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113627-25-1 molecular structure
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(2R,3S,11bS)-9,10-dimethoxy-3-(2-methylpropyl)-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-2-ol

ChemBase ID: 167726
Molecular Formular: C19H29NO3
Molecular Mass: 319.43846
Monoisotopic Mass: 319.21474379
SMILES and InChIs

SMILES:
c1(c(cc2c(c1)[C@H]1N(CC2)C[C@@H]([C@@H](C1)O)CC(C)C)OC)OC
Canonical SMILES:
COc1cc2c(cc1OC)CCN1[C@H]2C[C@@H](O)[C@H](C1)CC(C)C
InChI:
InChI=1S/C19H29NO3/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/h8-9,12,14,16-17,21H,5-7,10-11H2,1-4H3/t14-,16-,17+/m0/s1
InChIKey:
WEQLWGNDNRARGE-BHYGNILZSA-N

Cite this record

CBID:167726 http://www.chembase.cn/molecule-167726.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2R,3S,11bS)-9,10-dimethoxy-3-(2-methylpropyl)-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-2-ol
IUPAC Traditional name
(2R,3S,11bS)-9,10-dimethoxy-3-(2-methylpropyl)-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-2-ol
Synonyms
(2α,3α,11bα)-1,3,4,6,7,11b-Hexahydro-9,10-dimethoxy-3-(2-methylpropyl)-2H-benzo[a]quinolizin-2-ol
cis (2,3)-Dihydro Tetrabenazine
(2R,3S,11bS)-rel-1,3,4,6,7,11b-Hexahydro-9,10-dimethoxy-3-(2-methylpropyl)-2H-benzo[a]quinolizin-2-ol
CAS Number
113627-25-1
PubChem SID
162261859
PubChem CID
46781318

DATA SOURCES

DATA SOURCES

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Data Source Data ID
TRC D449650 external link Add to cart
PubChem 46781318 external link
Data Source Data ID Price
TRC
D449650 external link Add to cart Please log in.
Data Source Data ID
PubChem 46781318 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 14.847957  H Acceptors
H Donor LogD (pH = 5.5) -0.020527132 
LogD (pH = 7.4) 1.752485  Log P 2.6724951 
Molar Refractivity 92.3982 cm3 Polarizability 36.226173 Å3
Polar Surface Area 41.93 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Chloroform expand Show data source
Methanol expand Show data source
Apperance
White Solid expand Show data source
Melting Point
156-158°C (dec.) expand Show data source
Storage Condition
Refrigerator expand Show data source
MSDS Link
Download expand Show data source
Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - D449650 external link
A metabolite of Tetrabenazine in vivo, which is likely the active pharmacological agent. The cis izomer of Dihydrotetrabenazine is used for the treatment of hyperkinetic movement disorders.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Kilbourn, M., et al.: Eur. J. Pharmacol., 278, 249 (1995)
  • • Perera, R., et al.: J. Med. Chem., 46, 2599 (1995)
  • • Mager, D., et al.: J. Pharm. Sci., 94, 2475 (1995)
  • • Zheng, G., et al.: Bioorg. Med. Chem., 16, 5018 (1995)
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PATENTS

PATENTS

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INTERNET

INTERNET

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