NEUROMEDICA, a clearinghouse for information concerning

the organic chemistry, design, and pharmacology of psychedelics and related compounds.



Publications - Dr. David E. Nichols, PhD.


Selected Publications Related to Hallucinogens 1971-1995


Li Q, 1996
Neuroendocrine pharmacology of three serotonin releasers:
1-(1,3-benzodioxol-5-yl)-2-(methylamino)butane (MBDB),
5-methoxy-6-methyl-2-aminoindan (MMAi) and p-methylthioamphetamine
J. Pharmacol. Exp. Ther. 279, 1261-1267 (1996)

Reyes-Parada M, 1996
(+/-)-1-(2,5-dimethoxy-4-ethylthiophenyl)-2-aminopropane (ALEPH-2), a
novel putative anxiolytic agent lacking affinity for benzodiazepine
sites and serotonin-1A receptors
Naunyn Schmiedebergs Arch. Pharmacol. 354, 579-585 (1996)

Sprague JE, 1996
Studies on the mechanism of p-chloroamphetamine neurotoxicity.
Biochem. Pharmacol. 52, 1271-1277 (1996)

Cozzi NV, 1996
5-HT2A receptor antagonists inhibit potassium-stimulated
gamma-aminobutyric acid release in rat frontal cortex.
Eur J Pharmacol 309, 25-31 (1996)

Monte AP, 1996
Dihydrobenzofuran analogues of hallucinogens. 3. Models of
4-substituted (2,5-dimethoxyphenyl)alkylamine derivatives with
rigidified methoxy groups.
J. Med. Chem. 39, 2953-2961 (1996)

Ghosh D, 1996
9-Dihydroxy-2,3,7,11b-tetrahydro-1H-naph[1,2,3-de]isoquinoline: a
potent full dopamine D1 agonist containing a rigid-beta-phenyldopamine
J. Med. Chem. 39, 549-555 (1996)

Mottola DM, 1996
Conformational analysis of D1 dopamine receptor agonists: pharmacophore
assessment and receptor mapping.
J. Med. Chem. 39, 285-296 (1996)

Marona-Lewicka D, 1996
Reinforcing effects of certain serotonin-releasing amphetamine
Pharmacol. Biochem. Behav. 53, 99-105 (1996)

Nichols DE, 1996
Stereoselective pharmacological effects of lysergic acid amides
possessing chirality in the amide substituent.
Behav Brain Res 73, 117-119 (1996)

Marona-Lewicka D, 1995
Psychostimulant-like effects of p-fluoroamphetamine in the rat.
Eur. J. Pharmacol. 287, 105-113 (1995)

Watts VJ, 1995
Spare receptors and intrinsic activity: studies with D1 dopamine
receptor agonists.
Synapse 21, 177-187 (1995)

Oberlender R, 1995
Effect of a chiral 4-alkyl substituent in hallucinogenic amphetamines.
J. Med. Chem. 38, 3593-3601 (1995)

Knoerzer TA, 1995
Synthesis and biological evaluation of a series of substituted
benzo[a]phenanthridines as agonists at D1 and D2 dopamine receptors.
J. Med. Chem. 38, 3062-3070 (1995)

Marona-Lewicka D, 1995
Complex stimulus properties of LSD: a drug discrimination study with
alpha 2-adrenoceptor agonists and antagonists.
Psychopharmacology (Berl.) 120, 384-391 (1995)

Snyder SE, 1995
Synthesis and evaluation of 6,7-dihydroxy-2,3,4,8,9,13b-hexahydro-1H-
benzo[6,7]cyclohepta[1,2,3-ef][3]benzazepine, 6,7-dihydroxy-
1,2,3,4,8,12b-hexahydroanthr[10,4a,4-cd]azepine, and
10-(aminomethyl)-9,10- dihydro-1,2-dihydroxyanthracene as
conformationally restricted analogs of beta-phenyldopamine.
J. Med. Chem. 38, 2395-2409 (1995)

Gilmore JH, 1995
"Full" dopamine D1 agonists in human caudate: biochemical properties
and therapeutic implications.
Neuropharmacology 34, 481-488 (1995)

Sprague JE, 1995
The monoamine oxidase-B inhibitor L-deprenyl protects against
3,4-methylenedioxymethamphetamine-induced lipid peroxidation and
long-term serotonergic deficits.
J. Pharmacol. Exp. Ther. 273, 667-673 (1995)

Heidenreich BA, 1995
Partial and full dopamine D1 agonists produce comparable increases in
ventral pallidal neuronal activity: contribution of endogenous
J. Pharmacol. Exp. Ther. 273, 516-525 (1995)

Watts VJ, 1995
LSD and structural analogs: pharmacological evaluation at D1 dopamine
Psychopharmacology (Berl.) 118, 401-409 (1995)

Sprague JE, 1995
Inhibition of MAO-B protects against MDMA-induced neurotoxicity in the
Psychopharmacology (Berl.) 118, 357-359 (1995)

Monte AP, 1995
Stereoselective LSD-like activity in a series of d-lysergic acid amides
of (R)- and (S)-2-aminoalkanes.
J. Med. Chem. 38, 958-966 (1995)

Brewster WK, 1995
Evaluation of cis- and trans-9- and
11-hydroxy-5,6,6a,7,8,12b-hexahydrobenzo[a]phenanthridines as
structurally rigid, selective D1 dopamine receptor ligands.
J. Med. Chem. 38, 318-327 (1995)

Nichols DE, 1994
1-(2,5-Dimethoxy-4-(trifluoromethyl)phenyl)-2-aminopropane: a potent
serotonin 5-HT2A/2C agonist.
J. Med. Chem. 37, 4346-4351 (1994)

Minor DL, 1994
Synthesis and molecular modeling of
1-phenyl-1,2,3,4-tetrahydroisoquinolines and related
5,6,8,9-tetrahydro-13bH-dibenzo[a,h]quinolizines as D1 dopamine
J. Med. Chem. 37, 4317-4328 (1994)

Nash JF, 1994
Effect of the R(-) and S(+) isomers of MDA and MDMA on phosphatidyl
inositol turnover in cultured cells expressing 5-HT2A or 5-HT2C
Neurosci. Lett. 177, 111-115 (1994)

Knoerzer TA, 1994
Dopaminergic benzo[a]phenanthridines: resolution and pharmacological
evaluation of the enantiomers of dihydrexidine, the full efficacy D1
dopamine receptor agonist.
J. Med. Chem. 37, 2453-2460 (1994)

Marona-Lewicka D, 1994
Behavioral effects of the highly selective serotonin releasing agent
Eur. J. Pharmacol. 258, 1-13 (1994)

Lewis MH, 1994
Social reactivity and D1 dopamine receptors: studies in mice
selectively bred for high and low levels of aggression.
Neuropsychopharmacology 10, 115-122 (1994)

Huang X, 1994
Drug discrimination and receptor binding studies of N-isopropyl
lysergamide derivatives.
Pharmacol. Biochem. Behav. 47, 667-673 (1994)

Pfaff RC, 1994
Lysergamides revisited.
NIDA Res. Monogr. 146, 52-73 (1994)

Sprague JE, 1994
Attenuation of 3,4-methylenedioxymethamphetamine (MDMA) induced
neurotoxicity with the serotonin precursors tryptophan and
Life Sci. 55, 1193-1198 (1994)

Monte AP, 1993
Synthesis and pharmacological examination of benzofuran, indan, and
tetralin analogues of 3,4-(methylenedioxy)amphetamine.
J. Med. Chem. 36, 3700-3706 (1993)

Watts VJ, 1993
Dopamine D1 receptors: efficacy of full (dihydrexidine) vs. partial
(SKF38393) agonists in primates vs. rodents.
Eur. J. Pharmacol. 242, 165-172 (1993)

Watts VJ, 1993
Hexahydrobenzo[a]phenanthridines: novel dopamine D3 receptor ligands.
Eur. J. Pharmacol. 239, 271-273 (1993)

Huang X, 1993
5-HT2 receptor-mediated potentiation of dopamine synthesis and central
serotonergic deficits.
Eur. J. Pharmacol. 238, 291-296 (1993)

Kohli JD, 1993
Dihydrexidine: a new potent peripheral dopamine D1 receptor agonist.
Eur. J. Pharmacol. 235, 31-35 (1993)

Nichols DE, 1993
Novel serotonergic agents.
Drug Des Discov 9, 299-312 (1993)

Callaway CW, 1993
Suppression of behavioral activity by norfenfluramine and related drugs
in rats is not mediated by serotonin release.
Psychopharmacology (Berl.) 111, 169-178 (1993)

Huang X, 1992
p-methylthioamphetamine is a potent new non-neurotoxic
serotonin-releasing agent.
Eur. J. Pharmacol. 229, 31-38 (1992)

Mottola DM, 1992
Dihydrexidine, a novel full efficacy D1 dopamine receptor agonist.
J. Pharmacol. Exp. Ther. 262, 383-393 (1992)

Tomaszewski Z, 1992
Benzofuran bioisosteres of hallucinogenic tryptamines.
J. Med. Chem. 35, 2061-2064 (1992)

Oberlender R, 1992
Stereoselective LSD-like activity in d-lysergic acid amides of (R)- and
J. Med. Chem. 35, 203-211 (1992)

Johnson MP, 1991
Serotonin neurotoxicity in rats after combined treatment with a
dopaminergic agent followed by a nonneurotoxic
3,4-methylenedioxymethamphetamine (MDMA) analogue.
Pharmacol. Biochem. Behav. 40, 915-922 (1991)

Lovenberg TW, 1991
D1 dopamine receptors of NS20Y neuroblastoma cells are functionally
similar to rat striatal D1 receptors.
J. Neurochem. 57, 1563-1569 (1991)

Darney KJ Jr, 1991
Behavioral effects in the rat of dihydrexidine, a high-potency,
full-efficacy D1 dopamine receptor agonist.
Neuropsychopharmacology 5, 187-195 (1991)

Elsworth JD, 1991
D1 and D2 dopamine receptors independently regulate spontaneous blink
rate in the vervet monkey.
J. Pharmacol. Exp. Ther. 259, 595-600 (1991)

Markovich RJ, 1991
Silica subsurface amine effect on the chemical stability and
chromatographic properties of end-capped immobilized artificial
membrane surfaces.
Anal. Chem. 63, 1851-1860 (1991)

Lovenberg TW, 1991
Guanine nucleotide binding proteins and the regulation of cyclic AMP
synthesis in NS20Y neuroblastoma cells: role of D1 dopamine and
muscarinic receptors.
Brain Res. 556, 101-107 (1991)

Nash JF, 1991
Microdialysis studies on 3,4-methylenedioxyamphetamine and structurally
related analogues.
Eur. J. Pharmacol. 200, 53-58 (1991)

Huang XM, 1991
Reduction in brain serotonin markers by alpha-ethyltryptamine (Monase).

Eur. J. Pharmacol. 200, 187-190 (1991)

Johnson MP, 1991
[3H]monoamine releasing and uptake inhibition properties of
3,4-methylenedioxymethamphetamine and p-chloroamphetamine analogues.
Eur. J. Pharmacol. 200, 9-16 (1991)

Taylor JR, 1991
Dihydrexidine, a full dopamine D1 agonist, reduces MPTP-induced
parkinsonism in monkeys.
Eur. J. Pharmacol. 199, 389-391 (1991)

Johnson MP, 1991
Combined administration of a non-neurotoxic
3,4-methylenedioxymethamphetamine analogue with amphetamine produces
serotonin neurotoxicity in rats.
Neuropharmacology 30, 819-822 (1991)

Johnson MP, 1991
Synthesis and pharmacological examination of
1-(3-methoxy-4-methylphenyl)-2-aminopropane and
5-methoxy-6-methyl-2-aminoindan: similarities to
3,4-(methylenedioxy)methamphetamine (MDMA).
J. Med. Chem. 34, 1662-1668 (1991)

Witkin JM, 1991
Behavioral effects of selective dopaminergic compounds in rats
discriminating cocaine injections.
J. Pharmacol. Exp. Ther. 257, 706-713 (1991)

Oberlender R, 1991
Structural variation and (+)-amphetamine-like discriminative stimulus
Pharmacol. Biochem. Behav. 38, 581-586 (1991)

Steele TD, 1991
Assessment of the role of alpha-methylepinine in the neurotoxicity of
Pharmacol. Biochem. Behav. 38, 345-351 (1991)

Nichols DE, 1991
2,3-Dihydrobenzofuran analogues of hallucinogenic phenethylamines.
J. Med. Chem. 34, 276-281 (1991)

Callaway CW, 1991
Amphetamine derivatives induce locomotor hyperactivity by acting as
indirect serotonin agonists.
Psychopharmacology (Berl.) 104, 293-301 (1991)

Nichols DE, 1991
5-Iodo-2-aminoindan, a nonneurotoxic analogue of p-iodoamphetamine.
Pharmacol. Biochem. Behav. 38, 135-139 (1991)

Oberlender R, 1990
(+)-N-methyl-1-(1,3-benzodioxol-5-yl)-2-butanamine as a discriminative
stimulus in studies of 3,4-methylenedioxy-methamphetamine-like
behavioral activity.
J. Pharmacol. Exp. Ther. 255, 1098-1106 (1990)

Johnson MP, 1990
Behavioral, biochemical and neurotoxicological actions of the
alpha-ethyl homologue of p-chloroamphetamine.
Eur. J. Pharmacol. 191, 1-10 (1990)

Brewster WK, 1990
trans-10,11-dihydroxy-5,6,6a,7,8,12b-hexahydrobenzo[a]phenanthridine: a
highly potent selective dopamine D1 full agonist.
J. Med. Chem. 33, 1756-1764 (1990)

Johnson MP, 1990
Comparative serotonin neurotoxicity of the stereoisomers of
fenfluramine and norfenfluramine.
Pharmacol. Biochem. Behav. 36, 105-109 (1990)

Nichols DE, 1990
Nonneurotoxic tetralin and indan analogues of
3,4-(methylenedioxy)amphetamine (MDA).
J. Med. Chem. 33, 703-710 (1990)

Johnson MP, 1990
[125I]-2-(2,5-dimethoxy-4-iodophenyl)aminoethane ([125I]-2C-I) as a
label for the 5-HT2 receptor in rat frontal cortex.
Pharmacol. Biochem. Behav. 35, 211-217 (1990)

Nichols DE, 1990
Structure-activity relationships of MDMA and related compounds: a new
class of psychoactive drugs?
Ann. N. Y. Acad. Sci. 600, 613-623 (1990)

Nichols DE, 1989
Studies of dioxole ring substituted 3,4-methylenedioxyamphetamine (MDA)
Pharmacol. Biochem. Behav. 34, 571-576 (1989)

Steele TD, 1989
MDMA transiently alters biogenic amines and metabolites in mouse brain
and heart.
Pharmacol. Biochem. Behav. 34, 223-227 (1989)

Nichols DE, 1989
Synthesis and evaluation of
N,N-di-n-propyltetrahydrobenz[f]indol-7-amine and related congeners as
dopaminergic agonists.
J. Med. Chem. 32, 2128-2134 (1989)

Lovenberg TW, 1989
Dihydrexidine, a novel selective high potency full dopamine D-1
receptor agonist.
Eur. J. Pharmacol. 166, 111-113 (1989)

Johnson MP, 1989
Neurotoxic effects of the alpha-ethyl homologue of MDMA following
subacute administration.
Pharmacol. Biochem. Behav. 33, 105-108 (1989)

McKenna DJ, 1989
Common receptors for hallucinogens in rat brain: a comparative
autoradiographic study using [125I]LSD and [125I]DOI, a new
psychotomimetic radioligand.
Brain Res. 476, 45-56 (1989)

Nichols DE, 1989
Structure-activity relationships of MDMA-like substances.
NIDA Res. Monogr. 94, 1-29 (1989)

Dimpfel W, 1989
Hallucinogenic and stimulatory amphetamine derivatives: fingerprinting
DOM, DOI, DOB, MDMA, and MBDB by spectral analysis of brain field
potentials in the freely moving rat (Tele-Stereo-EEG).
Psychopharmacology (Berl.) 98, 297-303 (1989)

Nichols DE, 1988
Synthesis and serotonin receptor affinities of a series of enantiomers
of alpha-methyltryptamines: evidence for the binding conformation of
tryptamines at serotonin 5-HT1B receptors.
J. Med. Chem. 31, 1406-1412 (1988)

Oberlender R, 1988
Drug discrimination studies with MDMA and amphetamine.
Psychopharmacology (Berl.) 95, 71-76 (1988)

Johnson MP, 1987
Binding to the serotonin 5-HT2 receptor by the enantiomers of 125I-DOI.

Neuropharmacology 26, 1803-1806 (1987)

Oberlender R, 1987
Tomoxetine and the stereoselectivity of drug action
J. Pharm. Pharmacol. 39, 1055-1056 (1987)

Riggs RM, 1987
Evaluation of isomeric
4-(chlorohydroxyphenyl)-1,2,3,4-tetrahydroisoquinolines as dopamine D-1
J. Med. Chem. 30, 1887-1891 (1987)

Riggs RM, 1987
Effect of beta-alkyl substitution on D-1 dopamine agonist activity:
absolute configuration of beta-methyldopamine.
J. Med. Chem. 30, 1914-1918 (1987)

Riggs RM, 1987
Specific dopamine D-1 and DA1 properties of 4-(mono- and
-dihydroxyphenyl)-1,2,3,4-tetrahydroisoquinoline and its
tetrahydrothieno[2,3-c]pyridine analogue.
J. Med. Chem. 30, 1454-1458 (1987)

Steele TD, 1987
Stereochemical effects of 3,4-methylenedioxymethamphetamine (MDMA) and
related amphetamine derivatives on inhibition of uptake of
[3H]monoamines into synaptosomes from different regions of rat brain.
Biochem. Pharmacol. 36, 2297-2303 (1987)

Ricaurte GA, 1987
3,4-Methylenedioxyethylamphetamine (MDE), a novel analogue of MDMA,
produces long-lasting depletion of serotonin in the rat brain.
Eur. J. Pharmacol. 137, 265-268 (1987)

Gill MT, 1987
3,3',5'-Tri-O-methylpiceatannol and 4,3',5'-tri-O-methylpiceatannol:
improvements over piceatannol in bioactivity.
J Nat Prod 50, 36-40 (1987)

Nichols DE, 1987
Discovery of novel psychoactive drugs: has it ended?
J Psychoactive Drugs 19, 33-37 (1987)

Johnson MP, 1986
Effects of the enantiomers of MDA, MDMA and related analogues on
[3H]serotonin and [3H]dopamine release from superfused rat brain
Eur. J. Pharmacol. 132, 269-276 (1986)

Hoffman AJ, 1986
A simple organ bath for electrical stimulation and superfusion of rat
brain slices.
J Pharmacol Methods 16, 185-199 (1986)

Nichols DE, 1986
Derivatives of 1-(1,3-benzodioxol-5-yl)-2-butanamine: representatives
of a novel therapeutic class.
J. Med. Chem. 29, 2009-2015 (1986)

Nichols DE, 1986
Differences between the mechanism of action of MDMA, MBDB, and the
classic hallucinogens. Identification of a new therapeutic class:
J Psychoactive Drugs 18, 305-313 (1986)

Nichols DE, 1986
Studies of the relationship between molecular structure and
hallucinogenic activity.
Pharmacol. Biochem. Behav. 24, 335-340 (1986)

Nichols DE, 1986
Synthesis and evaluation of 2,3-dihydrobenzofuran analogues of the
hallucinogen 1-(2,5-dimethoxy-4-methylphenyl)-2-aminopropane: drug
discrimination studies in rats.
J. Med. Chem. 29, 302-304 (1986)

Hoffman AJ, 1985
Synthesis and LSD-like discriminative stimulus properties in a series
of N(6)-alkyl norlysergic acid N,N-diethylamide derivatives.
J. Med. Chem. 28, 1252-1255 (1985)

Nichols DE, 1984
C(2)-Methylation abolishes DA1 dopamine agonist activity of
2-amino-6,7-dihydroxy-1,2,3,4-tetrahydronaphthalene (6,7-ADTN): steric
intolerance by the receptor.
J. Med. Chem. 27, 1701-1705 (1984)

Nichols DE, 1984
Unreliability of the rat stomach fundus as a predictor of
hallucinogenic activity in substituted phenethylamines.
Life Sci. 35, 1343-1348 (1984)

Nichols DE, 1984
Synthesis and evaluation of substituted 2-phenylcyclobutylamines as
analogues of hallucinogenic phenethylamines: lack of LSD-like
biological activity.
J. Med. Chem. 27, 1108-1111 (1984)

Oberlender RA, 1984
Substituent branching in phenethylamine-type hallucinogens: a
comparison of 1-[2,5-dimethoxy-4-(2-butyl)phenyl]-2-aminopropane and
J. Med. Chem. 27, 788-792 (1984)

Clemens JA, 1984
Stimulation of presynaptic dopamine autoreceptors by
4-(2-di-n-propylaminoethyl) indole (DPAI).
Life Sci. 34, 1015-1022 (1984)

Nichols DE, 1984
Behavioral techniques in neuroreceptor research.
Monogr Neural Sci 10, 108-119 (1984)

Si EC, 1983
In vitro and in vivo evaluation of cis-methyl-phencyclidine (CIS-MPCP)
as a potential antagonist of phencyclidine (PCP).
Life Sci. 33, 909-915 (1983)

Holsapple MP, 1983
Therapeutic and adjunctive applications of an imidazoline
anti-inflammatory agent.
J. Pharmacol. Exp. Ther. 224, 567-571 (1983)

Ferrigni NR, 1982
Modification and evaluation of the potato disc assay and antitumor
screening of euphorbiaceae seeds.
J Nat Prod 45, 679-686 (1982)

Grosso JA, 1982
Synthesis of 2-(alkylamino)-5,6- and
-6,7-dihydroxy-3,4-dihydroquinazolines and evaluation as potential
dopamine agonists.
J. Med. Chem. 25, 703-708 (1982)

Meyer BN, 1982
Brine shrimp: a convenient general bioassay for active plant
Planta Med 45, 31-34 (1982)

Ferrigni NR, 1982
Cactus alkaloids. XLVII. N alpha-dimethylhistamine, a hypotensive
component of Echinocereus triglochidiatus.
J Ethnopharmacol 5, 359-364 (1982)

Nichols DE, 1982
Effects of certain hallucinogenic amphetamine analogues on the release
of [3H]serotonin from rat brain synaptosomes.
J. Med. Chem. 25, 530-535 (1982)

Jacob JN, 1982
Isomeric cyclopropyl ring-methylated homologues of
trans-2-(2,5-dimethoxy-4-methylphenyl)cyclopropylamine, an hallucinogen
J. Med. Chem. 25, 526-530 (1982)

Hathaway BA, 1982
A new, potent, conformationally restricted analogue of amphetamine:
J. Med. Chem. 25, 535-538 (1982)

Holsapple MP, 1981
Reduction of aspirin-induced ulcers by a new imidazoline
anti-inflammatory agent.
Agents Actions 11, 718-722 (1981)

Jacob JN, 1981
Dopamine agonist properties of
J. Med. Chem. 24, 1013-1015 (1981)

Nichols DE, 1981
Structure-activity relationships of phenethylamine hallucinogens.
J Pharm Sci 70, 839-849 (1981)

Kothari PJ, 1981
Synthesis and serotonin-like activity of
J. Med. Chem. 24, 882-884 (1981)

Migliaccio GP, 1981
Comparison of solution conformational preferences for the hallucinogens
bufotenin and psilocin using 360-MHz proton NMR spectroscopy.
J. Med. Chem. 24, 206-209 (1981)

McCarty KS Jr, 1980
Comparison of biochemical and histochemical techniques for estrogen
receptor analyses in mammary carcinoma.
Cancer 46, 2842-2845 (1980)

Grosso JA, 1980
Synthesis and adrenergic blocking effects of
J. Med. Chem. 23, 1261-1264 (1980)

Weintraub HJ, 1980
Conformational energy differences between side chain alkylated
analogues of the hallucinogen
J. Med. Chem. 23, 339-341 (1980)

Ginos JZ, 1979
Structure--activity relationships of n-substituted dopamine and
2-amino-6,7-dihydroxy-1,2,3,4-tetrahydronaphthalene analogues:
behavioral effects in lesioned and reserpinized mice.
J. Med. Chem. 22, 1323-1329 (1979)

Nichols DE, 1979
Steric effects of substituents on phenethylamine hallucinogens.
3,4-(Methylenedioxy)amphetamine analogues alkylated on the dioxole
J. Med. Chem. 22, 1264-1267 (1979)

Kohli JD, 1979
Dopamine vascular actions of N-substituted derivatives of
2-amino-6,7-dihydroxy-1,2,3,4-tetrahydronaphthalene (ADTN).
Eur. J. Pharmacol. 56, 39-44 (1979)

Nichols DE, 1979
Resolution and absolute configuration of
trans-2-(2,5-dimethoxy-4-methylphenyl)cyclopropylamine, a potent
hallucinogen analogue.
J. Med. Chem. 22, 458-460 (1979)

Rusterholz DB, 1979
Effect of alpha-methyltryptamine on spontaneous activity in mice.
Pharmacol. Biochem. Behav. 10, 223-227 (1979)

Yim GK, 1979
An economical screen for phenethylamine-type hallucinogens: mouse ear
Commun Psychopharmacol 3, 173-178 (1979)

Nichols DE, 1978
LSD and phenethylamine hallucinogens: new structural analogy and
implications for receptor geometry.
Life Sci. 22, 2165-2170 (1978)

Nichols DE, 1978
2,3-Dihydroxy-9-amino-9,10-dihydrophenanthrene, a rigid congener of
dopamine and isoapomorphine.
J. Med. Chem. 21, 395-398 (1978)

Pfister WR, 1978
Comparison of the behavioral effects of para-chloroamphetamine,
chlordimeform, quipazine, and intraventricular serotonin in the rat.
Commun Psychopharmacol 2, 287-295 (1978)

Anderson GM 3d, 1978
Absolute configuration and psychotomimetic activity.
NIDA Res. Monogr. 22, 8-15 (1978)

Nichols DE, 1978
The use of rigid analogues to probe hallucinogen receptors.
NIDA Res. Monogr. 22, 70-83 (1978)

Braun U, 1978
Mescaline analogs: substitutions at the 4-position.
NIDA Res. Monogr. 22, 27-37 (1978)

Nichols DE, 1977
Allylbenzene analogs of delta9-tetrahydrocannabinol as tumor growth
Life Sci. 21, 1245-1248 (1977)

Pummangura S, 1977
Cactus alkaloids XXXIII: beta-phenethylamines from the Guatemalan
cactus Pilosocereus maxonii.
J Pharm Sci 66, 1485-1487 (1977)

Nichols DE, 1977
Directional lipophilic character in a series of psychotomimetic
phenethylamine derivatives.
Life Sci. 21, 569-575 (1977)

Nichols DE, 1977
A new view of the structural relationship between LSD and mescaline.
Brain Res. Bull. 2, 169-171 (1977)

Nichols DE, 1977
Lipophilicity and serotonin agonist activity in a series of
4-substituted mescaline analogues.
J. Med. Chem. 20, 299-301 (1977)

Nichols DE, 1976
Sulfur analogs of psychotomimetic amines.
J Pharm Sci 65, 1554-1556 (1976)

Nichols DE, 1976
Structural correlation between apomorphine and LSD: involvement of
dopamine as well as serotonin in the actions of hallucinogens.
J. Theor. Biol. 59, 167-177 (1976)

Ilhan M, 1975
Apomorphine-like effect of an aminotetralin on the linguomandibular
reflex of the cat.
Eur. J. Pharmacol. 33, 61-64 (1975)

Nichols DE, 1975
Comparison of cardiovascular, hyperthermic, and toxic effects of
para-methoxyamphetamine (PMA) and 3, 4-methylenedioxyamphetamine (MDA).

Arch Int Pharmacodyn Ther 214, 133-140 (1975)

Barfknecht CF, 1975
Correlation of psychotomimetic activity of phenethylamines and
amphetamines with 1-octanol-water partition coefficients.
J. Med. Chem. 18, 208-210 (1975)

Cheng HC, 1974
Effects of para-methoxyamphetamine (PMA) on the cardiovascular system
of the dog.
Arch Int Pharmacodyn Ther 212, 83-88 (1974)

Cheng HC, 1974
Effects of rigid amphetamine analogs on vascular strips: studies of
2-aminotetrahydronaphthalene and 2-aminoindan derivatives.
Arch Int Pharmacodyn Ther 208, 264-273 (1974)

Nichols DE, 1974
Potential psychotomimetics. 2. Rigid analogs of
2,5-dimethoxy-4-methylphenylisopropylamine (DOM, STP).
J. Med. Chem. 17, 161-166 (1974)

Cheng HC, 1974
Effects of psychotomimetics on vascular strips: studies of methoxylated
amphetamines and optical isomers of 2,5-dimethoxy-4-methylamphetamine
and 2,5-dimethoxy-4-bromoamphetamine.
J. Pharmacol. Exp. Ther. 188, 114-123 (1974)

Dyer DC, 1973
Comparative effects of stereoisomers of psychotomimetic
Life Sci. 13, 885-896 (1973)

Cheng HC, 1973
Cardiovascular effects of 2, 5-dimethoxy-4-methylamphetamine (DOM,
J. Pharmacol. Exp. Ther. 186, 345-354 (1973)

Barfknecht CF, 1973
Potential psychotomimetics. 2-Amino-1,2,3,4-tetrahydronaphthalene
J. Med. Chem. 16, 804-808 (1973)

Nichols DE, 1973
Asymmetric synthesis of psychotomimetic phenylisopropylamines.
J. Med. Chem. 16, 480-483 (1973)

Engelbrecht JA, 1972
Pharmacologic evaluation of 3,4-dimethoxyphenylpropenes and
Arch Int Pharmacodyn Ther 199, 226-244 (1972)

Barfknecht CF, 1972
Effects of S-(+)- and R-(-)-3,4,dimethoxyphenylisopropylamines in the
J. Med. Chem. 15, 109-110 (1972)

Barfknecht CF, 1971
Chemistry and pharmacological evaluation of 1-phenyl-2-propanols and
J Pharm Sci 60, 799-801 (1971)

Barfknecht CF, 1971
Potential psychotomimetics. Bromomethoxyamphetamines.
J. Med. Chem. 14, 370-372 (1971)

Antun F, 1971
Native fluorescence and hallucinogenic potency of some amphetamines.
Experientia 27, 62-63 (1971)



Book Chapters and Monographs:


D.E. Nichols, "Medicinal Chemistry and Structure-Activity Relationships,"

Chapter 2 in Amphetamine and Its Analogs: Neuropsychopharmacology,

Toxicology and Abuse, A.K. Cho and D.S. Segal, Eds., Academic Press, New

York, 1994, pp 3-41.


D.E. Nichols, R. Oberlender and D.J. McKenna, "Stereochemical Aspects of

Hallucinogenesis," in Biochemistry and Physiology of Substance Abuse, Vol.

III, R.R. Watson, Ed., CRC Press, Boca Raton, 1991, pp.1-39.


D.E. Nichols and R. Oberlender, "Structure-Activity Relationships of MDMA

and Related Compounds: A New Class of Psychoactive Agents?", in ECSTASY: The

Clinical, Pharmacological and Neurotoxicological Effects of the Drug MDMA,

S.J. Peroutka, Ed., Kluwer Academic Publishers, Boston, 1990.


D.E. Nichols, "Hallucinogens", in CRC Handbook of CNS Agents and Local

Anesthetics, M. Verdame, Ed., CRC Press, 1986, pp.303-325.


D.E. Nichols and R.A. Glennon, "Medicinal Chemistry and Structure-Activity

Relationships of Hallucinogens", in Hallucinogens: Neurochemical, Behavioral

and Clinical Perspectives, B.L. Jacobs, Ed., Raven Press, 1984, pp.95-142.


D.E. Nichols and R. Oberlender, "Behavioral Techniques in Neuroreceptor

Research", in Neuroreceptors in Health and Disease, edited by J. Marwaha and

W.J. Anderson, Karger AG, Basel, 1984, pp. 108-119.


Published Symposium Proceedings:


D.E. Nichols, W.R. Pfister, H.J.R. Weintraub and G.K.W. Yim, "The Use of

Rigid Analogues to Probe Hallucinogen Receptors", NIDA Research Monograph

Series, 22, 70-83 (1978).


G. Anderson, G. Braun, U. Braun, D.E. Nichols and A.T. Shulgin, "Absolute

Configuration and Psychotomimetic Activity", NIDA Research Monograph Series,

22, 8-15 (1978).


U. Braun, G. Braun, P. Jacob, D.E. Nichols and A.T. Shulgin, "Mescaline

Analogs: Substitutions at the 4-Position", NIDA Research Monograph Series,

22, 27-32 (1978).


A.T. Shulgin and D.E. Nichols, "Characterization of Three New

Psychotomimetics", in The Psychopharmacology of Hallucinogens, ed. R.C.

Stillman and R.E. Willette, Pergamon Press, 1978, pp. 74-83.


D.E. Nichols, "Use of Chemical Approaches to Probe the Serotonin Receptor

Topography", VIIIth International Symposium on Medicinal Chemistry, Volume

2, Swedish Pharmaceutical Press, Stockholm, pp 103-115, 1985.



D.E. Nichols, "Substituted Amphetamine Controlled Substance Analogs," in

Cocaine, Marijuana, Designer Drugs: Chemistry, Pharmacology, and Behavior,

CRC Press, Boca Raton, FL, 1989, pp.175-185. Proceedings of the Eleventh

Annual Clinical Pharmacy Symposium, Florida A&M University, College of

Pharmacy and Pharmaceutical Sciences, March 1986.


D.E. Nichols and R. Oberlender, "Structure-Activity Relationships of

MDMA-like Substances," NIDA Research Monograph Series, 94, 1-29, 1989.


D.E. Nichols and R. Oberlender, "Structure-Activity Relationships of MDMA

and Related Compounds: A New Class of Psychoactive Drugs?," Ann. N.Y. Acad.

Sci., Vol. 600, The Neuropharmacology of Serotonin, pp.613-625, 1990.




R.C. Pfaff, X. Huang, D. Marona-Lewicka, R. Oberlender, and D.E. Nichols,

"Lysergamides Revisited," NIDA Research Monograph Series, 146, 52-73,




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Last updated on March 4, 1997.