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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
NACRES:
NA.24
PubChem Substance ID:
329815327
UNSPSC Code:
41116107
MDL number:
MFCD00079542

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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-

SMILES string

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

InChI key

SHGAZHPCJJPHSC-XFYACQKRSA-N

biological source

synthetic

grade

pharmaceutical primary standard

agency

EP

API family

isotretinoin

form

solid

manufacturer/tradename

EDQM

technique(s)

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

mp

172-175 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

Gene Information

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

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相关类别

General description

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.

Application

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

Biochem/physiol Actions

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。

Packaging

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

Other Notes

Sales restrictions may apply.

signalword

Danger

target_organs

Respiratory system

存储类别

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

flash_point_f

Not applicable

flash_point_c

Not applicable

Hazard Classifications

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

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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)
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
Kaisar Raza et al.
Colloids and surfaces. B, Biointerfaces, 105, 67-74 (2013-01-30)
Isotretinoin (ITR) is a drug of choice in the treatment of all types of acne, including recalcitrant, severe and nodulocystic. The most widely employed route of its administration, i.e., oral intake, is reported to be associated with severe side-effects including
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