Piroheptine
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Piroheptine (brand name Trimol) is an anticholinergic and antihistamine used as an antiparkinsonian agent.
Piroheptine was observed to prevent the reuptake of dopamine and is therefore a DRI.[1][2]
Piroheptine comes from a family of drugs that includes pridefine and etifelmine.
Synthesis
A mixture of 2.6g of 5-(3-bromopropylidene)-10,11-dihydro-5H-dibenzo[a,d]cycloheptene, PC1712685 (1), 0.34g MeCN, 5.2g PhCl and 2.1g stannic chloride (SnCl4) was heated in a closed vessel for 4 hr. After work-up there was obtained 1.1g of 2-methyl-3-(10,11-dihydro-5H-dibenzo[a,d] cycloheptene-5-ylidene)-1-pyrroline [16378-14-6] (2). Quaternization of the product with ethyl iodide affords the alkyl immonium ion, PC29938260 (3). Reduction of the Schiff base with sodium borohydride then affords the product, piroheptine (4).[3][4]
References
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- ↑ Yoshio Deguchi, Naomichi Kato, Hiroshi Nojima, U.S. patent 3454595 (1969 to Fujisawa Pharmaceutical Co).
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