Miscellaneous loosely analogous stimulants List of cocaine analogues

1 miscellaneous loosely analogous stimulants

1.1 benzoates (structures both stimulant & local anesthetic effects)
1.2 organochlorides

1.2.1 quinolizidines


1.3 2,3-benzodiazepines
1.4 phenethylamines
1.5 adamantanes
1.6 pyridines
1.7 naphthyridines
1.8 quinazolinamines (allosteric functional dat reuptake inhibitors)
1.9 piperazines (aryl-1,4-dialkyl piperazines)
1.10 dihydroimidazoles

miscellaneous loosely analogous stimulants




benzoates (structures both stimulant & local anesthetic effects)

dimethocaine/larocaine (dmc) (an aniline)
nitracaine

see of robert clarke s contributions

organochlorides

org 6582

a potent , long-lasting monoamine re-uptake inhibitor used in drug research.



diclofensine
lr-5182

quinolizidines

quinolizidine analogues of piperidine methylphenidate structure

2,3-benzodiazepines

gyki-52895

phenethylamines

methylenedioxypyrovalerone: prolintane: α-pyrrolidinopropiophenone:

many phenethylamines dopamine releasers, however, drugs of family inhibit dopamine reuptake & transport may loosely classed cocaine analogs. dependent upon specific configurations. has been shown cocaine, methylenedioxypyrovalerone (mdpv) has been shown neuroprotective against neural damage caused amphetamine type drugs (i.e. releasers)

adamantanes

a-77636

bromantane

pyridines

altinicline

nicotinic agonist stimulates release of dopamine.

naphthyridines

desmethoxyyangonin (5,6-dehydrokawain), reversible mao-b inhibitor believed contribute mediating dopamine release in nucleus accumbens.



amfonelic acid

being carboxylic acid, amfonelic acid potentially used carboxylate protonation free base of compound; conceivably creating cocaine amfonelate or cocaine afa opposed cocaine hcl, cocaine citrate or cocaine hbr et cetera wherein such case s conjugate used form salt additionally dopaminergic.

quinazolinamines (allosteric functional dat reuptake inhibitors)

sori-20041
sori-9804

cf. benztropine phenyltropanes:

sori-20041 functional, not structural, cocaine analog violates traditional structure analog categorization in case has entirely other binding site. analog cocaine in sense functions partial dari on dat, although doing when said dat compromised amphetamine-type mediated release of da. unaugmented cocaine cannot do. nevertheless performs role of analogous adjunct cocaine s function phosphorylated dat. worth noting structure, displays degree of shared conformation benztropine phenyltropanes.

piperazines (aryl-1,4-dialkyl piperazines)

methylphenidate rendered in 3d (in blue) overlaid 1-(2-phenylethyl) piperazine skeleton (turquoise) showing basic 3- point pharmacophore shared between them , other dopamine reuptake inhibitors such 3c-pep (that 3-chlorophenyl more 1-(2-phenylethyl) piperazine).

gbr-13098: 281 (decanoate 5):

gbr-13098
dbl-583

gbr compounds derived benztropines replacing tropane nucleus piperazine ring (and therefore constitute being congeners cocaine). name gbr derived maker gist-brocades (now dsm), netherlands.

cf. gbrs non-diphenyl , still quite highly specific dopaminergic (selective) stimulant 3c-pep; shown 10,000× more potent cocaine dat reuptake inhibitor. there other related stimulants structurally.

gbr compounds broadly classed being, , referred term, rimcazole analogs - example compounds: jjc 1-059, jjc 2-010, , jjc 2-006.

ic50 inhibiting [h]methylphenidate
ki (nm) inhibiting [h]gbr 12935
ki (nm) inhibiting [h]paroxetine @ 5-htt
ki (nm) inhibiting [h]nisoxetine @ net
selectivity between 5-htt/dat
selectivity between net/dat




dihydroimidazoles

possible substitutions of mazindol molecular structure.

see: list of mazindol analogues

mazindol considered non-habituating (in humans, , other mammals, habituating e.g. beagles) tetracyclic dopamine reuptake inhibitor (of spurious classification in former).

it loosely functional analog used in cocaine research; due in large part n-ethylmaleimide being able inhibit approximately 95% of specific binding of [h]mazindol residues of mat binding site(s), said effect of 10 mm n-ethylmaleimide prevented in entirety 10 μm cocaine. whereas neither 300 μm dopamine or d-amphetamine afforded sufficient protection contrast efficacy of cocaine.



the above steps in synthesis show similitude of precursors mat reuptake inhibitor pipradrol & related compounds.

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