Analgesic Activity as Determined by the Nilsen Method

Perrine, Theodore D.; Atwell, Louise; Tice, Ira B.; Jacobson, Arthur E.; May, Everette L.

doi:10.1002/jps.2600610115

Cited by 22 publications

(9 citation statements)

References 7 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…After standing at +5°o vernight the solvent was removed in vacuo to give a quantitative yield of 16: NMR (CDCI3) 1.30 (d, J = 6.0 Hz, CH3 C-5), 2.2-2.S (m, C-2 H2), 4.2-4.6 (m, C-5 H), 4.6-S.2 (m, C-3 H and C-4 H), 6.25 (m, WH = 6.0 Hz, C-l H), and 6.45 (br s, NH). 9-Deacetyl-9-(2',2'-dimethyl-4'-methoxydioxolan-4'-yl)daunomycinone (17). Adriamycinone (1 g, 2.4 mmol) in dioxane (10 ml) and CHCI3 (200 ml) was treated with dimethoxypropane (80 ml) and p-toluenesulfonic acid (0.17 g).…”

Section: Methodsmentioning

confidence: 99%

Synthesis and antitumor properties of new glycosides of daunomycinone and adriamycinone

Arcamone¹,

Penco²,

Vigevani³

et al. 1975

J. Med. Chem.

194

View full text Add to dashboard Cite

The synthesis of 4'-epi-daunorubicin and of 4'-epi-adriamycin was performed by condensation of 2,3,6-trideoxy-3-trifluoroacetamido-4-O-trifluoroacetyl-alpha-L-arabino-hexopyranosyl chloride with daunomycinone or the protected adriamycinone derivative 17, respectively. Both the alpha and beta anomers were obtained and characterized. All new compounds are biologically active in cultured cells and the alpha anomers display noticeable activity in experimental tumors in mice. Interestingly, 4'-epi-adriamycin (4) appears nontoxic to cultured heart cells up to a concentration of 5 mug/ml.

show abstract

Section: Methodsmentioning

confidence: 99%

Synthesis and antitumor properties of new glycosides of daunomycinone and adriamycinone

Arcamone¹,

Penco²,

Vigevani³

et al. 1975

J. Med. Chem.

194

View full text Add to dashboard Cite

show abstract

“…The yellow precipitate was collected, washed with H2O, dried, and recrystallized. Aminophenylthienyl Sulfides [10][11][12][13][14][15][16][17][18] (Table I). To a stirred solution of 500 ml of HOAc and 300 ml of H2O the nitro com- pounds (0.2 mol) were added.…”

Section: Methodsmentioning

confidence: 99%

Synthesis and neuroleptic activity of isomeric thieno[1,4]benzothiazines

Cj¹,

H²

1975

J. Med. Chem.

View full text Add to dashboard Cite

To investigate the influence of electronic properties of the tricyclic thiazine system on neuroleptic activity, a series of the isomeric N-dimethylaminopropylthienobenzothiazines was synthesized. All compounds were screened for neuroleptic activity in mice and rats. For the active compounds lowest active doses in the antiamphetamine test were determined. Activity appeared to be dependent on the mode of annelation of the thiophene molecule: compunds bearing the same substituent and side chain with the thiophene molecule in 2,3 and 3,4 annelation were active, while those compounds with a 3,2 annelation seemed to be devoid of activity at the given dose.

show abstract

“…Ethyl a-(4-Chlorophenyl)-a-cyanoacetate (17). Into a mixture of p-chlorophenylacetonitrile (16, 400 g, 2.66 mol) and ethyl car- bonate (3000 ml), sodium ethoxide [prepared from Na (60 g, 2.66 mol) and absolute EtOH (1440 ml)] was added and the reaction mixture was kept at 80-90°under reduced pressure using an aspirator for 3.5 hr.…”

Section: Methodsmentioning

confidence: 99%