CAS 67909-49-3|Dehydroevodiamine

Introduction:Basic information about CAS 67909-49-3|Dehydroevodiamine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameDehydroevodiamine
CAS Number67909-49-3Molecular Weight301.342
Density/Boiling Point/
Molecular FormulaC19H15N3OMelting Point216-218ºC
MSDS/Flash Point/

Names

NameDehydroevodiamine
SynonymMore Synonyms

Dehydroevodiamine BiologicalActivity

DescriptionDehydroevodiamine is a major bioactive quinazoline alkaloid isolated from Evodiae Fructus, has an antiarrhythmic effect in guinea-pig ventricular myocytes[1]. Dehydroevodiamine inhibits LPS-induced iNOS, COX-2, prostaglandin E2 (PGE2) and nuclear factor-kappa B (NF-κB) expression in murine macrophage cells[2].
Related CatalogSignaling Pathways >>Immunology/Inflammation >>NO SynthaseResearch Areas >>Inflammation/ImmunologySignaling Pathways >>Immunology/Inflammation >>COXSignaling Pathways >>Immunology/Inflammation >>PGE synthase
Target

iNOS; COX-2; PGE2; NF-κB[2]

In VitroDehydroevodiamine (0-50 μM; 2 hours) inhibits iNOS and COX-2 expression and prevents degradation of IκB-α in LPS induced RAW 264.7 macrophages[2]. Dehydroevodiamine (0-50 μM; 2 hours) inhibits a LPS-induced increase in the iNOS and COX-2 mRNA expression[2]. Western Blot Analysis[2] Cell Line: RAW 264.7 macrophage cells Concentration: 10 μM, 30 μM, 50 μM Incubation Time: pretreated 2 hours Result: Reduced iNOS and COX-2 expression and increased IκB-α expression. RT-PCR[2] Cell Line: RAW 264.7 macrophage cells Concentration: 10 μM, 30 μM, 50 μM Incubation Time: pretreated 2 hours Result: Reduced iNOS and COX-2 mRNA expression.
References

[1]. Loh SH, et al. Antiarrhythmic effects of dehydroevodiamine in isolated human myocardium and cardiomyocytes. J Ethnopharmacol. 2014 May 14;153(3):753-62.

[2]. Noh EJ, et al. Inhibition of lipopolysaccharide-induced iNOS and COX-2 expression by dehydroevodiamine through suppression of NF-kappaB activation in RAW 264.7 macrophages. Life Sci. 2006 Jul 10;79(7):695-701. Epub 2006 Mar 6.

Chemical & Physical Properties

Melting Point216-218ºC
Molecular FormulaC19H15N3O
Molecular Weight301.342
Exact Mass301.121521
PSA38.77000
LogP2.15950
InChIKeyVXHNSVKJHXSKKM-UHFFFAOYSA-N
SMILESCN1C2=C3N=c4ccccc4=C3CCN2C(=O)c2ccccc21
Storage condition2-8C

Safety Information

HS Code2933990090

Customs

HS Code2933990090
Summary2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Synonyms

Indolo[2',3':3,4]pyrido[2,1-b]quinazolinium, 5,7,8,13-tetrahydro-14-methyl-5-oxo-, inner salt
14-Methyl-5-oxo-7,8-dihydro-5H-indolo[2',3':3,4]pyrido[2,1-b]quinazolin-14-ium-13-ide
14-Methyl-5-oxo-7,8-dihydro-5H-indolo[2',3':3,4]-pyrido[2,1-b]quinazolin-14-ium-13-ide
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