propylhexedrine
- CAS No.
- 3595-11-7
- Chemical Name:
- propylhexedrine
- Synonyms
- Propilesedrina;propylhexedrine;Propilhexedrina;Einecs 222-741-0;Propylhexedrine, DL-;Propilesedrina [dcit];propylhexedrine USP/EP/BP;Propilhexedrina [inn-spanish]
- CBNumber:
- CB5914315
- Molecular Formula:
- C10H21N
- Molecular Weight:
- 155.28044
- MDL Number:
- MOL File:
- 3595-11-7.mol
| Boiling point | bp760 205°; bp20 92-93° |
|---|---|
| Density | d425 0.8501 |
| refractive index | nD20 1.4600 |
| pka | pKa 10.52(H2O,t =25±0.2,I≤0.001) (Uncertain) |
| FDA 21 CFR | 341.20 |
| FDA UNII | LQU92IU8LL |
propylhexedrine Chemical Properties,Uses,Production
Uses
Adrenergic (vasoconstrictor).
Definition
ChEBI: Propylhexedrine is a secondary amino compound.
brand name
Dristan Inhaler (Whitehall-Robins);Benzedrex;Chp-depot;Cyclexedrine;Eggobesin;Eventin.
World Health Organization (WHO)
Propylhexedrine, a sympathomimetic amine, has been widely available since 1949 in over-the-counter inhalants for nasal decongestion and in oral anorexic preparations. As dependence can occur and because abuse has been reported, propylhexedrine was subjected in 1986 to control under Schedule IV of the 1971 Convention on Psychotropic Substances. (Reference: (WHTAC2) 2nd Report of the WHO Expert Committee on Drug Dependence (IV), 729, , 1985)
Synthesis Reference(s)
Journal of the American Chemical Society, 80, p. 5270, 1958 DOI: 10.1021/ja01552a063
General Description
Propylhexedrine is another analog ofamphetamine in which the aromatic ring has been replacedwith a cyclohexane ring. This drug produces vasoconstrictionand a decongestant effect on the nasal membranes, butit has only about one half the pressor effect of amphetamineand produces decidedly fewer effects on the CNS. Its majoruse is for a local vasoconstrictive effect on nasal mucosa inthe symptomatic relief of nasal congestion caused by thecommon cold, allergic rhinitis, or sinusitis.
Synthesis
Propylhexedrine is prepared by catalytic hydrogenation
of (±)- or (-)-ephedrine in a strong
mineral acid .