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All we have is a chemical description from a vendor in China<ref>[ |
All we have is a chemical description from a vendor in China<ref>[http://www.yipengchem.com/tech_OTN-028190.htm Yipeng Chemical]</ref> as follows: |
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MPPP;4’-Methyl-α-pyrrolidinopropiophenone |
MPPP;4’-Methyl-α-pyrrolidinopropiophenone |
Revision as of 14:37, 30 August 2011
Clinical data | |
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Other names | 4-propionyloxy-4-phenyl-N-methylpiperidine, MPPP, 3-desmethylprodine |
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CompTox Dashboard (EPA) | |
Chemical and physical data | |
Formula | C15H21NO2 |
Molar mass | 247.33 g/mol g·mol−1 |
3D model (JSmol) | |
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MPPP (1-methyl-4-phenyl-4-propionoxypiperidine, Desmethylprodine) is an opioid analgesic drug developed in the 1940s by researchers at Hoffmann La-Roche[1]. It is not used in clinical practice, but has been illegally manufactured for recreational drug use. It is an analog of meperidine (Demerol), but since it is not used in medicine, the DEA has labeled it a Schedule I drug in the United States. In fact, it is the reversed ester of pethidine and is listed as having 70% of the potency of morphine.
The drug was first synthesised in 1977 for recreational purposes by a 23-year old graduate student named Barry Kidston. Kidston had apparently studied a 1947 paper by Albert Ziering.[2] By reversing the ester of the meperidine skeleton, a (then) legally uncontrolled drug approaching the potency of morphine was produced.
However, the intermediate tertiary alcohol is liable to dehydration in acidic conditions if the reaction temperature rises above -30°C, and since Kidston did not realize this and esterified the intermediate with propionic anhydride at room temperature, MPTP was formed as a major impurity.[3] Several days after trying this new batch of his homemade drug, Kidston developed serious Parkinson's Disease symptoms, as did several friends he had shared the drug with.[4]
1-methyl-4-phenylpyridinium (MPP+), a metabolite of MPTP, causes rapid onset of irreversible symptoms similar to Parkinson's Disease.[5][6] MPTP is metabolized to the neurotoxin MPP+ by the enzyme MAO-B, which is expressed in neurons. This selectively kills brain tissue in the area of the brain called the substantia nigra and causes Parkinsonian symptoms.[7]
ZZ-1 a MPPP
Not much is known about this new compound, it's legality in the U.S. and abroad under analog laws or it's confirmed chemical destination.
All we have is a chemical description from a vendor in China[8] as follows:
MPPP;4’-Methyl-α-pyrrolidinopropiophenone
(RS)-1-(4-methylphenyl)-2-(1-pyrrolidinyl)-1-propanone
4’-Methyl-α-pyrrolidinopropiophenone (MPPP) is a stimulant drug. It is very structurally similar to α-PPP, with only one added methyl group in the para position on the phenyl ring. MPPP was sold in Germany as a designer drug in the late 1990s and early 2000s, along with a number of other pyrrolidinophenone derivatives.
α-Pyrrolidinopropiophenone (α-PPP) 4’-Methoxy-α-pyrrolidinopropiophenone (MOPPP) 3,4-Methylenedioxy-α-pyrrolidinopropiophenone (MDPPP) 3’,4’-Methylenedioxy-α-pyrrolidinobutiophenone (MDPBP)
Systematic (IUPAC) name RS)-1-(4-methylphenyl)-2-(1-pyrrolidinyl)-1-propanone
Formula C14H19NO Mol. mass 217.306 g/mol
*This has yet to be confirmed with independent analysis.
References
- ^ US Patent 2498432 - I. Branched Lower Alkyl-4-Phenyl-4-Aceloxy Piperidines
- ^ Attention: This template ({{cite pmid}}) is deprecated. To cite the publication identified by PMID 18919744, please use {{cite journal}} with
|pmid=18919744
instead. - ^ Attention: This template ({{cite pmid}}) is deprecated. To cite the publication identified by PMID 6148225, please use {{cite journal}} with
|pmid=6148225
instead. - ^ Gibb, Barry J. (2007). The Rough Guide to the Brain, Rough Guides Ltd., London, pg.166
- ^ Attention: This template ({{cite pmid}}) is deprecated. To cite the publication identified by PMID 298352, please use {{cite journal}} with
|pmid=298352
instead. - ^ Wallis, Claudia (2001-06-24). "Surprising Clue to Parkinson's - TIME". Time. Retrieved 2010-05-13.
- ^ Attention: This template ({{cite pmid}}) is deprecated. To cite the publication identified by PMID 11768626, please use {{cite journal}} with
|pmid=11768626
instead. - ^ Yipeng Chemical