7888. Prothipendyl

Nomenclature

CAS number: 303-69-5
N,N-Dimethyl-10H-pyrido[3,2-b][1,4]benzothiazine-10-propanamine; 10-(3-dimethylaminopropyl)-10H-pyrido[3,2-b][1,4]benzothiazine; 10-(γ-dimethylaminopropyl)-1-azaphenothiazine; N-(3-dimethylaminopropyl)thiophenylpyridylamine; 2,3-pyridino-(5′,6′)-5,6-benzo-4-(3″-dimethylaminopropyl)-1,4-thiazine.
C16H19N3S; mol wt 285.41.
C 67.33%, H 6.71%, N 14.72%, S 11.23%.

Description and references

Prepn: Yale, Bernstein, US 2943086 (1960 to Olin Mathieson); von Schlichtegroll, Proc. 1st Int. Congr. Neuro-Pharmacol. 1958, 408 (1959), C.A. 54, 13400g (1960); FR 1173134 (1959 to Rh^one-Poulenc).

Chemical structure

Properties

Liquid, bp0.7 217-219°; bp0.5 195-198°.

Derivative

Hydrochloride.

Nomenclature

CAS number: 1225-65-6
D-206; Dominal (AWD); Tolnate (SK & F).
C16H19N3S.HCl; mol wt 321.87.
C 59.70%, H 6.26%, N 13.05%, S 9.96%, Cl 11.01%.

Properties

mp 177-178° with sintering ≈176°. Monohydrate as crystals, mp 108-112°. Freely sol in water, methanol. Practically insol in ether, petr ether.

Derivative

Dihydrochloride.
C16H19N3S.2HCl; mol wt 358.33.
C 53.63%, H 5.91%, N 11.73%, S 8.95%, Cl 19.79%.

Properties

Crystals from acetoni-trile, mp 205-207°.

Therapeutic Category

Antipsychotic.

Keywords

Antipsychotic; Other Tricyclics