nonanedioic acid

• ChemBase编号: 430
• 分子式: C9H16O4
• 平均质量: 188.22094
• 单一同位素质量: 188.10485899
• SMILES: OC(=O)CCCCCCCC(=O)O
• Canonical SMILES: OC(=O)CCCCCCCC(=O)O
• InChI: InChI=1S/C9H16O4/c10-8(11)6-4-2-1-3-5-7-9(12)13/h1-7H2,(H,10,11)(H,12,13)
• InChIKey: BDJRBEYXGGNYIS-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: nonanedioic acid
• IUPAC传统名: azelaic acid
• 商标名: Azelex; Emerox 1110; Emerox 1144; Emery's L-110; Finacea; Finevin; Skinoren
• 别名: 杜鹃花酸; 壬二酸; n-Nonanedioic acid; Nonanedioic acid; Lepargylic acid; Heptanedicarboxylic acid; Azalaic Acid; Anchoic acid; Azelainic acid; Azelaic Acid; Nonanedionic acid; 1,7-Heptanedicarboxylic acid; Azelaic acid

登记号

• CAS号: 123-99-9
• EC号: 204-669-1
• MDL号: MFCD00004432
• Beilstein号: 1101094
• 默克索引号: 14905
• PubChem SID: 24891477; 24278221; 160963893; 46506284
• PubChem CID: 2266
• CHEBI ID: 48131
• ATC码: D10AX03
• CHEMBL: 1238
• Chemspider ID: 2179
• DrugBank ID: DB00548
• KEGG ID: D03034
• 美国药典/FDA物质标识码: F2VW3D43YT
• 维基百科标题: Azelaic_acid

理论计算性质

JChem

• Acid pKa: 4.1478105
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): -0.1637566
• LogD (pH = 7.4): -3.6534874
• Log P: 1.8243604
• 摩尔折射率: 46.542 cm^3
• 极化性: 18.41525 Å^3
• 极化表面积: 74.6 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 1.37
• LOG S: -1.92
• 溶解度: 2.28e+00 g/l

分子性质

理化性质

• 溶解度: 2.14 g/L in water; 2400 mg/L (20 oC)
• 外观: Crystalline
• 熔点: 109-111 °C; 109-111 °C(lit.); 109-111°C; ca 102°C
• 沸点: 286 °C at 100 mmHg; 286 °C/100 mmHg(lit.); 286.5°C; 286.5°C @ 100 mm; 286°C/100mm; 287°C
• 闪点: 210 °C; 215°C(419°F); 410 °F
• 密度: 1.029 g/ml; 1.225
• 蒸汽压: <1 mmHg ( 20 °C)
• 蒸汽密度: 6.5 (vs air)
• 疏水性(logP): 1.7
• pKa: 4.550, 5.498

安全信息

• 保存条件: Room Temperature (15-30°C)
• RTECS编号: CM1980000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 1
• 危险公开号: R:36/37/38
• 安全公开号: S:20-25-26-37/39
• TSCA收录: 是
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H319
• GHS警示性声明: P305 + P351 + P338
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

药理学性质

• 给药途径: Topical
• 生物利用度: Very low
• 半衰期: 12 hours
• 法定药品分级: Rx-only (US)

产品相关信息

• 纯度: ~85% (GC); ~90%; >97%; ≥99.0% (GC); 80%; 95%; 96%; 98%; tech. 80%
• 级别: PRACTICAL; puriss.; technical; technical grade
• 线性分子式: HO2C(CH2)7CO2H

详细说明

MP Biomedicals - 05225943

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02100855

Crystalline
Purity: >97%

MP Biomedicals - 02150408

Practical Grade
Purity: ~90%
Crystalline

MP Biomedicals - 05215098

MP Biomedicals Rare Chemical collection

DrugBank - DB00548

• Drug Groups: approved
• Description: Azelaic acid is a saturated dicarboxylic acid found naturally in wheat, rye, and barley. It is a natural substance that is produced by Malassezia furfur (also known as Pityrosporum ovale), a yeast that lives on normal skin. It is effective against a number of skin conditions, such as mild to moderate acne, when applied topically in a cream formulation of 20%. It works in part by stopping the growth of skin bacteria that cause acne, and by keeping skin pores clear. Azelaic acid's antimicrobial action may be attributable to inhibition of microbial cellular protein synthesis.
• Indication: For the topical treatment of mild-to-moderate inflammatory acne vulgaris.
• Pharmacology: Azelaic acid is a saturated dicarboxylic acid found naturally in wheat, rye, and barley. It is a natural substance that is produced by Malassezia furfur (also known as Pityrosporum ovale), a yeast that lives on normal skin. It is effective against a number of skin conditions, such as mild to moderate acne, when applied topically in a cream formulation of 20%. It works in part by stopping the growth of skin bacteria that cause acne, and by keeping skin pores clear. Azelaic acid's antimicrobial action may be attributable to inhibition of microbial cellular protein synthesis.
• Toxicity: Oral LD50 in rat: >5 g/kg
• Affected Organisms: Various aerobic and anaerobic microorganisms
• Biotransformation: Mainly excreted unchanged in the urine but undergoes some b-oxidation to shorter chain dicarboxylic acids.
• Absorption: Approximately 4% of the topically applied azelaic acid is systemically absorbed.
• Half Life: The observed half-lives in healthy subjects are approximately 45 minutes after oral dosing and 12 hours after topical dosing, indicating percutaneous absorption rate-limited kinetics.
• Elimination: Azelaic acid is mainly excreted unchanged in the urine, but undergoes some ?-oxidation to shorter chain dicarboxylic acids.
• External Links: RxList; PDRhealth; Drugs.com

Sigma Aldrich - 246379

包装
25, 100 g in poly bottle

Sigma Aldrich - A96150

包装
2 kg in poly bottle