Rutaecarpine
Synonym(s):8,13-Dihydro-indolo[2′,3′:3,4]pyrido[2,1-b]quinazolin-5(7H)-one;Rhetine;Rutecarpine
- CAS NO.:84-26-4
- Empirical Formula: C18H13N3O
- Molecular Weight: 287.32
- MDL number: MFCD00210551
- EINECS: 635-907-6
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-08-24 17:20:48
What is Rutaecarpine?
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
The Uses of Rutaecarpine
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
What are the applications of Application
Rutaecarpine is an inhibitor of Cox-2 and platelet aggregation
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)
Properties of Rutaecarpine
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 |
CAS DataBase Reference | 84-26-4(CAS DataBase Reference) |
Safety information for Rutaecarpine
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral |
Computed Descriptors for Rutaecarpine
InChIKey | ACVGWSKVRYFWRP-UHFFFAOYSA-N |
New Products
Tubulysin I Tubulysin C Tubulysin G Potassium HMDS (1.0 M in THF) 2H-Pyran, 4-ethynyltetrahydro- 1,2,3,6-TETRAHYDROPYRIDINE HYDROCHLORIDE tetrahydro-4-methyl-2H-pyran 4,4-DIFLUOROCYCLOHEXANAMINE 2-(azetidin-3-ylidene)acetonitrile (hydrochloride) 1-(1,1-Difluoroethyl)-2-fluorobenzene 2-[2-[3(S)-3[2-(7-chloro-2-quinolinyl) ethenyl] phenyl-3- hydroxyl propyl] phenyl]-2-propanol Imeglimin Hydrochloride IH (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine 2-(1-(Mercaptomethyl) cyclopropyl) acetonitrile Calcium Sodium Phosphosilicate IH Fuel shell Lubiprostone Magnesium Trisilicate Latanoprostene Bunod Flame Retardant Zinc Borate methyl 3-fluoro-4- thiomorpholino phenylcarbamate (R)-(3-(3-fluoro-4- thiomorpholinophenyl)-2- oxooxazolidin-4-yl) methyl methanesulfonate 7-Methoxyquinoline-4-carboxylic acid 1H-Imidazole-4-carbonitrileRelated products of tetrahydrofuran
You may like
-
Rutaecarpine 95% CAS 84-26-4View Details
84-26-4 -
Rutaecarpine 97% (HPLC) CAS 84-26-4View Details
84-26-4 -
Rutaecarpine CAS 84-26-4View Details
84-26-4 -
Rutaecarpine, 98% CAS 84-26-4View Details
84-26-4 -
Rutaecarpine CAS 84-26-4View Details
84-26-4 -
(R)-(3-(3-fluoro-4- thiomorpholinophenyl)-2- oxooxazolidin-4-yl) methyl methanesulfonateView Details
2416850-45-6 -
methyl 3-fluoro-4- thiomorpholino phenylcarbamateView Details
2760359-22-4 -
4,6-dichloro-2-propylthiopyrimidine-5-amine 145783-15-9 98%View Details
145783-15-9