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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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Ben Liu et al.
Journal of chromatography. A, 1217(50), 7833-7839 (2010-11-12)
Evodiamine and rutaecarpine have been intensively studied due to their pharmacological actions and clinical applications. In this report, supercritical fluid was used to extract evodiamine and rutaecarpine from the unripe fruit of Evodia rutaecarpa. Response surface methodology using Box-Behnken experimental
Tiandong Bao et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 36(24), 3519-3522 (2012-03-01)
Develop an LC-MS method to determine evodiamine and rutaecarpine in rats plasma simultaneously. The method was employed to investigate pharmacokinetics of evodiamine and rutaecarpine. Blood samples were collected in different time after oral administrated with the extracts of Euodiae Fructus
Ming-Chung Tseng et al.
Organic letters, 13(16), 4434-4437 (2011-07-30)
Starting with commercial reagents, bicyclic 1,2,3-triazolium ionic liquids [b-3C-tr][NTf(2)] (1) and [b-4C-tr][NTf(2)] (2) were synthesized in four steps with high overall isolated yields of 68% and 76%, respectively. Since the C-5 hydrogen is acidic, under basic condition ionic liquids 1
Chongliang Lin et al.
Die Pharmazie, 66(12), 920-923 (2012-02-09)
A sensitive and selective liquid chromatography-mass spectrometry (LC-MS) method for the determination of evodiamine and rutecarpine in rabbit plasma was developed and validated. The analytes and internal standard (IS) are extracted from plasma by one-step protein precipitation with acetonitrile, and
Young Hwan Hong et al.
Biological & pharmaceutical bulletin, 33(10), 1704-1709 (2010-10-12)
A series of benzo-annulated rutaecarpines were prepared from anthranilic acid and 3-aminonaphthalene-2-carboxylic acid by Fischer indole synthesis as key reaction. Cytotoxicity was somewhat increased by the introduction of benzo-annulation, which was not directly related to the inhibitory activity against topoisomerases
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