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475-83-2

Basic Information
CAS No.: 475-83-2
Name: 4H-Dibenzo[de,g]quinoline,5,6,6a,7-tetrahydro-1,2-dimethoxy-6-methyl-, (6aR)-
Article Data: 8
Cas Database
Molecular Structure:
Molecular Structure of 475-83-2 (4H-Dibenzo[de,g]quinoline,5,6,6a,7-tetrahydro-1,2-dimethoxy-6-methyl-, (6aR)-)
Formula: C19H21NO2
Molecular Weight: 295.381
Synonyms: 4H-Dibenzo[de,g]quinoline,5,6,6a,7-tetrahydro-1,2-dimethoxy-6-methyl-, (R)-;6ab-Aporphine, 1,2-dimethoxy- (8CI);Nuciferine (6CI,7CI);(-)-Nuciferine;(R)-1,2-Dimethoxyaporphine;(R)-Nuciferine;1,2-Dimethoxy-6ab-aporphine;D-(-)-Nuciferine;Nuciferin;Sanjoinine E;l-Nuciferine;
EINECS: N/A
Density: 1.15 g/cm3
Melting Point: 165.5°C
Boiling Point: 430.7 °C at 760 mmHg
Flash Point: 151.9 °C
Solubility: N/A
Appearance: N/A
Hazard Symbols: N/A
Risk Codes: N/A
Safety: 24/25
Transport Information: N/A
PSA: 21.70000
LogP: 3.39380
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Specification

The 1-Nuciferine is an organic compound with the formula C19H21NO2. The systematic name of this chemical is (6aR)-1,2-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline. With the CAS registry number 475-83-2, it is also named as (R)-1,2-Dimethoxyaporphine. The product's category is Miscellaneous Natural Products. It is an alkaloid found within the plants Nymphaea caerulea and Nelumbo nucifera. What's more, this chemical induces catalepsy, and it inhibits spontaneous motor activity, conditioned avoidance response, amphetamine toxicity and stereotypy.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 4.12; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.83; (4)ACD/LogD (pH 7.4): 3.53; (5)ACD/BCF (pH 5.5): 4.06; (6)ACD/BCF (pH 7.4): 204.23; (7)ACD/KOC (pH 5.5): 21.12; (8)ACD/KOC (pH 7.4): 1062.91; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 21.7 Å2; (13)Index of Refraction: 1.596; (14)Molar Refractivity: 87.45 cm3; (15)Molar Volume: 256.7 cm3; (16)Surface Tension: 42.3 dyne/cm; (17)Enthalpy of Vaporization: 68.62 kJ/mol; (18)Vapour Pressure: 1.27E-07 mmHg at 25°C; (19)Rotatable Bond Count: 2; (20)Exact Mass: 295.157229; (21)MonoIsotopic Mass: 295.157229; (22)Topological Polar Surface Area: 21.7; (23)Heavy Atom Count: 22; (24)Complexity: 401.

Uses of 1-Nuciferine: It can be used to produce 1,2-dimethoxy-6-methyl-4,5,6a,7-tetrahydro-dibenzo[de,g]quinoline 6-oxide. This reaction needs reagent m-CPBA and solvent CHCl3 at ambient temperature. The reaction time is 1 hours. The yield is 32%.

People can use the following data to convert to the molecule structure. 
1. SMILES:O(c4cc3c2c(c1c(cccc1)C[C@H]2N(CC3)C)c4OC)C
2. InChI:InChI=1/C19H21NO2/c1-20-9-8-13-11-16(21-2)19(22-3)18-14-7-5-4-6-12(14)10-15(20)17(13)18/h4-7,11,15H,8-10H2,1-3H3/t15-/m1/s1
3. InChIKey:ORJVQPIHKOARKV-OAHLLOKOBA

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 83mg/kg (83mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of Pharmaceutical Sciences. Vol. 61, Pg. 813, 1972.
mouse LD50 oral 240mg/kg (240mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 197, Pg. 261, 1972.
rat LD50 oral 280mg/kg (280mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 197, Pg. 261, 1972.