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Merck
CN

SML3981

CITFA

≥98% (HPLC)

Synonym(s):

2-Cyclohexyl-4-isopropyl-N-((5-(tetrahydro-2H-pyran-2-yl)furan-2-yl)methyl)aniline, N-[2-Cyclohexyl-4-(1-methylethyl)phenyl]-5-(tetrahydro-2H-pyran-2-yl)-2-furanmethanamine

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About This Item

Empirical Formula (Hill Notation):
C25H35NO2
CAS Number:
Molecular Weight:
381.55
UNSPSC Code:
51111800
NACRES:
NA.21
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
Technical Service
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InChI

1S/C25H35NO2/c1-18(2)20-11-13-23(22(16-20)19-8-4-3-5-9-19)26-17-21-12-14-25(28-21)24-10-6-7-15-27-24/h11-14,16,18-19,24,26H,3-10,15,17H2,1-2H3

InChI key

GYTVCHRGONLGMD-UHFFFAOYSA-N

SMILES string

CC(C)C(C=C1C2CCCCC2)=CC=C1NCC3=CC=C(C4OCCCC4)O3

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (Warmed)

storage temp.

2-8°C

Quality Level

Biochem/physiol Actions

Potent and selective G protein-coupled estrogen receptor (GPER) agonist with significantly higher potency than G-1 and greater selectivity than 17β-estradiol (E2).



CITFA is a potent and selective G protein-coupled estrogen receptor (GPER) agonist that specifically inudces calcium mobilizaton in GPER-transfected, but not non-transfected, COS cells. CITFA is more potent than G-1 (Ca2+ EC50 = 38.7 nM vs. 1.71 μM in HL-60 cells) and, unlike 17β-estradiol (E2), exhibits no affinity toward ERα/β (Ki >10 μM). CITFA (100 nM for 72h) significantly increases axonal and dendritic growth in rat embryonic (E18) hippocampal neurons.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Novel GPER Agonist, CITFA, Increases Neurite Growth in Rat Embryonic (E18) Hippocampal Neurons
ACS Chemical Neuroscience, 13(8), 1119-1128 (2022)

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