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Merck
CN

I0800000

异维A酸

European Pharmacopoeia (EP) Reference Standard

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别名:
13-顺式-维甲酸, 异维甲酸
经验公式(希尔记法):
C20H28O2
CAS号:
分子量:
300.44
MDL编号:
UNSPSC代码:
41116107
PubChem化学物质编号:
NACRES:
NA.24

生物来源

synthetic

等级

pharmaceutical primary standard

Agency

EP

API类

isotretinoin

形式

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)

格式

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

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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.

相关产品

象形图

Health hazardExclamation mark

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

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


分析证书(COA)

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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)
Isotretinoin
European Pharmacopoeia Commission and European Directorate for the Quality of Medicines & Healthcare
European pharmacopoeia, 3(5), 5705-5706 (2018)
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)
H J M J Crijns et al.
The British journal of dermatology, 164(2), 238-244 (2010-08-19)
Most of the publications on isotretinoin, pregnancy and compliance with the pregnancy prevention programme (PPP) originate from North America. Information specific for the European situation is very limited. The aim of this study was to identify publications describing the use
F L Meyskens et al.
Critical reviews in oncology/hematology, 3(1), 75-101 (1985-01-01)
Retinoids, particularly 13-cis-retinoic acid, have shown great promise against a number of benign, but serious dermatological conditions. In animal models, 13-cis-retinoic acid functions is a potent antipromoter whether a cancer has been initiated by chemical, physical, or viral agents. Additionally

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