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SML1619

Tazarotenic acid

Name: Tazarotenic acid
Brand: SIGMA

≥98% (HPLC), powder, retinoid receptor (RAR) agonist

别名:

6-(2-(4,4-Dimethylthiochroman-6-yl)ethynyl)nicotinic acid, 6-[2-(3,4-Dihydro-4,4-dimethyl-2H-1-benzothiopyran-6-yl)ethynyl]-3-pyridinecarboxylic acid, AGN 190299, AGN-190299, Tazarotene acid

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About This Item

经验公式（希尔记法）:

C₁₉H₁₇NO₂S

CAS号:

118292-41-4

分子量:

323.41

MDL编号:

MFCD00872121

UNSPSC代码:

12352106

PubChem化学物质编号:

329825505

NACRES:

NA.77

product name

Tazarotenic acid, ≥98% (HPLC)

质量水平

100

检测方案

≥98% (HPLC)

形式

powder

颜色

white to light brown

溶解性

DMSO: 20 mg/mL, clear

储存温度

2-8°C

SMILES字符串

CC1(C)CCSC2=C1C=C(C#CC3=CC=C(C(O)=O)C=N3)C=C2

InChI

1S/C19H17NO2S/c1-19(2)9-10-23-17-8-4-13(11-16(17)19)3-6-15-7-5-14(12-20-15)18(21)22/h4-5,7-8,11-12H,9-10H2,1-2H3,(H,21,22)

InChI key

IQIBKLWBVJPOQO-UHFFFAOYSA-N

生化/生理作用

Tazarotene is transformed to tazarotenic acid with the help of esterases. Tazarotenic acid regulates the pathogenic aspects of psoriasis through normalizing abnormal keratinocyte differentiation. It possesses strong anti-hyperproliferative effects in skin and reduces inflammation.

Tazarotenic acid, an active metabolite of tazarotene, is a potent and selective agonist of the retinoid receptor (RAR) that binds to RARα, RARβ, and RARγ. Tazarotenic acid relatively selective activates RARβ and RARγ. Tazarotenic acid is a first xenobiotic substrate of human retinoic acid hydroxylase CYP26A1 and CYP26B1.

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

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Cytochrome P450 2C8 and flavin-containing monooxygenases are involved in the metabolism of tazarotenic acid in humans

Attar M, et al.

Drug Metabolism and Disposition, 31(4), 476-481 (2003)

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