Rotundine

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Names

[ CAS No. ]:
483-14-7

[ Name ]:
Rotundine

[Synonym ]:
6H-Dibenzo[a,g]quinolizine, 5,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy-, (13aS)-
Berberine,tetrahydro
d,l-tetrahydropalmatine
(S)-tetrahydropalmatine
(13aS)-2,3,9,10-Tetramethoxy-5,8,13,13a-tetrahydro-6H-isoquinolino[3,2-a]isoquinoline
Tetrahydropalmatine
Rotundine
(13aS)-2,3,9,10-Tetramethoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline
dl-Canadine
TETRAHYDROPALMATINE, L-(P)
l-Tetrahydropalmatine
(-)-Tetrahydropalmatine
2,3-methylenedioxy-9,10-dimethoxytetrahydroprotoberberine
Canadine dl-form
Canadin
tetrahydropulmatine

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
482.9±45.0 °C at 760 mmHg

[ Melting Point ]:
141-143ºC

[ Molecular Formula ]:
C21H25NO4

[ Molecular Weight ]:
355.427

[ Flash Point ]:
138.7±25.9 °C

[ Exact Mass ]:
355.178345

[ PSA ]:
40.16000

[ LogP ]:
3.70

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.609

[ Storage condition ]:
Refrigerator

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
HQ1792500
CHEMICAL NAME :
6H-Dibenzo(a,g)quinolizine, 5,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy-, (S)-
CAS REGISTRY NUMBER :
483-14-7
LAST UPDATED :
199309
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C21-H25-N-O4

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>100 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NCNSA6 National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. (Washington, DC) Volume(issue)/page/year: 5,17,1953

Safety Information

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
HQ1792500

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • Formaldehyde
  • (13aS)-2,3,9,10-tetramethoxy-5,8,13,13a-tetrahydro-6H-dibenzo[a,g]quinolizin-5-ol
  • [1-(3,4-dimethoxyphenyl)-meth-(1E)-ylidene]-((2R)-2-methoxymethylpyrrolidin-1-yl)-amine
  • (3S)-3-(3,4-dimethoxyphenyl)-7,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline
  • (3S)-3-(3,4-dimethoxyphenyl)-7,8-dimethoxy-2-((2R)-2-methoxymethylpyrrolidin-1-yl)-3,4-dihydro-2H-isoquinolin-1-one
  • N,N-diethyl-2,3-dimethoxy-6-methyl-benzamide
  • veratraldehyde
  • (3S)-2-(2,2-diethoxyethyl)-3-(3,4-dimethoxyphenyl)-7,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline
  • (3S)-2-(2-phenylsulfinylethyl)-3-(3,4-dimethoxyphenyl)-7,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline

DownStream

  • L-Tetrahydropalmatinehydrochloride

Related Compounds

  • rotundine
  • Rotundine
  • [1-(4-methoxybutyl)-5-propyl-1H-1,2,3-triazol-4-yl]methanol
  • [1-(1-cyclopropylethyl)-5-ethyl-1H-1,2,3-triazol-4-yl]methanol
  • [1-(2-methoxyethyl)-5-(propan-2-yl)-1H-1,2,3-triazol-4-yl]methanol
  • Methyl 4-(2-aminocyclopropyl)-2-methylbenzoate
  • O-{1-[3,5-dimethyl-1-(propan-2-yl)-1H-pyrazol-4-yl]ethyl}hydroxylamine
  • (1R)-3-amino-1-[3,5-dimethyl-1-(propan-2-yl)-1H-pyrazol-4-yl]propan-1-ol
  • 2-amino-3-[3,5-dimethyl-1-(propan-2-yl)-1H-pyrazol-4-yl]-3-hydroxypropanoic acid
  • N-[3-(3-hydroxybutyl)phenyl]acetamide
  • N-{3-[2-(1-aminocyclopropyl)ethyl]phenyl}acetamide
  • 1-Cyclopropyl-2-(2-isocyanatopropan-2-yl)benzene
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