Methylenedioxyhydroxyamphetamine
Methylenedioxyhydroxyamphetamine - Wikipedia, the free encyclopedia
Methylenedioxyhydroxyamphetamine
From Wikipedia, the free encyclopedia
3,4-Methylenedioxy-N -hydroxyamphetamine (MDOH , MDH ) is an entactogen , psychedelic , and stimulant of the phenethylamine and amphetamine chemical classes . It is the N -hydroxy homologue of MDA , and the N -desmethyl homologue of MDHMA . MDOH was first synthesized and assayed by Alexander Shulgin . 1 In his book PiHKAL (Phenethylamines i Have Known And Loved ), Shulgin listed the dosage range as 100-160 mg, and the duration as approximately 3-6 hours. 2 He describes MDOH as being very psychedelic and producing increased pleasure in beauty and nature. 3 He also mentioned several negative side effects also seen with MDMA ("Ecstasy") such as difficulty urinating and internal dryness. 4
See also
References
External links
Psychedelics
5-HT2A R agonists
Lysergamides : AL-LAD
ALD-52
BU-LAD
CYP-LAD
DAM-57
Diallyllysergamide
Ergometrine
ETH-LAD
LAE-32
LSA
LSD
LSH
LPD-824
LSM-775
Lysergic acid 2-butyl amide
Lysergic acid 2,4-dimethylazetidide
Lysergic acid 3-pentyl amide
Methylergometrine
Methylisopropyllysergamide
Methysergide
MLD-41
PARGY-LAD
PRO-LAD
Phenethylamines : Aleph
2C-B
2C-B-Dragonfly
2C-B-FLY
2C-C-FLY
2C-D-FLY
2C-E-FLY
2C-I-FLY
2CBFly-NBOMe
2C-T-7-FLY
2C-C
2C-C-NBOMe
2C-CN-NBOMe
2C-D
2CD-5EtO
2C-D-NBOMe
2C-E
2C-EF
2C-E-NBOMe
2C-F
2C-F-NBOMe
2C-G
2C-G-NBOMe
2C-H-NBOMe
2C-I
2C-N
2C-N-NBOMe
2C-O
2C-O-4
2C-P
2C-T
2C-T-2
2C-T-4
2C-T-4-NBOMe
2C-T-7
2C-T-7-NBOH
2C-T-8
2C-T-9
2C-T-13
2C-T-15
2C-T-17
2C-T-21
2C-TFM
2C-TFM-NBOMe
2C-YN
2CBCB-NBOMe
25B-NBOMe
25I-NBMD
25I-NBOH
25I-NBOMe
3C-AL
3C-E
3C-P
5-APB
5-APDB
6-APB
6-APDB
Br-DFLY
DESOXY
DMMDA
DMMDA-2
DOB
DOB-FLY
DOM-FLY
DOC
DOEF
DOET
DOF
DOI
DOM
DON
DOPR
DOTFM
Escaline
Ganesha
HOT-2
HOT-7
HOT-17
IAP
Isoproscaline
Jimscaline
Lophophine
MDA
MDEA
MDMA
MMA
MMDA
MMDA-2
MMDA-3a
MMDMA
Macromerine
Mescaline
Methallylescaline
NBOMe-mescaline
Proscaline
TCB-2
TFMFly
TMA
Piperazines : pFPP
TMFPP
Tryptamines : 1-Methyl-5-methoxy-diisopropyltryptamine
2,N,N-TMT
4,N,N-TMT
4-HO-5-MeO-DMT
4-Acetoxy-DET
4-Acetoxy-DIPT
4-Acetoxy-DMT
4-Acetoxy-DPT
4-Acetoxy-MiPT
4-HO-DPT
4-HO-MET
4-Propionyloxy-DMT
4-HO-MPMI
5-Me-MIPT
5-N ,N -TMT
5-AcO-DMT
5-MeO-2,N ,N -TMT
5-MeO-4,N ,N -TMT
5-MeO-α,N,N-TMT
5-MeO-α-ET
5-MeO-α-MT
5-MeO-DALT
5-MeO-DET
5-MeO-DIPT
5-MeO-DMT
5-MeO-DPT
5-MeO-EiPT
5-MeO-MET
5-MeO-MIPT
5-MeO-MPMI
7,N,N-TMT
α,N,N-TMT
α-ET
α-MT
AL-37350A
Baeocystin
Bufotenin
DALT
DBT
DCPT
DET
DIPT
DMT
DPT
EiPT
Ethocin
Ethocybin
Iprocin
MET
Miprocin
MIPT
Norbaeocystin
PiPT
Psilocin
Psilocybin
Others: AL-38022A
Elemicin
Ibogaine
Myristicin
Noribogaine
Voacangine
Dissociatives
NMDAR antagonists
Deliriants
mAChR antagonists
Miscellaneous
* Note that MAO-B inhibitors also influence norepinephrine/epinephrine levels since they inhibit the breakdown of their precursor dopamine.
Adamantanes : Amantadine
Memantine
Rimantadine ; Aminotetralins : 7-OH-DPAT
8-OH-PBZI
Rotigotine
UH-232 ; Benzazepines : 6-Br-APB
Fenoldopam
SKF-38,393
SKF-77,434
SKF-81,297
SKF-82,958
SKF-83,959 ; Ergolines : Bromocriptine
Cabergoline
Dihydroergocryptine
Epicriptine
Lisuride
LSD
Pergolide ; Dihydrexidine derivatives : 2-OH-NPA
A-86,929
Ciladopa
Dihydrexidine
Dinapsoline
Dinoxyline
Doxanthrine ; Others : A-68,930
A-77636
A-412,997
ABT-670
ABT-724
Aplindore
Apomorphine
Aripiprazole
Bifeprunox
BP-897
CY-208,243
Dizocilpine
Etilevodopa
Flibanserin
Ketamine
Melevodopa
Modafinil
Pardoprunox
Phencyclidine
PD-128,907
PD-168,077
PF-219,061
Piribedil
Pramipexole
Propylnorapomorphine
Pukateine
Quinagolide
Quinelorane
Quinpirole
RDS-127
Ro10-5824
Ropinirole
Rotigotine
Roxindole
Salvinorin A
SKF-89,145
Sumanirole
Terguride
Umespirone
WAY-100,635
Agonists : Azapirones : Alnespirone
Binospirone
Buspirone
Enilospirone
Eptapirone
Gepirone
Ipsapirone
Perospirone
Revospirone
Tandospirone
Tiospirone
Umespirone
Zalospirone ; Antidepressants : Etoperidone
Nefazodone
Trazodone
Vortioxetine ; Antipsychotics : Aripiprazole
Asenapine
Clozapine
Quetiapine
Ziprasidone ; Ergolines : Dihydroergotamine
Bromocriptine
Ergotamine
Lisuride
Methysergide
LSD ; Tryptamines : 5-CT
5-MeO-DMT
5-MT
Bufotenin
DMT
Indorenate
Psilocin
Psilocybin ; Others : 8-OH-DPAT
Adatanserin
Bay R 1531
Befiradol
BMY-14802
Cannabidiol
Dimemebfe
Ebalzotan
Eltoprazine
F-11,461
F-12,826
F-13,714
F-14,679
F-15,063
F-15,599
Flesinoxan
Flibanserin
Lesopitron
LY-293,284
LY-301,317
MKC-242
Naluzotan
NBUMP
Osemozotan
Oxaflozane
Pardoprunox
Piclozotan
Rauwolscine
Repinotan
Roxindole
RU-24,969
S 14,506
S-14,671
S-15,535
Sarizotan
SSR-181,507
Sunepitron
U-92,016-A
Urapidil
Vilazodone
Xaliproden
Yohimbine
Antagonists : Antipsychotics : Iloperidone
Risperidone
Sertindole ; Beta blockers : Alprenolol
Cyanopindolol
Iodocyanopindolol
Oxprenolol
Pindobind
Pindolol
Propranolol
Tertatolol ; Others : AV965
BMY-7,378
CSP-2503
Dotarizine
Flopropione
GR-46611
Isamoltane
Lecozotan
Mefway
Metitepine/Methiothepin
MPPF
NAN-190
Robalzotan
S-15535
SB-649,915
SDZ 216-525
Spiperone
Spiramide
Spiroxatrine
UH-301
WAY-100,135
WAY-100,635
Xylamidine
Agonists : Lysergamides : Dihydroergotamine
Methysergide ; Triptans : Almotriptan
Avitriptan
Eletriptan
Frovatriptan
Naratriptan
Rizatriptan
Sumatriptan
Zolmitriptan ; Tryptamines : 5-CT
5-Ethyl-DMT
5-MT
5-(Nonyloxy)tryptamine ; Others : CP-135,807
Bromocriptine
CP-286,601
GR-46611
L-694,247
L-772,405
PNU-109,291
PNU-142633
Antagonists : Lysergamides : Metergoline ; Others : Alniditan
BRL-15,572
Elzasonan
GR-127,935
Ketanserin
LY-310,762
LY-367,642
LY-456,219
LY-456,220
Metitepine/Methiothepin
Ritanserin
Yohimbine
Ziprasidone
Agonists : Phenethylamines : 2C-B
2C-E
2C-I
2C-T-2
2C-T-7
2C-T-21
DOB
DOC
DOI
DOM
MDA
MDMA
Mescaline ; Piperazines : Aripiprazole
mCPP
TFMPP ; Tryptamines : 5-CT
5-MeO-α-ET
5-MeO-α-MT
5-MeO-DET
5-MeO-DiPT
5-MeO-DMT
5-MeO-DPT
5-MT
α-ET
α-Methyl-5-HT
α-MT
Bufotenin
DET
DiPT
DMT
DPT
Psilocin
Psilocybin ; Others : A-372,159
Bromocriptine
AL-38022A
CP-809,101
Dimemebfe
Lorcaserin
Medifoxamine
MK-212
Org 12,962
ORG-37,684
Oxaflozane
PNU-22394
Ro60-0175
Ro60-0213
Vabicaserin
WAY-629
WAY-161,503
YM-348
Antagonists : Atypical antipsychotics : Clorotepine
Clozapine
Iloperidone
Melperone
Olanzapine
Paliperidone
Pimozide
Quetiapine
Risperidone
Sertindole
Ziprasidone
Zotepine ; Typical antipsychotics : Chlorpromazine
Loxapine
Pipamperone ; Antidepressants : Agomelatine
Amitriptyline
Amoxapine
Aptazapine
Etoperidone
Fluoxetine
Mianserin
Mirtazapine
Nefazodone
Nortriptyline
Tedatioxetine
Trazodone ; Others : Adatanserin
CEPC
Cinanserin
Cyproheptadine
Deramciclane
Dotarizine
Eltoprazine
Esmirtazapine
FR-260,010
Ketanserin
Ketotifen
Latrepirdine
Metitepine/Methiothepin
Methysergide
Pizotifen
Ritanserin
RS-102,221
S-14,671
SB-200,646
SB-206,553
SB-221,284
SB-228,357
SB-242,084
SB-243,213
SDZ SER-082
Xylamidine
Agonists : Lysergamides : Dihydroergotamine
Ergotamine
Lisuride
LSD
Mesulergine
Metergoline
Methysergide ; Tryptamines : 2-Methyl-5-HT
5-BT
5-CT
5-MT
Bufotenin
E-6801
E-6837
EMD-386,088
EMDT
LY-586,713
N -Methyl-5-HT
Tryptamine ; Others : WAY-181,187
WAY-208,466
Antagonists : Antidepressants : Amitriptyline
Amoxapine
Clomipramine
Doxepin
Mianserin
Nortriptyline ; Atypical antipsychotics : Aripiprazole
Asenapine
Clorotepine
Clozapine
Fluperlapine
Iloperidone
Olanzapine
Tiospirone ; Typical antipsychotics : Chlorpromazine
Loxapine ; Others : BGC20-760
BVT-5182
BVT-74316
Cerlapirdine
EGIS-12,233
GW-742,457
Ketanserin
Latrepirdine
Lu AE58054
Metitepine/Methiothepin
MS-245
PRX-07034
Ritanserin
Ro04-6790
Ro 63-0563
SB-258,585
SB-271,046
SB-357,134
SB-399,885
SB-742,457
Agonists : Lysergamides : LSD ; Tryptamines : 5-CT
5-MT
Bufotenin ; Others : 8-OH-DPAT
AS-19
Bifeprunox
E-55888
LP-12
LP-44
RU-24,969
Sarizotan
Antagonists : Lysergamides : 2-Bromo-LSD
Bromocriptine
Dihydroergotamine
Ergotamine
Mesulergine
Metergoline
Methysergide ; Antidepressants : Amitriptyline
Amoxapine
Clomipramine
Imipramine
Maprotiline
Mianserin ; Atypical antipsychotics : Amisulpride
Aripiprazole
Clorotepine
Clozapine
Olanzapine
Risperidone
Sertindole
Tiospirone
Ziprasidone
Zotepine ; Typical antipsychotics : Chlorpromazine
Loxapine ; Others : Butaclamol
EGIS-12,233
Ketanserin
LY-215,840
Metitepine/Methiothepin
Pimozide
Ritanserin
SB-258,719
SB-258,741
SB-269,970
SB-656,104
SB-656,104-A
SB-691,673
SLV-313
SLV-314
Spiperone
SSR-181,507
Vortioxetine
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"Methylenedioxyhydroxyamphetamine ".