 Optical information recording medium |
| It is an object of the present invention to provide an optical information recording medium ... |
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| Resist hardening process having improved thermal stability |
| OF THE PREFERRED EMBODIMENTS With reference to FIGS. 7a-b, a method for hardening photoresists ... |
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| Optical disk employing integral substrate, and method for manufacturing the same |
| It is an object of the present invention to overcome the above problems encountered in prior art ... |
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| Aminium salt or diimonium salt compounds and use thereof |
| What is claimed is: 1. An aminium salt or diimonium salt compound consisting the aminium or ... |
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| Method for production of feed for salmonides and feed for salmonides |
| What is claimed is: 1. A method for production of fish feed, comprising fish products and fish feed ... |
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| Wood preservatives |
| What we claim is: 1. A chromium-free wood preservative consisting essentially of 1 to 35% by weight ... |
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| Method for coating a metal strip |
| The present invention relates to a product and method of producing a corrosion-resistant, ... |
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| Corrosion-resistant coated copper metal and method for making the same |
| The present invention relates to a product and method of producing a corrosion-resistant, ... |
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| Process for the production of a coated copper alloy |
| The present invention has been accomplished to solve the above-mentioned problems, and provides a ... |
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Hydroxylated 1,2-diaminocyclohexane platinum complexes
| Details |
Inventors: Hlavka, Joseph J.; Lin, Yang-I; Bitha, Panayota;
Assignee: American Cyanamid Company (Stamford, CT)
Primary Examiner: Sneed; Helen M. S.
Assistant Examiner:
Attorney, Agent or Firm: Conroy, Jr.; Edward A.
This disclosure describes platinum complexes of 3.beta., 4.alpha.-diamino-1.alpha.,2.alpha.-cyclohexanediol which possess the property of inhibiting the growth of tumors in mammals. |
|
DETAILED DESCRIPTION OF THE INVENTION The compounds of this invention may be prepared according to the following reaction schemes.
R1 Scheme I? ? ##STR5## According to Scheme I, Cis-N-[4-acetyloxy-2-cyclohexene-1-yl]acetamide 1 is reacted with trifluoroacetic anhydride and hydrogen peroxide in dichloromethane at -10.
degree.
to +10.
degree.
C.
, giving the epoxide 2, which is then reacted with ammonium hydroxide in methanol at reflux, giving derivative 3, which is then heated with dilute hydrochloric acid at reflux giving the (1-.
alpha.
,2-.
alpha.
,3-.
beta.
,4-.
alpha.
)-3,4-diamino-1,2-cyclohexanediol 4.
##STR6## According to Scheme II the diol 4 is reacted with potassium tetrachloroplatinate in water at pH 7.
0-8.
0, giving dichloroplatinum complex 5.
##STR7## According to Scheme III, (1-.
alpha.
,2-.
alpha.
,3-.
beta.
,4-.
alpha.
)dichloro-(3,4-diamino-1,2-cyclohex anediol-N,N')platinum 5 is reacted with silver nitrate in water giving the water soluble dinitro analog 6 which is then reacted with a dior tricarboxylic acid L+L' in water and 1N alkali, giving the products 7.
##STR8## According to Scheme IV, the dichloroplatinum derivative 5 is reacted with the disilver salt of a di- or tricarboxlic acid in water, protected from light, giving the products 7.
The compounds of this invention where X is halogen or hydroxy may be prepared by reacting the product 5 or 7 with chlorine gas in dilute hydrochloric acid, giving either a tetra or dichloro derivative, or with hydrogen peroxide, giving the dihydroxy derivative.
The novel compounds of this invention possess the property of inhibiting the growth of tumors in mammals as established by the following tests.
Lymphocytic Leukemia P388 Test The animals used were BDF/1 mice, all of one sex, weighing a minimum of 18 g and all within a 3 g weight range.
There were 5 or 6 animals per test group.
The tumor transplant was by intraperitoneal injection of 0.
5 ml of dilute ascitic fluid containing 10.
sup.
6 cells of lymphocytic leukemia P388.
The test compounds were administered intraperitoneally on days 1, 5 and 9 relative to tumor inoculation, at various doses
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