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SML2225

Sigma-Aldrich

RO5263397

≥98% (HPLC)

Synonyma:

(S)-4-(3-Fluoro-2-methyl-phenyl)-4,5-dihydro-oxazol-2-ylamine

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About This Item

Empirický vzorec (Hillův zápis):
C10H11FN2O
Číslo CAS:
1357266-05-7
Molekulová hmotnost:
194.21
MDL number:
MFCD28405323
UNSPSC Code:
12352200
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D +77 to +88°, c = 1.0 in methanol

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

NC1=N[C@@H](C2=CC=CC(F)=C2C)CO1

InChI

1S/C10H11FN2O/c1-6-7(3-2-4-8(6)11)9-5-14-10(12)13-9/h2-4,9H,5H2,1H3,(H2,12,13)/t9-/m1/s1

InChI key

IOHOUWIYOVWGHV-SECBINFHSA-N

Biochem/physiol Actions

Orally available, potent and selective partial TAAR1 agonist with similar in vivo efficacy as the full agonist RO5256390.
RO5256390 is an orally available partial agonist that targets trace amine-associated receptor 1 (TAAR1) with high affinity (Ki in nM = 0.9/mouse, 4.1/human, 9.1/rat, 24/monkey TARR1), potency (EC50 in nM/relative efficacy with respect to β-phenylethylamine = 1.3/0.59/mouse, 17/0.81/human, 47/0.76/rat, 251/0.85/monkey TARR1-dependent cellular cAMP production), and selectivity (by a 112-receptor/channel/transporter and a 42-enzyme panel), without agonistic activity toward mouse TAAR4-expressing cells even at a high concentration of 30 μM. When applied via oral administration (0.003-1 mg/kg), RO5256390 exhibits similar in vivo efficacy as the full agonist RO5256390 in blocking psychostimulants-induced hyperlocomotion in mice.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Osvědčení o analýze (COA)

Lot/Batch Number
0000425134
0000425133
0000425133
0000425134
0000232773

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Guido Galley et al.
ACS medicinal chemistry letters, 7(2), 192-197 (2016-03-18)
2-Aminooxazolines were discovered as a novel structural class of TAAR1 ligands. Starting from a known adrenergic compound 1, structural modifications were made to obtain highly potent and selective TAAR1 ligands such as 12 (RO5166017), 18 (RO5256390), 36 (RO5203648), and 48
Artem Dorotenko et al.
Cellular and molecular neurobiology, 40(2), 215-228 (2019-11-18)
Trace amine-associated receptor 1 (TAAR1) is a widely recognized new perspective target for the neuropsychiatric pharmacological treatment. Despite a growing number of studies investigating TAAR1 role in the animal models of different pathologies, information of TAAR1 agonists impact on executive
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