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4C-B
Names
Preferred IUPAC name
1-(4-Bromo-3,5-dimethoxyphenyl)butan-2-amine
Other names
4C-DOB, DOB-B
Identifiers
CAS Number
3D model (JSmol )
ChEMBL
ChemSpider
InChI=1S/C12H18BrNO2/c1-4-9(14)5-8-6-12(16-3)10(13)7-11(8)15-2/h6-7,9H,4-5,14H2,1-3H3
Key: QQPRORAZQWLMTQ-UHFFFAOYSA-N
CCC(CC1=CC(=C(C=C1OC)Br)OC)N
Properties
Chemical formula
C 12 H 18 Br N O 2
Molar mass
288.185 g·mol−1
Melting point
204-206 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound
4C-B (also known as 4C-DOB or DOB-B ) is a lesser-known psychedelic drug which is related to 2C-B and DOB .[1] It is a reasonably potent 5-HT2A receptor partial agonist with a Ki of 7.6nM, but has relatively low efficacy (15% relative to 5-HT).[2] It is briefly mentioned in Alexander Shulgin 's book PiHKAL (Phenethylamines i Have Known And Loved) but was never tested by him,[3] however it has subsequently been tested by other researchers and was found to be active in a dose range of 50-80mg with a duration of around 8 hours, though with generally milder effects than 2C-B or DOB.[4]
See also [ ]
4C-T-2
Ariadne (psychedelic)
Phenethylamine
Psychedelics, dissociatives and deliriants
References [ ]
^ Standridge RT, Howell HG, Tilson HA, Chamberlain JH, Holava HM, Gylys JA, Partyka RA, Shulgin AT (February 1980). "Phenylalkylamines with potential psychotherapeutic utility. 2. Nuclear substituted 2-amino-1-phenylbutanes". Journal of Medicinal Chemistry . 23 (2): 154–62. doi :10.1021/jm00176a010 . PMID 7359529 .
^ Glennon RA, Bondarev ML, Khorana N, Young R, May JA, Hellberg MR, McLaughlin MA, Sharif NA (November 2004). "Beta-oxygenated analogues of the 5-HT2A serotonin receptor agonist 1-(4-bromo-2,5-dimethoxyphenyl)-2-aminopropane". Journal of Medicinal Chemistry . 47 (24): 6034–41. doi :10.1021/jm040082s . PMID 15537358 .
^ Shulgin A , Shulgin A (September 1991). PiHKAL: A Chemical Love Story . Berkeley, California : Transform Press. ISBN 0-9630096-0-5 . OCLC 25627628 .
^ Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine: Von der Struktur zur Funktion . Nachtschatten Verlag AG. p. 832. ISBN 978-3-03788-700-4 .
Hallucinogens
Psychedelics (5-HT2A agonists)
Benzofurans
2C-B-FLY
2CBFly-NBOMe
5-MeO-BFE
5-MeO-DiBF
Bromo-DragonFLY
F-2
F-22
TFMFly
Lyserg‐ amides Phenethyl‐ amines
Piperazines Tryptamines
alpha -alkyltryptaminesx -DALT
(Daltacetin) 4-AcO-DALT
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DALT
x -DET
(Ethacetin) 4-AcO-DET
(Ethocin) 4-HO-DET
5-MeO-DET
(T-9) DET
(Ethocybin) 4-PO-DET
x -DiPT
(Ipracetin) 4-AcO-DiPT
(Iprocin) 4-HO-DiPT
5-MeO-DiPT
DiPT
x -DMT
4,5-DHP-DMT
2,N,N-TMT
4-AcO-DMT
4-HO-5-MeO-DMT
4-Propionyloxy-DMT
5-AcO-DMT
5-Bromo-DMT
5-MeO-DMT
5-N ,N -TMT
7,N,N-TMT
α,N,N-TMT
(Bufotenin) 5-HO-DMT
DMT
Norbaeocystin
(Psilocin) 4-HO-DMT
(Psilocybin) 4-PO-DMT
x -DPT Ibogaine-related
18-MAC
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Coronaridine
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Ibogamine
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Tabernanthine
Voacangine
x -MET
(Metocin) 4-HO-MET
(Metocetin) 4-AcO-MET
5-MeO-MET
MET
x -MiPT
(Mipracetin) 4-AcO-MiPT
(Miprocin) 4-HO-MiPT
5-Me-MiPT
(Moxy) 5-MeO-MiPT
MiPT
Others
Others
AL-38022A
ALPHA
Dimemebfe
Efavirenz
Glaucine
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M-ALPHA
RH-34 Also empathogens in general (e. g.: 5-APB , 5-MAPB , 6-APB and other substituted benzofurans ).
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GABAA enhancers
CI-966
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κOR agonists Oneirogens
Calea zacatechichi
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Glaucine
Isoaminile
Noscapine
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Categories :
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