3432. Doxapram

Nomenclature

CAS number: 309-29-5
1-Ethyl-4-[2-(4-morpholinyl)ethyl]-3,3-diphenyl-2-pyrrolidinone.
C24H30N2O2; mol wt 378.51.
C 76.16%, H 7.99%, N 7.40%, O 8.45%.

Description and references

Respiratory stimulant; acts on both peripheral carotid chemoreceptors and central brainstem respiratory sites. Prepn: C. D. Lunsford, A. D. Cale, BE 613734; eidem, US 3192206 (1962, 1965 both to A. H. Robins); C. D. Lunsford et al., J. Med. Chem. 7, 302 (1964). GC/MS determn in biological fluids: H. Nichol et al., J. Chromatogr. 182, 191 (1980). Pharmacokinetics in neonatal apnea: M. A. Beaudry et al., Dev. Pharmacol. Ther. 11, 65 (1988). Laboratory use in the induction of panic attacks: J. L. Abelson et al., Psychoneuroendocrinology 21, 375 (1996). Clinical evaluation in bradycardia, hypoxemia and apnea of prematurity: C. F. Poets et al., Biol. Neonate 76, 207 (1999). Review of clinical use and mechanism of action: C. S. Yost, CNS Drug Rev. 12, 236-249 (2006).

Chemical structure

Derivative

Hydrochloride monohydrate.

Nomenclature

CAS number: 7081-53-0
AHR-619; Dopram (Baxter); Respiram (Modern Vet. Ther.).
C24H30N2O2.HCl.H2O; mol wt 432.98.
C 66.58%, H 7.68%, N 6.47%, O 11.09%, Cl 8.19%.

Properties

Crystals from isopropyl ether, mp 217-219°. Bitter taste. Sol in water; sparingly sol in alc, slightly sol in chloroform. LD50 orally in rats: 261 mg/kg. See E. I. Goldenthal, Toxicol. Appl. Pharmacol. 18, 185 (1971)

Use

In laboratory models to induce panic attack.

Therapeutic Category

Respiratory stimulant.

Therapeutic Category (Veterinary)

Respiratory stimulant.

Keywords

Respiratory Stimulant