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Key Documents

SML1893

Sigma-Aldrich

RO5256390

≥98% (HPLC)

Synonym(s):

(S)-4-((S)-2-phenyl-butyl)-4,5-dihydro-oxazol-2-ylamine

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About This Item

Empirical Formula (Hill Notation):
C13H18N2O
CAS Number:
Molecular Weight:
218.29
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D 14 to 19°, c = 1 in methanol

color

white to beige

solubility

DMSO: 10 mg/mL, clear

storage temp.

2-8°C

SMILES string

CC[C@@H](C[C@H]1COC(N)=N1)C2=CC=CC=C2

InChI

1S/C13H18N2O/c1-2-10(11-6-4-3-5-7-11)8-12-9-16-13(14)15-12/h3-7,10,12H,2,8-9H2,1H3,(H2,14,15)/t10-,12-/m0/s1

InChI key

IXDKFUBXESWHSL-JQWIXIFHSA-N

Biochem/physiol Actions

RO5256390 is an agonist of Trace amine-associated receptor 1 (TAAR1), a GPCR primarily found in the brain, expressed in areas where the major monoamine amine transmitters (DA and NE) are also present. RO5256390 is a selective TAAR1 agonist shown to be a negative regulator of dopamine transmission. It has antipsychotic activity in models of schizophrenia, reduces cocaine′s reinforcng effects, and blocks binge-eating disorder.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Vincent M Lam et al.
European journal of pharmacology, 763(Pt B), 136-142 (2015-06-21)
Trace-amines (TAs) are endogenous amines that are implicated in several physiological processes including modulation of aminergic neurotransmission. These compounds exert their effect by activating a class of G protein-coupled receptors termed Trace-Amine Associated Receptors (TAARs), where TAAR1 is the only
Antonio Ferragud et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 42(7), 1458-1470 (2016-11-03)
Compulsive, binge eating of highly palatable food constitutes a core feature of some forms of obesity and eating disorders, as well as of the recently proposed disorder of food addiction. Trace amine-associated receptor 1 (TAAR1) is a highly conserved G-protein-coupled
F G Revel et al.
Molecular psychiatry, 18(5), 543-556 (2012-05-30)
Schizophrenia is a chronic, severe and highly complex mental illness. Current treatments manage the positive symptoms, yet have minimal effects on the negative and cognitive symptoms, two prominent features of the disease with critical impact on the long-term morbidity. In

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