Exploring DOOH. To explore a different substance…

Names:
DOOH
4-Hydroxy-2,5-dimethoxyamphetamine
IUPAC name:
4-(2-Aminopropyl)-2,5-dimethoxyphenol
2414 · C11H17NO3 · 211.258
InChI=1S/C11H17NO3/c1-7(12)4-8-5-11(15-3)9(13)6-10(8)14-2/h5-7,13H,4,12H2,1-3H3
XZYTWVYCADLTTI-UHFFFAOYSA-N This stereoisomer Any stereoisomer

Seggel, MR; Yousif, MY; Lyon, RA; Titeler, M; Roth, BL; Suba, EA; Glennon, RA. A structure-affinity study of the binding of 4-substituted analogues of 1-(2,5-dimethoxyphenyl)-2-aminopropane at 5-HT2 serotonin receptors. J. Med. Chem., 1 Mar 1990, 33 (3), 1032–1036. 807 kB. https://doi.org/10.1021/jm00165a023

Foster, BC; McLeish, J; Wilson, DL; Whitehouse, LW; Zamecnik, J; Lodge, BA. Biotransformation of tri-substituted methoxyamphetamines by Cunninghamella echinulata. Xenobiotica, 1992, 22 (12), 1383–1394. 765 kB. https://doi.org/10.3109/00498259209056689

Runyon, SP; Mosier, PD; Roth, BL; Glennon, RA; Westkaemper, RB. Potential modes of interaction of 9-aminomethyl-9,10-dihydroanthracene (AMDA) derivatives with the 5-HT2A receptor: A ligand structure-affinity relationship, receptor mutagenesis and receptor modeling investigation. J. Med. Chem., 2008, 51 (21), 6808–2828. 2.2 MB. https://doi.org/10.1021/jm800771x

Anderson, GM; Castagnoli, N; Kollman, PA. Quantitative structure-activity relationships in the 2,4,5-ring-substituted phenylisopropylamines. In QuaSAR: Quantitative Structure Activity Relationships of Analgesics, Narcotic Antagonists, and Hallucinogens. NIDA Research Monograph 22; Barnett, G; Trsic, M; Willette, RE, Eds., U.S. Department of Health and Human Services, National Institute of Health, U.S. Government Printing Office, Washington, DC, 1978; pp 199–217. 623 kB. #21

BOHD
4-D
β-D
IM
M
TMPEA
TMPEA-5 · 2C-TMA-5
TMPEA-6 · 2C-TMA-6
3,5-D
2,6-D
α-D
N-Me-3-DESMETHYL
β-HO-2,5-DMA
β,3,4-HO-N-iPr-DHPEA · Isoprenaline
MHMAOH
N,N-Me-HME
N-Me-DME
β,3,4-TMPEA
DMAOH
β-HO-DMA
β-HO-4,3-EMPEA
β,2-HO-N-Me-5-MA
β-HO-N-Me-2,5-DMPEA
BODM
β-HO,Me-2,5-DMPEA
β,2-HO-N-Me-5-EPEA
β,2-HO-5-EA
β-HO-N-Me-3,5-DMPEA
β-HO-N-Me-2,6-DMPEA
TMPEA-4
N-HO-2C-D
α-Me-3-DESMETHYL
DESMETHYL-M
α-Me-DESMETHYL
10030
Orciprenaline
N-Methyl-3,4,5-trimethoxybenzylamine
α,β-D
10252
10066
5-DM-TMA-2
2-DM-TMA-2
23 September 2018 · Creative Commons BY-NC-SA ·