Raubasine: 0 Products found
Name
Raubasine
EINECS
207-589-5
CAS No.
483-04-5
Density
1.303 g/cm3
Solubility
Melting Point
Formula
C21H24N2O3
Boiling Point
524.042 °C at 760 mmHg
Molecular Weight
352.47
Flash Point
270.731 °C
Transport Information
UN 1544
Appearance
Safety
22-45
Risk Codes
25
Molecular Structure
Hazard Symbols
Synonyms
Ajmalicine(7CI,8CI);Raubasine (6CI);(-)-Ajmalicine;4H-Indolo[2,3-a]pyrano[3,4-g]quinolizine-1-carboxylic acid,4a,5,7,8,13,13b,14,14a-octahydro-4-methyl-, methyl ester, (4S,4aR,13bS,14aS)-;Ajmalicin;Hydrosarpan;Py-tetrahydroserpentine;Raubaserp;Tetrahydroserpentine;Vinceine;d-Yohimbine;

History

Formaldehyde was first reported by the Russian chemist Aleksandr Butlerov (1828-1886), but it was conclusively identified by August Wilhelm von Hofmann.

Others

The Raubasine, with the CAS registry number 483-04-5, is also known as Ajmalicine. It belongs to the product categories of Aromatics; Heterocycles; Intermediates & Fine Chemicals; Pharmaceuticals. Its EINECS registry number is 207-589-5. This chemical's molecular formula is C21H24N2O3 and molecular weight is 352.43. What's more, its systematic name is called Methyl (19α)-19-methyl-16,17-didehydro-18-oxayohimban-16-carboxylate. Raubasine is an antihypertensive drug used in the treatment of high blood pressure. It is also an alkaloid found naturally in various plants.

Physical properties about Raubasine are: (1)ACD/LogP: 2.519; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.08; (4)ACD/LogD (pH 7.4): 1.60; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 5.80; (7)ACD/KOC (pH 5.5): 1.39; (8)ACD/KOC (pH 7.4): 67.05; (9)#H bond acceptors: 5; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 54.56 Å2; (13)Index of Refraction: 1.656; (14)Molar Refractivity: 99.371 cm3; (15)Molar Volume: 270.407 cm3; (16)Polarizability: 39.394×10-24cm3; (17)Surface Tension: 58.687 dyne/cm; (18)Density: 1.303 g/cm3; (19)Flash Point: 270.731 °C; (20)Enthalpy of Vaporization: 79.785 kJ/mol; (21)Boiling Point: 524.042 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

Preparation of Raubasine: this chemical can be prepared by (16E,19S)-17,19-epoxy-16-methoxycarbonyl-coryna-3,16-dienium; perchlorate. This reaction needs reagent (n-C4H9)3SnH and solvent methanol at ambient temperature. The reaction time is 5 min. The yield is 90 %.

Raubasine can be prepared by (16E,19S)-17,19-epoxy-16-methoxycarbonyl-coryna-3,16-dienium; perchlorate.

Uses of Raubasine: it is used to produce other chemicals. For example, it can produce (2S,7R)-2,7-dihydroajmalicine. The reaction occurs with reagents trifluoroacetic acid, triethylsilane and the reaction temperature from 0 °C to room temperature. The yield is 85 %.

Raubasine can produce (2S,7R)-2,7-dihydroajmalicine.

When you are dealing with this chemical, you should be very careful. This chemical is toxic if swallowed. The gas can not be breathed. In case of accident or if you feel unwell you should seek medical advice immediately.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(OC)\C4=C\O[C@H]([C@H]5CN3CCc1c(nc2ccccc12)[C@@H]3C[C@H]45)C
(2) InChI: InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15-,16+,19-/m0/s1
(3) InChIKey: GRTOGORTSDXSFK-XJTZBENFSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo oral 12500ug/kg (12.5mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: GENERAL ANESTHETIC
Chest. Vol. 76, Pg. 97, 1979.
guinea pig LDLo intravenous 20mg/kg (20mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 23, Pg. 600, 1973.
mouse LD50 intraperitoneal 165mg/kg (165mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 117, 1972.
mouse LD50 intravenous 20mg/kg (20mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 233, Pg. 72, 1958.
mouse LD50 oral 400mg/kg (400mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 117, 1972.
rabbit LD50 intravenous 20mg/kg (20mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 117, 1972.
rabbit LD50 oral 500mg/kg (500mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 117, 1972.
rat LD50 intraperitoneal 200mg/kg (200mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 117, 1972.
rat LD50 intravenous 24mg/kg (24mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 117, 1972.
rat LDLo oral 750mg/kg (750mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 233, Pg. 72, 1958.