CAS 65236-62-6|4,8-Dimethoxy-1-vinyl-9H-β-carboline

Introduction:Basic information about CAS 65236-62-6|4,8-Dimethoxy-1-vinyl-9H-β-carboline, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Name4,8-Dimethoxy-1-vinyl-9H-β-carboline
CAS Number65236-62-6Molecular Weight254.284
Density1.3±0.1 g/cm3Boiling Point491.8±40.0 °C at 760 mmHg
Molecular FormulaC15H14N2O2Melting Point/
MSDS/Flash Point174.9±17.6 °C

Names

Name1-ethenyl-4,8-dimethoxy-9H-pyrido[3,4-b]indole
SynonymMore Synonyms

4,8-Dimethoxy-1-vinyl-9H-β-carboline BiologicalActivity

DescriptionDehydrocrenatidine, a natural alkaloid, is a specific JAK inhibitor. Dehydrocrenatidine inhibits voltage-gated sodium channels and ameliorates mechanic allodia in a rat model of neuropathic pain[1][2].
Related CatalogSignaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>CancerSignaling Pathways >>JAK/STAT Signaling >>JAKSignaling Pathways >>Epigenetics >>JAKSignaling Pathways >>Stem Cell/Wnt >>JAKResearch Areas >>Neurological Disease
In VitroDehydrocrenatidine inhibits JAK-STAT3 dependent DU145 and MDA-MB-468 cell survival and induces cell apoptosis. Dehydrocrenatidine inhibits JAKs-JH1 domain over-expression induced STAT3 and STAT1 phosphorylations[1]. Dehydrocrenatidine diminishes IL-6, IFNα and IFNγ stimulated STAT3 phosphorylation as well as constitutive STAT3 phosphorylation[1]. DHCT suppresses both tetrodotoxin-resistant (TTX-R) and sensitive (TTX-S) voltage-gated sodium channel (VGSC) currents with IC50 values of 12.36 µM and 4.87 µM, respectively[2].
In VivoDehydrocrenatidine inhibits JAK-STAT3 dependent DU145 and MDA-MB-468 cell survival and induces cell apoptosis. Dehydrocrenatidine inhibits JAKs-JH1 domain over-expression induced STAT3 and STAT1 phosphorylations[1]. Dehydrocrenatidine diminishes IL-6, IFNα and IFNγ stimulated STAT3 phosphorylation as well as constitutive STAT3 phosphorylation[1]. DHCT suppresses both tetrodotoxin-resistant (TTX-R) and sensitive (TTX-S) voltage-gated sodium channel (VGSC) currents with IC50 values of 12.36 µM and 4.87 µM, respectively[2].
References

[1]. Jing Zhang, et al. Dehydrocrenatidine is a novel janus kinase inhibitor. Mol Pharmacol. 2015 Apr;87(4):572-81.

[2]. Fang Zhao, et al. Dehydrocrenatidine Inhibits Voltage-Gated Sodium Channels and Ameliorates Mechanic Allodia in a Rat Model of Neuropathic Pain. Toxins (Basel). 2019 Apr 18;11(4):229.

Chemical & Physical Properties

Density1.3±0.1 g/cm3
Boiling Point491.8±40.0 °C at 760 mmHg
Molecular FormulaC15H14N2O2
Molecular Weight254.284
Flash Point174.9±17.6 °C
Exact Mass254.105530
PSA47.14000
LogP3.70
Vapour Pressure0.0±1.2 mmHg at 25°C
Index of Refraction1.703
InChIKeyLDWBTKDUAXOZRB-UHFFFAOYSA-N
SMILESC=Cc1ncc(OC)c2c1[nH]c1c(OC)cccc12

Safety Information

Hazard CodesXi

Synonyms

9H-Pyrido[3,4-b]indole, 1-ethenyl-4,8-dimethoxy-
4,8-Dimethoxy-1-vinyl-9H-β-carboline
8-O-methylpicrasidine I
1-ethenyl-4,8-dimethoxy-9H-β-carboline
Dehydrocrenatidin
CAS 77784-22-6|Dihydroberberine
CAS 847499-27-8|CEP-18770 (Delanzomib)
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