GRADE & PURITY Moligand™, ≥98%

Synonyms

HY-W008719 | MPP+ iodide | FT-0672164 | Q27284640 | SCHEMBL2203363 | MPP iodide | UNII-N708D004VE | N-Methyl-4-phenylpyridiniumIodide | D95477 | MPP+ (iodide) | Cyperquat iodide | N-Methyl-4-phenylpyridinium iodide | Pyridinium, 1-methyl-4-phenyl-, iodide

Storage

Room temperature

Shipped In

Normal

Descripción general

Product Describtion:
1-Methyl-4-phenylpyridinium (MPP+) induces neurotoxicity by inhibiting mitochondrial redox functions in the striatal synaptosomes. It is a potential neurotoxin and induces Parkinson′s disease in animal models. It mediates apoptosis by the generation of reactive oxygen species in cerebellar granule neurons and neuroblastoma cells. MPP+ modulates the distribution of dopamine. It elicits neurotoxicity by activating neuronal nitric oxide synthase (nNOS), resulting in excess nitric oxide.

Product Application： MPP+ iodide has been used: to induce oxidative stress in zebrafish embryos for the inhibition of glutamate uptake in mitochondria of astrocytes in testing cell viability using MTT (3 (4,5-dimethylthiazol)-2-yl-2,5-diphenyltetrazolium bromide) in microglia (BV2) cells

Specifications

Sinónimos

HY-W008719 | MPP+ iodide | FT-0672164 | Q27284640 | SCHEMBL2203363 | MPP iodide | UNII-N708D004VE | N-Methyl-4-phenylpyridiniumIodide | D95477 | MPP+ (iodide) | Cyperquat iodide | N-Methyl-4-phenylpyridinium iodide | Pyridinium, 1-methyl-4-phenyl-, iodide

Especificaciones y pureza

Moligand™, ≥98%

Mecanismos bioquímicos y fisiológicos

MPP+ iodide is an active metabolite of dopaminergic neurotoxin MPTP.Dopaminergic selective neurotoxin. Active MPTP metabolite. Interferes with oxidative phosphorylation and induces mitochondrial dysfunction. Deplete cellular ATP. Shows Parkinson effects i

Condiciones de almacenamiento de almacenamiento

Room temperature

Enviado en

Normal

Grado

Moligand™

Nota

Unstable; make up solutions fresh and use immediately. Toxic, refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 504765742
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504765742
• Sonrisas canónicas: C[N+]1=CC=C(C=C1)C2=CC=CC=C2.[I-]
• IUPAC Name: 1-methyl-4-phenylpyridin-1-ium;iodide
• InChIKey: RFDFRDXIIKROAI-UHFFFAOYSA-M
• INCHI: 1S/C12H12N.HI/c1-13-9-7-12(8-10-13)11-5-3-2-4-6-11;/h2-10H,1H3;1H/q+1;/p-1
• Isómeros SMILES: C[N+]1=CC=C(C=C1)C2=CC=CC=C2.[I-]
• WGK Alemania: 3
• RTECS: UU6580000
• PubChem CID: 10924457
• Número ONU: 2811
• Grupo de embalaje: II
• Peso molecular: 297.13

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Pyridines and derivatives
      • Subclass Phenylpyridines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Pyridines and derivatives
• Subclass: Phenylpyridines
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpyridines
• Alternative Parents: N-methylpyridinium compounds Pyridinium derivatives Benzene and substituted derivatives Heteroaromatic compounds Azacyclic compounds Organonitrogen compounds Organic iodide salts Hydrocarbon derivatives Organic cations
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: 4-phenylpyridine - N-methylpyridinium - Benzenoid - Pyridinium - Monocyclic benzene moiety - Heteroaromatic compound - Azacycle - Organic nitrogen compound - Hydrocarbon derivative - Organic iodide salt - Organic salt - Organonitrogen compound - Organic cation - Aromatic heteromonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Objetivos asociados (humanos)

SLC18A2 Tclin Synaptic vesicular amine transporter (118 Activities)

Discover Target: SLC18A2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SH-SY5Y (11521 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: H2O: >10 mg/mL, soluble
• Sensibilidad: light ＆ Moisture sensitive
• Peso molecular: 297.130 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 297.001 Da
• Monoisotopic Mass: 297.001 Da
• Topological Polar Surface Area: 3.900 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 141.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

Referencias

1. Chao Guo, Junrong Zhu, Jingwen Wang, Jialin Duan, Shanbo Ma, Ying Yin, Wei Quan, Wei Zhang, Yue Guan, Yi Ding, Aidong Wen, Yingdong Zhang.  (2019)  Neuroprotective effects of protocatechuic aldehyde through PLK2/p-GSK3β/Nrf2 signaling pathway in both in vivo and in vitro models of Parkinson's disease.  Aging-US,      [PMID:31697645] [10.18632/aging.102394]

2. Yun Yu, Xiu-Yuan Lang, Xi-Xi Li, Run-Ze Gu, Qing-Shan Liu, Rongfeng Lan, Xiao-Yan Qin.  (2019)  2,3,5,4′-Tetrahydroxystilbene-2-O-β-D-glucoside attenuates MPP+/MPTP-induced neurotoxicity in vitro and in vivo by restoring the BDNF-TrkB and FGF2-Akt signaling axis and inhibition of apoptosis.  Food & Function,  10  (9): (6009-6019).  [PMID:31482900] [10.1039/C9FO01309A]

3. Aijie Zhang, Shiqi Dong, Fanlong Yang, Yufeng Zhang, Yunhua Teng, Weisheng Tang, Jianfeng Liu, Huirong Fan, Ying Peng, Jiang Zheng.  (2024)  Effect of X-ray irradiation on renal excretion of bestatin through down-regulating organic anion transporters via the vitamin D receptor in rats.  CHEMICO-BIOLOGICAL INTERACTIONS,      [PMID:38964638] [10.1016/j.cbi.2024.111123]

4. Qiang-Ming Li, Shu-Zhen Wu, Xue-Qiang Zha, Dan-Dan Zang, Feng-Yun Zhang, Jian-Ping Luo.  (2024)  Ganoderic acid A mitigates dopaminergic neuron ferroptosis via inhibiting NCOA4-mediated ferritinophagy in Parkinson’s disease mice.  JOURNAL OF ETHNOPHARMACOLOGY,      [PMID:38763373] [10.1016/j.jep.2024.118363]

5. Cao Ting, Wang Xue-lian, Rao Jiang-yan, Zhu Hui-feng, Qi Hong-yi, Tian Zhen.  (2024)  Periplaneta americana L. extract exerts neuroprotective effects by inhibiting endoplasmic reticulum stress via AKT-dependent pathway in experimental models of Parkinson’s disease.  Chinese Medicine,  19  (1): (1-24).  [PMID:39538357] [10.1186/s13020-024-01029-2]

6. Ao Sun, Yu-fei Li, Yang Miao, Hong-xia Wang, Lin-lin Zhang.  (2024)  Research on the mechanism of Ursolic acid for treating Parkinson's disease by network pharmacology and experimental verification.  Heliyon,      [PMID:39108896] [10.1016/j.heliyon.2024.e34113]

7. Wengui Lu, Chuan Zhang, Yaru Zhang, Ru Xiao, Chaoqi Wei, Fan Zhang, Zhenbao Li, Hewan Xia, Mimi Wan, Zhifei Cheng, Qi Wang.  (2025)  A programmed Ca2+ nanomodulator by dynamically regulating autophagy and neuroinflammation for Parkinson's disease therapy.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.166324]

8. Yujun Chen, Yuhang Zhao, Qing Wang, Qiuchi Chen, Xiqun Chen, Kai Yang.  (2025)  Exploratory Study on the Role of Emodin in Alleviating MPTP-Induced Neurotoxicity: A Focus on p53-Ferroptosis Signaling.  Drug Design Development and Therapy,      [PMID:41356603] [10.2147/DDDT.S522381]

9. Wenqian Wang, Qingfu Zhang, Tong Zhang, Fuping Lu, Fufeng Liu.  (2025)  Ulva polysaccharide alleviates Parkinson's disease by regulating inflammation, oxidative damage, and gut microbiota.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:41468939] [10.1016/j.ijbiomac.2025.149946]

10. Chunlian Liu, Siwen Wang, Haifan Yu, Kai Duo, Chunyu Wang, Jing Jiang, Lin Li.  (2026)  RVG29-Decorated PLGA/Piperine Nanoparticles for Treating Parkinson’s Disease via Restoring Neuronal Energy Metabolism.  ACS Applied Nano Materials,      [PMID:] [10.1021/acsanm.5c05528]

11. Wenyu Xie, Ke Wu, Lin Zhang, Xiyu Feng, Shangshen Yang, Siyu Jia, Yutong Li, Xiaoming Wang.  (2026)  The H2S donor sulforaphane inhibits NLRP3 inflammasome activation by inducing mitochondrial autophagy and mitigating CBS-H2S axis damage in in-vitro and in-vivo models of Parkinson's disease.  BIOORGANIC CHEMISTRY,      [PMID:] [10.1016/j.bioorg.2026.109708]