Ugrás a tartalomra
Merck

11480

Sigma-Aldrich

Azelaic acid

technical, ~85% (GC)

Szinonimák:

Nonanedioic acid

Bejelentkezésa Szervezeti és Szerződéses árazás megtekintéséhez


About This Item

Lineáris képlet:
HO2C(CH2)7CO2H
CAS-szám:
Molekulatömeg:
188.22
Beilstein:
1101094
EC-szám:
MDL-szám:
UNSPSC kód:
12352100
PubChem Substance ID:
NACRES:
NA.22
Teszt:
~85% (GC)

gőzsűrűség

6.5 (vs air)

Minőségi szint

gőznyomás

<1 mmHg ( 20 °C)

grade

technical

Teszt

~85% (GC)

bp

286 °C/100 mmHg (lit.)

mp

109-111 °C (lit.)

funkcionális csoport

carboxylic acid

SMILES string

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)

Nemzetközi kémiai azonosító kulcs

BDJRBEYXGGNYIS-UHFFFAOYSA-N

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Általános leírás

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.

Alkalmazás

  • 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).

Biokémiai/fiziológiai hatások

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

Piktogramok

Exclamation mark

Figyelmeztetés

Warning

Figyelmeztető mondatok

Veszélyességi osztályok

Eye Irrit. 2 - Skin Irrit. 2

Tárolási osztály kódja

11 - Combustible Solids

WGK

WGK 1

Lobbanási pont (F)

410.0 °F - closed cup

Lobbanási pont (C)

210 °C - closed cup

Egyéni védőeszköz

Eyeshields, Gloves, type N95 (US)


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Analitikai tanúsítványok (COA)

Lot/Batch Number

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Dokumentumtár megtekintése

Az ügyfelek ezeket is megtekintették

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
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
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
Maria Zoeller et al.
Plant physiology, 160(1), 365-378 (2012-07-24)
Lipid peroxidation (LPO) is induced by a variety of abiotic and biotic stresses. Although LPO is involved in diverse signaling processes, little is known about the oxidation mechanisms and major lipid targets. A systematic lipidomics analysis of LPO in the

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