1956
DOI: 10.1021/ja01588a070
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The Reaction of Camphene With Hydrogen Cyanide

Abstract: Mmoles per ml.) did not replace ADP. ATP (at 5 Mmoles per ml.) was completely inactive, unless added together with hexokinase, glucose, and MgCh, which generated ADP from the ATP. These observations suggested that ADP was acting as a phosphate acceptor for a phosphorylation accompanying the conversion of FIG to glycine.

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Cited by 19 publications
(6 citation statements)
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“…92 Although promising use avenues have recently opened, at this stage, no other therapeutic usage has been approved for mecamylamine. 94 The racemic synthesis commenced by reacting racemic camphene (31) with hydrogen cyanide, under strongly acidic conditions to form 3-formylamido-2,2,3-trimethylnorcamphane (32). 94 The racemic synthesis commenced by reacting racemic camphene (31) with hydrogen cyanide, under strongly acidic conditions to form 3-formylamido-2,2,3-trimethylnorcamphane (32).…”
Section: Mecamylaminementioning
confidence: 99%
“…92 Although promising use avenues have recently opened, at this stage, no other therapeutic usage has been approved for mecamylamine. 94 The racemic synthesis commenced by reacting racemic camphene (31) with hydrogen cyanide, under strongly acidic conditions to form 3-formylamido-2,2,3-trimethylnorcamphane (32). 94 The racemic synthesis commenced by reacting racemic camphene (31) with hydrogen cyanide, under strongly acidic conditions to form 3-formylamido-2,2,3-trimethylnorcamphane (32).…”
Section: Mecamylaminementioning
confidence: 99%
“…The principal merit of the ganglionic blockers derives unquestionably from their historical contribution as the first chemical agents to effect blood pressure control by exogenous means, thus demonstrating the existence of a correlation between pharmaceutical and therapeutic efficacy. Pharmacology [29] Therapy [30] Synthesis [32] Therapy [33] Synthesis [22] Pharmacology [23] Therapy [34] Synthesis [35] Pharmacology [36] Therapy [37] Serendipity again played a role in the discovery of a class of compounds accepted today as 'first line' drugs in the treatment of moderate to severe hypertension. The creative imagination of a chemist, combined with the unbiased skill of a pharmacologist, resulted in the addition of the hydralazines to the antihypertensive chemotherapy arsenal in 1949.…”
Section: C~-(ch2)5-~o ·2 C4h50~mentioning
confidence: 99%
“…The strategies and methods of isotopic labelling with tritium are numerous and well reviewed, but occasionally there are compounds which present special tritiation challenges. Such was the case when we became interested in the structurally unique nicotinic antagonist (+/−)‐mecamylamine ( 1, SCHEME ) first prepared by Merck chemists in 1956 with structure activity studies published a few years later . To the best of our knowledge, there has been no other reported tritium labelling of [ 3 H](+/−)‐mecamylamine, and we now provide the details of our successful technical efforts.…”
Section: Introductionmentioning
confidence: 99%
“…However, the early work on (+/−)‐mecamylamine synthetic chemistry also suggested another practical approach for tritium labelling. Racemic formamide 2 was found to be the unexpected product resulting from the addition of hydrogen cyanide to racemic camphene under strongly acidic Ritter conditions. Surprisingly, the expected Wagner‐Meerwein ring rearrangement did not occur for 2 under these conditions.…”
Section: Introductionmentioning
confidence: 99%