Substituted_methylenedioxyphenethylamine

Substituted methylenedioxyphenethylamine

Class of psychoactive drugs

The substituted methylenedioxyphenethylamines (abbreviated as MDxx) represent a diverse chemical class of compounds derived from phenethylamines. This category encompasses numerous psychoactive substances with entactogenic, psychedelic, and/or stimulant properties, in addition to entheogens. These compounds find application as research chemicals, designer drugs, and recreational substances.^[1]

Methylenedioxyphenethylamine (MDPEA)

The base compound of the MDxx class is 3,4-methylenedioxyphenethylamine (MDPEA), and the prototypical agent of this class is 3,4-methylenedioxy-N-methylamphetamine (MDMA; "ecstasy"). Other mentionables include 3,4-methylenedioxyamphetamine (MDA), 3,4-methylenedioxy-N-ethylamphetamine (MDEA; "Eve"), N-methyl-1,3-benzodioxolylbutanamine (MBDB; "Eden"), and 3,4-methylenedioxy-N-methylcathinone (βk-MDMA; "Methylone").

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This article uses material from the Wikipedia article Substituted_methylenedioxyphenethylamine, and is written by contributors. Text is available under a CC BY-SA 4.0 International License; additional terms may apply. Images, videos and audio are available under their respective licenses.

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Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine: From Structure to Function. Nachtschatten Verlag AG. ISBN 978-3-03788-700-4.

[2] [2]
Dr. Matthias Grill, Novel Safrylamine derivates having prodrug properties. Patent WO 2022/053696

[pmid15749360-3] [3]
Świst M, Wilamowski J, Zuba D, Kochana J, Parczewski A (May 2005). "Determination of synthesis route of 1-(3,4-methylenedioxyphenyl)-2-propanone (MDP-2-P) based on impurity profiles of MDMA". Forensic Science International. 149 (2–3): 181–92. doi:10.1016/j.forsciint.2004.06.016. PMID 15749360.

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Chemical Name	Abbreviations	Other Names	CAS number
3,4-Methylenedioxyphenethylamine	MDPEA	Homopiperonylamine	1484-85-1
3,4-Methylenedioxy-N-methylphenethylamine	MDMPEA	Homarylamine	451-77-4
β,N-Dimethyl-3,4-methylenedioxyphenethylamine	β,N-DM-MDPEA	MDDMPEA	83329-26-4
4,5-Methylendioxy-3-methoxy-phenethylamine	MMDPEA	Lophophine, Homomyristicylamine	23693-38-1
4,5-Methylenedioxy-3-methoxy-N-methylphenethylamine	MMDMPEA
3,4-Methylenedioxy-N-(2-methoxybenzyl)phenethylamine	NBOMe-MDPEA
3,4-Methylenedioxyamphetamine	MDA	"Sally, Sass, Sass-a-frass or Mellow Drug of America"	4764-17-4
2,3-Methylenedioxyamphetamine	2,3-MDA	"Love"	23693-17-6
3,4-Methylenedioxy-N-methylamphetamine	MDMA, MDM	"Molly", "Ecstasy", "Adam", etc.	42542-10-9
3,4-Methylenedioxy-N-ethylamphetamine	MDEA, MDE	"Eve"	82801-81-8
3,4-Methylenedioxy-N-propylamphetamine	MDPR, MDPA		74698-36-5
3,4-Methylenedioxy-N-isopropylamphetamine	MDIP, MDIPR, MDIPA		74698-37-6
3,4-Methylenedioxy-N-butylamphetamine	MDBU, MDBA		74698-38-7
3,4-Methylenedioxy-N-isobutylamphetamine	MDIB, MDIBA
3,4-Methylenedioxy-N-allylamphetamine	MDAL, MDAA		74698-45-6
3,4-Methylenedioxy-N-benzylamphetamine	MDBZ, MDBZA		65033-29-6
3,4-Methylenedioxy-N-cyclopropylmethylamphetamine	MDCPM, MDCPMA, MDCA		22698-08-4
3,4-Methylenedioxy-N-hydroxyamphetamine	MDOH, MDHA, MDH		74698-47-8
3,4-Methylenedioxy-N-(2-hydroxyethyl)amphetamine	MDHOET, MDHEA		74698-43-4
3,4-Methylenedioxy-N-methoxyamphetamine	MDMEO, MDMEOA		74698-48-9
3,4-Methylenedioxy-N-(2-methoxyethyl)amphetamine	MDMEOET, MDMEA		74698-44-5
3,4-Methylenedioxy-N-propargylamphetamine	MDPL, MDPLA		74698-46-7
N-(L-lysinamidyl)-3,4-methylenedioxyamphetamine	Lys-MDA^[2]		1391487-26-5
3,4-Methylenedioxy-2-methylamphetamine	2-Methyl-MDA		691876-73-0
4,5-Methylenedioxy-3-methylamphetamine	5-Methyl-MDA		749191-14-8
4,5-Methylenedioxy-2-methylamphetamine	6-Methyl-MDA		246861-21-2
4,5-Methylenedioxy-3-methoxy-amphetamine	MMDA		13674-05-0
4,5-Methylenedioxy-3-methoxy-N-methylamphetamine	MMDMA		172518-52-4
3,4-Methylenedioxy-N,N-dimethylamphetamine	MDDM, MDDMA		74698-50-3
3,4-Methylenedioxy-N-methyl-N-hydroxyamphetamine	MDMOH, MDMHA, MDHMA	FLEA	214414-88-7
3,4-Methylenedioxy-N-ethyl-N-hydroxyamphetamine	MDEOH, MDEHA, MDHEA	TESS, "Nextasy"
3,4-Methylenedioxy-2,5-dimethoxyamphetamine	DMMDA		15183-13-8
4,5-Methylenedioxy-2,3-dimethoxyamphetamine	DMMDA-2		15183-26-3
3,4-Methylenedioxyphentermine	MDPH		39235-63-7
3,4-Methylenedioxy-N-methylphentermine	MDMP		81262-69-3
3,4-Methylenedioxycathinone	βk-MDA, MDC		80535-73-5
3,4-Methylenedioxy-N-methylcathinone	βk-MDMA, MDMC	Methylone	186028-79-5
3,4-Methylenedioxy-N-ethylcathinone	βk-MDEA, MDEC	Ethylone	1112937-64-0
3,4-Methylenedioxy-5-methyl-N-ethylcathinone	5-Me-βk-MDEA	5-Methylethylone	1364933-82-3
1,3-Benzodioxolylbutanamine	BDB	J	42542-07-4
N-Methyl-1,3-benzodioxolylbutanamine	MBDB	Methyl-J; "Eden"	135795-90-3
N-Ethyl-1,3-benzodioxolylbutanamine	EBDB	Ethyl-J	167394-39-0
β-Methoxy-1,3-benzodioxolylbutanamine	BOH		73304-06-0
β-Keto-N-methyl-1,3-benzodioxolylbutanamine	βk-MBDB	Butylone	802575-11-7
β-Keto-N-ethyl-1,3-benzodioxolylbutanamine	βk-EBDB	Eutylone	802855-66-9
β-Keto-N,N-dimethyl-1,3-benzodioxolylbutanamine	βk-DMBDB	Dibutylone	802286-83-5
1,3-Benzodioxolylpentanamine	BDP	K
N-Methyl-1,3-benzodioxolylpentanamine	MBDP	Methyl-K	952016-78-3
N-Ethyl-1,3-benzodioxolylpentanamine	EBDP	Ethyl-K	952016-47-6
2-(1,3-Benzodioxol-5-yl)-1-(propan-2-yl)-N-methylethanamine	α-iPr-MDMPEA	UWA-104
2-(1,3-Benzodioxol-5-yl)-1-cyclopropyl-N-methylethanamine	α-cPr-MDMPEA	UWA-101	1350821-24-7
2-(1,3-benzodioxol-5-yl)-N-methyl-1-phenylethanamine	α-Ph-MDMPEA	UWA-001
β-Keto-N-methyl-1,3-benzodioxolylpentanamine	βk-MBDP, βk-Methyl-K	Pentylone	698963-77-8
β-Keto-N-ethyl-1,3-benzodioxolylpentanamine	βk-EBDP	Ephylone	727641-67-0

Chemical Name	Abbreviations	Other Names	CAS number
3,4-Methylenedioxyphenyl-1-propene		Isosafrole	120-58-1
3,4-Methylenedioxyphenyl-2-propene		Safrole, Shikimol	94-59-7
4,5-Methylenedioxyphenyl-3-methoxy-2-propene		Myristicin	607-91-0
3,4-Methylenedioxyphenyl-1-propanone	MDP1P		28281-49-4
3,4-Methylenedioxyphenyl-2-propanone	MDP2P		4676-39-5
3,4-Methylenedioxybenzaldehyde		Piperonal	120-57-0
3,4-Methylenedioxyphenol		Sesamol	533-31-3
5-(3,4-Methylenedioxyphenyl)-2,4-pentadienoyl-2-piperidine		Piperine (also chavicine)	94-62-2
3,4-Methylenedioxycinnamylpiperidine		Ilepcimide	23434-86-8
trans-4-(4-Fluorophenyl)-3-[(3,4-methylenedioxy)phenoxy]methylpiperidine		Paroxetine	61869-08-7
5,6-Methylenedioxy-2-aminoindane	5,6-MDAI, MDAI		132741-81-2
5,6-Methylenedioxy-N-methyl-2-aminoindane	5,6-MDMAI, MDMAI		132741-82-3
6,7-Methylenedioxy-2-aminotetralin	6,7-MDAT		101625-35-8
6,7-Methylenedioxy-2-methylaminotetralin	6,7-MDMAT		34620-52-5
3,4-Methylenedioxy-1-benzylpiperazine	MDBZP	Piperonylpiperazine	32231-06-4
3,4-Methylenedioxy-α-pyrrolidinopropiophenone	MDPPP		783241-66-7
3',4'-Methylenedioxy-α-pyrrolidinobutiophenone	MDPBP		784985-33-7
3,4-Methylenedioxy-α-pyrrolidinopentiophenone	MDPV		687603-66-3
3,4-Methylenedioxy-α-pyrrolidinohexiophenone	MDPHP		776994-64-0
Methylenedioxyphenmetrazine	MDPM	3,4-Methylenedioxyphenmetrazine^[3]
Methyl (1,3-benzodioxol-5-yl)(piperidin-2-yl)acetate	MDMPH	3,4-Methylenedioxymethylphenidate
4-Methyl-5-(1,3-benzodioxol-5-yl)-4,5-dihydro-1,3-oxazol-2-amine	MDMAR	3',4'-Methylenedioxy-4-methylaminorex	1445573-16-9
1-(4-aminophenyl)-4-methyl-7,8-methylenedioxy-2,3-benzodiazepine	GYKI-52895		869360-93-0
3,4-Ethylidenedioxyamphetamine	EIDA		125299-84-5
3,4-isopropylidenedioxyamphetamine	IDA
1-(2,2-Difluoro-1,3-benzodioxol-5-yl)propan-2-amine	DFMDA		910393-51-0
6-(2-aminopropyl)-5-methoxy-1,3-benzoxathiol	4T-MMDA-2		133787-69-6
1-(2,3-dihydro-1,4-benzodioxin-6-yl)-N-methylpropan-2-amine	EDMA		133787-66-3
1-(2,3-Dihydro-1-benzofuran-5-yl)propan-2-amine	5-APDB		152624-03-8
1-(1,3-dihydro-2-benzofuran-5-yl)-N-methylpropan-2-amine	IBF5MAP		201407-56-9
1-(2,3-Dihydro-1-benzofuran-6-yl)propan-2-amine	6-APDB		152623-93-3
1-(1-benzofuran-5-yl)propan-2-amine	5-APB		286834-81-9
N-methyl-1-(1-benzofuran-5-yl)propan-2-amine	5-MAPB		1354631-77-8
N-ethyl-1-(1-benzofuran-5-yl)propan-2-amine	5-EAPB		1445566-01-7
N-methyl-1-(1-benzofuran-5-yl)butan-2-amine	5-MBPB
1-(1-benzofuran-6-yl)propan-2-amine	6-APB		286834-85-3
N-methyl-1-(1-benzofuran-6-yl)propan-2-amine	6-MAPB		1354631-79-0
1-(2,3-dihydro-1H-inden-5-yl)propan-2-amine	5-APDI	IAP	13396-94-6
1-(2,3-dihydro-1H-inden-5-yl)-N-methylpropan-2-amine	5-MAPDI	IMP	1310153-27-5
1-(5,6,7,8-tetrahydronaphthalen-2-yl)propan-2-amine	6-APT	TAP	3160-20-1
1-(naphthalen-2-yl)propan-2-amine	NAP	PAL-287	18085-03-5
N-methyl-1-(naphthalen-2-yl)propan-2-amine	MNAP	Methamnetamine
1-(1-benzothiophen-5-yl)propan-2-amine	5-APBT		1368128-53-3
1-(1H-indol-5-yl)propan-2-amine	5-API	5-IT	3784-30-3
1-(1H-1,3-benzodiazol-5-yl)propan-2-amine			752145-76-9
1-(1,3-benzoxazol-5-yl)propan-2-amine			1368557-51-0
1-(1,3-benzothiazol-6-yl)propan-2-amine			1896565-11-9
1-(2,1,3-benzoxadiazol-5-yl)propan-2-amine			910413-33-1
1-{imidazo[1,2-a]pyridin-6-yl}propan-2-amine			1337128-11-6
1-(1,2,3-benzothiadiazol-5-yl)propan-2-amine			1380044-39-2
1-(quinoxalin-6-yl)propan-2-amine			910407-54-4

Substituted_methylenedioxyphenethylamine

Substituted methylenedioxyphenethylamine

List of substituted methylenedioxyphenethylamines

Related compounds

See also

References

External links

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