Analgetic activity

Levopropoxyphene [2338-37-6] (42), the optical antipode of the dextrorotatory analgetic propoxyphene, is an antitussive without analgetic activity. The 2-naphthalenesulfonate salt has a less unpleasant taste than the hydrochloride salt, and is widely used. Clinical effectiveness has been demonstrated against pathological and artificially induced cough, but the potency is somewhat less than codeine. The compound is reported not to cause addiction. Levopropoxyphene can be prepared (62) by first resolving [ -dimethylamino-CX-methylpropiophenone with dibenzoyl-(+)-tartaric acid. The resolved... 

Flick, K., Frankus, E Friderichs, E. Studies on chemical structure and analgetic activity of phenyl substituted aminomethylcyclohexanoles, Arzneim.-Forsch./Drug Res. 1978, 28 (I), 107-113. 

Hexahydropyrimido[l,2-a]azepin-4-ones 456, 463, and 467 display analgetic activity (77MI1). 10-Aminomethylene and 10-phenylhydrazino derivatives 478 (R = H) possess weak antiallergic effects in the passive cutaneous anaphylaxis (PCA) test (84JMC1253). 

Typified by pentazocine, the benzomorphan class of narcotic analgetics is widely used in the clinic. The ISQ structural analog of benzomorphan-Iike analgetics (28a, 28b) showed no observable analgetic activity at the doses tested. Like some potent benzomorphans, these analogs lack a quaternary carbon atom, a phenol and an ethylene bridge between the basic nitrogen and the central carbon atom. However, the basic... 

A Pfizer group (Milne et al. 1980 Johnson and Melvin 1986) has found that diastereoisomer A (20) is at least 10 times more potent than its side chain counterpart, diastereoisomer B (21). in analgetic tests. As analgetic activity in this series parallels cannabimimetic activity, one can presume that the same ratio of activity will be observed in cannabimimetic tests. 

Milne, G.M. Koe, B.K. and Johnson, M.R. Stereospecific and potent analgetic activity for nantradol - A structurally novel, cannabinoid related analgetic. In Harris, L.S., ed. Problems of Drug Dependence, 1979. National Institute on Drug Abuse Research Monograph 27. DHEW Pub. No. (ADM) 80-901. Wash., D.C. Supt. of Docs., U.S. Gov. Print. Off., 1980. 84-92. 

In azabicyclo[3,3,l]non-6-ene series some compounds showed analgetic activity in the acetic acid induced writhing test.145... 

Analgetics.—The analgetic activity of morphine greatly stimulated molecular modification of its structure, even before all its details were known. Thus, a great number of clinically used morphine derivatives with only marginal advantages over morphine have been prepared during the last 70 years. Besides their... 

Further work by the same group based on theoretical grounds led to the observation that compound (10) (CP-47497) is a potent analgetic. This was interpreted to mean that the dihydropyran moiety present in THC was unnecessary for either cannabimimetic or analgetic activity and apparently it serves no other purpose than to firmly anchor the phenolic ring and cyclohexyl ring in an active conformation . 

The observation that the dihydropyran ring is not an absolute requirement for analgetic activity led the Pfizer group to synthesize numerous analogues such as (36), and (37). These compounds are extremely potent analgetics, compound (37) being up to 100-times more active than morphine Table 5.2). 

In summary, THC-like cannabinoids exhibit antiepileptic activity in several animal models. The SAR observed differ considerably from those noted for cannabimimetic or analgetic activity in these series. The unnatural (+ )-(3S,4S)-THCs exhibit either very low, or no activity in MES or AGS tests. 

Synthesis and analgetic activity of nicotinic esters of morphine derivatives Hosztafi, S. Kohegyi, I. Simon, C. Furst, Z. 

Synthesis, opiate receptor binding, analgetic activity and conformational studies of spiro-[tetralin-l,4 -piperidines]... 

Synthesis, opiate receptor binding, analgetic activity and conformational studies of 2-R-2(hydroxybenzyl)piperidines Loew, G. H. Lawson, J. A. Toll, L. Polgar, W. Uyeno, E. T. 

Synthesis and analgetic activity of 1,2,3,4,5,6-hexahydro-1,6-methano-3-benzazocines... 

The enamine (/dienamine)-iminium cycle-specific cascade catalysis is an important constituent of amine-catalyzed cascade reactions [10]. This strategy has been explored extensively and also applied to natural product synthesis. One such example is the total synthesis of dihydrocorynantheol, which was first isolated from the bark of Aspidosperma marcgravianum in 1967 [29]. This indole alkaloid is a member of the corynantheine and was found to exhibit antiparasitic, antiviral, or analgetic activities, which have attracted considerable attention from the synthetic community. Among those reported total syntheses, Itoh et al. developed a Mannich-Michael cascade reaction catalyzed by L-proline 52 for the total synthesis of ent-dihydrocorynantheol 54 (Scheme 3.8) [30], The cascade reaction of 3-ethyl-3-buten-2-one 51 with dihydro-P-carboline 50 catalyzed by 30mol% of (S)-proline afforded the tetracyclic core structure 53 in 85% yield. Excellent stereoselectivity was achieved in this cascade reaction (99% enantiomeric excess and almost complete diastereomeric control). Therefore, this organocascade reaction could lead expeditiously to construction of the core structure, which enabled the authors to accomplish the total synthesis of enl-dihydrocorynantheol 54 in just five steps. 

Westerlind, U. and Norberg, T. (2006) Chemical synthesis of analogs of the glycopeptide contulakin-G, an analgetically active conopeptide from Conusgeographus. Carbohydr. Res., 341, 9-18. 

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