(±)-Tetrabenazine

CAS: 58-46-8 · C19H27NO3

2D Structure

Loading 3D structure...

CAS Registry Number

58-46-8

SMILES

COc1cc2c(cc1OC)[C@@H]1CC(=O)[C@@H](CC(C)C)CN1CC2

InChI Key

MKJIEFSOBYUXJB-HOCLYGCPSA-N

InChI

InChI=1S/C19H27NO3/c1-12(2)7-14-11-20-6-5-13-8-18(22-3)19(23-4)9-15(13)16(20)10-17(14)21/h8-9,12,14,16H,5-7,10-11H2,1-4H3/t14-,16-/m0/s1

(±)-Tetrabenazine Common Name
2H-Benzo[a]quinolizin-2-one, 1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-3-(2-methylpropyl)-, (3R,11bR)-rel- Synonym
2H-Benzo[a]quinolizin-2-one, 1,3,4,6,7,11b-hexahydro-3-isobutyl-9,10-dimethoxy- Synonym
2H-Benzo[a]quinolizin-2-one, 1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-3-(2-methylpropyl)-, cis- Synonym
rel-(3R,11bR)-1,3,4,6,7,11b-Hexahydro-9,10-dimethoxy-3-(2-methylpropyl)-2H-benzo[a]quinolizin-2-one Synonym
Ro 1-9569 Synonym
cis-2-Oxo-3-isobutyl-9,10-dimethoxy-1,2,3,4,6,7-hexahydro-11bH-benzo[a]quinolizine Synonym
Tetrabenazine Synonym
Rubigen Synonym
NSC 169886 Synonym
NSC 172187 Synonym
(±)-Tetrabenazine Synonym
Xenazine Synonym

Comprehensive physical and chemical properties

Property	Value	Source
Molecular Mass	317.43 g/mol	CAS Common Chemistry
	317.4290000000001 g/mol	RDKit
	317.429 g/mol	RDKit
Canonical SMILES	O=C1CC2C3=CC(OC)=C(OC)C=C3CCN2CC1CC(C)C	CAS Common Chemistry
InChI	InChI=1S/C19H27NO3/c1-12(2)7-14-11-20-6-5-13-8-18(22-3)19(23-4)9-15(13)16(20)10-17(14)21/h8-9,12,14,16H,5-7,10-11H2,1-4H3/t14-,16-/m0/s1	CAS Common Chemistry
InChI Key	InChIKey=MKJIEFSOBYUXJB-HOCLYGCPSA-N	CAS Common Chemistry
Melting Point	128 °C	CAS Common Chemistry
Name	(±)-Tetrabenazine	CAS Common Chemistry
Heavy Atom Count	23	RDKit
Hydrogen Bond Acceptors	4	RDKit
Hydrogen Bond Donors	0	RDKit
Rotatable Bonds	4	RDKit
Aromatic Ring Count	1	RDKit
Topological Polar Surface Area	38.77 Å²	RDKit
	38.54 Å²	chempirical lib
LogP	3.238100000000002	RDKit
	3.2381	RDKit
Molar Refractivity	90.13300000000005 cm³/mol	RDKit
Ring Count	3	RDKit
Formal Charge	0	RDKit
Fraction Csp3	0.6316	RDKit
	0.63	chempirical lib
Exact Mass	317.199093724 g/mol	RDKit

NMR, IR, and Mass spectral data

Predicting NMR spectra...

10 ppm 9 8 7 6 5 4 3 2 1 0 ppm

Shift (ppm)	Multiplicity	Integration	Assignment

200 ppm 180 160 140 120 100 80 60 40 20 0 ppm

Shift (ppm)	DEPT	Assignment

Note: These NMR spectra are predicted computationally and may differ from experimental data. Predictions are based on chemical environment analysis.

Convert

MW = 317.43 g/mol. Edit any field — others recompute live.

Mass (g) Moles (mmol) Moles (mol)

Other compounds with formula C19H27NO3.