1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine Hydrochloride - Moligand™, ≥98% , CAS No.23007-85-4

CAS: 23007-85-4 Cat. No.: M132847 Molecular Weight: 209.715 Beilstein Registry Number: 3707310 EC Number: 622-416-7

GRADE & PURITY Moligand™, ≥98%

Synonyms

MPTP Hydrochloride

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine, Hydrochloride is a dopaminergic neurotoxin experimentally exhibiting severe and irreversible Parkinsonian conditions.

Specifications

Synonyms

MPTP Hydrochloride

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

1-Methyl-4-phenyl-1, 2, 3, 6-tetrahydropyridine (MPTP) is a piperidine derivative and dopaminergic neurotoxin, useful in neurological research. MPTP is metabolized to 1-methyl-4-phenylpyridine (MPP+), which in turn can cause free radical production in vivo a

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488188334
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488188334
• Canonical Smiles: CN1CCC(=CC1)C2=CC=CC=C2.Cl
• IUPAC Name: 1-methyl-4-phenyl-3,6-dihydro-2H-pyridine;hydrochloride
• InChIKey: KOWJANGMTAZWDT-UHFFFAOYSA-N
• INCHI: 1S/C12H15N.ClH/c1-13-9-7-12(8-10-13)11-5-3-2-4-6-11;/h2-7H,8-10H2,1H3;1H
• Isomeric SMILES: CN1CCC(=CC1)C2=CC=CC=C2.Cl
• WGK Germany: 3
• RTECS: UT8358950
• Molecular Weight: 209.715
• Beilstein: 3707310
• Reaxy-Rn: 3707312
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3707312&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyridines and derivatives
      • Subclass Hydropyridines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyridines and derivatives
• Subclass: Hydropyridines
• Intermediate Tree Nodes: Not available
• Direct Parent: Hydropyridines
• Alternative Parents: Benzene and substituted derivatives Trialkylamines Azacyclic compounds Organopnictogen compounds Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Benzenoid - Hydropyridine - Monocyclic benzene moiety - Tertiary aliphatic amine - Tertiary amine - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Hydrochloride - Organonitrogen compound - Amine - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as hydropyridines. These are compounds containing a hydrogenated pyridine ring (i.e. containing less than the maximum number of double bonds.).
• 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

Associated Targets(Human)

ACHE Tclin Acetylcholinesterase (18204 Activities)

Discover Target: ACHE

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

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

CHAT Tchem Choline acetylase (63 Activities)

Discover Target: CHAT

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

Associated Targets(non-human)

Mus musculus (284745 Activities)

Explore this target

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO and Water.
• Sensitivity: Heat sensitive & Hygroscopic
• Melt Point(°C): 249.0 - 254.0 °C
• Molecular Weight: 209.710 g/mol
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 209.097 Da
• Monoisotopic Mass: 209.097 Da
• Topological Polar Surface Area: 3.200 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 189.000
• 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

References

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. Shuang Li, Jiaxin Liu, Ge Li, Xueyan Zhang, Fei Xu, Zhijiang Fu, Lesheng Teng, Youxin Li, Fengying Sun.  (2019)  Near-infrared light-responsive, pramipexole-loaded biodegradable PLGA microspheres for therapeutic use in Parkinson's disease.  EUROPEAN JOURNAL OF PHARMACEUTICS AND BIOPHARMACEUTICS,      [PMID:31100429] [10.1016/j.ejpb.2019.05.013]

3. Ziliang He, Yeye Hu, Ying Zhang, Jing Xie, Zhiqiang Niu, Guigui Yang, Ji Zhang, Zixuan Zhao, Shuai Wei, Haifeng Wu, Weicheng Hu.  (2024)  Asiaticoside exerts neuroprotection through targeting NLRP3 inflammasome activation.  PHYTOMEDICINE,      [PMID:38471370] [10.1016/j.phymed.2024.155494]

4. Xiaomei Wu, Renxiang Yuan, Yichong Xu, Kai Wang, Hong Yuan, Tingting Meng, Fuqiang Hu.  (2024)  Functionalized lipid nanoparticles modulate the blood-brain barrier and eliminate α-synuclein to repair dopamine neurons.  Asian Journal of Pharmaceutical Sciences,      [PMID:38601010] [10.1016/j.ajps.2024.100904]

5. Guo Qinglong, Wang Yi, Yu Liangchen, Guan Liao, Ji Xuefei, Li Xiaohui, Pang Gang, Ren Zhenhua, Ye Lei, Cheng Hongwei.  (2024)  Nicotine restores olfactory function by activation of prok2R/Akt/FoxO3a axis in Parkinson’s disease.  Journal of Translational Medicine,  22  (1): (1-21).  [PMID:38609979] [10.1186/s12967-024-05171-1]

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. Yi Wang, Xuemei Liao, Qinglong Guo, Heng Zhang, Lei Ye, Liangchen Yu, Xiaoming Kong, Yicheng Jiang, Peng Zhao, Kaiyong Cai, Hongwei Cheng.  (2025)  Dual-pathway targeted therapy for Parkinson's disease: Biomimetic nanosomes inhibit ferroptosis and pyroptosis through NLRP3 inflammasome regulation.  Bioactive Materials,      [PMID:40678266] [10.1016/j.bioactmat.2025.06.033]

8. Hua Jiang, Xiaotian Zhang, Shengyu Feng, Wei Feng.  (2025)  Integrated Single-Cell and Spatial Transcriptomic Analysis Identifies ISR-Related Genes Driving Immune Regulation in Parkinson’s Disease.  Journal of Inflammation Research,      [PMID:40687147] [10.2147/JIR.S521744]

9. Limeng Zhu, Yuyu Wu, Yingjie Chen, Xiyi Chen, Xingjie Zan, Yanlong Liu, Wujun Geng.  (2026)  Microenvironment Self-Adaptive Nanoarmor to Address Adhesion- and Colonization-Related Obstacles in Impaired Intestine Promote Bacteriotherapy Against Parkinson's Disease.  Advanced Science,      [PMID:41532497] [10.1002/advs.202510628]

10. 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]