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Ligustrazine Hydrochloride

CAS# 76494-51-4

Ligustrazine Hydrochloride

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Quality Control of Ligustrazine Hydrochloride

Number of papers citing our products

Chemical structure

Ligustrazine Hydrochloride

3D structure

Chemical Properties of Ligustrazine Hydrochloride

Cas No. 76494-51-4 SDF Download SDF
PubChem ID 156709 Appearance White powder
Formula C8H13ClN2 M.Wt 172.7
Type of Compound Miscellaneous Storage Desiccate at -20°C
Synonyms Chuanxiongzine hydrochloride; Tetramethylpyrazine hydrochloride
Solubility DMSO : ≥ 300 mg/mL
*"≥" means soluble, but saturation unknown.
Chemical Name 2,3,5,6-tetramethylpyrazine;hydrochloride
SMILES CC1=C(N=C(C(=N1)C)C)C.Cl
Standard InChIKey RQKFOGXUTRDQPB-UHFFFAOYSA-N
Standard InChI InChI=1S/C8H12N2.ClH/c1-5-6(2)10-8(4)7(3)9-5;/h1-4H3;1H
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Ligustrazine Hydrochloride

The rhizomes of Ligusticum chuanxiong Hort.

Biological Activity of Ligustrazine Hydrochloride

DescriptionLigustrazine hydrochloride has antithrombotic effect, has certain protection effect on the vascular endothelium undergoing cardiopulmonary bypass (CPB), and can inhibit the activation of humai platelet following severe brain injury , improve t'ie balance, of TXA2 - PGI2 within the circulatory blood. It can exert down-regulate effects on Colon26 secretion of immunosuppressors and its tumor immunosuppression.
TargetsIL Receptor | NOS | NO | TGF-β/Smad | TXA2 - PGI2 | VEGFR
In vitro

Study on the down-regulatory effects of Ligustrazine Hydrochloride on tumor-induced immunosuppression by Colon26 tumor cells in vitro[Reference: WebLink]

Chinese Journal of Immunology, 2009, 25(5):413-6.

To study the regulatory effects of Ligustrazine Hydrochloride(LHC)on tumor-induced immunosuppression by Colon26 cells in vitro.
METHODS AND RESULTS:
Colon26 cells were cultured for 48 h in the presense of LHC and either the cell fraction or the cultural supernatants was collected,with the untreated Colon26 cells as control for the study.The down-regulating effects of LHC on tumor immunosuppressions (including the suppressed NK killing and ConA induced transformation of murine spleen cells detected by MTT,and the reduced expression levels of IL-2Rα,CD3ε+ζ+ and CD3ε-ζ+ detected by FCM) were determined.The concentrations of immunosuppressive cytokines,including TGF-β1,VEGF,IL-4,IL-6 and IL-10,in the supernatants were analyzed by quantitative ELISA.The relationship among the down-regulatory effects of LHC on secretion immunosuppressive cytokines and tumor immunosuppressions were evaluated by multiple linear regression analysis.All of the cytokines assayed were found in the supernatant of Colon26 treated without LHC,in which TGF-β1 was the highest,and the significant inhibition of five immune functions mentioned above was showed.To the Colon26 treated by LHC,the concentrations of TGF-β1,IL-6 and IL-10 in the first re-cultured supernatant and its inhibition of five immunol functions decreased greatly.The concentrations of TGF-β1 and IL-6 in the second re-cultured supernatant and its inhibitions of transformation,CD3+ζ+ and CD3-ζ+resumed highly.The positive correlations existed between TGF-β1 and inhibition of immunol functions except for transformation,between IL-6 and inhibition of transformation or CD3-ζ+,between IL-10 and inhibition of NK killing or IL-2Rα or CD3+ζ+,respectively.
CONCLUSIONS:
LHC can exert down-regulate effects on Colon26 secretion of immunosuppressors and its tumor immunosuppression.Reducing tumor immunosuppression of Colon26 through decreasing its secretion of immunosuppressors should be one of anti-tumor mechanisms of LHC.

In vivo

[Effect of ligustrazine hydrochloride on coagulation reaction and inflammation reaction in single valve replacement patients with rheumatic heart disease undergoing cardiopulmonary bypass].[Pubmed: 24941838]

Zhongguo Zhong Xi Yi Jie He Za Zhi. 2014 May;34(5):531-5.

To observe the protection effect of Ligustrazine Hydrochloride (LH) on coagulation reaction and inflammation reaction in single valve replacement patients with rheumatic heart disease undergoing cardiopulmonary bypass (CPB).
METHODS AND RESULTS:
Totally 40 patients undergoing single valve replacement were recruited in the study and randomly assigned to the two groups, the treatment group and the control group, 20 in each group. In treatment group LH (3 mg/kg) was intravenously infused from the jugular vein. LH (3 mg/kg) was also added in the CPB priming. In the control group LH was replaced by equal amount of normal saline. Endothelial micro-particles (EMP) count was detected before CPB, 30 min after CPB, 1 h and 24 h after CPB finished. The coagulation reaction time (R), coagulation time (K), clotting formation velocity (alpha angle), maximum amplitude (MA), coagulation index (CI), platelet (PLT), hypersensitive C reactive protein (hs-CRP), IL-6, and IL-10 were detected before CPB, 1 h and 24 h after CPB finished. There was no statistical difference in aorta arresting time, period of CPB, post-operative drainage volume, plasma transfusion volume, post-operative respirator assistant time, and hospitalization time between the two groups (P >0.05). Compared with pre-CPB in the same group, the count of EMP was much higher at 30 min after CPB and 1 h after CPB finished (P < 0.01). R and K, hs-CRP, IL-6, and IL-10 increased at 1 h and 24 h after CPB finished (P <0.01,P < 0.05). The alpha angle,.MA, CI, and PLT decreased 1 h after CPB finished (P <0.01). The a angle increased, while CI and PLT decreased 24 h after CPB finished (P <0.05). Compared with the control group in the same period, the count of EMP was lower in the treatment group 30 min after CPB and 1 h after CPB finished (P <0. 05, P <0. 01). R and K values obviously decreased in treatment group 1 hour after CPB finished (P <0. 05), while a angle, MA, CI, and PLT increased (P <0. 05, P <0. 01). hs-CRP and IL-6 decreased in the treatment group 1 h and 24 h after CPB finished (P <0.05), while IL-10 increased (P <0.05). The count of PLT increased 24 h after CPB finished in the treatment group (P <0. 05).
CONCLUSIONS:
LH had certain protection effect on the vascular endothelium undergoing CPB, and lower excessive activation of coagulation reaction and inflammation reaction in patients undergoing CPB.

Effect of ligustrazine hydrochloride on the concentration of TXB2 and 6-Keto-PGF1a of the plasma and ventricular cerebrospinal fluid and intracranial pressure in severe brain injured patients.[Reference: WebLink]

Chinese Journal of Nervous & Mental Diseases, 1994,20(3):151-4.


METHODS AND RESULTS:
Twenty-eighht cases of brain injured patients were divided into two groups: treated with or with- out Ligustrazine Hydrochloride respectively. The concentration of TXBi and 6KP in plasma and V CSF were analysed with RIA before and 3 hours after the treatment, and ICP were also recorded at the same time. The result showed: before the treatment, the concentration of TXB2 and 6KP in plasma and VCSF in both groups were significantly higher than that of the controlled group, Ligustrazine Hydrochloride could reduce the concentration of TXB2 in plasma and VCSF and had no significant influence on ICP.
CONCLUSIONS:
These results suggest that Ligustrazine Hydrochloride can inhibit the activation of humai platelet following severe brain injury , improve t'ie balance, of TXA2 - PGI2 within the circulatory blood. It also implies that Ligustrazine Hydrochloride might be used as one of the agents to treat brain injury.

Protocol of Ligustrazine Hydrochloride

Cell Research

[Protective effect of ligustrazine hydrochloride on homocysteine-injured ECV304 cells].[Pubmed: 22997835]

Zhongguo Zhong Yao Za Zhi. 2012 Jun;37(12):1836-9.

To detect the protective effect of Ligustrazine Hydrochloride on homocysteine-injured ECV304 cells.
METHODS AND RESULTS:
In the in vitro study, human umbilical vein endothelial cells were selected as objects, with homocysteine as the molding agent, to judge the injury degree by monitoring NOS and NO contents. Based on that, the best homocysteine concentration in ECV304 cells, the best reaction time could be determined, and an endothelial cell injury model was established. After adding Ligustrazine Hydrochloride, NOS and NO contents in injured endothelial cells were determined to observe the protective effect of Ligustrazine Hydrochloride. It was proved that the optimal concentration of homocysteine on injured ECV304 cell was 1 mmol x L(-1), the best reaction time was 48 h. An injured endothelial cell model was established. At the same time, positive drug nitroglycerin and Ligustrazine Hydrochloride displayed a protection effect on injured ECV304 cells, NOS and NO formation were significantly increased compared with the model group.
CONCLUSIONS:
Ligustrazine Hydrochloride has a protective effect on homocysteine-injured ECV304 cells. The model established in this study can be used to screen anti-myocardial ischemia drugs targeting at an endothelial cell protective agent.

Animal Research

Antithrombotic effect of ligustrazine hydrochloride injection on the model of induced arteriovenous shunt thrombosis.[Pubmed: 24379848]

J Res Med Sci. 2013 Aug; 18(8): 704–706.

The objective of this study is to optimize the effective dose of heparin and Ligustrazine Hydrochloride injection (LHI) for drug combination.
METHODS AND RESULTS:
The animal clinical study of LHI was performed by the rat's model of induced arteriovenous shunt thrombosis. Experimental animals were grouped into several groups and separately treated with both LHI (20, 40, 80 mg/kg, i.p.) and heparin (60, 55, and 50 U/kg; 5000 U/ml; Sigma, i.v). The study had used thrombus weight, protein concentration in thrombus homogenate, inhibition rate of thrombosis, and plasma anti-thrombin activity as indications. The group combination (50, 80) got the result of 100% antithrombotic activity with 0 ± 0 mg of thrombus weight, 14 ± 3 μg/ml of protein concentration in thrombus homogenate and 1.5 ± 0.04 U/ml of plasma anti-thrombin activity. Its anti-thrombotic effect was much better than individual groups treated with LHI in a dose of 0 mg/kg and group of combination (0, 80) (P < 0.05) while antithrombotic effect of 55 and 60 U/kg heparin alone was only 37-58%. Therefore, the group of combination (50, 80) was optimal for 100% antithrombotic activity.
CONCLUSIONS:
Optimal combined doses of LHI and heparin preventing blood coagulation were determined and the results were available. It may give some hint for the further clinical application on human.

Ligustrazine Hydrochloride Dilution Calculator

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Ligustrazine Hydrochloride Molarity Calculator

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Preparing Stock Solutions of Ligustrazine Hydrochloride

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 5.7904 mL 28.9519 mL 57.9039 mL 115.8078 mL 144.7597 mL
5 mM 1.1581 mL 5.7904 mL 11.5808 mL 23.1616 mL 28.9519 mL
10 mM 0.579 mL 2.8952 mL 5.7904 mL 11.5808 mL 14.476 mL
50 mM 0.1158 mL 0.579 mL 1.1581 mL 2.3162 mL 2.8952 mL
100 mM 0.0579 mL 0.2895 mL 0.579 mL 1.1581 mL 1.4476 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Ligustrazine Hydrochloride

Ligustrazine (hydrochloride) is a natural product. IC50 value: Target: In vitro: Ligustrazine hydrochloride displayed a protection effect on injured ECV304 cells, NOS and NO formation were significantly increased compared with the model group [1]. In vivo:

References:
[1]. Xu D, et al. Protective effect of ligustrazine hydrochloride on homocysteine-injured ECV304 cells. Zhongguo Zhong Yao Za Zhi. 2012 Jun;37(12):1836-9. [2]. Wang Q, et al. Brain microdialysate, CSF and plasma pharmacokinetics of ligustrazine hydrochloride in rats after intranasal and intravenous administration. Biopharm Drug Dispos. 2013 Oct;34(7):417-22.

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References on Ligustrazine Hydrochloride

Antithrombotic effect of ligustrazine hydrochloride injection on the model of induced arteriovenous shunt thrombosis.[Pubmed:24379848]

J Res Med Sci. 2013 Aug;18(8):704-6.

BACKGROUND: The objective of this study is to optimize the effective dose of heparin and Ligustrazine Hydrochloride injection (LHI) for drug combination. MATERIALS AND METHODS: The animal clinical study of LHI was performed by the rat's model of induced arteriovenous shunt thrombosis. Experimental animals were grouped into several groups and separately treated with both LHI (20, 40, 80 mg/kg, i.p.) and heparin (60, 55, and 50 U/kg; 5000 U/ml; Sigma, i.v). The study had used thrombus weight, protein concentration in thrombus homogenate, inhibition rate of thrombosis, and plasma anti-thrombin activity as indications. RESULTS: The group combination (50, 80) got the result of 100% antithrombotic activity with 0 +/- 0 mg of thrombus weight, 14 +/- 3 mug/ml of protein concentration in thrombus homogenate and 1.5 +/- 0.04 U/ml of plasma anti-thrombin activity. Its anti-thrombotic effect was much better than individual groups treated with LHI in a dose of 0 mg/kg and group of combination (0, 80) (P < 0.05) while antithrombotic effect of 55 and 60 U/kg heparin alone was only 37-58%. Therefore, the group of combination (50, 80) was optimal for 100% antithrombotic activity. CONCLUSION: Optimal combined doses of LHI and heparin preventing blood coagulation were determined and the results were available. It may give some hint for the further clinical application on human.

[Protective effect of ligustrazine hydrochloride on homocysteine-injured ECV304 cells].[Pubmed:22997835]

Zhongguo Zhong Yao Za Zhi. 2012 Jun;37(12):1836-9.

OBJECTIVE: To detect the protective effect of Ligustrazine Hydrochloride on homocysteine-injured ECV304 cells. METHOD: In the in vitro study, human umbilical vein endothelial cells were selected as objects, with homocysteine as the molding agent, to judge the injury degree by monitoring NOS and NO contents. Based on that, the best homocysteine concentration in ECV304 cells, the best reaction time could be determined, and an endothelial cell injury model was established. After adding Ligustrazine Hydrochloride, NOS and NO contents in injured endothelial cells were determined to observe the protective effect of Ligustrazine Hydrochloride. RESULT: It was proved that the optimal concentration of homocysteine on injured ECV304 cell was 1 mmol x L(-1), the best reaction time was 48 h. An injured endothelial cell model was established. At the same time, positive drug nitroglycerin and Ligustrazine Hydrochloride displayed a protection effect on injured ECV304 cells, NOS and NO formation were significantly increased compared with the model group. CONCLUSION: Ligustrazine Hydrochloride has a protective effect on homocysteine-injured ECV304 cells. The model established in this study can be used to screen anti-myocardial ischemia drugs targeting at an endothelial cell protective agent.

[Effect of ligustrazine hydrochloride on coagulation reaction and inflammation reaction in single valve replacement patients with rheumatic heart disease undergoing cardiopulmonary bypass].[Pubmed:24941838]

Zhongguo Zhong Xi Yi Jie He Za Zhi. 2014 May;34(5):531-5.

OBJECTIVE: To observe the protection effect of Ligustrazine Hydrochloride (LH) on coagulation reaction and inflammation reaction in single valve replacement patients with rheumatic heart disease undergoing cardiopulmonary bypass (CPB). METHODS: Totally 40 patients undergoing single valve replacement were recruited in the study and randomly assigned to the two groups, the treatment group and the control group, 20 in each group. In treatment group LH (3 mg/kg) was intravenously infused from the jugular vein. LH (3 mg/kg) was also added in the CPB priming. In the control group LH was replaced by equal amount of normal saline. Endothelial micro-particles (EMP) count was detected before CPB, 30 min after CPB, 1 h and 24 h after CPB finished. The coagulation reaction time (R), coagulation time (K), clotting formation velocity (alpha angle), maximum amplitude (MA), coagulation index (CI), platelet (PLT), hypersensitive C reactive protein (hs-CRP), IL-6, and IL-10 were detected before CPB, 1 h and 24 h after CPB finished. RESULTS: There was no statistical difference in aorta arresting time, period of CPB, post-operative drainage volume, plasma transfusion volume, post-operative respirator assistant time, and hospitalization time between the two groups (P >0.05). Compared with pre-CPB in the same group, the count of EMP was much higher at 30 min after CPB and 1 h after CPB finished (P < 0.01). R and K, hs-CRP, IL-6, and IL-10 increased at 1 h and 24 h after CPB finished (P <0.01,P < 0.05). The alpha angle,.MA, CI, and PLT decreased 1 h after CPB finished (P <0.01). The a angle increased, while CI and PLT decreased 24 h after CPB finished (P <0.05). Compared with the control group in the same period, the count of EMP was lower in the treatment group 30 min after CPB and 1 h after CPB finished (P <0. 05, P <0. 01). R and K values obviously decreased in treatment group 1 hour after CPB finished (P <0. 05), while a angle, MA, CI, and PLT increased (P <0. 05, P <0. 01). hs-CRP and IL-6 decreased in the treatment group 1 h and 24 h after CPB finished (P <0.05), while IL-10 increased (P <0.05). The count of PLT increased 24 h after CPB finished in the treatment group (P <0. 05). CONCLUSION: LH had certain protection effect on the vascular endothelium undergoing CPB, and lower excessive activation of coagulation reaction and inflammation reaction in patients undergoing CPB.

Description

Ligustrazine (hydrochloride) is a natural product.

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