Thiazinamium metilsulfate

Thiazinamium metilsulfate

Thiazinamium
Clinical data
ATC code R06AD06 (WHO)
Identifiers
CAS Number 2338-21-8 YesY
PubChem (CID) 6016
UNII IA16WBX317 N
ECHA InfoCard 100.017.320
Chemical and physical data
Formula C18H23N2S+
Molar mass 299.45 g/mol
3D model (Jmol) Interactive image
 NYesY (what is this?)  (verify)

Thiazinamium metilsulfate (INN) or thiazinam is an antihistamine. The USAN is thiazinamium chloride (with a different counterion).

Synthesis

Since many of the uses of antihistamines involve conditions such as rashes, which should be treatable by local application, there is some rationale for developing drugs for topical use. The known side effects of antihistamines could in principle be avoided if the drug were functionalized to avoid systemic absorption. The known poor absorption of quat salts make such derivatives attractive for nonabsorbable antihistamines for topical use.

Thiazinamium chloride synthesis[1]

Thus, reaction of the well-known antihistaminic drug promethazine with methylchloride leads to thiazinamium chloride.

See also

References

  1. Lewis, A.J.; Dervinis, A.; Carlson, R.P.; Rosenthale, E.; Daniel, W.C. (1982). "Thiazinamium chloride: A bronchodilator with antiallergic activity in animals". Journal of Allergy and Clinical Immunology. 69: 155. doi:10.1016/S0091-6749(62)80531-4.


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