CAS 6024-85-7|TETRAHYDROPALMATINE HYDROCHLORIDE

Introduction：Basic information about CAS 6024-85-7|TETRAHYDROPALMATINE HYDROCHLORIDE, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. TETRAHYDROPALMATINE HYDROCHLORIDE BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
5. Synonyms

Common Name	TETRAHYDROPALMATINE HYDROCHLORIDE
CAS Number	6024-85-7	Molecular Weight	391.888
Density	/	Boiling Point	482.9ºC at 760 mmHg
Molecular Formula	C₂₁H₂₆ClNO₄	Melting Point	250-252ºC
MSDS	/	Flash Point	138.7ºC

Names

Name	tetrahydropalmatine hydrochloride
Synonym	More Synonyms

TETRAHYDROPALMATINE HYDROCHLORIDE BiologicalActivity

Description	Tetrahydropalmatine hydrochloride (DL-Tetrahydropalmatine hydrochloride), an active component isolated from corydalis, possesses analgesic effects. Tetrahydropalmatine hydrochloride acts through inhibition of amygdaloid release of dopamine to inhibit an epileptic attack in rats[1].
Target	Dopamine[1]
In Vivo	Tetrahydropalmatine (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 Admin	Rats[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

Boiling Point	482.9ºC at 760 mmHg
Melting Point	250-252ºC
Molecular Formula	C₂₁H₂₆ClNO₄
Molecular Weight	391.888
Flash Point	138.7ºC
Exact Mass	391.155029
PSA	40.16000
LogP	4.11640
InChIKey	MGSZZQQRTPWMEI-UHFFFAOYSA-N
SMILES	COc1cc2c(cc1OC)C1Cc3ccc(OC)c(OC)c3CN1CC2.Cl
Storage condition	2-8C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DR9840000

CHEMICAL NAME :: Berbine, 2,3,9,10-tetramethoxy-, hydrochloride, (+-)-

CAS REGISTRY NUMBER :: 6024-85-7

LAST UPDATED :: 199012

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C21-H25-N-O4.Cl-H

MOLECULAR WEIGHT :: 391.93

WISWESSER LINE NOTATION :: T D6 B666 KN&TT&J GO1 HO1 PO1 QO1 &GH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1160 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: PCJOAU Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) No.1- 1967- Volume(issue)/page/year: 17,30,1983

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 121500 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FEPRA7 Federation Proceedings, Federation of American Societies for Experimental Biology. (Bethesda, MD) V.1-46, 1942-87. Volume(issue)/page/year: 5,163,1946

Synonyms

Tetrahydropalmatine,HCl

corydalis B

rac-2,3,9,10-tetramethoxy-berbine,hydrochloride

2,3,9,10-Tetramethoxyberbine hydrochloride

Tetrahydropalmatini,Sulfas

rac-2,3,9,10-Tetramethoxy-berbin,Hydrochlorid

MFCD00156231

DI-TETRAHYDROPALMATINE

tetrahydro-,hydrochloride,(+-)-palmatin

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