CAS 2934-97-6|Tetrahydropalmatine

Introduction:Basic information about CAS 2934-97-6|Tetrahydropalmatine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameTetrahydropalmatine
CAS Number2934-97-6Molecular Weight355.427
Density1.2±0.1 g/cm3Boiling Point482.9±45.0 °C at 760 mmHg
Molecular FormulaC21H25NO4Melting Point155℃
MSDS/Flash Point138.7±25.9 °C

Names

Namerotundinum
SynonymMore Synonyms

Tetrahydropalmatine BiologicalActivity

DescriptionTetrahydropalmatine, an active component isolated from corydalis, acts through inhibition of amygdaloid release of dopamine to inhibit an epileptic attack in rats.
Related CatalogSignaling Pathways >>GPCR/G Protein >>Dopamine ReceptorSignaling Pathways >>Neuronal Signaling >>Dopamine ReceptorNatural Products >>AlkaloidResearch Areas >>Neurological Disease
Target

Dopamine[1]

In VivoTetrahydropalmatine (THP), an active component isolated from corydalis (a Chinese herbal medicine), possesses analgesic effects. Picrotoxin treatment alone has a significant effect on the following activity measure: there is an increase in horizontal motion time (HMT), vertical motion time (VMT), clockwise turnings (CT), anticlockwise turning (ACT) and a decrease in freezing time (FT). Tetrahydropalmatine treatment alone causes a decrease in HMT, VMT and total distance traveled (TDT), but an increase in FT. Pretreatment of rats with an i.p. dose of 10 mg/kg or 15 mg/kg of Tetrahydropalmatine significantly attenuates the Picrotoxin-induced enhancement in HMT, VMT, CT, ACT and TDT, as well as reduction in FT. Another 48 rats under urethane anesthesia are randomly divided into six groups, each of eight rats. The s.c. injection of Picrotoxin causes an increase in amygdaloid release of dopamine (DA), while i.p. injection of Tetrahydropalmatine at 10 mg/kg has an insignificant effect on amygdaloid release of DA. Again, the Picrotoxin-induced increase in amygdaloid release of DA is significantly attenuated by pretreatment with Tetrahydropalmatine. The Picrotoxin-induced augmented amygdaloid release of DA is almost completely abolished by pretreatment with Tetrahydropalmatine 30 min before s.c. injection of Picrotoxin[1].
Animal AdminRats[1] Male Sprague-Dawley rats, weighing 250-320 g, are used in the present study. The animals are housed in a temperature-regulated (22±1°C) room on 12:12 h light/dark cycles with food and water available ad libitum. The light is turned on at 06:00 h and turned off at 18:00 h. At least two major groups of animals are studied. (1) Vehicle-treated rats: received an i.p. injection of 0.9% saline plus Picrotoxin (3-4 mg/kg, s.c.). (2) Tetrahydropalmatine-treated rats: receive an injection of Tetrahydropalmatine (10 mg/kg, i.p.) plus Picrotoxin (3-4 mg/kg, s.c.). The effects of s.c. administration of Picrotoxin or Tetrahydropalmatine on locomotor activity are assessed in unanesthetized rats. On the other hand, the effects of Picrotoxin or Tetrahydropalmatine on amygdaloid DA release are assessed in rats under urethane (1.4 g/kg, i.p.) anesthesia[1]. Seventy-two unanesthetized rats are randomly divided into nine groups, each of eight rats. The animals are adapted to the behavior apparatus for 30 min before an injection of Picrotoxin (3 or 4 mg/kg, s.c.), Tetrahydropalmatine (10 or 15 mg/kg, i.p.) or saline. Then, the locomotor activities of these rats are recorded during the 30-min period following the injections[1].
References

[1]. Chang CK, et al. DL-Tetrahydropalmatine may act through inhibition of amygdaloid release of dopamine to inhibit an epileptic attack in rats. Neurosci Lett. 2001 Jul 20;307(3):163-6.

Chemical & Physical Properties

Density1.2±0.1 g/cm3
Boiling Point482.9±45.0 °C at 760 mmHg
Melting Point155℃
Molecular FormulaC21H25NO4
Molecular Weight355.427
Flash Point138.7±25.9 °C
Exact Mass355.178345
PSA40.16000
LogP3.70
Vapour Pressure0.0±1.2 mmHg at 25°C
Index of Refraction1.609
InChIKeyAEQDJSLRWYMAQI-UHFFFAOYSA-N
SMILESCOc1cc2c(cc1OC)C1Cc3ccc(OC)c(OC)c3CN1CC2

Safety Information

HS Code2923900090

Customs

HS Code2933990090
Summary2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Synonyms

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
(13aS)-2,3,9,10-Tetramethoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline
dl-Canadine
l-Tetrahydropalmatine
(-)-Tetrahydropalmatine
2,3-methylenedioxy-9,10-dimethoxytetrahydroprotoberberine
Canadine dl-form
Canadin
tetrahydropulmatine
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