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Merck
CN

11480

Sigma-Aldrich

壬二酸

technical, ~85% (GC)

别名:

杜鹃花酸

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About This Item

线性分子式:
HO2C(CH2)7CO2H
CAS号:
分子量:
188.22
Beilstein:
1101094
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

蒸汽密度

6.5 (vs air)

质量水平

蒸汽压

<1 mmHg ( 20 °C)

等级

technical

方案

~85% (GC)

沸点

286 °C/100 mmHg (lit.)

mp

109-111 °C (lit.)

官能团

carboxylic acid

SMILES字符串

OC(=O)CCCCCCCC(O)=O

InChI

1S/C9H16O4/c10-8(11)6-4-2-1-3-5-7-9(12)13/h1-7H2,(H,10,11)(H,12,13)

InChI key

BDJRBEYXGGNYIS-UHFFFAOYSA-N

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一般描述

Azelaic acid (Nonanedioic acid) is a naturally occurring saturated, nonphenolic compound isolated from cultures Pityrosporum ovale. It is a therapeutic agent with well-known antibacterial properties.

应用

  • A phase 3 randomized, double-blind, vehicle-controlled trial of azelaic acid foam 15% in the treatment of papulopustular rosacea: This study evaluates the efficacy and safety of a 15% azelaic acid foam in treating rosacea, demonstrating significant improvements in disease severity (Draelos et al., 2015).
  • Comparison of the characteristics of transfersomes and protransfersomes containing azelaic acid: This research compares the properties of transfersome formulations with azelaic acid, highlighting their potential for enhanced delivery in dermatological applications (Rahmi and Pangesti, 2018).
  • Enhancing the bioconversion of azelaic acid to its derivatives by response surface methodology: This article discusses optimizing the production of azelaic acid derivatives, which are crucial for cosmetic and pharmaceutical applications (Khairudin et al., 2018).
  • Azelaic acid: a bio-based building block for biodegradable polymers: The study explores azelaic acid as a sustainable precursor for producing biodegradable polymers, pertinent to material science (Todea et al., 2021).
  • Preparation and evaluation of azelaic acid topical microemulsion formulation: in vitro and in vivo study: This research presents a microemulsion formulation of azelaic acid, assessing its stability and skin permeability, critical for topical therapeutic applications (Hung et al., 2021).

生化/生理作用

Azelaic acid is a potent inhibitor of 5α-reductase activity. It is a reversible competitive inhibitor of thioredoxin reductase in human melanoma cells.

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2 - Skin Irrit. 2

储存分类代码

11 - Combustible Solids

WGK

WGK 1

闪点(°F)

410.0 °F - closed cup

闪点(°C)

210 °C - closed cup

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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K U Schallreuter et al.
Cancer letters, 36(3), 297-305 (1987-09-01)
Azelaic acid has been shown to inhibit thioredoxin reductase (TR) at the surface of guinea pig and human skin, on cultures of human keratinocytes, melanocytes, melanoma cells, murine melanoma cells (Cloudman S91), and on purified enzymes from Escherichia coli, rat
D Stamatiadis et al.
The British journal of dermatology, 119(5), 627-632 (1988-11-01)
The effects of zinc sulphate and azelaic acid on 5 alpha-reductase activity in human skin were studied using an in vitro assay with 1,2[3H]-testosterone as substrate. When added at concentrations of 3 or 9 mmol/l, zinc was a potent inhibitor
Ji Sun Yu et al.
Journal of biomedical science, 17 Suppl 1, S45-S45 (2010-09-11)
Pigmentation in human skin is an important defense mechanism against sunlight or oxidative stress. Despite the protective role of melanin, abnormal hyperpigmentation such as freckles and chloasma sometimes can be serious aesthetic problems. Because of these effects of hyperpigmentation, people
J Brasch et al.
Dermatology (Basel, Switzerland), 186(1), 55-58 (1993-01-01)
Azelaic acid is a therapeutic agent with well-known antibacterial properties, but its antimycotic effect has not yet been investigated systematically. In this study we have used an agar dilution technique to test the inhibitory effect of azelaic acid upon common
Esther J van Zuuren et al.
Journal of the American Academy of Dermatology, 56(1), 107-115 (2006-12-28)
Rosacea is a common chronic skin and ocular condition. It is unclear which treatments are most effective. We have conducted a Cochrane review of rosacea therapies. This article is a distillation of that work. We sought to assess the evidence

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