BE437706A - - Google Patents

Info

Publication number

BE437706A

BE437706A BE437706DA BE437706A BE 437706 A BE437706 A BE 437706A BE 437706D A BE437706D A BE 437706DA BE 437706 A BE437706 A BE 437706A

Authority

BE

Belgium

Prior art keywords

urea

compound

water

trans

solutions

Prior art date

Links

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• XSQUKJJJFZCRTK-UHFFFAOYSA-N urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 51
• 239000004202 carbamide Substances 0.000 claims description 30
• 239000000243 solution Substances 0.000 claims description 20
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
• 229940088597 Hormone Drugs 0.000 claims description 16
• 239000005556 hormone Substances 0.000 claims description 16
• 239000000203 mixture Substances 0.000 claims description 11
• 239000007864 aqueous solution Substances 0.000 claims description 9
• 150000001875 compounds Chemical class 0.000 claims description 9
• OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
• 238000000034 method Methods 0.000 claims description 5
• 239000003960 organic solvent Substances 0.000 claims description 5
• 239000004480 active ingredient Substances 0.000 claims description 4
• 239000011780 sodium chloride Substances 0.000 claims description 4
• 239000000262 estrogen Substances 0.000 claims description 3
• 239000007858 starting material Substances 0.000 claims description 3
• 238000001816 cooling Methods 0.000 claims description 2
• 238000010494 dissociation reaction Methods 0.000 claims description 2
• 230000005593 dissociations Effects 0.000 claims description 2
• 239000002244 precipitate Substances 0.000 claims description 2
• FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 2
• 239000000470 constituent Substances 0.000 claims 1
• 239000011541 reaction mixture Substances 0.000 claims 1
• 230000001076 estrogenic Effects 0.000 description 4
• 239000000463 material Substances 0.000 description 3
• 238000001556 precipitation Methods 0.000 description 3
• CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
• 229910052921 ammonium sulfate Inorganic materials 0.000 description 2
• 235000011130 ammonium sulphate Nutrition 0.000 description 2
• 239000001166 ammonium sulphate Substances 0.000 description 2
• 150000002009 diols Chemical class 0.000 description 2
• XKUUMWKWUZRRPD-UHFFFAOYSA-N heptan-2-amine;sulfuric acid Chemical compound [O-]S([O-])(=O)=O.CCCCCC(C)[NH3+].CCCCCC(C)[NH3+] XKUUMWKWUZRRPD-UHFFFAOYSA-N 0.000 description 2
• 238000002844 melting Methods 0.000 description 2
• 239000012452 mother liquor Substances 0.000 description 2
• 150000003839 salts Chemical class 0.000 description 2
• 150000007949 saponins Chemical class 0.000 description 2
• 235000017709 saponins Nutrition 0.000 description 2
• 238000000926 separation method Methods 0.000 description 2
• 239000000126 substance Substances 0.000 description 2
• HFBYLYCMISIEMM-FFHNEAJVSA-N (4R,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,5,6,7,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-ol;phosphoric acid Chemical compound OP(O)(O)=O.C([C@H]1[C@H](N(CC[C@@]112)C)C3)C[C@H](O)[C@@H]1OC1=C2C3=CC=C1OC HFBYLYCMISIEMM-FFHNEAJVSA-N 0.000 description 1
• RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
• UZPCSQYZDLKMCC-UHFFFAOYSA-N 1-ethyl-1-methylurea Chemical compound CCN(C)C(N)=O UZPCSQYZDLKMCC-UHFFFAOYSA-N 0.000 description 1
• VOXZDWNPVJITMN-ZBRFXRBCSA-N 17β-estradiol Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 VOXZDWNPVJITMN-ZBRFXRBCSA-N 0.000 description 1
• 229940106582 ESTROGENIC SUBSTANCES Drugs 0.000 description 1
• 229960005309 Estradiol Drugs 0.000 description 1
• 229960003399 Estrone Drugs 0.000 description 1
• JKKFKPJIXZFSSB-CBZIJGRNSA-N Estrone sulfate Chemical compound OS(=O)(=O)OC1=CC=C2[C@H]3CC[C@](C)(C(CC4)=O)[C@@H]4[C@@H]3CCC2=C1 JKKFKPJIXZFSSB-CBZIJGRNSA-N 0.000 description 1
• DNXHEGUUPJUMQT-CBZIJGRNSA-N Hiestrone Chemical compound OC1=CC=C2[C@H]3CC[C@](C)(C(CC4)=O)[C@@H]4[C@@H]3CCC2=C1 DNXHEGUUPJUMQT-CBZIJGRNSA-N 0.000 description 1
• 240000005979 Hordeum vulgare Species 0.000 description 1
• 235000007340 Hordeum vulgare Nutrition 0.000 description 1
• 229940046835 Other hormones for endocrine therapy in ATC Drugs 0.000 description 1
• 206010044334 Trance Diseases 0.000 description 1
• 206010046306 Upper respiratory tract infection Diseases 0.000 description 1
• 239000011149 active material Substances 0.000 description 1
• 230000001476 alcoholic Effects 0.000 description 1
• 229930013930 alkaloids Natural products 0.000 description 1
• 239000007795 chemical reaction product Substances 0.000 description 1
• 238000004090 dissolution Methods 0.000 description 1
• 238000003379 elimination reaction Methods 0.000 description 1
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
• 238000001640 fractional crystallisation Methods 0.000 description 1
• 238000004508 fractional distillation Methods 0.000 description 1
• 238000000260 fractional sublimation Methods 0.000 description 1
• PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
• 239000010931 gold Substances 0.000 description 1
• 229910052737 gold Inorganic materials 0.000 description 1
• 238000005984 hydrogenation reaction Methods 0.000 description 1
• 238000002360 preparation method Methods 0.000 description 1
• 239000000047 product Substances 0.000 description 1
• 235000015067 sauces Nutrition 0.000 description 1
• 239000002689 soil Substances 0.000 description 1
• 239000007787 solid Substances 0.000 description 1
• 239000008247 solid mixture Substances 0.000 description 1
• 239000002904 solvent Substances 0.000 description 1
• QAOWNCQODCNURD-UHFFFAOYSA-L sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
• -1 urea compound Chemical class 0.000 description 1
• 150000003672 ureas Chemical class 0.000 description 1