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Drug Details

General Information of the Drug (ID: DR4517)
Name
Tetramethylpyrazine
Synonyms
2,3,5,6-Tetramethylpyrazine; TETRAMETHYLPYRAZINE; 1124-11-4; Ligustrazine; Pyrazine, tetramethyl-; Bs factor; Tetramethylpyrazin; Tetrapyrazine; Chuanxiongzine; Liqustrazine; Ligustizine; 2,3,5,6-Tetramethyl pyrazine; TMPZ; chuanxingzine; FEMA No. 3237; UNII-V80F4IA5XG; MFCD00006146; 2,3,5,6,-Tetramethyl-1,4-pyrazine; V80F4IA5XG; MLS000069594; FEMA 3237; Pyrazine, 2,3,5,6-tetramethyl-; SMR000059042; 2,5,6-Tetramethylpyrazine; EINECS 214-391-2; NSC 36080; NSC 46451; 2,3,5,6-Tetramethylpyrazine (natural); Ligustrazin; PubChem8617; Opera_ID_849; TMP?; ACMC-2099er; DSSTox_CID_27070; DSSTox_RID_82085; DSSTox_GSID_47070; SCHEMBL77624; CHEMBL303697; ZINC4042; 2,3,5,6-Tetramethyl-pyrazine; DTXSID6047070; FINHMKGKINIASC-UHFFFAOYSA-; CHEBI:133246; Pyrazine, 2,3,5,6-tetramethyl; HMS2235K03; HMS3371J08; Nat.2,3,5,6-Tetramethylpyrazine; ACN-S003305; HY-N0264; NSC36080; NSC46451; Tox21_302313; ANW-16465; BBL012277; CT0189; NSC-36080; NSC-46451; s3956; SBB085945; STL163591; 2,3,5,6-Tetramethylpyrazine, 98%; AKOS003398567; CCG-207974; CS-W023183; MCULE-2834033564; NCGC00247063-01; NCGC00256097-01; AC-10515; AK-47432; AS-13206; H601; SY011353; CAS-1124-11-4; DB-003786; AM20070299; FT-0609443; N1918; ST45025457; 2,3,5,6-Tetramethylpyrazine, >=98%, FG; M-4966; 2,3,5,6-Tetramethylpyrazine, analytical standard; A802574; AC-907/25014219; Q-100069; 2,3,5,6-Tetramethylpyrazine, natural, >=98%, FG; Q11319317; Z1741976694; 2,3,5,6-Tetramethylpyrazine, Vetec(TM) reagent grade, 98%
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Molecular Type
Small molecule
Disease Dissociative neurological symptom disorder [ICD-11: 6B60] Discontinued in Phase 2 [1]
Structure
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2D MOL

3D MOL

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Formula
C8H12N2
PubChem CID
14296
Canonical SMILES
CC1=C(N=C(C(=N1)C)C)C
InChI
1S/C8H12N2/c1-5-6(2)10-8(4)7(3)9-5/h1-4H3
InChIKey
FINHMKGKINIASC-UHFFFAOYSA-N
CAS Number
CAS 1124-11-4
ChEBI ID
CHEBI:133246
TTD Drug ID
D09WFI
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Natural Product(s) Able to Enhance the Efficacy of This Drug
          Artesunate      Artemisia annua     Click to Show/Hide the Molecular Data of This NP
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation
Up-regulation Expression BDNF  Molecule Info 
Pathway MAP
Down-regulation Expression GFAP  Molecule Info 
Pathway MAP
Down-regulation Expression ICAM1  Molecule Info 
Pathway MAP
Up-regulation Expression NGF  Molecule Info 
Pathway MAP
Up-regulation Expression NTF3  Molecule Info 
Pathway MAP
Down-regulation Expression VCAM1  Molecule Info 
Pathway MAP
Up-regulation Expression VEGFA  Molecule Info 
Pathway MAP
                    In-vivo Model For a xenograft model, 1 * 106 parasitized red blood cells (pRBCs) were injectedinto C57BL/6 mice via intraperitoneal (i.p.).
                    Experimental
                    Result(s)
The neuroprotective effects of artesunate + tetramethylpyrazine were mainly related to proteins involved in axon development and transportation between blood and brain.
Target and Pathway
Target(s) Preproendothelin-1 (EDN1)  Molecule Info  [3]
References
Reference 1 Determination of tetramethylpyrazine in animal serum and cerebrospinal fluid by high performance liquid chromatography. Se Pu. 2000 Jan;18(1):46-8.
Reference 2 Synergistic Effect of Combined Artesunate and Tetramethylpyrazine in Experimental Cerebral Malaria. ACS Infect Dis. 2020 Sep 11;6(9):2400-2409.
Reference 3 Tetramethylpyrazine, a Chinese drug, blocks coronary vasoconstriction by endothelin-1 and decreases plasma endothelin-1 levels in experimental animals. J Cardiovasc Pharmacol. 1998;31 Suppl 1:S313-6.
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Cite NPCDR
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Correspondence

X. N. Sun, Y. T. Zhang, Y. Zhou, X. C. Lian, L. L. Yan, T. Pan, T. Jin, H. Xie, Z. M. Liang, W. Q. Qiu, J. X. Wang, Z. R. Li, F. Zhu*, X. B. Sui*. NPCDR: natural product-based drug combination and its disease-specific molecular regulation. Nucleic Acids Research. 50(D1): 1324-1333 (2020). PMID: 34664659

Prof. Feng ZHU  (zhufeng@zju.edu.cn)

College of Pharmaceutical Sciences, Zhejiang University, Hangzhou, China


Prof. Xinbing SUI  (hzzju@hznu.edu.cn)

School of Pharmacy and Department of Medical Oncology, the Affiliated Hospital of Hangzhou Normal University, Hangzhou Normal University, Hangzhou, China