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2 edition of Synthesis and investigation of analogues of N-methyl-4- phenyl-1, 2, 3, 6-tetrahydropyridine, (MPTP), a specific dopaminergic neurotoxin found in the catalog.

Synthesis and investigation of analogues of N-methyl-4- phenyl-1, 2, 3, 6-tetrahydropyridine, (MPTP), a specific dopaminergic neurotoxin

Akmal Riaz Bhatti

Synthesis and investigation of analogues of N-methyl-4- phenyl-1, 2, 3, 6-tetrahydropyridine, (MPTP), a specific dopaminergic neurotoxin

by Akmal Riaz Bhatti

  • 336 Want to read
  • 18 Currently reading

Published by University of Birmingham in Birmingham .
Written in English


Edition Notes

Thesis (Ph.D.) - University of Birmingham, Dept of Medicine.

Statementby Akmal Riaz Bhatti.
ID Numbers
Open LibraryOL13891112M

Abstract. The compound 1-methylphenyl-1,2,3,6-tetrahydropyridine (MPTP) is a neurotoxin found as a contaminant in certain street drugs. Individuals using these drugs can develop symptoms similar to those of Parkinson’s disease. 1–3 The symptoms have been attributed to MPTP, which is known to produce Parkinsonian symptoms in some animals 4,5 and which Author: B. Kalyanaraman, W. Korytowski, C. C. Felix. - PLRACCBDVIHHLZ-UHFFFAOYSA-N - 1-Methylphenyl-1,2,3,6-tetrahydropyridine - Similar structures search, synonyms, formulas, resource links, and other chemical information.

  Abstract. 1-Methylphenyl-1,2,3,6-tetrahydropyridine (MPTP) is a neurotoxic side product formed in the chemical synthesis of desmethylprodine opioid analgesic, which induces Parkinson disease. The analogues had a different rank order of inhibition of human plasma BzAO compared with the rank order of inhibition of bovine plasma BzAO found previously. MPTP and 1-methyl(2-methylphenyl)-1,2,3,6-tetrahydropyridine (2'-CH 3-MPTP), which are potent nigrostriatal toxins, were weak inhibitors of human plasma by: 3.

Other articles where 1-methylphenyl-1,2,3,4- tetrahydropyridine is discussed: parkinsonism: neurotoxin known as MPTP (1-methylphenyl-1,2,3,6-tetrahydropyridine), previously found in contaminated heroin, also causes a form of toxin-induced parkinsonism. The ability of this substance to destroy neurons suggests that an environmental toxin similar to MPTP may be . In animal experiments, only MPTP analogues that preserved the N-methylphenyl-1,2,3,6-tetrahydropyridine structure were active as dopaminergic neurotoxins. Most structural changes, including replacing the N -methyl group with other substituents, abolished status: AU: S9 (Prohibited), DE: Anlage .


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Synthesis and investigation of analogues of N-methyl-4- phenyl-1, 2, 3, 6-tetrahydropyridine, (MPTP), a specific dopaminergic neurotoxin by Akmal Riaz Bhatti Download PDF EPUB FB2

N-Methylsalsolinol, an analogue of 1-methylphenyl-1,2,3,6-tetrahydropyridine, is present in the brains of patients with Parkinson's disease.

To determine the metabolic pathway for the synthesis of N-methylsalsolinol in the brain, salsolinol was perfused through the striatum or the substantia nigra of the rat brain by in vivo by: Endogenous analogs of N-methylphenyl-1,2,3,6-tetrahydropyridine: indoleamine derived tetrahydro-beta-carbolines as potential causative factors in Parkinson's disease.

Collins MA, Neafsey EJ, Cheng BY, Hurley-Gius K, Ung-Chhun NA, Cited by: MPTP (1-methylphenyl-1,2,3,6-tetrahydropyridine) is a prodrug to the neurotoxin MPP+, which causes permanent symptoms of Parkinson's disease by destroying dopaminergic neurons in the substantia nigra of the has been used to study disease models in various animal studies.

While MPTP itself book no psychoactive effects, the compound may be accidentally produced Chemical formula: C₁₂H₁₅N. 1-Methylphenyl-1,2,3,6-tetrahydropyridine hydrochloride Product Number M Store at Room Temperature Product Description Molecular Formula: C12H15N • HCl Molecular Weight: CAS Number: Synonym: MPTP • HCl 1-Methylphenyl-1,2,3,6-tetrahydropyridine (MPTP) is a piperidine derivative and dopaminergic neurotoxin.

MPTP (1-methyl, 4-phenyl-1,2,3,6-tetrahydropyridine), a contaminant from the clandestine synthesis and analog of meperidine causes Parkinsonism in primates, including humans Langston et al (). Exposure to manganese has been linked to the early development of Parkinson's Disease Rajput ().

Research has shown families with inherited forms. A remarkable structural similarity exists between the parkinsonian neurotoxin, N-methylphenyl-1,2,5,6-tetrahydropyridine (MPTP), and 2-10723-methyl-tetrahydro-β-carboline (2M-THBC), a tryptamine-derived alkaloid which can be biosynthesized in by: Abstract.

N-Methylphenyl-1,2,3,6-tetrahydropyridine (MPTP) is a well-known neurotoxin that elicits symptoms very similar to those seen Parkinsonism in humans l,2 and causes specific neurodegeneration in the nigro-striatal system in primates 3 and rodents.

4 The molecular basis of the neurotoxicity of MPTP has been extensively studied. 5,6 Recently we reported that Author: Masako Hagihara, Kenichiro Fujishiro, Akira Takahashi, Makoto Naio, Toshiharu Nagatsu.

are involved in N-methylphenyl-1,2,3,6-tetrahydropyridine-induced death of DA neurons (6–8). Moreover, the classic inflammagen lipopolysaccharide causes neurodegeneration of DA neurons through Toll-like receptor 4-dependent pathways (9–11).

More recently, however, increasing evidence also sug. M Sigma-Aldrich 1-Methylphenyl-1,2,3,6-tetrahydropyridine Synonym: MPTP CAS Number Empirical Formula (Hill Notation) C 12 H 15 N. Molecular Weight EC Number MDL number MFCD N-methyltetrahydro-beta-carboline analogs of 1-methylphenyl-1,2,3,6-tetrahydropyridine (MPTP) neurotoxin are oxidized to neurotoxic beta-carbolinium cations by heme peroxidases.

A primate model of parkinsonism: selective destruction of dopaminergic neurons in the pars compacta of the substantia nigra by N-methylphenyl-1,2,3,6-tetrahydropyridine.

Proc Natl Acad Sci U S A. Jul; 80 (14)–Cited by: 4-Phenyl-1,2,3,6-tetrahydropyridine hydrochloride technical grade CAS Number Empirical Formula (Hill Notation) C 11 H 13 N HCl.

Molecular Weight EC Number MDL number MFCD PubChem Substance ID NACRES NA Search term: "1-Methylphenyl-1,2,3,6-tetrahydropyridine hydrochloride" Compare Products: Select up to 4 products.

*Please select more than one item to compare. 10 matches found for 1-methylphenyl-1,2,3,6-tetrahydropyridine Advanced Search | Structure Search Sort By Relevance Name ↑ Name ↓ Base Name ↑ Base Name ↓ Formula Weight ↑ Formula Weight ↓.

N-Methylphenyl-1,2,3,6-tetrahydropyridine (MPTP) produces neuropathological and clinical abnormalities in humans, monkeys, and mice that closely resemble idiopathic parkinsonism. N-Methylphenylpyridine (MPP+), a metabolite of MPTP formed by monoamine oxidase B, is accumulated into striatal and cerebral cortical synaptosomes by the Cited by: The effects of 1-methylphenyl-1,2,3,6-tetrahydropyridine (MPTP) on the synthesis and release of dopamine (DA) was investigated in the retina of the rabbit in results indicated that MPTP did not affect the synthesis of DA, but increased its by: 7.

Abstract. Inadvertent self-administration by drug abusers of l-methylphenyl-l,2,3,6- tetrahydropyridine (MPTP), a side reaction product formed during the illicit synthesis of a synthetic narcotic analogue of meperidine, led to the discovery that MPTP produces in humans a movement disorder which closely re- sembles Parkinson’s disease (D avis et al.

; L Cited by: INTRODUCTION. A good experimental animal model is vital to understand the underlying mechanisms of the particular disease [1,2].A suitable experimental animal model is also an ideal platform for the testing of newly developed drugs prior to human use for the possible cure of the target disease [2,3].The neurotoxic effect of 1-methylphenyl-1,2,3,6-tetra hydropyridine Cited by: Prevention of MPTP (N-methylphenyl-1,2,3,6-tetrahydropyridine) dopaminergic neurotoxicity in mice by chronic lithium: Involvements of Bcl-2 and Bax Article in Neuropharmacology 46(8) The influence of N-methylphenyl-1,2,3,6-tetrahydropyridine on the levels of dopamine, serotonin and their metabolites in the caudate nucleus of the Cited by: 6.

We discuss some aspects of the oxidative stress theory of cell degeneration in relation to toxicity of N-methylphenyl-1,2,3,6-tetrahydropyridine (MPTP) and to monoamine oxidation.“A Primate Model of Parkinsonism: Selective Destruction of Dopaminergic Neurons in the Pars Compacta of the Substantia Nigra by N-MethylPhenyl-1,2,3,6-Tetrahydropyridine,” Proceedings of the National Academy of Science, Vol.

80, (), pp. 1-Methylphenyl-1,2,3,6-tetrahydropyridine (MPTP) is a neurotoxic side product formed in the chemical synthesis of desmethylprodine opioid analgesic, which induces Parkinson disease.

Monoamine oxidase B, present in the mitochondrial outer membrane of glial cells, catalyzes the oxidation of MPTP to the toxic 1-methylphenylpyridinium ion.