Azelaic acid (Nonanedioic acid)

A dicarboxylic acid with diverse biological activities

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货号: ajce44680
CAS: 123-99-9
别名: 壬二酸; Nonanedioic acid
分子式: C9H16O4
分子量: 188.22
纯度: >98%
溶解度: DMSO : ≥ 100 mg/mL (531.29 mM);Water : 2 mg/mL (10.63 mM)
储存: Store at -20°C
库存: 现货

Background

Azelaic acid is a naturally occurring and saturated dicarboxylic acid with diverse biological activities.^1,2,3,4,5 It is a competitive inhibitor of tyrosinase, NADH dehydrogenase, succinic dehydrogenase, and reduced ubiquitinone:cytochrome C oxidoreductase in vitro.^1,2 Azelaic acid inhibits the growth and colony formation of B16 murine as well as HMB2 and SK32 human melanoma cells in a concentration-dependent manner but has no effect on CHO cells.³ It decreases DNA synthesis, induces mitochondrial damage and dilation of the rough endoplasmic reticulum (RER), and reduces growth of mouse keratinocytes in a dose- and time-dependent manner.⁴ Azelaic acid is bacteriostatic against S. epidermidis, S. aureus, S. capitis, P. acnes, P. avidum, P. mirabilis, and C. albicans in vitro (MICs = 0.03-0.25 M).⁵ Formulations containing azelaic acid have been used in the treatment of acne and hyperpigmentation disorders.

1.Nazzaro-Porro, M., and Passi, S.Identification of tyrosinase inhibitors in cultures of PityrosporumJ. Invest. Dermatol.71(3)205-208(1978) 2.Passi, S., Picardo, M., Nazzaro-Porro, M., et al.Antimitochondrial effect of saturated medium chain length (C8-C13) dicarboxylic acidsBiochem. Pharmacol.33(1)103-108(1984) 3.Lemic-Stojcevic, L., Nias, A.H., and Breathnach, A.S.Effect of azelaic acid on melanoma cells in cultureExp. Dermatol.4(2)79-81(1995) 4.Detmar, M., Mayer-da-Silva, A., Stadler, R., et al.Effects of azelaic acid on proliferation and ultrastructure of mouse keratinocytes in vitroJ. Invest. Dermatol.93(1)70-74(1989) 5.Nguyen, Q.H., and Bui, T.P.Azelaic acid: Pharmacokinetic and pharmacodynamic properties and its therapeutic role in hyperpigmentary disorders and acneInt. J. Dermatol.34(2)75-84(1995)