AL-1095, is a centrally acting
stimulant
Stimulants (also known as central nervous system stimulants, or psychostimulants, or colloquially as uppers) are a class of drugs that increase alertness. They are used for various purposes, such as enhancing attention, motivation, cognition, ...
drug with comparable effects to
amphetamine
Amphetamine (contracted from Alpha and beta carbon, alpha-methylphenethylamine, methylphenethylamine) is a central nervous system (CNS) stimulant that is used in the treatment of attention deficit hyperactivity disorder (ADHD), narcolepsy, an ...
,
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 among the simplest aromatic aldehydes and one of the most industrially useful.
It is a colorless liquid with a characteristic almond-li ...
(2) gives 2-benzylidene-3-oxoquinuclidine
4123-89-5(3). The conjugate addition of the Grignard reagent formed from 4-
bromochlorobenzene Bromochlorobenzenes are mixed aryl halides (aryl chloride and aryl bromide) consisting bromine and chlorine as substituents on a benzene ring.
All three have been synthesized by various routes:
* 1-Bromo-2-chlorobenzene: from 2-chloroaniline, vi ...
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 or Ɛ̃fini MPV, a minivan model
Maritime
* Multi-purpose vessel, a shi ...
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
*
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
References
Stimulants
2-Benzylpiperidines
Quinuclidines
4-Chlorophenyl compounds
Secondary alcohols
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