Tetrandrine

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Names

[ CAS No. ]:
518-34-3

[ Name ]:
Tetrandrine

[Synonym ]:
(1S,14S)-9,20,21,25-Tetramethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.2.1.1.0.0]hexatriaconta-3,5,8(34),9,11,18(33),19,21,24,26,31,35-dodecaene
Tetrandrine
(1S,14S)-9,20,21,25-Tetramethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.2.1.1.0.0]hexatriaconta-3,5,8(34),9,11,18(33),19,21,24,26,31,35-dodecaen
Trandrine
Conba
MFCD08689909
(1β)-6,6',7,12-Tetramethoxy-2,2'-dimethylberbaman
sinomeninea
6,6',7,12-Tetramethoxy-2,2'-dimethylberbaman
hanfangchin A
TETRANDRIN
fanchinine
Jinake
6,6',7,12-tetramethoxy-2,2'-dimethyl-berbaman
(1S,14S)-9,20,21,25-Tétraméthoxy-15,30-diméthyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.2.1.1.0.0]hexatriaconta-3,5,8(34),9,11,18(33),19,21,24,26,31,35-dodécaène
(1b)-6,6',7,12-Tetramethoxy-2,2'-dimethylberbaman
(S,S)-(+)-Tetrandrine
iso-tetrandrine
(1β,1'β)-6,6',7,12-Tetramethoxy-2,2'-dimethylberbaman

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
710.5±60.0 °C at 760 mmHg

[ Melting Point ]:
219-222ºC

[ Molecular Formula ]:
C38H42N2O6

[ Molecular Weight ]:
622.750

[ Flash Point ]:
175.8±30.1 °C

[ Exact Mass ]:
622.304260

[ PSA ]:
61.86000

[ LogP ]:
3.55

[ Vapour Pressure ]:
0.0±2.3 mmHg at 25°C

[ Index of Refraction ]:
1.586

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
XE9350000
CHEMICAL NAME :
Tetrandrine
CAS REGISTRY NUMBER :
518-34-3
BEILSTEIN REFERENCE NO. :
0877811
LAST UPDATED :
199612
DATA ITEMS CITED :
9
MOLECULAR FORMULA :
C38-H42-N2-O6
MOLECULAR WEIGHT :
622.82

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
41300 ug/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
37500 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - cat
DOSE/DURATION :
40 mg/kg
TOXIC EFFECTS :
Behavioral - tremor Cardiac - other changes Lungs, Thorax, or Respiration - other changes
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
15 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Cardiac - other changes Lungs, Thorax, or Respiration - other changes
TYPE OF TEST :
Sister chromatid exchange

MUTATION DATA

TYPE OF TEST :
Sister chromatid exchange
TEST SYSTEM :
Rodent - hamster Lung
DOSE/DURATION :
80 mg/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 224,5,1989

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
XE9350000

[ HS Code ]:
2942000000

Synthetic Route

Precursor & DownStream

Precursor

  • diazomethane
  • Penduline (Cocculus)

DownStream

  • Tetrakis-(O-demethyl)-tetrandrin
  • 6',7-Bis-(O-demethyl)-tetrandrine
  • Fangchinoline
  • Penduline (Cocculus)
  • (1β)-6-Methoxy-2,2'-dimethylberbaman-6',7,12-triol
  • Thalidezine
  • Creosol
  • Trimethylamine
  • 1α-(4-Hydroxybenzyl)-2-methyl-1,2,3,4-tetrahydro-6-methoxyisoquinoline-7-ol

Customs

[ HS Code ]: 2942000000

Articles

Cheminformatics analysis of assertions mined from literature that describe drug-induced liver injury in different species.

Chem. Res. Toxicol. 23 , 171-83, (2010)

Drug-induced liver injury is one of the main causes of drug attrition. The ability to predict the liver effects of drug candidates from their chemical structures is critical to help guide experimental...

[Anti-tumor effect of tanshinone II A, tetrandrine, honokiol, curcumin, oridonin and paeonol on leukemia cell lines].

Sichuan Da Xue Xue Bao. Yi Xue Ban 43(3) , 362-6, (2012)

To study the anti-tumor effect of tanshinon II A, tetrandrine, honokiol, curcumin, oridonin and paeonol on leukemia cell lines SUP-B15, K562, CEM, HL-60 and NB4.To study the anti-tumor effect of tansh...

Precision-cut liver slices as a model for the early onset of liver fibrosis to test antifibrotic drugs.

Toxicol. Appl. Pharmacol. 274(2) , 328-38, (2014)

Induction of fibrosis during prolonged culture of precision-cut liver slices (PCLS) was reported. In this study, the use of rat PCLS was investigated to further characterize the mechanism of early ons...


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Related Compounds

  • tetrandrine
  • Tetrandrine B
  • L-TETRANDRINE
  • Bromotetrandrine
  • N2'-nortetrandrine
  • tetrandrine, n-nor-d
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • 6-(3-Isopropylureido)nicotinic acid
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
  • (4-Methyl-tetrahydro-furan-2-yl)-methanol
  • 2-(Difluoromethyl)-5-hydroxy-4-methylpyridine-3-sulfonamide
  • 2-Pyrimidinamine, N-[(2-methoxyphenyl)methyl]-4-methyl-6-(4-methyl-1-piperazinyl)-
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde