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アゼライン酸

アゼライン酸 化学構造式
123-99-9
CAS番号.
123-99-9
化学名:
アゼライン酸
别名:
アゼライン酸;1,7-ヘプタンジカルボン酸;ヘプタン-1,7-ジカルボン酸;ノナン二酸;レパルギリル酸;エメロックス1144;アンコイン酸;アゼライン酸 (RABBIT);アゼライン酸, 98%
英語化学名:
Azelaic acid
英語别名:
azelaic;Skinoren;ZK-62498;emerox1110;emerox1144;Emerox 1110;Emerox 1144;Azelainsure;Azeloic acid;Anchoec acid
CBNumber:
CB6852982
化学式:
C9H16O4
分子量:
188.22
MOL File:
123-99-9.mol

アゼライン酸 物理性質

融点 :
98 °C
沸点 :
286 °C100 mm Hg(lit.)
比重(密度) :
1,029 g/cm3
蒸気密度:
6.5 (vs air)
蒸気圧:
<1 mm Hg ( 20 °C)
屈折率 :
1.4303
闪点 :
215 °C
貯蔵温度 :
2-8°C
溶解性:
2.4g/l
外見 :
Slightly Crystalline Powder or Flakes
酸解離定数(Pka):
4.53, 5.33(at 25℃)
色:
White to slightly yellow
PH:
3.5 (1g/l, H2O)
水溶解度 :
2.4 g/L (20 ºC)
Merck :
14,905
BRN :
1101094
安定性::
Stable. Combustible. Incompatible with bases, strong oxidizing agents. Readily biodegrades in soil and water with >70% DOC reduction after 28 days.
InChIKey:
BDJRBEYXGGNYIS-UHFFFAOYSA-N
CAS データベース:
123-99-9(CAS DataBase Reference)
NISTの化学物質情報:
Nonanedioic acid(123-99-9)
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  Xi
Rフレーズ  36/37/38
Sフレーズ  24/25-36-26
WGK Germany  1
RTECS 番号 CM1980000
TSCA  Yes
HSコード  29171390
有毒物質データの 123-99-9(Hazardous Substances Data)
毒性 LD50 orally in Rabbit: > 4000 mg/kg LD50 dermal Rat > 10 g/kg
化審法 (2)-878
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
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
注意書き
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。

アゼライン酸 価格 もっと(34)

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) W01ALF036308
Azelaic acid, 98%
123-99-9 25g ¥8700 2018-12-26 購入
富士フイルム和光純薬株式会社(wako) W01ALF036308
Azelaic acid, 98%
123-99-9 100g ¥20900 2018-12-26 購入
東京化成工業 A0561 アゼライン酸 >80.0%(GC)
Azelaic Acid >80.0%(GC)
123-99-9 25g ¥1800 2018-12-04 購入
東京化成工業 A0561 アゼライン酸 >80.0%(GC)
Azelaic Acid >80.0%(GC)
123-99-9 500g ¥4300 2018-12-04 購入
関東化学株式会社(KANTO) 01458-32 アゼライン酸 >95.0%(T)
Azelaic acid >95.0%(T)
123-99-9 25g ¥2300 2018-12-13 購入

アゼライン酸 MSDS


Azelaic acid

アゼライン酸 化学特性,用途語,生産方法

外観

白色~わずかにうすい黄色, フレーク又は粉末

定義

本品は、次の化学式で表されるジカルボン酸である。

溶解性

エタノール及びアセトンに溶け、水に溶けにくい。

用途

合成繊維、合成樹脂、可塑剤原料

化粧品の成分用途

pH調整剤、香料

効能

抗ニキビ薬, チオレドキシン還元酵素阻害薬

説明

Azelaic acid is a topical antiacne agent which exerts its therapeutic action through a myriad of antimicrobial, antiproliferative and cytostatic effects. In vitro, azelaic acid hasbeen shown to inhibit DNA polymerases in several tumor cell lines.

化学的特性

Azelaic acid is an organic compound with the formula (CH2)7(CO2H)2. This saturated dicarboxylic acid exists as a white powder. It is found in wheat, rye, and barley. It is a component of a number of hair and skin conditioners.

化学的特性

Nonanedioic acid is the best known dicarboxylic acid. Its name stems from the action of nitric acid (azote, nitrogen, or azotic, nitric) oxidation of oleic or elaidic acid. It was detected among products of rancid fats. Its origin explains for its presence in poorly preserved samples of linseed oil and in specimens of ointment removed from Egyptian tombs 5000 years old. Azelaic acid was prepared by oxidation of oleic acid with potassium permanganate, but now by oxidative cleavage of oleic acid with chromic acid or by ozonolysis. Azelaic acid is used, as simple esters or branched-chain esters) in the manufacture of plasticizers (for vinyl chloride resins, rubber), lubricants and greases. Azelaic acid is now used in cosmetics (treatment of acne). It displays bacteriostatic and bactericidal properties against a variety of aerobic and anaerobic micro-organisms present on acne-bearing skin. Azelaic acid was identified as a molecule that accumulated at elevated levels in some parts of plants and was shown to be able to enhance the resistance of plants to infections.

化学的特性

white to cream solid

Originator

Schering AG (W. Germany)

使用

antiacne, antiproliferative agent

使用

antifungal, binds to membrane sterols

調製方法

Azelaic acid is industrially produced by the ozonolysis of oleic acid. The side product is nonanoic acid. It is produced naturally by Malassezia furfur (also known as Pityrosporum ovale), a yeast that lives on normal skin. The bacterial degradation of nonanoic acid gives azelaic acid.

主な応用

Polymers and related materials
Esters of this dicarboxylic acid find applications in lubrication and plasticizers. With hexamethylenediamine azelaic acid forms Nylon - 6,9, which finds specialized uses as a plastic.
Medical
Azelaic acid is used to treat mild to moderate acne, both comedonal acne and inflammatory acne . It belongs to a class of medication called dicarboxylic acids. It works by killing acne bacteria that infect skin pores. It also decreases the production of keratin, which is a natural substance that promotes the growth of acne bacteria Azelaic acid is also used as a topical gel treatment for rosacea, due to its ability to reduce inflammation . It clears the bumps and swelling caused by Rosacea. Azelaic acid has been used for treatment of skin pigmentation including melasma and post inflammatory hyper pigmentation , particularly in those with darker skin types. It has been recommended as an alternative to hydroquinone (HQ). As a tyrosinase inhibitor, azelaic acid reduces synthesis of melanin.
Brand names
AzClear Action ( 20 % lotion, Ego Pharmaceuticals), Azelex (20% cream, Allergan), White Action cream (20 % cream ,2 % glycolic acid), SynCare), Finacea (15 % gel, Intendis/Berlex Laboratories, subsidiaries of Bayer AG), Finevin (20 % cream, Intendis / Berlex Laboratories), Skinoren (20 % cream or 15% gel, Intendis), Melazepam, Strata Dermatologics, 2oz, Mixed Dicarboxylic Acids 20 % Azelaic Acid Cream.,and Azaclear (azelaic acid and niacinamide, Epikinetics LLC). .

適応症

Azelaic acid (Azelex) is a naturally occurring dicarboxylic acid produced by the yeast Malassezia furfur. Azelaic acid inhibits tyrosinase, a rate-limiting enzyme in the synthesis of the pigment melanin. This may explain why diminution of melanin pigmentation occurs in the skin of some patients with pityriasis versicolor, a disease caused by M. furfur. Azelaic acid is bacteriostatic against a number of species thought to participate in the pathogenesis of acne, including Propionibacterium acnes. The drug may also reduce microcomedo formation by promoting normalization of epidermal keratinocytes.

brand name

Azelex (Allergan); Finacea (Intendis);Skinoren.

生物学的応用

In plants, azelaic acid serves as a "distress flare" involved in defense responses after infection. It serves as a signal that induces the accumulation of salicylic acid, an important component of a plant's defensive response.

臨床応用

Azelaic acid is used for the treatment of mild to moderate acne, particularly in cases characterized by marked inflammation-associated hyperpigmentation.

純化方法

Recrystallise it from H2O(charcoal) or thiophene-free *benzene. The acid can be dried by azeotropic distillation with toluene, the residual toluene solution is then cooled and filtered, and the precipitate is dried in a vacuum oven. It has been purified by zone refining or by sublimation onto a cold finger at 10-3torr. It distils above 360o with partial formation of the anhydride. The dimethyl ester has m –3.9o and b 140o/8mm. [Hill & McEwen Org Synth Coll Vol II 53 1943, Beilstein 2 IV 2055.]

アゼライン酸 上流と下流の製品情報

原材料

準備製品


アゼライン酸 生産企業

Global( 371)Suppliers
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123-99-9(アゼライン酸)キーワード:


  • 123-99-9
  • Water-soluble azelaic acid
  • 1,7-Dicarboxyheptane
  • azelaic
  • Azelaic acid, technical grade
  • Azelaic acid, tech., flakes
  • Nonanedioic acid 1,7-Heptanedicarboxylic Acid
  • Azeloic acid
  • Azelaic acid( Micronized )
  • Azelaic acid, 98% 25GR
  • Azelaic Acid 98%
  • 1,7-Heptanedicarboxylic Acid Nonanedioic Acid
  • Azelaic acid(Nonanedioic acid)
  • Azelaic Acid,1,7-Heptanedicarboxylic Acid
  • 1.7-Heptanedic
  • Azelaic acid Manufacturer
  • Azelaic acid technical, ~85% (GC)
  • Azelaic acid Vetec(TM) reagent grade
  • Azelaic acid5x100g
  • Anchoic acid,Lepargylic acid
  • Azelaic acid≥ 99% (Assay)
  • azelaicacid,technicalgrade
  • Azelainic acid
  • Emerox 1110
  • Emerox 1144
  • emerox1110
  • emerox1144
  • Emery's L-110
  • ninandioic acid
  • AZELAIC ACID TECH. 85-90% FLAKES
  • AZELAIC ACID 98+%
  • アゼライン酸
  • 1,7-ヘプタンジカルボン酸
  • ヘプタン-1,7-ジカルボン酸
  • ノナン二酸
  • レパルギリル酸
  • エメロックス1144
  • アンコイン酸
  • アゼライン酸 (RABBIT)
  • アゼライン酸, 98%
  • 構造分類
  • 官能性 & α,ω-二官能性アルカン
  • α,ω-アルカンジカルボン酸
  • α,ω-二官能性アルカン
  • 代謝産物
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