ChemicalBook--->CAS DataBase List--->247580-43-4

247580-43-4

247580-43-4 Structure

247580-43-4 Structure
IdentificationBack Directory
[Name]

(S)-METHYL-2-NAPHTHOYLAMINO-3-(4-NITROPHENYL)PROPIONATE
[CAS]

247580-43-4
[Synonyms]

SB 328437
SB 328437 >=98% (HPLC)
SB 328437 - CAS 247580-43-4 - Calbiochem
(S)-METHYL-2-NAPHTHOYLAMINO-3-(4-NITROPHENYL)PROPIONATE
Methyl (2S)-2-(1-naphthoylaMino)-3-(4-nitrophenyl)propanoate
N-(1-Naphthalenylcarbonyl)-4-nitro-L-phenylalaninemethylester
L-Phenylalanine, N-(1-naphthalenylcarbonyl)-4-nitro-, methyl ester
[Molecular Formula]

C21H18N2O5
[MDL Number]

MFCD03453566
[MOL File]

247580-43-4.mol
[Molecular Weight]

378.38
Chemical PropertiesBack Directory
[Boiling point ]

642.9±50.0 °C(Predicted)
[density ]

1.305±0.06 g/cm3(Predicted)
[storage temp. ]

Store at +4°C
[solubility ]

DMSO: ≥10mg/mL
[form ]

White solid
[pka]

12.51±0.46(Predicted)
[color ]

white to tan
[InChI]

1S/C21H18N2O5/c1-28-21(25)19(13-14-9-11-16(12-10-14)23(26)27)22-20(24)18-8-4-6-15-5-2-3-7-17(15)18/h2-12,19H,13H2,1H3,(H,22,24)/t19-/m0/s1
[InChIKey]

VMFGCGRAIBLAFY-IBGZPJMESA-N
[SMILES]

COC(=O)[C@H](Cc1ccc(cc1)[N+]([O-])=O)NC(=O)c2cccc3ccccc23
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Environment (GHS09)
GHS07,GHS09
[Signal word ]

Warning
[Hazard statements ]

H400-H302
[Precautionary statements ]

P273-P391-P501-P264-P270-P301+P312-P330-P501
[Hazard Codes ]

Xn,N
[Risk Statements ]

22-50
[Safety Statements ]

60-61
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

SB 328437 is a potent and selective CCR3 receptor antagonist.
[Biological Activity]

SB 328437 inhibits the recruitment and migration of eosinophils in allergen models of models. It suppresses the Th2-mediated eosinophil infiltration in the airways.''SB-328437 is a potentselective CCR-3 antagonist (IC50 = 1.6 nM). The compound blockes CCR3 agonist-induced calcium mobilization in CCR3 expressing cells with the following IC50 values: eotaxin38 nM; eotaxin-235 nM and MCP420 nM.
[in vivo]

SB-328437 (intraperitoneal injection; 5 g/kg; single dose) has a beneficial effect in mouse models of LPS (HY-D1056)-induced lung injury and influenza virus infection[2].

Animal Model:Influenza A strain pmd09 treated C57BL/6 female mice aged 8-10 weeks old (18-20 g) [2]
Dosage:5 g/kg
Administration:Intraperitoneal injection (i.p.); single dose
Result:Reduced neutrophil recruitment to the lung alveolar space.
Reduced tissue damage.
Reduced lung inflammation and the expression of pro-inflammatory cytokines, Tnfa and Cxcl1. Decreased the activation level of neutrophils.
Lowered the viral load in mice.
[IC 50]

CCR3: 4.5 nM (IC50)
[storage]

Store at +4°C
Spectrum DetailBack Directory
[Spectrum Detail]

(S)-METHYL-2-NAPHTHOYLAMINO-3-(4-NITROPHENYL)PROPIONATE(247580-43-4)1HNMR
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