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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)

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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
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
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))
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.
Wenguang Yin et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 34(22), 2946-2949 (2010-03-10)
To establish a SPE-HPLC method for the determination and pharmacokinetic study of evodiamine and rutacarpine in rat plasma. A Kromasil C18 column (4.6 mm x 250 mm, 5 microm) was used with acetonitrile-water-tetrahydrofuran-acetic acid (51:48:1:0.1) as a mobile phase and
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