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Merck
CN

T7080

Tazarotene

≥98% (HPLC), prodrug of tazarotenic acid, powder

别名:

6-[(3,4-Dihydro-4,4-dimethyl-2H-1-benzothiopyran-6-yl)ethynyl]-3-pyridinecarboxylic acid ethyl ester, AGN-190168, ethyl 6-[2-(4,4-dimethylthiochroman-6-yl)ethynyl] nicotinate

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关于此项目

经验公式（希尔记法）:
C21H21NO2S
化学文摘社编号:
118292-40-3
分子量:
351.46
UNSPSC Code:
12352200
NACRES:
NA.77

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产品名称

Tazarotene, ≥98% (HPLC)

SMILES string

S1CCC(c2c1ccc(c2)C#Cc3ncc(cc3)C(=O)OCC)(C)C

InChI

1S/C21H21NO2S/c1-4-24-20(23)16-7-9-17(22-14-16)8-5-15-6-10-19-18(13-15)21(2,3)11-12-25-19/h6-7,9-10,13-14H,4,11-12H2,1-3H3

InChI key

OGQICQVSFDPSEI-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

white to very faintly yellow

solubility

DMSO: >15 mg/mL

originator

Allergan

storage temp.

2-8°C

Quality Level

100

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相关类别

Biochem/physiol Actions

Tazarotene induces the expression of tazarotene-induced gene 3 (TIG3), a tumor suppressor gene.
Tazarotene induces the expression of tazarotene-induced gene 3 (TIG3), a tumor suppressor gene. It is a prodrug of tazarotenic acid, which specifically activates RARb and RARg, only weakly activates RARa, and is inactive at retinoid X receptors (RXRs). In psoriasis, tazarotene normalizes abnormal keratinocyte differentiation and reduces their hyperproliferation.

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by Allergan. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H361d

Hazard Classifications

Repr. 2

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000468769
0000409347
0000409347
0000468769
0000257910

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M Lebwohl
Journal of the American Academy of Dermatology, 43(2 Pt 3), S43-S46 (2000-07-18)
In the treatment of plaque psoriasis with corticosteroids, long-term efficacy and safety are often compromised by tachyphylaxis, steroid rebound, and adverse effects. However, the results of recent studies demonstrate that the use of tazarotene in conjunction with a corticosteroid can
D D Tang-Liu et al.
Clinical pharmacokinetics, 37(4), 273-287 (1999-12-20)
Tazarotene (AGN 190168) is a new acetylenic retinoid which is effective for the topical treatment of patients with stable plaque psoriasis and mild to moderate acne vulgaris. Topical gel application provides direct delivery of tazarotene into the skin. At 10
A high-content imaging-based screening pipeline for the systematic identification of anti-progeroid compounds
Kubben N, et al.
Methods, 46-58 (2016)
A Roeder et al.
Skin pharmacology and physiology, 17(3), 111-118 (2004-04-17)
Tazarotene is a member of the new generation of receptor-selective, synthetic retinoids for the topical treatment of mild to moderate plaque psoriasis, acne vulgaris and photoaging. Though they are effective in monotherapy, clinical studies with a focus on novel combination
Mark A Hyde et al.
Archives of dermatology, 148(5), 592-596 (2012-03-21)
To determine if the complete response rates of lentigo maligna (LM) to imiquimod, 5%, cream can be improved by the addition of a topical retinoid. Prospective randomized study of patients treated with imiquimod alone vs imiquimod plus a topical retinoid
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