3595-11-7 Usage
Description
Propylhexedrine is an analog of amphetamine with a cyclohexane ring replacing the aromatic ring. It is known for its vasoconstrictive properties and decongestant effects on nasal membranes. Propylhexedrine has a weaker pressor effect compared to amphetamine and has fewer effects on the central nervous system (CNS).
Uses
Used in Pharmaceutical Industry:
Propylhexedrine is used as an adrenergic vasoconstrictor for the symptomatic relief of nasal congestion caused by common cold, allergic rhinitis, or sinusitis. It provides a local vasoconstrictive effect on nasal mucosa, reducing swelling and congestion.
Used in Over-the-counter Medications:
Propylhexedrine is used as an active ingredient in various over-the-counter nasal decongestant products, such as Dristan Inhaler (Whitehall-Robins), Benzedrex, Chp-depot, Cyclexedrine, Eggobesin, and Eventin. These products help alleviate nasal congestion and provide relief from respiratory discomfort.
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
Check Digit Verification of cas no
The CAS Registry Mumber 3595-11-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,5,9 and 5 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 3595-11:
(6*3)+(5*5)+(4*9)+(3*5)+(2*1)+(1*1)=97
97 % 10 = 7
So 3595-11-7 is a valid CAS Registry Number.
InChI:InChI=1/C10H21N/c1-9(11-2)8-10-6-4-3-5-7-10/h9-11H,3-8H2,1-2H3
3595-11-7Relevant articles and documents
An efficient, scalable process for benzphetamine hydrochloride
Pramanik, Chinmoy,Bapat, Kiran,Chaudhari, Ashok,Kulkarni, Mukund G.,Kolla, Rangarao,Sompalli, Srinivasarao,Tripathy, Narendra K.,Gurjar, Mukund K.
, p. 495 - 500 (2014/05/06)
Commercial manufacturing of benzphetamine hydrochloride along with its impurity profiling is disclosed. Deoxygenation of pseudoephedrine is reported with ～100% retention by shielding the amine group as its tert-butyl carbamate, which is very straightforward to eliminate at the end. Four unknown process-related impurities are isolated from the samples of final API and characterized on the basis of their NMR and mass spectral analysis. Structures of the isolated impurities are confirmed by independent syntheses and coinjecting with the isolated one.
Synthesis and structure-activity relationships of trisubstituted phenyl urea derivatives as neuropeptide Y5 receptor antagonists
Fotsch,Sonnenberg,Chen,Hale,Karbon,Norman
, p. 2344 - 2356 (2007/10/03)
1-((1R,2R)-2-Hydroxy-1-methyl-2-phenylethyl)-1-methyl-3-(4-phenoxyphenyl)urea (1) was identified as a hit from the screening of the neuropeptide Y5 (NPY5) receptor. This lead was optimized for in vitro potency by changing the stereochemistry, the phenylethyl segment, the urea portion, and the 4-phenoxyphenyl group on the molecule. Over 40 analogues of 1 were prepared to study the structure-activity relationship for this series. The most potent compounds in this class have IC50S less than 0.1 nM at the NPY5 receptor (e.g., 40f, 44a, and 47). To determine the functional activity for this series of compounds, selected analogues were tested in a cellular assay measuring forskolin-induced cyclic AMP accumulation in 293 cells transfected with the human NPY5 receptor. All urea analogues tested in the functional assay acted as antagonists (e.g., 1, 32, 40a, and 44e).
On the stability of (phenylethylamino)pyrazolones
Rucker,Mrongovius,Neugebauer
, p. 839 - 846 (2007/10/02)
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