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SML2751

Sigma-Aldrich

UCSF7447

≥98% (HPLC)

Synonym(s):

2-Bromo-4-chloro-N-[3-(1H-1,2,4-triazol-5-yl)phenyl]-benzenemethanamine, ZINC555417447

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About This Item

Empirical Formula (Hill Notation):
C15H12BrClN4
CAS Number:
2305480-97-9
Molecular Weight:
363.64
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

Brc1c(ccc(c1)Cl)CNc2cc(ccc2)c3[nH]ncn3

InChI

1S/C15H12BrClN4/c16-14-7-12(17)5-4-11(14)8-18-13-3-1-2-10(6-13)15-19-9-20-21-15/h1-7,9,18H,8H2,(H,19,20,21)

InChI key

QPTCYEYTAWEZNT-UHFFFAOYSA-N

Biochem/physiol Actions

UCSF7447 (ZINC555417447) brain permeable, potent and selective inverse agonist of both human and mouse melatonin MT1 receptor, which decelerates re-entrainment in mouse model of east-bound jetlag. Unexpectedly UCSF7447 advances the phase of the mouse circadian clock when administer at dusk.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Reed M Stein et al.
Nature, 579(7800), 609-614 (2020-02-11)
The neuromodulator melatonin synchronizes circadian rhythms and related physiological functions through the actions of two G-protein-coupled receptors: MT1 and MT2. Circadian release of melatonin at night from the pineal gland activates melatonin receptors in the suprachiasmatic nucleus of the hypothalamus

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