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Merck
모든 사진(1)

문서

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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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)
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;
D R Soprano et al.
Toxicology and applied pharmacology, 174(2), 153-159 (2001-07-12)
The synthetic retinoid AGN 193109 is a potent pan retinoic acid receptor (RAR) antagonist. Treatment of pregnant mice with a single oral 1 mg/kg dose of this antagonist on day 8 postcoitum results in severe craniofacial (median cleft face or
Quan Wu et al.
PLoS biology, 14(9), e1002553-e1002553 (2016-09-09)
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