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D-Tetrandrine

CAS No.
518-34-3
Chemical Name:
D-Tetrandrine
Synonyms
TETRANDRINE;hanfangchin A;Conba;Jinake;Trandrine;fanchinine;TETRANDRIN;Tetradrine;sinomeninea;Tetrantrine
CBNumber:
CB9855050
Molecular Formula:
C38H42N2O6
Molecular Weight:
622.75
MDL Number:
MFCD00082551
MOL File:
518-34-3.mol
MSDS File:
SDS
Last updated:2023-12-04 17:50:15

D-Tetrandrine Properties

Melting point 219-222 °C(lit.)
Boiling point 662.81°C (rough estimate)
alpha 285 º (c=1, CHCl3)
Density 1.1528 (rough estimate)
refractive index 1.5300 (estimate)
storage temp. 2-8°C
solubility Chloroform (Slightly), Methanol (Slightly, Heated)
form solid
pka 7.70±0.20(Predicted)
color Off-White
λmax 283nm(EtOH)(lit.)
Merck 14,9231
LogP 3.550 (est)
EWG's Food Scores 1
FDA UNII 29EX23D5AJ

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H300
Precautionary statements  P264-P270-P301+P310-P405-P501
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  22-24/25-36-26
WGK Germany  3
RTECS  XE9350000
HS Code  29349990
NFPA 704
0
2 0

D-Tetrandrine price More Price(47)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0001165 Tetrandrine European Pharmacopoeia (EP) Reference Standard 518-34-3 y0001165 $150 2024-03-01 Buy
Sigma-Aldrich T2695 Tetrandrine analytical standard, for drug analysis 518-34-3 1g $253 2024-03-01 Buy
TCI Chemical T3321 Tetrandrine >98.0%(HPLC)(T) 518-34-3 200mg $60 2024-03-01 Buy
TCI Chemical T3321 Tetrandrine >98.0%(HPLC)(T) 518-34-3 1g $199 2024-03-01 Buy
Cayman Chemical 19874 Tetrandrine ≥98% 518-34-3 250mg $71 2024-03-01 Buy
Product number Packaging Price Buy
Y0001165 y0001165 $150 Buy
T2695 1g $253 Buy
T3321 200mg $60 Buy
T3321 1g $199 Buy
19874 250mg $71 Buy

D-Tetrandrine Chemical Properties,Uses,Production

Description

Recently it has been discovered that pronounced drug-dependence and related toxic effects occur in both dogs and rhesus monkeys with this alkaloid on intravenous injection with a dose of 10-150 mg/kg. When rapidly injected, the acute hypotensive effect is very marked and fatal at once. Following drug administration at toxic levels it is found that severe local tissue reaction heptaotoxicity and lymphoid necrosis occurs. At the highest dosage level there is a very definite nephrotoxicity in monkeys and some indications of this in dogs. The evidence available suggests that monkeys are less sensitive to hepatotoxicity with this drug than dogs.

Description

Tetrandrine is a bis-benzylisoquinoline alkaloid that has been found in R. stephania roots and has diverse biological activities. It induces autophagy in HeLa, MCF-7, and human foreskin fibroblast (HFF) cells when used at a concentration of 5 μM, an effect that can be reversed by the autophagy inhibitor 3-methyladenine . Tetrandrine inhibits PAF-, thrombin-, collagen-, ADP-, or epinephrine-induced aggregation of isolated human platelets. Priming of mesenchymal stem cells (MSCs) with tetrandrine (5 and 10 μM) reduces TNF-α secretion by RAW 264.7 cells in co-culture. Ear skin transplantation of tetrandrine-primed MSCs decreases ear levels of TNF-α in a mouse model of ear skin inflammation. Tetrandrine (1 mg/kg) increases soleus muscle levels of glucose transporter 4 (Glut4) and decreases plasma glucose levels in a rat model of diabetes induced by streptozotocin .

Chemical Properties

White powder

Physical properties

Appearance: Needle-like crystals (ether). Solubility: Hardly soluble in water and petroleum ether; soluble in ether and some organic solvents. Melting point: 219– 222?°C. Specific optical rotation: 285° (c?=?1, CHCl3); sensitive to light.

History

Recent studies have shown that tetrandrine has a variety of biological effects and very good applicational prospects in the treatment of fibrosis and portal vein and pulmonary hypertension, the regulation of immunologic function, as well as the prevention and treatment of tumor.
As early as 1988, tetrandrine has been found having the effect on blocking the Ca2 + channel and was quickly applied into the pharmacological research in the field of cardiovascular and inflammatory diseases. Results from a large number of studies have shown that tetrandrine has good effects on antihypertension, arrhythmia, myocardial ischemia, inflammation, and so on. As a traditional Chinese calcium antagonist, tetrandrine has a broad prospects in clinical applications of cardiovascular and inflammatory diseases.In the early 1990s, the application of tetrandrine was extended. During that time, researchers conducted many studies about its protective effects on liver, lung, and mitochondria, which opened a new field for the treatment of liver disease. In 2002, it was found that tetrandrine can inhibit the synthesis of DNA and RNA in tumor cells, which provided a new method for the treatment of cancer. At present, the prevention and treatment effects of hypertension, fibrosis, digestive diseases, tumors, rheumatoid arthritis, and other autoimmune diseases of tetrandrine have been confirmed, as well as the function of reducing portal hypertension and pulmonary hypertension, while its other pharmacological effects are to be explored in further study.

Uses

Tetrandrine is a lipopolysaccharide-induced microglial suppressor, effectively reducing the production of bacterial inflammatory mediators. Anti-inflammatory, anti-nociceptive. Tetrandrine is used in China to treat high blood pressure. This drug blocked the TPC2 calcium channel required for the Ebola infection process (Robert A. Davey et al., Science 2015, DOI: 10.1126/science.1258758).

Uses

analgesic, antineoplastic, antihypertensive, lymphotoxin

Indications

This product is included in national standards for chemical drugs (Volume 14), British Pharmacopoeia (2017), and European Pharmacopoeia (9.0th ed.). Tetrandrine is used for the treatment of mild to moderate hypertension and hypertensive crisis, rheumatism, silicosis, etc.

Definition

ChEBI: (+)-Tetrandrine is a member of isoquinolines and a bisbenzylisoquinoline alkaloid.

Pharmacology

Tetrandrine has analgesic, anti-inflammatory, and anti-allergic effects and has a wide range of usage on the cardiovascular system owing to its antihypertensive, anti-myocardial ischemia/reperfusion injury and antiarrhythmic effects. It can inhibit the platelet aggregation induced by ADP, collagen, and arachidonic acid in?vitro and can also restrain the platelet adhesion and thrombosis (in rabbits). Tetrandrine also has anticancer effects. Studies have shown that tetrandrine has a strong inhibitory effect on the DNA and RNA synthesis in L7712 and S180 (cancer cells), which can significantly suppress the growth of Wacker sarcoma W256. Besides that, tetrandrine has the ability to relax the striated muscle, and its methyl iodide or methyl bromide derivatives can also affect the muscles. Notably, tetrandrine can prevent silicosis and has a preferable outcome on the clinical treatment of such disease. In addition, tetrandrine also owns antipyretic, diuretic, and antiallergic shock effects.

Clinical Use

Tetrandrine is used for the treatment of hypertension, angina, termination of paroxysmal supraventricular tachycardia, pulmonary fibrosis, and other diseases in clinical application, and it also has strong antitumor effects. Tetrandrine was also approved for lowering blood glucose and free radical damage; its treatment effect on silicosis is significant and superior to conventional immunosuppressive and cytotoxic drugs.

References

Gralla, Coleman, Jonas, Cancer Chemother. Rep., Pt. 3, 5(1), 79 (1974)

D-Tetrandrine Preparation Products And Raw materials

Global( 405)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12456 58
Hebei Yanxi Chemical Co., Ltd.
+8617531190177 peter@yan-xi.com China 5993 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3620 58
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897 sales@biopurify.com China 3424 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
Cangzhou Wanyou New Material Technology Co.,Ltd
18631714998 sales@czwytech.com CHINA 906 58
Xiamen AmoyChem Co., Ltd
+86-592-6051114 +8618959220845 sales@amoychem.com China 6387 58
Shaanxi Pioneer Biotech Co., Ltd .
+8613259417953 sales@pioneerbiotech.com China 3000 58

View Lastest Price from D-Tetrandrine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Stephania Tetrandra extract  Tetrandrine pictures 2024-04-23 Stephania Tetrandra extract Tetrandrine
518-34-3
US $0.00-0.00 / kg 1kg 98% 1000kg Changsha Staherb Natural Ingredients Co., Ltd.
D-Tetrandrine pictures 2024-01-08 D-Tetrandrine
518-34-3
US $9.00 / KG 1KG 99% 50000tons Wuhan Boyuan Import & Export Co., LTD
D-Tetrandrine pictures 2023-12-04 D-Tetrandrine
518-34-3
US $19.28 / kg 1kg 99% 10000kg Wuhan Han Sheng New Material Technology Co.,Ltd
  • D-Tetrandrine pictures
  • D-Tetrandrine
    518-34-3
  • US $9.00 / KG
  • 99%
  • Wuhan Boyuan Import & Export Co., LTD
  • D-Tetrandrine pictures
  • D-Tetrandrine
    518-34-3
  • US $19.28 / kg
  • 99%
  • Wuhan Han Sheng New Material Technology Co.,Ltd

D-Tetrandrine Spectrum

[4aS-(4aR*,16aR*)]-3,4,4a,5,16a,17,18,19-Octahydro-12,21,22,26-tetramethoxy-4,17-dimethyl-16H-1,24:6,9-dietheno-11,15-metheno-2H-pyrido[2',3':17,18][1,11]dioxacycloeicosino[2,3,4-ij]isoquinoline (S S)-(+)-TETRANDRINE 98% Conba Jinake (1β)-6,6',7,12-tetramethoxy-2,2'-dimethylberbaman TETRANDRINE, (S,S)-(+)-(RG) Trandrine 16H-1,24:6,9-Dietheno-11,15-metheno-2H-pyrido[2',3':17,18][1,11]dioxacycloeicosino[2,3,4-ij]isoquinoline,3,4,4a,5, 16a,17,18,19-octahydro-12,21,22,26- tetramethoxy-4,17-dimethyl-,(4aS,16aS)- 6,6',7,12-Tetramethoxy-2,2'-dimethyl-9',10',11',12',13',14'-hexadehydro-9',10',11',12',13',14'-hexahydroberbaman Tetrandrine(Fanchinine) Tetrandrine(Fanchinine,NSC 77037) 16H-1,24:6,9-Dietheno-11,15-metheno-2H-pyrido[2',3':17,18][1,11]dioxacycloeicosino[2,3,4-ij]isoquinoline, 3,4,4a,5,16a,17,18,19-octahydro-12,21,22,26-tetramethoxy-4,17-dimethyl-, (4aS,16aS)- D-Tetrandrine 6,6',7,12-Tetramethoxy-2,2'-dimethyl-1-beta-berbaman 6’,7,12-tetramethoxy-2,2’-dimethyl-(1-beta)-berbama fanchinine sinomeninea 6,6',7,12-tetramethoxy-2,2'-dimethyl-1-beta-berbaman 6,6',7,12-TETRAMETHOXY-2,2'-DIMETHYLBERBAMAN (1B)-6,6',7,12-TETRAMETHOXY-2,2'-DIMETHYLBERBAMAN d-tetrandrine (S,S)-(+)-TETRANDRINE TETRANDRIN (+)-TETRANDRINE TETRANDRINE, (S,S)-(+) 6,7-dimethoxy-1-[(4-methoxyphenyl)methyl]-2-methyl-3,4-dihydro-1H-isoquinoline 6-methoxy-2-methyl-1-(phenylmethyl)-3,4-dihydro-1H-isoquinoline Tetrandrine 518-34-3 Tetrandrine, 98%, from fourstamen stephania root Tetrandrine CRS (1beta)-6,6',7,12-Tetramethoxy-2,2'-dimethylberbaman TetrandrineDimethiodide USP/EP/BP D-Tetrandrine USP/EP/BP Water-soluble powder tetrandrine Tetrandrine (NSC-77037) TIANFU-CHEM D-Tetrandrine Tetrandrine/tetrandrine Water-soluble tetrandrine Stephania Tetrandra extract Tetrandrine TETRANDRINE hanfangchin A Tetrantrine Tetradrine (11S,31S)-16,36,37,54-Tetramethoxy-12,32-dimethyl-11,12,13,14,31,32,33,34-octahydro-2,6-dioxa-1(7,1),3(8,1)-diisoquinolina-5(1,3),7(1,4)-dibenzenacyclooctaphane Tetrandrine AKSci J11730 AK Scientific (+)-TETRANDRINE 518-34-3 18-34-3 Complex Molecules Alphabetic TA - TE Analytical Chromatography Product Catalog Analytical Standards Chiral Building Blocks Asymmetric Synthesis chemical reagent pharmaceutical intermediate phytochemical