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R3277

Sigma-Aldrich

Rutaecarpine

>98% (HPLC)

Synonym(s):

8,13-Dihydro­indolo[2′,3′:3,4]pyrido[2,1-b]quinazolin-5(7H)-one, Rhetine, Rutecarpine

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About This Item

Empirical Formula (Hill Notation):
C18H13N3O
CAS Number:
84-26-4
Molecular Weight:
287.32
MDL number:
MFCD00210551
UNSPSC Code:
41116107
PubChem Substance ID:
24278677
NACRES:
NA.25

Quality Level

100

Assay

>98% (HPLC)

form

solid

color

white

solubility

DMSO: soluble 18 mg/mL (clear yellow solution)
H2O: insoluble

storage temp.

2-8°C

SMILES string

O=C1N2CCc3c([nH]c4ccccc34)C2=Nc5ccccc15

InChI

1S/C18H13N3O/c22-18-13-6-2-4-8-15(13)20-17-16-12(9-10-21(17)18)11-5-1-3-7-14(11)19-16/h1-8,19H,9-10H2

InChI key

ACVGWSKVRYFWRP-UHFFFAOYSA-N

Gene Information

human ... CYP1A1(1543) , CYP1A2(1544) , CYP1B1(1545)

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Biochem/physiol Actions

Delayed rectifier K+ channel blocker. Inhibits platelet aggregation; vasoldilator.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Máté Bubenyák
Acta pharmaceutica Hungarica, 81(4), 139-149 (2012-02-15)
Quinazolinocarboline rutaecarpine and evodiamine (Evodia rutaecarpa) are main alkaloid components of traditional Chinese folk-remedies. Evodiamine exhibited selective antitumor and antimetastatic effects on several cancer cell lines and became lead structure of anticancer agents. During our synthetic research we achieved to
Chuan-Qin Hu et al.
Journal of Asian natural products research, 14(7), 634-639 (2012-05-16)
A new natural product, 10-hydroxyrutaecarpine (1), and a rarely new glycosidic alkaloid, rutaecarpine-10-O-rutinoside (2), along with the known compounds rutaecarpine (3), evodiamine, wuzhuyuamide-I, and dehydroevodiamine were isolated from the butanol fraction of 70% ethanol aqueous extract of the dried and
Seung Ill Kim et al.
Archives of pharmacal research, 35(5), 785-789 (2012-05-31)
A series of rutaecarpine derivatives were prepared by employing previously reported methods and their inhibitory activities against topoisomerase I and II were evaluated. Among them, strongly cytotoxic 10-bromorutaecarpine and 3-chlororutaecarpine showed strong inhibitory activities against topo I and II.
S N Wu et al.
Neuropharmacology, 41(7), 834-843 (2001-10-31)
The effects of rutaecarpine on ionic currents of NG108-15 neuronal cells were investigated in this study. Rutaecarpine (2-100 microM) suppressed the amplitude of delayed rectifier K+ current (I(K(DR))) in a concentration-dependent manner. The IC50 value for rutaecarpine-induced inhibition of I(K(DR))
Jian-Zhe Li et al.
Canadian journal of physiology and pharmacology, 88(10), 949-959 (2010-10-22)
Dysfunction of capsaicin-sensitive sensory nerves is involved in cardiac remodeling, and rutaecarpine has been shown to exert a beneficial effect on cardiac function through activating the sensory nerves. This study was conducted to explore the potential inhibitory effect of rutaecarpine
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