Home > Name List By 5 > 5H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline,6,7,7a,8-tetrahydro-10,11-dimethoxy-7-methyl-, (7aS)-

CAS No 517-66-8 , 5H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline,6,7,7a,8-tetrahydro-10,11-dimethoxy-7-methyl-, (7aS)-

  • Name: 5H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline,6,7,7a,8-tetrahydro-10,11-dimethoxy-7-methyl-, (7aS)-
  • Synonyms: O,N-Dimethyllitseferine;9,10-Dimethoxy-1,2-(methylenedioxy)-6aa-aporphine;(+)-Dicentrine;d-Dicentrine; 6aa-Aporphine,9,10-dimethoxy-1,2-(methylenedioxy)- (8CI); 1,2-(Methylenedioxy)-9,10-dimethoxy-6aa-aporphine;5H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline,6,7,7a,8-tetrahydro-10,11-dimethoxy-7-methyl-, (7aS)-; Eximine; Dicentrine (6CI,7CI);5H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline,6,7,7a,8-tetrahydro-10,11-dimethoxy-7-methyl-, (S)-;
  • CAS Registry Number:
  • Flash Point: 142.7°C
  • Boiling Point: 480.7°Cat760mmHg
  • Density: 1.266g/cm3
  • Refractive index: 1.615
  • Safety Statements: Mutation data reported. When heated to decomposition it emits toxic vapors of NOx.
  • Flash Point: 142.7°C
  • Molecular Weight: 339.42
  • InChI: InChI=1/C20H21NO4/c1-21-5-4-11-7-17-20(25-10-24-17)19-13-9-16(23-3)15(22-2)8-12(13)6-14(21)18(11)19/h7-9,14H,4-6,10H2,1-3H3
  • Molecular Formula: C20H21 N O4
  • Molecular Structure:CAS No:517-66-8 5H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline,6,7,7a,8-tetrahydro-10,11-dimethoxy-7-methyl-, (7aS)-

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References of 5H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline,6,7,7a,8-tetrahydro-10,11-dimethoxy-7-methyl-, (7aS)-
Title: Dicentrine
CAS Registry Number: 517-66-8
CAS Name: 6,7,7a,8-Tetrahydro-10,11-dimethoxy-7-methyl-5H-benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline
Synonyms: 9,10-dimethoxy-1,2-(methylenedioxy)aporphine; 1,2-methylenedioxy-9,10-dimethoxyaporphine
Molecular Formula: C20H21NO4
Molecular Weight: 339.39
Percent Composition: C 70.78%, H 6.24%, N 4.13%, O 18.86%
Literature References: d-Form prevalent in nature. Found in Dicentra pusilla Sieb. & Zucc., Fumariaceae and several other Dicentra species. Related to actinodaphnine, and laurotetanine, q.q.v. Isoln: Y. Asahina, Arch. Pharm. 247, 201 (1909). Isoln of l-form from Duguetia A. St. Hil., Annonaceae: Casagrande, Ferrari, Farmaco Ed. Sci. 25, 442 (1970). Synthesis of dl-form: Haworth et al., J. Chem. Soc. 127, 2018 (1925); Cava et al., Tetrahedron 29, 2245 (1973). Resolution of isomers: Haworth et al., J. Chem. Soc. 129, 29 (1926).
 
Derivative Type: dl-Form
Properties: Prisms from methanol, mp 178-179°. Freely sol in chloroform, ethyl acetate, acetone, benzene, hot alcohol. Moderately sol in ether, cold alcohol. Absorption max: Girardet, J. Chem. Soc. 1931, 2630.
Melting point: mp 178-179°
 
Derivative Type: d-Form
Properties: Long prisms from ether. mp 169°. [a]D17 +64.1° (c = 1.433 in chloroform). Freely sol in alcohol, ethyl acetate, benzene.
Melting point: mp 169°
Optical Rotation: [a]D17 +64.1° (c = 1.433 in chloroform)
 
Derivative Type: l-Form
Properties: Long prisms from ether. mp 169°. [a]D17 -63.5° (c = 1.70 in chloroform).
Melting point: mp 169°
Optical Rotation: [a]D17 -63.5° (c = 1.70 in chloroform)
 
Derivative Type: dl-Hydrochloride
Molecular Formula: C20H21NO4.HCl
Molecular Weight: 375.85
Percent Composition: C 63.91%, H 5.90%, N 3.73%, O 17.03%, Cl 9.43%
Properties: Small needles from water, dec 263-265°.
 
Derivative Type: dl-Methiodide monohydrate
Molecular Formula: C20H21NO4.CH3I.H2O
Molecular Weight: 499.34
Percent Composition: C 50.51%, H 5.25%, N 2.81%, O 16.02%, I 25.41%
Properties: Plates, mp 228-229°.
Melting point: mp 228-229°