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Merck
CN

I0800000

异维A酸

European Pharmacopoeia (EP) Reference Standard

别名:

13-顺式-维甲酸, 异维甲酸

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关于此项目

经验公式（希尔记法）:
C20H28O2
化学文摘社编号:
4759-48-2
分子量:
300.44
MDL编号:
MFCD00079542
UNSPSC代码:
41116107
PubChem化学物质编号:
329815327
NACRES:
NA.24

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生物来源

synthetic

等级

pharmaceutical primary standard

Agency

EP

API类

isotretinoin

表单

solid

制造商/商品名称

EDQM

技术

gas chromatography (GC): suitable
liquid chromatography (LC): suitable

mp

172-175 °C (lit.)

应用

pharmaceutical (small molecule)

包装形式

neat

SMILES字符串

[H]\C(C(O)=O)=C(C)\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C

InChI

1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8+,16-14-

InChI key

SHGAZHPCJJPHSC-XFYACQKRSA-N

基因信息

human ... RARA(5914), RARB(5915), RARG(5916)

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相关类别

一般描述

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.
Isotretinoin, a vital isomer of vitamin A, is implicated in the treatment of severe recalcitrant nodular acne disorder. It is the only drug known to operate against the major pathogenic factors of acne. It serves to diminish the sebaceous gland activity, thereby resulting in the correction of keratinization defect.

应用

Isotretinoin may be used as an EP reference standard for the determination of the analyte in pharmaceutical formulations by various chromatography techniques.

生化/生理作用

13-顺式维甲酸(RA)具有抗炎、抗肿瘤作用。RA的作用通过RAR-β和RAR-α受体介导。RA可减弱细胞因子刺激小鼠系膜细胞iNOS的表达和活性。它诱导线粒体膜通透性转变，表现为肿胀和膜电位下降，并通过凋亡途径刺激细胞色素C的释放。这些活性被EGTA和环孢素A逆转。RA也通过增加转录部分增加MMP-1蛋白的表达。

包装

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

其他说明

Sales restrictions may apply.

象形图

Health hazardExclamation mark
GHS08,GHS07

警示用语：

Danger

危险分类

Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Isotretinoin
European Pharmacopoeia Commission and European Directorate for the Quality of Medicines & Healthcare
European pharmacopoeia, 3(5), 5705-5706 (2018)
Determination of isotretinoin in pharmaceutical formulations by reversed-phase HPLC
Guimar?es CA, et al.
Journal of Biomedical Science and Engineering, 3(5), 454-458 (2010)
Development of a gas chromatography method for the determination of isotretinoin and its degradation products in pharmaceuticals
Lima EM, et al.
Journal of Pharmaceutical and Biomedical Analysis, 38(4), 678-685 (2005)
Emily Yiping Gan et al.
The Journal of dermatological treatment, 24(5), 387-391 (2012-03-07)
Oral isotretinoin is effective for acne vulgaris but concerns remain regarding its adverse effects. This study aims to evaluate the safety and efficacy of isotretinoin for acne vulgaris in Asian patients. We conducted a 4-year retrospective study on all patients
Derrick J Stobaugh et al.
Journal of the American Academy of Dermatology, 69(3), 393-398 (2013-05-21)
Some studies have purported to link isotretinoin prescribed for acne with the development of inflammatory bowel disease (IBD). We sought to identify existence of disproportionate attorney-initiated reporting of isotretinoin-associated IBD in the Food and Drug Administration Adverse Event Reporting System
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