CAS 84-26-4|Rutaecarpine

Introduction：Basic information about CAS 84-26-4|Rutaecarpine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Rutaecarpine BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Customs
6. Articles27
7. Synonyms

Common Name	Rutaecarpine
CAS Number	84-26-4	Molecular Weight	287.315
Density	1.5±0.1 g/cm3	Boiling Point	550.1±60.0 °C at 760 mmHg
Molecular Formula	C₁₈H₁₃N₃O	Melting Point	259.5 - 260ºC
MSDS	ChineseUSA	Flash Point	286.5±32.9 °C

Names

Name	Rutaecarpine
Synonym	More Synonyms

Rutaecarpine BiologicalActivity

Description	Rutaecarpine, an alkaloid of Evodia rutaecarpa, is an inhibitor of COX-2 with an IC50 value of 0.28 μM.
Related Catalog	Natural Products >>AlkaloidResearch Areas >>Inflammation/Immunology
Target	COX-2:0.28 μM (IC50, in BMMC) COX-1:8.7 μM (IC50, in BMMC)
In Vitro	Rutaecarpine has shown a variety of intriguing biological properties such as anti-thrombotic, anticancer, anti-inflammatory and analgesic, anti-obesity and thermoregulatory, vasorelaxing activity, as well as effects on the cardiovascular and endocrine systems[2]. Rutaecarpine inhibits COX-2 and COX-1 dependent phases of PGD2 generation in BMMC in a concentration-dependent manner with an IC50 of 0.28 μM and 8.7 μM, respectively. It inhibits COX-2-dependent conversion of exogenous arachidonic acid to PGE2 in a dose-dependent manner by the COX-2-transfected HEK293 cells[1].
In Vivo	Rutaecarpine showed in vivo anti-inflammatory activity on rat l-carrageenan induced paw edema by intraperitoneal administration[1]. Rutaecarpine significantly decreases the number of antibody-forming cells and causes weight decrease in spleen in a dose-dependent manner. In addition, rutaecarpine administered mice exhibit reduced splenic cellularity, decreased numbers of total T cells, CD4+ cells, CD8+ cells, and B cells in spleen. IL-2, interferon and IL-10 mRNA expressions are suppressed significantly by rutaecarpine treatment. The number of CD4+IL-2+ cells is reduced significantly following administration of mice with rutaecarpine[3].
Cell Assay	Rutaecarpine is dissolved in DMSO and diluted with appropriate medium before use. COX-1 and COX-2 cDNA-transfected HEK293 cells are prepared. For measuring inhibitory activity on COX-1 and COX-2 by rutaecarpine, cells in 1 mL of culture medium are seeded into each well of 24-well. After culture for 4 days, the supernatants are removed and 250 mL of fresh medium is added to the cells with or without rutaecarpine. After preincubation for 5 h at 37°C, the cells are further incubated at 37°C for 30 min with 50 mM arachidonic acid. All reactions are stopped by centrifugation at 120 g at 4°C for 5 min. Concentrations of PGE2 in the supernatant are measured[1].
Animal Admin	Rats: Rutaecarpine is dissolved in 0.1% carboxymethyl cellulose and diluted with appropriate medium before use. Male Splague-Dawley (SD) rats (180-220 g) are used in the study. Rutaecarpine administered intraperitoneally and, 1 h later, l-carrageenan solution is injected to right hind paw of rats. Paw volumes are measured using plethysmometer 5 h after l-carrageenan injection[1]. Mice: For the antibody response to SRBCs, rutaecarpine is administered at a single dose of 10 mg/kg, 20 mg/kg, 40 mg/kg or 80 mg/kg in 10 mL of 1% povidone solution intravenously. Control animals are given 1% povidone solution at 10 mL/kg. Specific pathogen-free female BALB/c mice are used in the study[3].
References	[1]. Moon TC, et al. A new class of COX-2 inhibitor, rutaecarpine from Evodia rutaecarpa. Inflamm Res. 1999 Dec;48(12):621-5. [2]. Lee SH, et al. Progress in the studies on rutaecarpine. Molecules. 2008 Feb 6;13(2):272-300. [3]. Jeon TW, et al. Immunosuppressive effects of rutaecarpine in female BALB/c mice.Toxicol Lett. 2006 Jul 1;164(2):155-66.

Chemical & Physical Properties

Density	1.5±0.1 g/cm3
Boiling Point	550.1±60.0 °C at 760 mmHg
Melting Point	259.5 - 260ºC
Molecular Formula	C₁₈H₁₃N₃O
Molecular Weight	287.315
Flash Point	286.5±32.9 °C
Exact Mass	287.105865
PSA	50.68000
LogP	2.03
Vapour Pressure	0.0±1.5 mmHg at 25°C
Index of Refraction	1.792
InChIKey	ACVGWSKVRYFWRP-UHFFFAOYSA-N
SMILES	O=c1c2ccccc2nc2n1CCc1c-2[nH]c2ccccc12
Storage condition	2-8°C
Water Solubility	DMSO: 18 mg/mL clear yellow solution, soluble

Safety Information

Personal Protective Equipment	Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges
Hazard Codes	T:Toxic;
Risk Phrases	R25
Safety Phrases	S45
RIDADR	UN 2811 6.1/PG 3
WGK Germany	3
Packaging Group	III
Hazard Class	6.1
HS Code	2933990090

Customs

HS Code	2933990090
Summary	2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles27

Pharmacological effects of rutaecarpine as a cardiovascular protective agent.

Molecules 15(3) , 1873-81, (2010)

Many studies indicate that traditional Chinese herbs are beneficial in the prevention and treatment of cardiovascular diseases. Evodia rutaecarpa ('Wu-Chu-Yu') remains the most popular and multi-purpo...

Transdermal behaviors comparisons among Evodia rutaecarpa extracts with different purity of evodiamine and rutaecarpine and the effect of topical formulation in vivo.

Fitoterapia 83(5) , 954-60, (2012)

Evodiamine (EVO) and rutaecapine (RUT), the major active components from Evodia rutaecarpa extract (EE), are recognized as a depended analgesic agent. This study was designed to investigate the effect...

Effects of rutaecarpine on the metabolism and urinary excretion of caffeine in rats.

Arch. Pharm. Res. 34(1) , 119-25, (2011)

Although rutaecarpine, an alkaloid originally isolated from the unripe fruit of Evodia rutaecarpa, has been reported to reduce the systemic exposure of caffeine, the mechanism of this phenomenon is un...

Synonyms

ruteacarpine

Rutecarpine

MFCD00210551

Indolo[2',3':3,4]pyrido[2,1-b]quinazolin-5(7H)-one, 8,13-dihydro-

RUTECARPINE 95+

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

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