Basic information
- CAS
84-26-4- Standard SMILES
O=c1c2ccccc2nc2n1CCc1c-2[nH]c2ccccc12- InChIKey
ACVGWSKVRYFWRP-UHFFFAOYSA-N- Molecular formula
- C18H13N3O
- Average molar mass
- 287.3 g/mol
- Monoisotopic mass
- 287.10586205
Overview
Rutecarpine is a member of beta-carbolines.
Names & identifiers
- Preferred name
- Rutaecarpine
- IUPAC
- 3,13,21-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(21),2(10),4,6,8,15,17,19-octaen-14-one
- English name
- Rutaecarpine
- Molecular formula
- C18H13N3O
- Molecular weight
- 287.32
Names & synonyms
Rutaecarpine84-26-4Rutecarpine8,13-dihydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-5(7H)-one8XZV289PRYNSC-2583173,13,21-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(21),2(10),4,6,8,15,17,19-octaen-14-one8,13-DIHYDROINDOLO(2',3':3,4)PYRIDO(2,1-B)QUINAZOLIN-5(7H)-ONE3,13,21-triazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-1(21),2(10),4,6,8,15,17,19-octaen-14-one3,13,21-triazapentacyclo(11.8.0.0^(2,10).0^(4,9).0^(15,20))henicosa-1(21),2(10),4,6,8,15,17,19-octaen-14-one3,13,21-triazapentacyclo(11.8.0.02,10.04,9.015,20)henicosa-1(21),2(10),4,6,8,15,17,19-octaen-14-oneRefChem:883989
Show more names
RutaccarpineRUTECARPINE 95+Rutaecarpine-RMRutaecarpine >Rutaecarpine std.
RutacarpineRhetineRutaecarpinC18H13N3OMFCD00210551Indolo[2',3':3,4]pyrido[2,1-b]quinazolin-5(7H)-one, 8,13-dihydro-7,8-dihydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-5(13H)-oneRUTECARPINE [MI]
Properties
Computed structural properties
- XLogP
- 3
- Topological polar surface area
- 48.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 516
Experimental & physicochemical properties
Solubilityvery slightly
Boiling Point209.00 °C. @ 760.00 mm Hg
Melting Point260 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 259.5 · 259.5-260°
- Boiling point
- 429.62 °C · 429.62°C (rough estimate)
- Density
- 1.203 · 1.2030 (rough estimate)
- refractive index
- 1.5855 · 1.5855 (estimate)
- storage temp.
- 2 · Sealed in dry,2-8°C
- solubility
- 18 mg/mL · DMSO: 18 mg/mL clear yellow solution, soluble
- form
- solid
- pka
- 15.79 · 15.79±0.20(Predicted)
- color
- white
- Merck
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 95% (38 of 40) of all reports.
Not Classified
Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesNot Classified
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
- wgk
- 3
- rtecs
- NM3454000
- ridadr
- UN 2811 6.1/PG 3
- hs_code
- 29339900
- risk_code
- 25-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- T
- safety_code
- 45-36-26
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P301+P312+P330
Chemistry & industry
Pharmacology
Metabolism/Metabolites
Rutaecarpine has known human metabolites that include 6-Hydroxy-3,13,21-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(21),2(10),4(9),5,7,15,17,19-octaen-14-one, 5-Hydroxy-3,13,21-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(21),2(10),4(9),5,7,15,17,19-octaen-14-one, 11-hydroxy-3,13,21-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(21),2(10),4,6,8,15,17,19-octaen-14-one, 7-Hydroxy-3,13,21-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(21),2(10),4(9),5,7,15,17,19-octaen-14-one, 8-Hydroxy-3,13,21-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(21),2(10),4(9),5,7,15,17,19-octaen-14-one, and 3-Hydroxyrutaecarpine.
MeSH Pharmacological ClassificationDrugs used to cause dilation of the blood vessels.
Cellular LocationsMembrane
Applications
DescriptionThis 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.
UsesRutaecarpine 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
Suppliers100 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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