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| | Rutaecarpine Basic information |
| Product Name: | Rutaecarpine | | Synonyms: | :3,4]pyrido[2,1-b]quinazolin-5(7H)-one;Indolo(2',3':3,4)pyrido(2,1-b)quinazolin-5(7H)-one, 8,13-dihydro- (9CI);Rutacarpine;Rutecarpine (8CI);7,8-dihydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-5(13H)-one;RHETINE;RUTECARPINE;8,13-DIHYDRO-INDOLO[2'3':3,4]PYRIDO[2,1-B]QUINAZOLIN-5(7H)-ONE | | CAS: | 84-26-4 | | MF: | C18H13N3O | | MW: | 287.32 | | EINECS: | 635-907-6 | | Product Categories: | chemical reagent;pharmaceutical intermediate;Indoles and derivatives;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Inhibitors | | Mol File: | 84-26-4.mol |  |
| | Rutaecarpine Chemical Properties |
| Melting point | 259.5-260° | | Boiling point | 429.62°C (rough estimate) | | density | 1.2030 (rough estimate) | | refractive index | 1.5855 (estimate) | | storage temp. | Sealed in dry,2-8°C | | solubility | DMSO: 18 mg/mL clear yellow solution, soluble | | form | solid | | pka | 15.79±0.20(Predicted) | | color | white | | Merck | 14,8298 | | InChIKey | ACVGWSKVRYFWRP-UHFFFAOYSA-N | | CAS DataBase Reference | 84-26-4(CAS DataBase Reference) |
| Hazard Codes | T | | Risk Statements | 25-36/37/38 | | Safety Statements | 45-36-26 | | RIDADR | UN 2811 6.1/PG 3 | | WGK Germany | 3 | | RTECS | NM3454000 | | HS Code | 29339900 |
| | Rutaecarpine Usage And Synthesis |
| Description | This alkaloid occurs with Evodiamine (q.v.) in the Chinese drug 'Wou-chou-yu'
which is the dried fruit of Evodia rutaecarpa Benth. It crystallizes from boiling
EtOH as colourless, or pale yellow, needles and is optically inactive. The acetyl
derivative has m.p. 184-6°C and the benzoyl compound, m.p. 194°C. The
alkaloid gives a yellow colour with concentrated H2S04 and is decomposed by
KOH in boiling amyl alcohol yielding anthranilic acid and 3-{3-aminoethylindole-
2-O!carboxylic acid, CllH120 2N2, silky crystals, m.p. 257°C.
Pharmacologically, the alkaloid causes increased arterial pressure on injection. | | Chemical Properties | Solid | | Uses | Rutaecarpine is an indole alkaloid contained in the fruit of Evodiae fruits. It been shown to ameliorate bodyweight gain through orexigenic neuropeptides NPY and AgRP. It also playes a role in the treatment of high blood pressure | | Definition | ChEBI: Rutecarpine is a member of beta-carbolines. | | References | Asahina, Kashiwagi., J. Pharm. Chim., 14,54 (1916)
Asahina, Mayeda.,J. Pharm. Soc., Japan, No. 416 (1916)
Asahina, Fujita., ibid, 863 (1921)
Kermack, Perkin, Robinson.,J. Chem. Soc., 119,1615 (1921)
Asahina, Manske, Robinson., ibid, 1708 (1927)
Asahina, Irie, Ohta., J. Pharm. Soc., Japan, 48, 51 (1928)
Ohta., ibid, 60, 109 (1940)
Schopf, Steuer., Annalen, 558, 124 (1947)
Biosynthesis:
Yamazaki, Ikuta., Tetrahedron Lett., 3221 (1966)
Yamazakietal., ibid, 3317 (1967)
Pharmacology:
Raymond-Hamet., Cornpt. rend., 220, 749 (1945) |
| | Rutaecarpine Preparation Products And Raw materials |
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