3385. Dixyrazine

Nomenclature

CAS number: 2470-73-7
2-[2-[4-[2-Methyl-3-(10H-phenothiazin-10-yl)propyl]-1-piperazinyl]ethoxy]ethanol; 10-[2-methyl-3-(4-hydroxyethoxyethyl-1-piperazinyl)propyl]phenothiazine; 1-[2-(2-hydroxyethoxy)ethyl]-4-[2-methyl-3-(10-phenothiazinyl)propyl]piperazine; UCB-3412; Esucos (UCB); Roscal (Reumert).
C24H33N3O2S; mol wt 427.60.
C 67.41%, H 7.78%, N 9.83%, O 7.48%, S 7.50%.

Description and references

Prepn: H. Morren, GB 861420 (1961). Partition properties: B.-A. Persson, Acta Pharm. Suec. 5, 335 (1968). GC-MS determn in blood: G. Brante et al., Eur. J. Clin. Pharmacol. 20, 307 (1981). Clinical pharmacokinetics: H. Liedholm et al., Drug-Nutr. Interact. 3, 87 (1985). Clinical trial in postoperative nausea and vomiting: E. Kokinsky et al., Acta Anaesthesiol. Scand. 43, 191 (1999); A. Johansson et al., ibid. 44, 1093 (2000); as topical anesthetic for cataract surgery: E. Monestam et al., J. Cataract Refract. Surg. 27, 445 (2001). Review of clinical chemistry and early clinical studies: T. Fokstuen, Int. J. Neuropsychiat. 340, 294-299 (1965).

Chemical structure

Properties

pKa1: 7.8; pKa2: 3.65.

Derivative

Dihydrochloride.

Nomenclature

CAS number: 60539-20-0
C24H33N3O2S.2HCl; mol wt 500.52.
C 57.59%, H 7.05%, N 8.40%, O 6.39%, S 6.41%, Cl 14.17%.

Properties

Crystals from isopropanol, mp 192°.

Therapeutic Category

Antipsychotic; antiemetic; anesthetic (local).

Keywords

Antipsychotic; Phenothiazines; Antiemetic; Anesthetic (Local)