BE524378A - - Google Patents

Info

Publication number

BE524378A

BE524378A BE524378DA BE524378A BE 524378 A BE524378 A BE 524378A BE 524378D A BE524378D A BE 524378DA BE 524378 A BE524378 A BE 524378A

Authority

BE

Belgium

Prior art keywords

acid

isonicotoyl

hydrazone

water

metasulfonic

Prior art date

Links

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• 239000002253 acid Substances 0.000 claims description 19
• HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 claims description 12
• QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 claims description 6
• 238000000034 method Methods 0.000 claims description 4
• 150000001875 compounds Chemical class 0.000 claims description 3
• 230000007935 neutral effect Effects 0.000 claims description 3
• 230000002378 acidificating effect Effects 0.000 claims description 2
• 238000009833 condensation Methods 0.000 claims description 2
• 230000005494 condensation Effects 0.000 claims description 2
• 238000004519 manufacturing process Methods 0.000 claims 2
• 150000007857 hydrazones Chemical class 0.000 description 17
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
• 150000003839 salts Chemical class 0.000 description 8
• 125000000649 benzylidene group Chemical group [H]C(=[*])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 6
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
• 241001465754 Metazoa Species 0.000 description 4
• CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical class [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
• 230000000694 effects Effects 0.000 description 4
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
• 208000015181 infectious disease Diseases 0.000 description 3
• 238000002360 preparation method Methods 0.000 description 3
• 239000000243 solution Substances 0.000 description 3
• HVBSAKJJOYLTQU-UHFFFAOYSA-N 4-aminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C=C1 HVBSAKJJOYLTQU-UHFFFAOYSA-N 0.000 description 2
• QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
• 150000007513 acids Chemical class 0.000 description 2
• 150000001299 aldehydes Chemical class 0.000 description 2
• 150000003935 benzaldehydes Chemical class 0.000 description 2
• 238000006243 chemical reaction Methods 0.000 description 2
• 230000000973 chemotherapeutic effect Effects 0.000 description 2
• 238000001816 cooling Methods 0.000 description 2
• 201000008827 tuberculosis Diseases 0.000 description 2
• RQNOFUZGXHSHOT-UHFFFAOYSA-N 1-(diethylamino)ethanol Chemical class CCN(CC)C(C)O RQNOFUZGXHSHOT-UHFFFAOYSA-N 0.000 description 1
• 241000187479 Mycobacterium tuberculosis Species 0.000 description 1
• 150000003863 ammonium salts Chemical class 0.000 description 1
• 239000007864 aqueous solution Substances 0.000 description 1
• 230000003385 bacteriostatic effect Effects 0.000 description 1
• 239000003637 basic solution Substances 0.000 description 1
• 238000009835 boiling Methods 0.000 description 1
• 238000002425 crystallisation Methods 0.000 description 1
• 230000008025 crystallization Effects 0.000 description 1
• 238000004821 distillation Methods 0.000 description 1
• 230000002349 favourable effect Effects 0.000 description 1
• 125000000524 functional group Chemical group 0.000 description 1
• 159000000011 group IA salts Chemical class 0.000 description 1
• 239000001963 growth medium Substances 0.000 description 1
• 230000003301 hydrolyzing effect Effects 0.000 description 1
• 229910052500 inorganic mineral Inorganic materials 0.000 description 1
• 238000010253 intravenous injection Methods 0.000 description 1
• 229910003002 lithium salt Inorganic materials 0.000 description 1
• 159000000002 lithium salts Chemical class 0.000 description 1
• 239000002609 medium Substances 0.000 description 1
• 238000002844 melting Methods 0.000 description 1
• 230000008018 melting Effects 0.000 description 1
• 239000011707 mineral Substances 0.000 description 1
• 231100000956 nontoxicity Toxicity 0.000 description 1
• 230000020477 pH reduction Effects 0.000 description 1
• 238000007911 parenteral administration Methods 0.000 description 1
• 230000000144 pharmacologic effect Effects 0.000 description 1
• 230000002035 prolonged effect Effects 0.000 description 1
• 239000012429 reaction media Substances 0.000 description 1
• 159000000000 sodium salts Chemical class 0.000 description 1
• 230000001954 sterilising effect Effects 0.000 description 1
• 238000004659 sterilization and disinfection Methods 0.000 description 1
• 238000003756 stirring Methods 0.000 description 1
• 229950000244 sulfanilic acid Drugs 0.000 description 1
• 238000006277 sulfonation reaction Methods 0.000 description 1
• 230000002459 sustained effect Effects 0.000 description 1
• 208000024891 symptom Diseases 0.000 description 1
• 230000001225 therapeutic effect Effects 0.000 description 1
• 231100000331 toxic Toxicity 0.000 description 1
• 230000002588 toxic effect Effects 0.000 description 1
• 231100000419 toxicity Toxicity 0.000 description 1
• 230000001988 toxicity Effects 0.000 description 1

Cited By (1)