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Safety Information

SML1393

Sigma-Aldrich

ACT-462206

≥98% (HPLC)

Synonym(s):

(2S)-N-(3,5-Dimethylphenyl)-1-[(4-methoxyphenyl)sulfonyl]-2-pyrrolidinecarboxamide

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About This Item

Empirical Formula (Hill Notation):
C20H24N2O4S
CAS Number:
1361321-96-1
Molecular Weight:
388.48
MDL number:
MFCD28502270
UNSPSC Code:
51111800
PubChem Substance ID:
329825841
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

SMILES string

O=S(N1CCC[C@H]1C(NC2=CC(C)=CC(C)=C2)=O)(C3=CC=C(OC)C=C3)=O

InChI

1S/C20H24N2O4S/c1-14-11-15(2)13-16(12-14)21-20(23)19-5-4-10-22(19)27(24,25)18-8-6-17(26-3)7-9-18/h6-9,11-13,19H,4-5,10H2,1-3H3,(H,21,23)/t19-/m0/s1

InChI key

NHPQGZOBHSVTAQ-IBGZPJMESA-N

Biochem/physiol Actions

ACT-462206 is a orally active, brain penetrant, potent and selective dual orexin1/2 receptor antagonist (DORA). ACT-462206 decreases wakefulness, decreases sleep latency, and increases sleep efficacy in rats and dogs.
ACT-462206 is a proline sulphonamide with the potential to treat insomnia. On absorption, its displays asthenia, blurred vision, and fatigue as adverse events.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Christoph Boss et al.
ChemMedChem, 9(11), 2486-2496 (2014-08-26)
The orexin system consists of two G-protein-coupled receptors, the orexin 1 and orexin 2 receptors, widely expressed in diverse regions of the brain, and two peptide agonists, orexin A and orexin B, which are produced in a small assembly of
Matthias Hoch et al.
Journal of clinical pharmacology, 54(9), 979-986 (2014-04-03)
A double-blind, placebo- and active comparator-controlled, randomized, single-ascending-dose study was conducted to investigate the safety, pharmacokinetics, and pharmacodynamics of ACT-462206, a novel dual orexin receptor antagonist. Healthy male subjects received single oral doses of 5, 25, 100, 200, 400, 1,000

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