Some pharmacologic properties of benzphetamine hydrochloride

Veldkamp, W.; Tazelaar, A.P.; Freyburger, Walter A.; Keasling, Hugh H.

doi:10.1016/0041-008x(64)90017-1

Cited by 11 publications

(7 citation statements)

References 2 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Unless specified otherwise, all reagents and solvents were used as supplied by manufacturers. 1 H NMR spectra and 13 C NMR spectra were recorded on a Varian 400 MR spectrometer in CDCl 3 and DMSO-d 6 , and mass spectra Isolation and Characterization of the Compounds 7, 8, 9 and 10. The compounds 7, 8, 9 and 10 were isolated by preparative HPLC of the crude mass obtained upon concentration of mother liquor of benzphetamine hydrochloride.…”

Section: ■ Results Discussionmentioning

confidence: 99%

“…The reaction mixture was then concentrated under reduced pressure to yield 11 (4.0 g, 94%) as hydrochloride salt. 1 H NMR (CDCl 3 , 400 MHz, δ ppm): 3.0 (m, 1H), 2.5 (m, 1H), 2.4 (s, 3H), 1.8 (m, 2H), 1.6 (m, 3H), 1.5−1.1 (m, 6H), 1.0 (d, 2H, J = 6.3 Hz). 13 Preparation of (1S, 2S)-2-(Benzyl(methyl)amino)-1-cyclohexyl-propane-1-ol (9).…”

Section: ■ Results Discussionmentioning

confidence: 99%

“…The reaction mass was concentrated under reduced pressure to obtain 9 (5.2 g, 86%) as white solid. 1 H NMR (CDCl 3 , 400 MHz, δ ppm): 7.31−7.25 (m, 5H), 3.68 and 3.39 (ABq, J = 13 Hz, 2H), 3.26 (m, 1H), 2.72 (m, 1H), 2.13 (s, 3H), 1.8−1.15 (m, 11H), 0.93 (d, 3H, J = 6.6 Hz), 13 Preparation of (S)-1-Cyclohexyl-2-(methylamino)propan-1-one (12). To a solution of 11 (1.5 g, 8.8 mmol) in dichloromethane (15 mL) was added Dess−Martin periodinane (3.9 g, 9.2 mmol) at 5−10 °C.…”

Section: ■ Results Discussionmentioning

confidence: 99%

“…The reaction mixture was then concentrated under reduced pressure to yield 12 (1.0 g, 65%). 1 H NMR (CDCl 3 , 400 MHz, δ ppm): 9.67 (br s, 2H), 4.17 (q, 1H, J = 7. Preparation of (S)-2-(Benzyl(methyl)amino)-1-cyclohexylpropan-1-one (10).…”

Section: ■ Results Discussionmentioning

confidence: 99%

“…Benzphetamine (1, chemically known as (2S)-N-benzyl-Nmethyl-1-phenylpropan-2-amine, figure 1) is an anorectic drug marketed under the brand name 'Didrex' in the United States (USA) by Pharmacia. 1 It is used as sympathomimetic appetite suppressants to manage exogenous obesity by stimulating the release of norepinephrine and/or dopamine from storage sites in nerve terminals of the lateral hypothalamic feeding center, thereby producing a decrease in appetite.…”

Section: ■ Introductionmentioning

confidence: 99%

See 4 more Smart Citations

An Efficient, Scalable Process for Benzphetamine Hydrochloride

Pramanik

Bapat

Chaudhari

et al. 2014

Org. Process Res. Dev.

View full text Add to dashboard Cite

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.

show abstract

Section: ■ Results Discussionmentioning

confidence: 99%

Section: ■ Results Discussionmentioning

confidence: 99%

Section: ■ Results Discussionmentioning

confidence: 99%

Section: ■ Results Discussionmentioning

confidence: 99%

Section: ■ Introductionmentioning

confidence: 99%

See 3 more Smart Citations

An Efficient, Scalable Process for Benzphetamine Hydrochloride

Pramanik

Bapat

Chaudhari

et al. 2014

Org. Process Res. Dev.

View full text Add to dashboard Cite

show abstract

Pharmacologic studies with 3-(phenylpropoxy) guanidine cyclohexanesulfamate

Veldkamp¹,

Keasling²,

Johnson³

et al. 1967

Journal of Pharmaceutical Sciences

Self Cite

View full text Add to dashboard Cite

Antagonism of skin conductance response (SCR) habituation during iterative photostimulation in mice: Habituation test ? A new psychopharmacological method for detecting and quantifying enhancement of psychic activity

1977

View full text Add to dashboard Cite

A method (habituation test) for studying habituation of the palmar skin conductance response (SCR) during iterative photostimulation in mice is described. Twenty drugs known for their CNS stimulant activity and/or beneficial action on learning were tested for their antagonism toward habituation. With most of the drugs tested, the delay in SCR extinction was dose-dependent. From the corresponding regression equations, the standard delaying doses were computed and used for classification. Fenozolone was the most active product. In descending order follow dexamphetamine and piracetam, then other amphetamines. Locomotor activity tests were run in parallel with habituation tests and the two sets of results compared. Reliability of habituation test was checked. The responsiveness of the test and the significance of the results are discussed. The applicability of the habituation test in psychopharmacological research is argued by its sensitivity to piracetam, whose nootropic activity is not detectable by classic behavioral methods. The habituation test makes it possible to test drugs for their effects on the maintenance of attention during monotonous stimulation and, more generally, for their psychic enhancement activity whatever the mechanism involved. It is thus likely to be a suitable test for nooanaleptics (in the broad meaning of the term).

show abstract

Some pharmacologic properties of benzphetamine hydrochloride

Cited by 11 publications

References 2 publications

An Efficient, Scalable Process for Benzphetamine Hydrochloride

An Efficient, Scalable Process for Benzphetamine Hydrochloride

Pharmacologic studies with 3-(phenylpropoxy) guanidine cyclohexanesulfamate

Antagonism of skin conductance response (SCR) habituation during iterative photostimulation in mice: Habituation test ? A new psychopharmacological method for detecting and quantifying enhancement of psychic activity

Contact Info

Product

Resources

About