AL-1095, is a centrally acting
stimulant
Stimulants (also often referred to as psychostimulants or colloquially as uppers) is an overarching term that covers many drugs including those that increase activity of the central nervous system and the body, drugs that are pleasurable and inv ...
drug with comparable effects to
amphetamine
Amphetamine (contracted from alpha- methylphenethylamine) is a strong central nervous system (CNS) stimulant that is used in the treatment of attention deficit hyperactivity disorder (ADHD), narcolepsy, and obesity. It is also commonly used ...
,
developed by Bristol in the 1970s.
Synthesis
The first-step is a mixed-aldol condensation between 3-quinuclidinone
731-38-2(1) and
benzaldehyde
Benzaldehyde (C6H5CHO) is an organic compound consisting of a benzene ring with a formyl substituent. It is the simplest aromatic aldehyde and one of the most industrially useful.
It is a colorless liquid with a characteristic almond-like odor. ...
(2) gives 2-benzylidene-3-oxoquinuclidine
4123-89-5(3). The conjugate addition of the Grignard reagent formed from 4-
bromochlorobenzene Bromochlorobenzene is any of three different positional isomers consisting of a bromine atom and a chlorine atom as substituents on a benzene ring.
All three have been synthesized by various routes:
* 1-Bromo-2-chlorobenzene: from 2-chloroanilin ...
06-39-8(4) to the enone gives the benzhydryl (5).
MPV reduction MPV or mpv may refer to:
Vehicles Road
* Multi-purpose vehicle, a car class ("minivan" in North America)
** Compact MPV, a medium-sized MPV
** Mini MPV, a small MPV
*Mazda MPV, a minivan model
Maritime
* Multi-purpose vessel, a ship built to carry ...
of the carbonyl gives the syn stereoisomers, whereas borohydride gave trans. Both diastereoisomers are active but in only one of the enantiomers.
See also
*
Butyltolylquinuclidine
2-Butyl-3-(p-tolyl)quinuclidine (BTQ) is a stimulant DRI. It is one of a number of substituted quinuclidine derivatives developed as potential medications for the treatment of cocaine abuse, and produces similar effects to cocaine in animal st ...
*
Desoxypipradrol
Desoxypipradrol, also known as 2-diphenylmethylpiperidine (2-DPMP), is a drug developed by Ciba in the 1950s which acts as a norepinephrine-dopamine reuptake inhibitor (NDRI).
Chemistry
Desoxypipradrol is closely related on a structural lev ...
*
SCH-5472
SCH-5472. is a stimulant drug developed by Schering-Plough in the 1950s. Synthesis
Potassium amide was made from the reaction of potassium metal with liquid ammonia. The coupling between the carbanion created from diphenylmethane 01-81-5(1) a ...
References
Stimulants
2-Benzylpiperidines
Quinuclidines
Chloroarenes
Secondary alcohols
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