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3,4-Methylenedioxyphentermine

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(Redirected fromMethylenedioxyphentermine)
Chemical compound

Pharmaceutical compound
MDPH
Clinical data
Other namesMDP; MDPH; 3,4-Methylenedioxyphentermine; 3,4-Methylenedioxy-α,α-dimethylphenethylamine
Routes of
administration
Oral[1]
Drug classPsychoactive drug
ATC code
  • None
Pharmacokinetic data
Duration of action3–5 hours[1]
Identifiers
  • 1-(2H-1,3-benzodioxol-5-yl)-2-methylpropan-2-amine
CAS Number
PubChemCID
ChemSpider
UNII
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC11H15NO2
Molar mass193.246 g·mol−1
3D model (JSmol)
  • NC(C)(C)CC1=CC(OCO2)=C2C=C1
  • InChI=1S/C11H15NO2/c1-11(2,12)6-8-3-4-9-10(5-8)14-7-13-9/h3-5H,6-7,12H2,1-2H3 ☒N
  • Key:OIZBHKBNZXRXSM-UHFFFAOYSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

3,4-Methylenedioxyphentermine (MDPH) is apsychoactive drug of theamphetamine family. MDPH was first synthesized byAlexander Shulgin.[1] Very little data exists about the pharmacological properties, metabolism, and toxicity of MDPH.[1]

Use and effects

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In his bookPiHKAL (Phenethylamines i Have Known And Loved), the dose range is listed as 160–240 mg, and the duration as 3 to 5 hours.[1] MDPH's effects are very similar to those ofMDA: they both are smooth and "stoning," and do not cause any visuals.[1] They also alter dreams and dream patterns.[1] But it is said to have none of the magic ofMDMA.[1] Shulgin describes MDPH as a promoter; it promotes the effects of other drugs, similarly to2C-D.[1]

Chemistry

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Synthesis

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Thechemical synthesis of MDPH has been described.[1]

Analogues

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TheN-methylderivative,3,4-methylenedioxy-N-methylphentermine (MDMPH), has been described by Shulgin as lackingMDMA-like effects.[2] Accordingly, MDMPH, as well as MDPH, were found to be inactive asserotonin releasing agentsin vitro.[2][3]

Society and culture

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Legal status

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United Kingdom

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This substance is a Class A drug in theDrugs controlled by the UK Misuse of Drugs Act.[4]

See also

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References

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  1. ^abcdefghijShulgin A,Shulgin A (September 1991).PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press.ISBN 0-9630096-0-5.OCLC 25627628.MDPH entry inPiHKAL
  2. ^abNichols DF, Oberlender R (1990). "Structure-Activity Relationships of MDMA and Related Compounds: A New Class of Psychoactive Agents?".Ecstasy: The Clinical, Pharmacological and Neurotoxicological Effects of the Drug MDMA. Topics in the Neurosciences. Vol. 9. Boston, MA: Springer US. pp. 105–131.doi:10.1007/978-1-4613-1485-1_7.ISBN 978-1-4612-8799-5.PMID 1979214.
  3. ^Nichols DE, Lloyd DH, Hoffman AJ, Nichols MB, Yim GK (May 1982). "Effects of certain hallucinogenic amphetamine analogues on the release of [3H]serotonin from rat brain synaptosomes".Journal of Medicinal Chemistry.25 (5):530–535.doi:10.1021/jm00347a010.PMID 7086839.
  4. ^"UK Misuse of Drugs act 2001 Amendment summary". Isomer Design. Archived fromthe original on 22 October 2017. Retrieved12 March 2014.
Phenethylamines
Amphetamines
Phentermines
Cathinones
Phenylisobutylamines
(and further-extended)
Catecholamines
(and close relatives)
Cyclized
phenethylamines
Phenylalkylpyrrolidines
2-Benzylpiperidines
(phenidates)
Phenylmorpholines
(phenmetrazines)
Phenyloxazolamines
(aminorexes)
Isoquinolines and
tetrahydroisoquinolines
2-Aminoindanes
2-Aminotetralins
Others / unsorted
Related compounds
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