rotundine

rotundine Basic information
Product Name:rotundine
Synonyms:6H-Dibenzo[a,g]quinolizine, 5,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy-, (13aS)-;ROTUNDINE 98+%;(-)-Gindarine;(13aS)-2,3,9,10-Tetramethoxy-5,6,13,13a-tetrahydro-8H-dibenzo[a,g]quinolizine;(S)-Tetrahydropalmitine;[13aS,(-)]-5,8,13,13a-Tetrahydro-2,3,9,10-tetramethoxy-6H-dibenzo[a,g]quinolizine;Gindarine;(13aS)-2,3,9,10-tetramethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline
CAS:483-14-7
MF:C21H25NO4
MW:355.43
EINECS:
Product Categories:Intermediates & Fine Chemicals;Pharmaceuticals;Inhibitors
Mol File:483-14-7.mol
rotundine Structure
rotundine Chemical Properties
Melting point 141-143°C
storage temp. Sealed in dry,2-8°C
solubility insoluble in H2O; ≥16 mg/mL in DMSO; ≥2.95 mg/mL in EtOH with gentle warming and ultrasonic
form powder to crystal
Boiling point 482.9±45.0 °C(Predicted)
density 1.23±0.1 g/cm3(Predicted)
pKa6.53±0.20(Predicted)
color White to Light yellow
λmax280nm(lit.)
CAS DataBase Reference483-14-7
Safety Information
RTECS HQ1792500
HS Code 2933.99.9000
MSDS Information
rotundine Usage And Synthesis
Chemical PropertiesOff-White Solid
UsesRotundine is an analgesic drug found in Chinese herbal medicine, used to treat heart disease and liver damage.
DefinitionChEBI: A berberine alkaloid obtained by formal addition of two molecules of hydrogen to the pyridine ring of palmatine.
Biological Activitylevo-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 vitroin 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 vivoit 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.
rotundine Preparation Products And Raw materials
Daurinoline Xanthiazone veratramine VERATRIDINE Sodium levothyroxine pentahydrate BETONICINE (S)-Amlodipine alpha,alpha-Diphenyl-4-piperidinomethanol Xanthiside 2-[2-(Methylamino)benzoyl]-3,4-dihydro-β-carboline-1(2H)-one VERATRINE menisdaurin Rotundine L-Tetrahydropalmatine hydrochloride AKOS 213-61 rotundine AKOS 236-26 13aalpha-Berbin-1-ol, 2,3,9,10-tetramethoxy- (8CI)

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