1504. Buspirone

Nomenclature

CAS number: 36505-84-7
8-[4-[4-(2-Pyrimidinyl)-1-piperazinyl]butyl]-8-azaspiro[4.5]decane-7,9-dione.
C21H31N5O2; mol wt 385.50.
C 65.43%, H 8.11%, N 18.17%, O 8.30%.

Description and references

Non-benzodiazepine anxiolytic; 5-hydroxytryptamine (5-HT1) receptor agonist. Prepn: Y. H. Wu et al., J. Med. Chem. 15, 477 (1972); Y. H. Wu, J. W. Rayburn, DE 2057845 (1971 to Bristol-Myers); eidem, US 3717634 (1973 to Mead-Johnson). Pharmacology: L. E. Allen et al., Arzneim.-Forsch. 24, 917 (1974). Comparison with diazepam in treatment of anxiety: H. L. Goldberg, R. J. Finnerty, Am. J. Psychiatry 136, 1184 (1979). Disposition and metabolism: S. Caccia et al., Xenobiotica 13, 147 (1983). Series of articles on chemistry, pharmacology, addictive potential, and clinical trials: J. Clin. Psychiatry 43, pp 1-116 (1982); on pharmacology, safety and clinical comparison with clorazepate: Am. J. Med. 80, Suppl. 3B, 1-51 (1986). Review of pharmacology and therapeutic efficacy: K. L. Goa, A. Ward, Drugs 32, 114-129 (1986); M. W. Jann, Pharmacotherapy 8, 100-116 (1988); of discovery and clinical development: J. S. New, Med. Res. Rev. 10, 283-326 (1990); of pharmacokinetics and pharmacodynamics: I. Mahmood, C. Sahajwalla, Clin. Pharmacokinet. 36, 277-287 (1999).

Chemical structure

Derivative

Hydrochloride.

Nomenclature

CAS number: 33386-08-2
Ansial (Searle); Anxut (Eisai); Bespar (BMS); Buspar (BMS).
C21H31N5O2.HCl; mol wt 421.96.
C 59.77%, H 7.64%, N 16.60%, O 7.58%, Cl 8.40%.

Properties

Crystals from abs ethanol, mp 201.5-202.5°. Highly sol in water. pKa1: 4.12. pKa2: 7.32. LD50 i.p. in rats: 136 mg/kg (Allen).

Therapeutic Category

Anxiolytic.

Therapeutic Category (Veterinary)

In treatment of behavioral disorders in dogs and cats.

Keywords

Anxiolytic; Arylpiperazines; Serotonin Receptor Agonist