
MOL File:
58-27-5.mol

2-メチル-1,4-ナフトキノン 物理性質

融点 :
105-107 °C(lit.)
沸点 :
262.49°C (rough estimate)
比重(密度) :
1.1153 (rough estimate)
屈折率 :
1.5500 (estimate)
貯蔵温度 :
room temp
溶解性:
oil: soluble
外見 :
crystalline
色:
yellow
臭い (Odor):
Slight odor
水溶解度 :
INSOLUBLE
Sensitive :
Light Sensitive
Merck :
14,5831
BRN :
1908453
安定性::
Stable. May be light sensitive. Incompatible with strong oxidizing agents.
InChIKey:
MJVAVZPDRWSRRC-UHFFFAOYSA-N
CAS データベース:
58-27-5(CAS DataBase Reference)
NISTの化学物質情報:
Menadione(58-27-5)
EPAの化学物質情報:
Menadione (58-27-5)
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  Xn,Xi
Rフレーズ  22-36/37/38-43
Sフレーズ  26-36-37/39-24
WGK Germany  3
RTECS 番号 QL9100000
8
TSCA  Yes
国連危険物分類  IRRITANT
HSコード  29147000
有毒物質データの 58-27-5(Hazardous Substances Data)
毒性 LD50 orally in mice: ~0.5 g/kg (Molitor, Robinson)
化審法 (4)-373
絵表示(GHS)
注意喚起語 Warning
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
注意書き
P261 粉じん/煙/ガス/ミスト/蒸気/スプレーの吸入を避ける 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。
P304+P340 吸入した場合:空気の新鮮な場所に移し、呼吸しやすい 姿勢で休息させること。
P305+P351+P338 眼に入った場合:水で数分間注意深く洗うこと。次にコ ンタクトレンズを着用していて容易に外せる場合は外す こと。その後も洗浄を続けること。
P405 施錠して保管すること。

2-メチル-1,4-ナフトキノン 価格 もっと(41)

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) W01COBQA-1474 メナジオン
Menadione
58-27-5 5g ¥3600 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01ACSVIT-018N ビタミンK3
Vitamin K3
58-27-5 100mg ¥7400 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01TRCV676130
Vitamin K3
58-27-5 2.5g ¥13800 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01TRCV676130
Vitamin K3
58-27-5 50g ¥16300 2021-03-23 購入
東京化成工業 M0373 2-メチル-1,4-ナフトキノン >98.0%(HPLC)(T)
2-Methyl-1,4-naphthoquinone >98.0%(HPLC)(T)
58-27-5 250g ¥32000 2021-03-23 購入

2-メチル-1,4-ナフトキノン 化学特性,用途語,生産方法

外観

うすい黄色~黄色~緑色粉末~結晶

定義

本品は、次の化学式で表される多環式芳香族化合物である。

用途

ビタミンKの前駆体ではあるが、先進国ではサプリメントとしては用いられない。 低プロトロンビン血症の治療にも用いられる。

効能

止血薬, ビタミンK補充薬

化学的特性

Bright yellow crystals

物理的性質

Appearance: phylloquinone is a yellow oil at room temperature, but the other vitamers K are yellow crystals. Solubility: the vitamers K and MK and most forms of menadione are insoluble in water, slightly soluble in ethanol, and readily soluble in ether, chloroform, fats, and oils. Stability: the vitamers K are sensitive to light and alkali, but are relatively stable to heat and oxidizing environments.
Menadione, the formal parent compound of the menaquinone series does not occur naturally but is a common synthetic form called menadione (2-methyl-1,4- naphthoquinone). This compound forms a water-soluble sodium bisulfite addition product, menadione sodium bisulfite, whose practical utility is limited by its instability in complex matrices such as feeds. However, in the presence of excess sodium bisulfite, it crystallizes as a complex with an additional mole of sodium bisulfite (i.e., menadione sodium bisulfite complex), which has greater stability, therefore, is used widely as a supplement to poultry feeds. A third water-soluble compound is menadione pyridinol bisulfite (MPB).

Originator

Kappaxin,Sterling Winthrop

使用

Precursor to verious types of Vitamin K. Used as a micronutrient for livestock and pet foods.

使用

prothrombogenic agent

使用

antibacterial

使用

The primary known function of vitamin K is to assist in the normal clotting of blood, but it may also play a role in normal bone calcification.

使用

vitamin K helps promote blood clotting and has been used medically to reduce the possibility of bruising after surgery. It is being incorporated into cosmetic preparations, particularly those used for treating dark circles. It could also be used in acne products, and there are studies underway on its efficacy for the treatment of spider veins.

使用

Menadione (Vitamin K) is a fat-soluble vitamin that is essential for blood clotting. It is destroyed by irradiation during processing but has no appreciable loss during storage. It occurs in spinach, cabbage, liver, and wheat bran.

適応症

Vitamin K activity is associated with several quinones, including phylloquinone (vitamin K1), menadione (vitamin K3), and a variety of menaquinones (vitamin K2). These quinones promote the synthesis of proteins that are involved in the coagulation of blood.These proteins include prothrombin, factor VII (proconvertin), factor IX (plasma thromboplastin). The vitamin K quinones are obtained from three major sources.Vitamin K is present in various plants, especially green vegetables. The menaquinones that possess vitamin K2 activity are synthesized by bacteria, particularly gram-positive organisms; the bacteria in the gut of animals produce useful quantities of this vitamin.Vitamin K3 is a chemically synthesized quinone that possesses the same activity as vitamin K1.

定義

ChEBI: A member of the class of 1,4-naphthoquinones that is 1,4-naphthoquinone which is substituted at position 2 by a methyl group.

Manufacturing Process

Dissolve 100 g of β-methylnaphthalene in 500 g of carbon tetrachloride. Dissolve 500 g of commercial sodium dichromate in 175 g of hot water. Pour these two solutions into a 3-liter 3-necked flask, equipped with an efficient stirrer, a reflux condenser, and a dropping funnel. The flask should be put into a water bath held at 50°C. The contents of the flask agitated as violently as possible at adding (through the dropping funnel) 896 g of 77% (by weight) sulfuric acid. The rate of dropping depends on the efficiency of the reflux condenser. If the reaction tends to get out of hand due to overheating, cold water should be run into the water bath. After the addition of acid has been completed, keep the water bath at 70°C, for 1% to 2 hours. Then stop the agitation, cool the mixture and decant therefrom as much of the carbon tetrachloride layer as possible. Pour water into the flask; add 100 g more of carbon tetrachloride and stir for an additional ten minutes. The carbon tetrachloride layer will now settle to the bottom. The acid layer can be decanted and discarded, or worked up for those components desired. A complete separation of the acid from the carbon tetrachloride is effected by means of a separatory funnel. All of the carbon tetrachloride solutions are pooled and filtered to clarity through filter paper. The carbon tetrachloride may be distilled off from the quinone in a vacuum, using a water bath heated to 50°C.
The quinone is concentrated to a point where crystallization begins. Thereupon the concentrated solution is transferred to a beaker and allowed to crystallize at room temperature. Further crops of crystals are obtained by allowing the mother liquor to cool in an icebox, or by reducing it still further. If the β-methylnaphthalene starting material was pure, the 2-methyl-1,4- naphthoquinone obtained will have a melting point of 100°-104°C, without further purification. Vacuum sublimation has been found most effective to produce quinones of a very high purity. There is a rapid method of oxygenation of β-methylnaphthalene: 3 g of β-methylnaphthalene is dissolved in 180 grams of carbon tetrachloride. To this is added 15 grams of commercial sodium dichromate dissolved in 6 grams of hot water. The above solutions are placed in a 1-liter 3-necked flask equipped with an efficient stirrer, a dropping funnel, and a distilling condenser of large bore. The mixture is agitated energetically, and 25 grams of 77% sulfuric acid added through the dropping funnel. The time of addition need not be over 30 seconds. The flask is not subjected to exterior cooling, as the distilling carbon tetrachloride should hold the heat to the proper temperature, which should not exceed 85°C. After five minutes the reaction may be discontinued and the product handled similarly to the method outlined in above. The yield of 2-methyl-1,4-naphthoquinone will be around 80% of theoretical by the use of this rapid method.

brand name

Kappaxin (Sterling Winthrop); Kayquinone.

Therapeutic Function

Prothrombogenic vitamin

危険性

Irritant to skin and mucous membranes, especially the alcoholic solution.

薬理学

The typical role of vitamin K is to maintain normal blood coagulation function. Its role is related to the metabolic processes.

臨床応用

Vitamin K deficiency results in increased bleeding time. This hypoprothrombinemia may lead to hemorrhage from the gastrointestinal tract, urinary tract, and nasal mucosa. In normal, healthy adults, deficiency is rare. The two groups at greatest risk are newborn infants and patients receiving anticoagulant therapy; hypoprothrombinemia preexists in these two groups. Any disease that causes the malabsorption of fats may lead to deficiency. Inhibition of the growth of intestinal bacteria from extended antibiotic therapy will result in decreased vitamin K synthesis and possible deficiency.

副作用

Toxicity of vitamin K has not been well defined. Jaundice may occur in a newborn if large dosages of vitamin K are given to the mother before birth. Although kernicterus may result, this can be prevented by using vitamin K.

安全性プロファイル

Poison by ingestion, intraperitoneal, and subcutaneous routes. Experimental teratogenic effects. Questionable carcinogen with experimental tumorigenic data. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

純化方法

Recrystallise it from 95% EtOH, or MeOH after filtration. It forms bright yellow crystals which are decomposed by light. Its solubility in EtOH is 1.7% and in *C6H6 it is 10%. It IRRITATES mucous membranes and skin. [Fieser J Biol Chem 133 391 1940, Beilstein 7 IV 2430.]

2-メチル-1,4-ナフトキノン 上流と下流の製品情報

原材料

準備製品


2-メチル-1,4-ナフトキノン 生産企業

Global( 482)Suppliers
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58-27-5(2-メチル-1,4-ナフトキノン)キーワード:


  • 58-27-5
  • enadione (1.05793)
  • weishengsK3
  • Phytomenadione EP Impurity A
  • MenadioneForBiochemistry
  • VITAMIN K3 = MENADIONE
  • Vitamin K3
  • menadione (k3)
  • MENADIONE,POWDER,USP
  • VITAMIN K3(MENADIONE)(SH)
  • VITAMIN K3(MENADIONE)(USP)(RG)
  • Vitmin K3
  • 2-METHYL-1,4-NAPHTHOQUINONE (MENADIONE)
  • K3-Menadione
  • VITAMIN K3 (USP) (METHYL-1,4-NAPHTHALENEDIONE: MENADIONE)
  • Vitamin K3 (MSB/MNB)
  • Menadione,2-Methyl-1,4-Napthoquinone
  • Sodium bisulfite of 2-methyl-1,4-naphthoquinone
  • 2-Methyl-1,4-naphthoquinone,98%
  • 2-Methyl-1,4-naphthoquinone, Menadione, VitaminK3
  • 2-Methyl-1,4-naphthoquinone, VitaminK3
  • Vitamin K3 MSB (Menadione Sodium Bisulfite)
  • Menaquinone-7 (Vitamin K2)
  • MENADIONE CRYSTALLINE
  • 2-METHYLNAPHTHOQUINONE
  • 2-METHYL-1,4-DIHYDRONAPHTHALENE-1,4-DIONE
  • 2-METHYL-1,4-NAPHTHOQUINONE
  • 2-METHYL-1,4-NAPHTHAQUINONE
  • MENAPHTHON
  • MENAPHTHONE
  • MENADIONE
  • 2-メチル-1,4-ナフトキノン
  • カレオン
  • ビタミンK3
  • カッパキシン
  • 2-メチルナフタレン-1,4-ジオン
  • パノシン
  • プロカイビット
  • カノン
  • キプカ
  • 3-メチル-1,4-ナフトキノン
  • クロットン
  • カエルゴナ
  • カチブ-G
  • 2-メチル-1,4-ナフタレンジオン
  • メナジオン
  • コアキシン
  • カイクロート
  • メナフトン
  • アキノン
  • メナキノン0
  • チロキノン
  • メナディオン
  • K-トロンビル
  • ビタミンK2(0)
  • シンカイ
  • カイキノン
  • カティブG
  • アクアカイ
  • カッパキサン
  • ビタミン K3
  • 2‐メチル‐1,4‐ナフトキノン
  • 2-メチルナフトキノン
  • ビタミン
  • 生化学
  • ビタミンK
  • 植物成長促進剤
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