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Merck

SML2034

Sigma-Aldrich

AGN 193109

≥98% (HPLC)

别名:

4-[2-[5,6-二氢-5,5-二甲基-8-(4-甲基苯基)-2-萘基]乙炔基]-苯甲酸, AGN193109, CD 3106

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About This Item

经验公式(希尔记法):
C28H24O2
分子量:
392.49
MDL號碼:
分類程式碼代碼:
12352200
NACRES:
NA.77

化驗

≥98% (HPLC)

形狀

powder

顏色

white to beige

溶解度

DMSO: 2 mg/mL, clear (warmed)

儲存溫度

−20°C

SMILES 字串

O=C(O)C1=CC=C(C#CC2=CC=C3C(C)(C)CC=C(C4=CC=C(C)C=C4)C3=C2)C=C1

InChI

1S/C28H24O2/c1-19-4-11-22(12-5-19)24-16-17-28(2,3)26-15-10-21(18-25(24)26)7-6-20-8-13-23(14-9-20)27(29)30/h4-5,8-16,18H,17H2,1-3H3,(H,29,30)

InChI 密鑰

NCEQLLNVRRTCKJ-UHFFFAOYSA-N

生化/生理作用

AGN 193109是一种口服活性视黄酸受体(RAR)拮抗剂,它会靶向所有三种RAR亚型,其亲和力(RARα/β/γ Kd = 2 nM)高于全反式视黄酸/ATRA(RARα/β/γ Kd = 9/12/19 nM)。AGN 193109在RARα、RARβ和RARγ转染的CV-1细胞中可有效拮抗ATRA诱导的转录(通过等摩尔的AGN 193109拮抗ATRA可分别达到85%、62%和100%)。AGN 193109还广泛用于通过口服(1-10 mg/kg)或局部(0.3-36 μmol/kg)给药在小鼠和大鼠体内阻断RAR介导的的生理和病理过程。

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


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分析证书(COA)

Lot/Batch Number

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A T Johnson et al.
Bioorganic & medicinal chemistry letters, 9(4), 573-576 (1999-03-31)
A series of high affinity retinoic acid receptor (RAR) antagonists were prepared based upon the known antagonist AGN 193109 (2). Introduction of various phenyl groups revealed a preference for substitution at the para-position relative to the meta-site. Antagonists with the
A M Standeven et al.
Toxicology and applied pharmacology, 138(1), 169-175 (1996-05-01)
AGN 193109 was recently identified as a potent retinoic acid receptor (RAR) antagonist in vitro. The purpose of the present study was to determine if AGN 193109 functions as an RAR antagonist in vivo and thus could prevent and/or treat
Tadaaki Nakajima et al.
Proceedings of the National Academy of Sciences of the United States of America, 113(50), 14354-14359 (2016-12-03)
The Müllerian duct develops into the oviduct, uterus, and vagina, all of which are quite distinct in their morphology and function. The epithelial fate of these female reproductive organs in developing mice is determined by factors secreted from the stroma;
Synthesis and characterization of a highly potent and effective antagonist of retinoic acid receptors.
A T Johnson et al.
Journal of medicinal chemistry, 38(24), 4764-4767 (1995-11-24)
Emmanuelle Gruz-Gibelli et al.
Neural plasticity, 2016, 3707406-3707406 (2016-02-18)
The amyloid-β peptide or Aβ is the key player in the amyloid-cascade hypothesis of Alzheimer's disease. Aβ appears to trigger cell death but also production of double-strand breaks (DSBs) in aging and Alzheimer's disease. All-trans retinoic acid (RA), a derivative

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