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SML3668

Ceralifimod hydrochloride

≥95% (HPLC)

Synonym(s):

1-[[3,4-Dihydro-6-[(2-methoxy-4-propylphenyl)methoxy]-1-methyl-2-naphthalenyl]methyl]-3-azetidinecarboxylic acid hydrochloride, 1-((6-(2-Methoxy-4-propylbenzyloxy)-1-methyl-3,4-dihydronaphthalen-2-yl)methyl)azetidine-3-carboxylic acid hydrochloride, 1-[[6-[(2-Methoxy-4-propylbenzyl)oxy]-1-methyl-3,4-dihydro-2-naphthalenyl]methyl]azetidine-3-carboxylic acid hydrochloride, ONO-4641 hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C27H33NO4 · xHCl
Molecular Weight:
435.56 (free base basis)
UNSPSC Code:
12352200
NACRES:
NA.21
MDL number:
MFCD28502037
Assay:
≥95% (HPLC)
Form:
powder
Storage condition:
desiccated
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Quality Segment

100

assay

≥95% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

N4(CC(C4)C(=O)O)CC1=C(c2c(cc(cc2)OCc3c(cc(cc3)CCC)OC)CC1)C

InChI

1S/C27H33NO4/c1-4-5-19-6-7-22(26(12-19)31-3)17-32-24-10-11-25-18(2)21(9-8-20(25)13-24)14-28-15-23(16-28)27(29)30/h6-7,10-13,23H,4-5,8-9,14-17H2,1-3H3,(H,29,30)

InChI key

QDDQIPUKAXBMBX-UHFFFAOYSA-N

Biochem/physiol Actions

Ceralifimod (ONO-4641) is an orally active, potent, S1P1 & S1P5 subtype-selective sphingosine-1-phosphate (S1P) receptor agonist (rat S1P1 Ki = 0.772 nM, human S1P5/1/4 Ki = 0.574/0.626/28.2 nM, hS1P2/3 Ki >5.45 μM against S1P by binding assays) that suppresses forskolin-stimulated cAMP accumulation (IC50 = 27.3 pM/hS1P1, 28.64 pM/rS1P1, 334 pM/hS1P5 using respective transfectants) and induces S1P1 downregulation with a higher potency than SEW2871 & S1P (EC50 = 0.778, 118, 132 nM, respectively). Ceralifimod decreases peripheral blood lymphocytes (EDmax 100 μg/kg po.) in rats, and shows in vivo efficacy in rat and murine EAE models (30 & 100 μg/kg/day po.).
Orally active, potent, S1P1 & S1P5 subtype-selective sphingosine-1-phosphate (S1P) receptor agonist with in vivo efficacy in rat and murine EAE models.

Disclaimer

Hygroscopic

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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