7632-10-2

Usage

InChI:InChI=1S/C10H15N/c1-9(11-2)8-10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3

Upstream product

• 19968-61-7 4-methyl-5-phenyl-1,3-thiazole 
• 141-52-6 sodium ethanolate 
• 29686-21-3 methyl-(1-methyl-2-phenyl-ethyliden)-amine 
• 134-71-4 rac-ephedrine hydrochloride 
• 100-52-7 benzaldehyde 
• 60-15-1 2-amino-1-phenylpropane 
• 2114-39-8 (2-bromopropyl)-benzene 
• 81-07-2 saccharin 
• 91460-43-4 ethyl-(1-methyl-2-phenyl-vinyl)-ether 
• 74-89-5 methylamine 
• 10304-81-1 1-phenyl-2-chloropropane 
• 103-79-7 1-phenyl-acetone 
• 123-39-7 N-Methylformamide 
• 6898-67-5 N-ethylidenemethylamine 

Downstream Products

• 537-46-2 Methamphetamin 
• 33817-09-3 (R)-2-methylamino-1-phenylpropane 
• 101-40-6 propylhexedrine 
• 4302-88-9 p-nitromethamphetamine 
• 73355-84-7 N-methyl-N-(1-methyl-2-phenyl-ethyl)-N'-phenyl-thiourea 
• 23691-44-3 (+/-)-N-methyl-N-(1-methyl-2-phenyl-ethyl)-β-alanine nitrile 
• 55901-99-0 2-chloro-N-methyl-N-(1-methyl-2-phenyl-ethyl)-acetamide 
• 108273-14-9 (+/-)-β-<α.N-Dimethyl-β-phenaethylamino>-N'.N'-diaethyl-propionamid 
• 121478-20-4 2,3,4,5,6-Pentafluoro-N-methyl-N-(1-methyl-2-phenyl-ethyl)-benzamide 
• 25384-40-1 2-Methyl-2-propyl-3--propanol-(1) 
• 92321-26-1 N-Methyl-N-( 1-phenyl-prop-2-yl)-2-methyl-prop-1-enyl-amin 
• 29902-39-4 methyl-((S)-1-methyl-2-phenyl-ethyl)-(7-nitro-benzo[1,2,5]oxadiazol-4-yl)-amine 
• 90522-54-6 Heptafluorbutyryl-methylamphetamin 
• 42932-20-7 N-formylmethamphetamine 

Relevant academic research and scientific papers

Compositions and Methods for Treating Cocaine, Nicotine, and Methamphetamine Dependence

This invention provides a composition of matter comprising a plurality of cocaine-succinyl-BSA, wherein the average ratio of cocaine-succinyl moieties to BSA is at least 7.0. This invention also provides a composition of matter comprising a plurality of nicotine-5-succinyl-BSA, wherein the average ratio of nicotine-5-succinyl moieties to BSA is at least 7.0. This invention further provides a composition of matter comprising a plurality of methamphetamine-5-succinyl-BSA, wherein the average ratio of methamphetamine-5-succinyl moieties to BSA is at least 7.0. This invention still further provides related pharmaceutical compositions, therapeutic methods, prophylactic methods, synthetic methods, and articles of manufacture.

DEUTERIUM FREE, STABLE ISOTOPE LABELED 2-PHENYLETHYLAMINE HALLUCINOGENS AND/OR STIMULANTS, METHODS OF THEIR PREPARATION AND THEIR USE

Deuterium free, stable isotope labeled hallucinogens and/or stimulants containing a 2-phenylethylamine-based structural unit and containing at least three stable isotopes selected from the group consisting of 13C, 15N and 18O as free bases and as their salts; method of their preparation and their use in the chemical analysis, in particular forensic chemical analysis, and in metabolic studies.

Hydrogen activation by 2-boryl-N,N-dialkylanilines: A revision of Piers' ansa-aminoborane

Two 2-[bis(pentafluorophenyl)boryl]-N,N-dialkylanilines reported here exemplify a new class of intramolecular frustrated B/N Lewis pairs. A structure closely related to this class structure was synthesized in 2003 by Piers et al. but was unable to activate H2. The new aminoboranes can activate hydrogen at near ambient conditions; besides, one of them can hydrogenate imines and enamines in a catalytic fashion demonstrating the validity of the original Piers' approach to hydrogen activation with ansa-aminoboranes.

Highly active metal-free catalysts for hydrogenation of unsaturated nitrogen-containing compounds

New highly active ansa-ammonium borate catalysts for the direct metal-free hydrogenation of imines were prepared by tuning of the basicity and steric bulkiness of their amine moieties. The highest catalytic activity among previously reported organocatalytic systems was shown for a wide range of nitrogen-containing substrates. The first example of asymmetric imine hydrogenation based on the ansa-ammonium borate concept was demonstrated. Furthermore, effective catalyst recovery by extraction of the acidic solution with an organic solvent followed by dehydration with TMSBr was elaborated. The initial findings highlight the development of more effective chiral ansa-ammonium borates for enantioselective hydrogenation. Therefore, the progress achieved in the ansa-ammonium borate concept makes it very promising for further elaboration with the aim to obtain industrially applicable catalysts. Copyright

Synthesis of 2-Arylethylamines by the Curtius Rearrangement

2-Arylethylamine derivatives were synthesized using the Curtius reaction and with three different methods of preparing the acyl azide functional group. Carbamates derived from isocyanate were convenient protecting groups for alkylation of amines. Starting from benzaldehyde, amphetamine was prepared in three steps through an oxazolidin-2-one intermediate in 62% overall yield. Copyright Taylor & Francis Group, LLC.

Enantiospecific Stereodivergent Synthesis of trans- and cis-N(2), 3-Dimethyl- 4-phenyl-1, 2, 3, 4-tetrahydroisoquinolines

The acid-promoted cyclizations of a range of N-benzylethanolamines (derived from pseudoephedrine or ephedrine) give the corresponding trans-N(2), 3-dimethyl-4-phenyl-1, 2, 3, 4- tetrahydroisoquinolines with high levels of diastereoselectivity and in good yields of isolated product. The cyclizations of the corresponding chromium tricarbonyl complexes are rendered completely stereoselective. Acidpromoted cyclization of N-(3′, 4′- dimethoxybenzyl) ephedrine and its chromium tricarbonyl complex occur with complementary diastereoselectivities to give trans- and cis-N(2), 3-dimethyl-4- phenyl-6, 7-dimethoxy-1, 2, 3, 4-tetrahydro- isoquinoline, respectively, in >99:1 d.r. The latter is consistent with a "double inversion" mechanism, which involves neighboring group participation by the chromium tricarbonyl moiety followed by rearomatization to give the corresponding cis-tetrahydroisoquinoline with overall retention of configuration.

METHOD FOR MAKING PHARMACEUTICAL COMPOUNDS

A method of making a phenylethylamine of formula B: wherein R2, R3, R4, R5, R6, Rα, Rβ and Rn are each independently selected from hydrogen, alkyl, acyl, aryl, amido, amino acids, sugars and nucleotides. The method includes the reduction of a compound of formula A in the absence of base: wherein R2, R3, R4, R5, R6, Rα, Rβ and Rn are as defined above.

Characterization of route specific impurities found in methamphetamine synthesized by the Leuckart and reductive amination methods

Impurity profiling of seized methamphetamine can provide very useful information in criminal investigations and, specifically, on drug trafficking routes, sources of supply, and relationships between seizures. Particularly important is the identification of "route specific" impurities or those which indicate the synthetic method used for manufacture in illicit laboratories. Previous researchers have suggested impurities which are characteristic of the Leuckart and reductive amination (Al/Hg) methods of preparation. However, to date and importantly, these two synthetic methods have not been compared in a single study utilizing methamphetamine hydrochloride synthesized in-house and, therefore, of known synthetic origin. Using the same starting material, 1-phenyl-2-propanone (P2P), 40 batches of methamphetamine hydrochloride were synthesized by the Leuckart and reductive amination methods (20 batches per method). Both basic and acidic impurities were extracted separately and analyzed by GC/MS. From this controlled study, two route specific impurities for the Leuckart method and one route specific impurity for the reductive amination method are reported. The intra- and inter-batch variation of these route specific impurities was assessed. Also, the variation of the "target impurities" recently recommended for methamphetamine profiling is discussed in relation to their variation within and between production batches synthesized using the Leuckart and reductive amination routes.

Molecular tweezers for hydrogen: Synthesis, characterization, and reactivity

The first ansa-aminoborane N-TMPN-CH2C6H4B(C6F5)2 (where TMPNH is 2,2,6,6-tetramethylpiperidinyl) which is able to reversibly activate H2 through an intramolecular mechanism is synthesized. This new substance makes use of the concept of molecular tweezers where the active N and B centers are located close to each other so that one H2 molecule can fit in this void and be activated. Because of the fixed geometry of this ansa-ammonium-borate it forms a short N-H...H-B dihydrogen bond of 1.78 A as determined by X-ray analysis. Therefore, the bound hydrogen can be released above 100 °C. In addition, the short H...H contact and the N-H...H (154°) and B-H...H (125°) angles show that the dihydrogen interaction in N-TMPNH-CH2C6H4BH(C6F5)2 is partially covalent in nature. As a basis for discussing the mechanism, quantum chemical calculations are performed and it is found that the energy needed for splitting H2 can arise from the Coulomb attraction between the resulting ionic fragments, or "Coulomb pays for Heitler-London". The air- and moisture-stable N-TMPNH-CH2C6H4BH(C6F5)2 is employed in the catalytic reduction of nonsterically demanding imines and enamines under mild conditions (110 °C and 2 atm of H2) to give the corresponding amines in high yields. Copyright

Determination of the synthetic origin of methamphetamine samples by 2H NMR spectroscopy

Samples of methamphetamine, prepared according to the most common synthetic pathways, were submitted to natural-abundance 2H NMR spectroscopy. The deuterium content at the various sites of the molecule was found to depend on its synthetic history. The technique provides a chemical fingerprint of methamphetamine samples and can give hints to trace back the starting materials and the synthetic procedures.