| Identification | Back Directory | [Name]
rotundine | [CAS]
483-14-7 | [Synonyms]
Gindarine
Hyndarine
(-)-Gindarine
ROTUNDINE 98+%
ROTUNDINE (RG)
Rotundine?, BR
(S)-Tetrahydrop
(S)-Tetrahydropalmitine
(-)-S-TetrahydropalMatine
TETRAHYDROPALMATINE, L-(P)
O,O-DiMethyl-N-deMethyl-cyclanoline
(13aS)-2,3,9,10-Tetramethoxy-5,8,13,13a-tetrahydro-6H-dibenzo[a,g]quinolizine
(13aS)-2,3,9,10-Tetramethoxy-5,6,13,13a-tetrahydro-8H-dibenzo[a,g]quinolizine
6H-Dibenzo[a,g]quinolizine, 5,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy-, (13aS)-
[13aS,(-)]-5,8,13,13a-Tetrahydro-2,3,9,10-tetramethoxy-6H-dibenzo[a,g]quinolizine
(S)-2,3,9,10-Tetramethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[3,2-a]isoquinoline
(13aS)-2,3,9,10-tetramethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline | [Molecular Formula]
C21H25NO4 | [MDL Number]
MFCD03265591 | [MOL File]
483-14-7.mol | [Molecular Weight]
355.43 |
| Chemical Properties | Back Directory | [Melting point ]
141-143°C | [Boiling point ]
482.9±45.0 °C(Predicted) | [density ]
1.23±0.1 g/cm3(Predicted) | [storage temp. ]
Refrigerator | [solubility ]
insoluble in H2O; ≥16 mg/mL in DMSO; ≥2.95 mg/mL in EtOH with gentle warming and ultrasonic | [form ]
powder to crystal | [pka]
6.53±0.20(Predicted) | [color ]
White to Light yellow | [λmax]
280nm(lit.) | [CAS DataBase Reference]
483-14-7 |
| Hazard Information | Back Directory | [Chemical Properties]
Off-White Solid | [Uses]
Rotundine is an analgesic drug found in Chinese herbal medicine, used to treat heart disease and liver damage.
| [Definition]
ChEBI: A berberine alkaloid obtained by formal addition of two molecules of hydrogen to the pyridine ring of palmatine. | [Biological Activity]
levo-tetrahydropalmatine (l-thp) is an active herbal constituent of preparations containing plant species of the genera stephania and corydalis. in china, it has been approved and used for a number of clinical indications under the drug name rotundine. | [in vitro]
in contrast to other thpb derivatives, l-thp is an antagonist at both of d1 and d2 receptors. the ki values for l-thp at d1 and d2 dopamine receptors are approximately 124 nm (d1) and 388 nm (d2), while the ic50 values are 166 nm and 1.4 μm for d1 and d2, respectively. the relatively high affinity of l-thp at d1 vs. d2 receptors, distinguishes it from other available dopamine receptor antagonist drugs (e.g., haloperidol) [1]. | [in vivo]
it has been found that l-thp produces dose-dependent reductions in locomotor activity and operant responding for non-drug reinforcers in rats [1]. | [References]
[1] wang jb, mantsch jr. l-tetrahydropalamatine: a potential new medication for the treatment of cocaine addiction. future med chem. 2012 feb;4(2):177-86. |
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