Profenamine (
INN
Inns are generally establishments or buildings where travelers can seek lodging, and usually, food and drink. Inns are typically located in the country or along a highway; before the advent of motorized transportation they also provided accommo ...
; also known as ethopropazine (
BAN); trade names Parsidol, Parsidan, Parkin) is a
phenothiazine
Phenothiazine, abbreviated PTZ, is an organic compound that has the formula S(C6H4)2NH and is related to the thiazine-class of heterocyclic compounds. Derivatives of phenothiazine are highly bioactive and have widespread use and rich history. T ...
derivative
In mathematics, the derivative of a function of a real variable measures the sensitivity to change of the function value (output value) with respect to a change in its argument (input value). Derivatives are a fundamental tool of calculus. F ...
used as an
antiparkinsonian
In the management of Parkinson's disease, due to the chronic nature of Parkinson's disease (PD), a broad-based program is needed that includes patient and family education, support-group services, general wellness maintenance, exercise, and nutri ...
agent that has
anticholinergic
Anticholinergics (anticholinergic agents) are substances that block the action of the neurotransmitter called acetylcholine (ACh) at synapses in the central and peripheral nervous system.
These agents inhibit the parasympathetic nervous system ...
,
antihistamine
Antihistamines are drugs which treat allergic rhinitis, common cold, influenza, and other allergies. Typically, people take antihistamines as an inexpensive, generic (not patented) drug that can be bought without a prescription and provides re ...
, and
antiadrenergic
An adrenergic antagonist is a drug that inhibits the function of adrenergic receptors. There are five adrenergic receptors, which are divided into two groups. The first group of receptors are the beta (β) adrenergic receptors. There are β1, β2 ...
actions. It is also used in the alleviation of the
extrapyramidal syndrome
In anatomy, the extrapyramidal system is a part of the motor system network causing involuntary actions. The system is called ''extrapyramidal'' to distinguish it from the tracts of the motor cortex that reach their targets by traveling through t ...
induced by drugs such as other phenothiazine compounds, but, like other compounds with antimuscarinic properties, is of no value against
tardive dyskinesia
Tardive dyskinesia (TD) is a disorder that results in involuntary repetitive body movements, which may include grimacing, sticking out the tongue or smacking the lips. Additionally, there may be rapid jerking movements or slow writhing movemen ...
.
Synthesis
For promoting bone growth:
[Debra Ellies, William Rosenberg, (2010 to Osteogenex Inc.).]
![Profenamine synthesis](https://upload.wikimedia.org/wikipedia/commons/2/20/Profenamine_synthesis.svg)
The alkylation between phenothiazine
2-84-2(1) and 1-Diethylamino-2-chloropropane
61-21-7(2) in the presence of Sodium amide gives ethopropazine (3).
*The
aziridinium salt helps to rationalize why a rearrangement product is observed (ala methadone). This was also observewd for
Aceprometazine.
References
Alpha-1 blockers
Antihistamines
H1 receptor antagonists
Muscarinic antagonists
Phenothiazines
Diethylamino compounds
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