1. A composition comprising a non-symmetrically substituted ethylene diamine compound of the formula
wherein R4 is selected from H, alkyl, aryl, heteroatom substituted alkyl and aryl, alkenyl, alkynyl, aralkyl, aralkynyl, cycloalkyl, cycloalkenyl;
and wherein R1, R2 and R3 are independently selected from H, alkyl, aryl, alkenyl, alkynyl, aralkyl, aralkenyl, aralkynyl, cycloalkyl, cycloalkenyl, heteroalkyl, heteroaryl, halide, alkoxy, aryloxy, alkylthio, arylthio, silyl, siloxy, amino; or
wherein R1 is selected from H, alkyl, aryl, alkenyl, alkynyl, aralkyl, aralkenyl, aralkynyl, cycloalkyl, cycloalkenyl, heteroalkyl, heteroaryl, halide, alkoxy, aryloxy, alkylthio, arylthio, silyl, siloxy, amino, and NR2R3 is derived from a cyclic secondary amine,
further comprising an antimicrobial, antibacterial, antimycological, antiparasitic, or antiviral agent.
2. The composition of claim 1, wherein the antibacterial agent comprises an antitubercular agent.
3. The composition of claim 2, wherein the antitubercular agent comprises rifampicin or isoniazid.
4. The composition of claim 1, wherein NHR1 or NR2R3 of the substituted ethylene diamine has the chemical structure
5. The composition of claim 4, wherein the substituted ethylene diamine compound is selected from
6. The composition of claim 1, wherein NHR1 or NR2R3 of the substituted ethylene diamine has the chemical structure
7. The composition of claim 6, wherein the substituted ethylene diamine compound is selected from
8. The composition of claim 1, wherein NHR1 or NR2R3 of the substituted ethylene diamine has the chemical structure
9. The composition of claim 8, wherein the substituted ethylene diamine compound is selected from
10. The composition of claim 1, wherein NHR1 or NR2R3 of the substituted ethylene diamine has the chemical structure
11. The composition of claim 1, wherein the substituted ethylene diamine compound is selected from
12. The composition of claim 1, wherein the substituted ethylene diamine compound is
13. The composition of claim 1, wherein the substituted ethylene diamine compound is selected from
14. A method of preparing a non-symmetrically substituted ethylene diamine compound of the formula
wherein R4 is selected from H, alkyl, aryl, alkenyl, alkynyl, aralkyl, aralkynyl, cycloalkyl, cycloalkenyl;
and wherein R1, R2 and R3 are independently selected from H, alkyl, aryl, alkenyl, alkynyl, aralkyl, aralkenyl, aralkynyl, cycloalkyl, cycloalkenyl, heteroalkyl, heteroaryl, halide, alkoxy, aryloxy, alkylthio, arylthio, silyl, siloxy, amino; or
wherein R1 is selected from H, alkyl, aryl, alkenyl, alkynyl, aralkyl, aralkenyl, aralkynyl, cycloalkyl, cycloalkenyl, heteroalkyl, heteroaryl, halide, alkoxy, aryloxy, alkylthio, arylthio, silyl, siloxy, amino, and NR2R3 is derived from a cyclic secondary amine;
comprising activating a solid-support resin containing hydroxyl groups with a halo-donating reagent in the presence of base to produce a solid-support resin containing halo groups;
displacing the halo groups with an initial amine to produce a solid-support resin containing amine groups;
acylating the amine groups with a halo-acylhalide in the presence of a basic compound, or with a halo-acylacid in the presence of base, to produce a solid-support resin containing \u03b1-haloacetyl amide groups;
displacing \u03b1-halo groups of the \u03b1-haloacetyl amides with a subsequent amine to produce a solid-support resin containing \u03b1-amine imide groups;
reducing the carbonyl moiety on the \u03b1-amine imide groups with a reducing agent to produce a solid-support resin containing two amine groups separated by two carbon atoms;
cleaving the amine groups separated by two carbon atoms from the solid support resin in the presence of acid to produce the substituted ethylene diamine compound.
15. The method of claim 14, wherein the initial amine is R1NH2.
16. The method of claim 14, wherein the subsequent amine is R2R3HN.
17. A method of treating disease caused by a bacterial, fungal or mycological infectious agent comprising administering an effective amount of a composition comprising a non-symmetrically substituted ethylene diamine compound of the formula:
wherein R4 is selected from H, alkyl, aryl, alkenyl, alkynyl, aralkyl, aralkynyl, cycloalkyl, cycloalkenyl;
and wherein R1, R2 and R3 are independently selected from H, alkyl, aryl, alkenyl, alkynyl, aralkyl, aralkenyl, aralkynyl, cycloalkyl, cycloalkenyl, heteroalkyl, heteroaryl, halide, alkoxy, aryloxy, alkylthio, arylthio, silyl, siloxy, amino; or
wherein R1 is selected from H, alkyl, aryl, alkenyl, alkynyl, aralkyl, aralkenyl, aralkynyl, cycloalkyl, cycloalkenyl, heteroalkyl, heteroaryl, halide, alkoxy, aryloxy, alkylthio, arylthio, silyl, siloxy, amino, and NR2R3 is derived from a cyclic secondary amine
further comprising an antimicrobial, antibacterial, or antimycological agent.
18. The method of claim 17, wherein the antibacterial agent comprises an antitubercular agent.
19. The method of claim 18, wherein the antitubercular agent comprises rifampicin or isoniazid.
20. The method of claim 17, wherein the bacterial agent comprises M. tuberculosis, M. avium-intracellulare, M. kansarii, M. fortuitum, M. chelonae, M. leprae, M. africanum, M. microti, M. avium paratuberculosis, M. intracellulare, M. scrofulaceum, M. xenopi, M. marinum, or M. ulcerans.
21. The method of claim 17, wherein the disease comprises tuberculosis.
22. The method of claim 17, wherein the substituted ethylene diamine compound is
23. The method of claim 22, further comprising a pharmaceutical carrier.
24. A composition comprising, a substituted ethylene diamine compound comprising,
25. A method of preparing a non-symmetrically substituted ethylene diamine compound of the formula
wherein R4 is selected from H, alkyl, aryl, heteroatom substituted alkyl and aryl, alkenyl, alkynyl, aralkyl, aralkynyl, cycloalkyl, cycloalkenyl;
and wherein R1, R2 and R3 are independently selected from H, alkyl, aryl, alkenyl, alkynyl, aralkyl, aralkenyl, aralkynyl, cycloalkyl, cycloalkenyl, heteroalkyl, heteroaryl, halide, alkoxy, aryloxy, alkylthio, arylthio, silyl, siloxy, amino;
comprising activating a solid-support resin containing hydroxyl groups with a halo-donating reagent in the presence of base to produce a solid-support resin containing halo groups;
displacing the halo groups with an initial primary amine to produce a solid-support resin containing amine groups;
acylating the amine groups with a FMOC protected amino acid in the presence of a coupling reagent and a base, followed by removal of FMOC protecting group to produce a solid-support resin containing \u03b1-amino acetamide groups;
modification of \u03b1-amino groups of the \u03b1-amino acetamide groups with a carbonyl compound to produce a solid-support resin containing corresponding derivative of \u03b1-amino acetamide groups;
reducing the carbonyl moiety on the amide groups with a reducing agent to produce a solid-support resin containing two amine groups separated by two carbon atoms; and
cleaving the amine groups separated by two carbon atoms from the solid support resin in the presence of acid to produce the substituted ethylene diamine compound.
26. A composition comprising a symmetrical substituted ethylene diamine compound of the formula
wherein R4 is selected from alkyl, aryl, heteroatom substituted alkyl and aryl, alkenyl, alkynyl, aralkyl, aralkynyl, cycloalkyl, cycloalkenyl;
and wherein R1, R2 and R3 are independently selected from H, alkyl, aryl, alkenyl, alkynyl, aralkyl, aralkenyl, aralkynyl, cycloalkyl, cycloalkenyl, heteroalkyl, heteroaryl, halide, alkoxy, aryloxy, alkylthio, arylthio, silyl, siloxy, amino; or
wherein R1 is selected from H, alkyl, aryl, alkenyl, alkynyl, aralkyl, aralkenyl, aralkynyl, cycloalkyl, cycloalkenyl, heteroalkyl, heteroaryl, halide, alkoxy, aryloxy, alkylthio, arylthio, silyl, siloxy, amino, and NR2R3 is derived from a cyclic secondary amine,
further comprising an antimicrobial, antibacterial, antimycological, antiparasitic, or antiviral agent.
27. The composition of claim 26, wherein the antibacterial agent comprises an antitubercular agent.
28. The composition of claim 27, wherein the antitubercular agent comprises rifampicin or isoniazid.
29. A method for treating an infectious disease caused by bacterial. fungal or mycological infection comprising administering a pharmaceutically effective amount of the composition in claim 26.
30. The method of claim 29, wherein the infectious disease is caused by a mycological agent, gram-negative bacteria or gram-positive bacteria.
31. The method of claim 30, wherein the mycological agent is a Candida spp., or Aspergillus spp.
32. The method of claim 30, wherein the gram-positive bacteria is a Streptococcus spp., Enterococcus spp., Staphylococcus spp., or Clostridium spp.
33. The method of claim 30, wherein the gram-negative bacteria is a Enterobacteriaceae spp., non-enterobacteriaceae spp., Haemophilus influenza, or Helicobacter spp.
The claims below are in addition to those above.
All refrences to claim(s) which appear below refer to the numbering after this setence.
1. A certified paper on which a security mark is printed which comprises:
a luminescent ink which emits a light upon being placed in a specified environment and a usual nonluminescent ink; and
a monitor mark to monitor a printed tone of the security mark which is printed in vicinity of the security mark using the luminescent ink.
2. A certified paper on which a security mark is printed which comprises:
a luminescent ink which emits a light upon being placed in a specified environment and a usual nonluminescent ink.
3. A certified paper on which a security mark is printed which comprises:
a monitor mark used to monitor a printed tone of the security mark which is printed in vicinity of the security mark using the luminescent ink.
4. A certified paper discriminating apparatus for discriminating the genuineness of the certified paper according to claims 1 or 3 by scanning the certified paper in an extending direction of the monitor mark, comprising:
a first light detecting means for detecting a light emitted from the luminescent ink of the security mark upon being placed in the specified environment,
a second light detecting means for detecting a reflected light from the nonluminescent ink of the security mark, the first and second light detecting means being so arranged as to detect the lights from the same position of the certified paper,
a third light detecting means for detecting a light emitted from the monitor mark,
a light intensity comparing means for comparing a light intensity detected by said third light detecting means with a preset reference light intensity to calculate a deviation from the reference light intensity,
a light intensity converting means for converting an output value from the first light detecting means into a corrected output value corresponding to the deviation; and
a genuineness discriminating means for discriminating the genuineness of the certified paper based on the corrected output value.
5. A certified paper discriminating apparatus according to claim 4 wherein the specified environment is an environment of an alternating-current electromagnetic field created upon application of an alternating voltage and a luminescent ink has an electroluminescent property of emitting a light in the environment of said alternating-current electromagnetic field.
6. A certified paper discriminating means according to claim 4 wherein the correlation calculating means performs said calculation only when the output value from a light and a detecting means is equal to or larger than a predetermined threshold value.
7. A certified paper discriminating apparatus for discriminating genuineness of certified papers to which printing is applied using both a luminescent ink which emits a light upon being placed in a specified environment and an usual printing ink, comprising:
a first light detecting means for detecting a light emitted from the luminescent light being placed in the specified environment,
a second light detecting means for detecting a reflected light from the usual ink whose wavelength is different from that of the light emitted from the luminescent ink, said first and said second light detecting means being so arranged as to detect a light from the same position on the certified papers,