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Merck
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Key Documents

A8843

Sigma-Aldrich

AM580

≥98% (HPLC)

同義詞:

4- [(5,6,7,8-四氢-5,5,8,8-四甲基-2-萘基)甲酰胺基] 苯甲酸

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About This Item

經驗公式(希爾表示法):
C22H25NO3
CAS號碼:
分子量::
351.44
MDL號碼:
分類程式碼代碼:
12352200
PubChem物質ID:
NACRES:
NA.77

品質等級

化驗

≥98% (HPLC)

形狀

solid

儲存溫度

−20°C

SMILES 字串

CC1(C)CCC(C)(C)c2cc(ccc12)C(=O)Nc3ccc(cc3)C(O)=O

InChI

1S/C22H25NO3/c1-21(2)11-12-22(3,4)18-13-15(7-10-17(18)21)19(24)23-16-8-5-14(6-9-16)20(25)26/h5-10,13H,11-12H2,1-4H3,(H,23,24)(H,25,26)

InChI 密鑰

SZWKGOZKRMMLAJ-UHFFFAOYSA-N

基因資訊

一般說明

AM580是视黄苯甲酸衍生物和RAR-α(视黄酸受体-α)激动剂。它刺激 NB4 早幼粒细胞白血病细胞系和 APL(急性早幼粒细胞白血病)原始细胞中粒细胞的成熟。AM580 抑制子宫内膜癌细胞增殖。

應用

类视黄醇衍生物用于白血病-视黄酸受体 (PHL-RAR) 细胞系分化的基因表达研究。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


分析證明 (COA)

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Marie Virtanen et al.
Experimental dermatology, 19(7), 674-681 (2010-05-12)
Disorders of keratinization are often treated with vitamin A derivatives (retinoids) which affect keratinocyte differentiation, including keratin (KRT) gene expression. In vivo, suprabasal keratinocytes normally express only keratin (K) 1, K2 and K10, but after topical application of all-trans retinoic
Synthesis and pharmacological characterization of Disila-AM80 (Disila-tamibarotene) and Disila-AM580, silicon analogues of the RARalpha-selective retinoid agonists AM80 (Tamibarotene) and AM580.
Reinhold Tacke et al.
ChemMedChem, 4(11), 1797-1802 (2009-10-01)
Yasmeen G Ghnewa et al.
Clinical immunology (Orlando, Fla.), 183, 91-98 (2017-08-07)
Invariant natural killer T (iNKT) cells are cytotoxic T cells that respond to glycolipid antigens presented by CD1d. Therapeutic activation of iNKT cells with α-galactosylceramide (α-GalCer) can prevent and reverse tumor growth in mice and clinical trials involving α-GalCer-stimulated iNKT
You-Hong Cheng et al.
Journal of molecular endocrinology, 46(2), 139-153 (2011-02-12)
Previous studies have indicated that retinoic acid (RA) may be therapeutic for endometrial cancer. However, the downstream target genes and pathways triggered by ligand-activated RA receptor α (RARα) in endometrial cancer cells are largely unknown. In this study, 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide
Vitamin A in Health and Disease (2007)

文章

All-trans retinoic acid (RA, ATRA) is a pleiotropic activation factor that regulates genes associated with normal vertebrate cellular processes such as cell differentiation, cell proliferation, apoptosis, and embryonic development.

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