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Merck
모든 사진(1)

Key Documents

SML2034

Sigma-Aldrich

AGN 193109

≥98% (HPLC)

동의어(들):

4-[2-[5,6-Dihydro-5,5-dimethyl-8-(4-methylphenyl)-2-naphthalenyl]ethynyl]-benzoic acid, AGN193109, CD 3106

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About This Item

실험식(Hill 표기법):
C28H24O2
CAS Number:
Molecular Weight:
392.49
MDL number:
UNSPSC 코드:
12352200
NACRES:
NA.77

분석

≥98% (HPLC)

형태

powder

색상

white to beige

solubility

DMSO: 2 mg/mL, clear (warmed)

저장 온도

−20°C

SMILES string

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 key

NCEQLLNVRRTCKJ-UHFFFAOYSA-N

생화학적/생리학적 작용

AGN 193109 is an orally active retinoic acid receptor (RAR) antagonist that targets all three RAR subtypes with higher affinity (RARα/β/γ Kd = 2 nM) than all-trans retinoic acid/ATRA (RARα/β/γ Kd = 9/12/19 nM). AGN 193109 potently antagonizes against ATRA-induced transcription in RARα, RARβ, and RARγ transfected CV-1 cells (by 85%, 62%, and 100%, respectively, by equal molar AGN 193109 against ATRA). AGN 193109 is also widely employeed to block RAR-mediated physiological and pathalogical processes in mice and rats in vivo via oral (1-10 mg/kg) or topical (0.3-36 μmol/kg) administration.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


시험 성적서(COA)

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문서 라이브러리 방문

이미 열람한 고객

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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