ES2214729T3 - Acido 9-cis-retinoico para enfermedades inmunes inducidas por celulas. - Google Patents
Acido 9-cis-retinoico para enfermedades inmunes inducidas por celulas.Info
- Publication number
- ES2214729T3 ES2214729T3 ES98947437T ES98947437T ES2214729T3 ES 2214729 T3 ES2214729 T3 ES 2214729T3 ES 98947437 T ES98947437 T ES 98947437T ES 98947437 T ES98947437 T ES 98947437T ES 2214729 T3 ES2214729 T3 ES 2214729T3
- Authority
- ES
- Spain
- Prior art keywords
- eczema
- acid
- cis
- pharmaceutically acceptable
- dermatitis
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- SHGAZHPCJJPHSC-ZVCIMWCZSA-N 9-cis-retinoic acid Chemical compound OC(=O)/C=C(\C)/C=C/C=C(/C)\C=C\C1=C(C)CCCC1(C)C SHGAZHPCJJPHSC-ZVCIMWCZSA-N 0.000 title claims abstract description 39
- 229960001445 alitretinoin Drugs 0.000 title claims abstract description 38
- 208000026278 immune system disease Diseases 0.000 title abstract description 7
- 150000003839 salts Chemical class 0.000 claims abstract description 33
- 150000002148 esters Chemical class 0.000 claims abstract description 20
- 239000003814 drug Substances 0.000 claims abstract description 18
- 239000004480 active ingredient Substances 0.000 claims abstract description 12
- 201000004624 Dermatitis Diseases 0.000 claims description 75
- 208000010668 atopic eczema Diseases 0.000 claims description 75
- 238000011282 treatment Methods 0.000 claims description 38
- 239000002253 acid Substances 0.000 claims description 27
- 230000000699 topical effect Effects 0.000 claims description 25
- 238000002360 preparation method Methods 0.000 claims description 22
- -1 envelope Substances 0.000 claims description 18
- 206010014190 Eczema asteatotic Diseases 0.000 claims description 14
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 claims description 14
- 206010012442 Dermatitis contact Diseases 0.000 claims description 13
- 208000002029 allergic contact dermatitis Diseases 0.000 claims description 13
- 208000001875 irritant dermatitis Diseases 0.000 claims description 13
- 206010039793 Seborrhoeic dermatitis Diseases 0.000 claims description 11
- 208000008742 seborrheic dermatitis Diseases 0.000 claims description 11
- 229940079593 drug Drugs 0.000 claims description 10
- 239000006071 cream Substances 0.000 claims description 9
- 230000003902 lesion Effects 0.000 claims description 7
- 239000006210 lotion Substances 0.000 claims description 7
- 239000002674 ointment Substances 0.000 claims description 7
- 230000037396 body weight Effects 0.000 claims description 6
- 239000006187 pill Substances 0.000 claims description 6
- 239000002775 capsule Substances 0.000 claims description 5
- 230000006378 damage Effects 0.000 claims description 5
- 229910052783 alkali metal Inorganic materials 0.000 claims description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
- SHGAZHPCJJPHSC-YCNIQYBTSA-N all-trans-retinoic acid Chemical compound OC(=O)\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C SHGAZHPCJJPHSC-YCNIQYBTSA-N 0.000 claims description 3
- 239000003826 tablet Substances 0.000 claims description 3
- 229960001727 tretinoin Drugs 0.000 claims description 3
- 125000005907 alkyl ester group Chemical group 0.000 claims description 2
- 201000008937 atopic dermatitis Diseases 0.000 claims description 2
- 229930002330 retinoic acid Natural products 0.000 claims 2
- 206010012434 Dermatitis allergic Diseases 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000002184 metal Chemical class 0.000 claims 1
- 238000011200 topical administration Methods 0.000 abstract description 7
- 210000002443 helper t lymphocyte Anatomy 0.000 abstract description 4
- NCYCYZXNIZJOKI-HPNHMNAASA-N 11Z-retinal Natural products CC(=C/C=O)C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C NCYCYZXNIZJOKI-HPNHMNAASA-N 0.000 abstract description 3
- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 abstract description 3
- NCYCYZXNIZJOKI-MKOSUFFBSA-N 9-cis-retinal Chemical compound O=C/C=C(\C)/C=C/C=C(/C)\C=C\C1=C(C)CCCC1(C)C NCYCYZXNIZJOKI-MKOSUFFBSA-N 0.000 abstract description 3
- FPIPGXGPPPQFEQ-MKOSUFFBSA-N 9-cis-retinol Chemical compound OC\C=C(/C)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-MKOSUFFBSA-N 0.000 abstract description 3
- 150000001241 acetals Chemical class 0.000 abstract 1
- 230000001404 mediated effect Effects 0.000 abstract 1
- 239000000203 mixture Substances 0.000 description 38
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 18
- 201000010099 disease Diseases 0.000 description 16
- 150000001875 compounds Chemical class 0.000 description 13
- 238000000034 method Methods 0.000 description 13
- 238000002560 therapeutic procedure Methods 0.000 description 12
- 230000000694 effects Effects 0.000 description 11
- 208000024891 symptom Diseases 0.000 description 10
- 239000002243 precursor Substances 0.000 description 8
- 239000003381 stabilizer Substances 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- 125000000217 alkyl group Chemical group 0.000 description 7
- 210000003491 skin Anatomy 0.000 description 7
- 210000004027 cell Anatomy 0.000 description 6
- 239000003995 emulsifying agent Substances 0.000 description 6
- 239000002304 perfume Substances 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 239000013543 active substance Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 208000011231 Crohn disease Diseases 0.000 description 4
- 206010024552 Lip dry Diseases 0.000 description 4
- 230000005856 abnormality Effects 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 239000003963 antioxidant agent Substances 0.000 description 4
- 235000006708 antioxidants Nutrition 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 4
- 230000001419 dependent effect Effects 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 239000000499 gel Substances 0.000 description 4
- 239000007903 gelatin capsule Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 230000002503 metabolic effect Effects 0.000 description 4
- 201000006417 multiple sclerosis Diseases 0.000 description 4
- 239000003755 preservative agent Substances 0.000 description 4
- 239000000651 prodrug Substances 0.000 description 4
- 229940002612 prodrug Drugs 0.000 description 4
- 230000004044 response Effects 0.000 description 4
- 206010039073 rheumatoid arthritis Diseases 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- 230000001225 therapeutic effect Effects 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 3
- 239000004322 Butylated hydroxytoluene Substances 0.000 description 3
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- 102000014150 Interferons Human genes 0.000 description 3
- 108010050904 Interferons Proteins 0.000 description 3
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 3
- 206010028980 Neoplasm Diseases 0.000 description 3
- 208000002193 Pain Diseases 0.000 description 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 3
- 125000005210 alkyl ammonium group Chemical group 0.000 description 3
- 230000000735 allogeneic effect Effects 0.000 description 3
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 3
- 229940095259 butylated hydroxytoluene Drugs 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 239000003246 corticosteroid Substances 0.000 description 3
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 3
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 3
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 201000006122 hypervitaminosis A Diseases 0.000 description 3
- 229910052749 magnesium Inorganic materials 0.000 description 3
- 239000011777 magnesium Substances 0.000 description 3
- 230000003211 malignant effect Effects 0.000 description 3
- 239000006186 oral dosage form Substances 0.000 description 3
- 239000000825 pharmaceutical preparation Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 208000011580 syndromic disease Diseases 0.000 description 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 3
- 239000002562 thickening agent Substances 0.000 description 3
- 210000001519 tissue Anatomy 0.000 description 3
- 208000002874 Acne Vulgaris Diseases 0.000 description 2
- 102000002260 Alkaline Phosphatase Human genes 0.000 description 2
- 108020004774 Alkaline Phosphatase Proteins 0.000 description 2
- 208000023275 Autoimmune disease Diseases 0.000 description 2
- 239000004255 Butylated hydroxyanisole Substances 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- 206010015150 Erythema Diseases 0.000 description 2
- 239000004258 Ethoxyquin Substances 0.000 description 2
- 206010019233 Headaches Diseases 0.000 description 2
- 108010044467 Isoenzymes Proteins 0.000 description 2
- 206010033733 Papule Diseases 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- ZTHYODDOHIVTJV-UHFFFAOYSA-N Propyl gallate Chemical compound CCCOC(=O)C1=CC(O)=C(O)C(O)=C1 ZTHYODDOHIVTJV-UHFFFAOYSA-N 0.000 description 2
- 201000004681 Psoriasis Diseases 0.000 description 2
- 210000001744 T-lymphocyte Anatomy 0.000 description 2
- 102000003929 Transaminases Human genes 0.000 description 2
- 108090000340 Transaminases Proteins 0.000 description 2
- 206010052779 Transplant rejections Diseases 0.000 description 2
- 206010067584 Type 1 diabetes mellitus Diseases 0.000 description 2
- 206010000496 acne Diseases 0.000 description 2
- 239000000443 aerosol Substances 0.000 description 2
- 230000000172 allergic effect Effects 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000000872 buffer Substances 0.000 description 2
- 235000019282 butylated hydroxyanisole Nutrition 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 201000011510 cancer Diseases 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 235000012000 cholesterol Nutrition 0.000 description 2
- 230000001684 chronic effect Effects 0.000 description 2
- 229960001334 corticosteroids Drugs 0.000 description 2
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 2
- 208000035475 disorder Diseases 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 231100000321 erythema Toxicity 0.000 description 2
- 235000019285 ethoxyquin Nutrition 0.000 description 2
- DECIPOUIJURFOJ-UHFFFAOYSA-N ethoxyquin Chemical compound N1C(C)(C)C=C(C)C2=CC(OCC)=CC=C21 DECIPOUIJURFOJ-UHFFFAOYSA-N 0.000 description 2
- 229940093500 ethoxyquin Drugs 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 239000003906 humectant Substances 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 230000036039 immunity Effects 0.000 description 2
- 229940047124 interferons Drugs 0.000 description 2
- 239000002085 irritant Substances 0.000 description 2
- 231100000021 irritant Toxicity 0.000 description 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- 238000012423 maintenance Methods 0.000 description 2
- 239000002207 metabolite Substances 0.000 description 2
- HYIMSNHJOBLJNT-UHFFFAOYSA-N nifedipine Chemical compound COC(=O)C1=C(C)NC(C)=C(C(=O)OC)C1C1=CC=CC=C1[N+]([O-])=O HYIMSNHJOBLJNT-UHFFFAOYSA-N 0.000 description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 210000000056 organ Anatomy 0.000 description 2
- 239000008194 pharmaceutical composition Substances 0.000 description 2
- 239000000546 pharmaceutical excipient Substances 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 238000011321 prophylaxis Methods 0.000 description 2
- 230000003252 repetitive effect Effects 0.000 description 2
- 150000004492 retinoid derivatives Chemical class 0.000 description 2
- 239000002453 shampoo Substances 0.000 description 2
- 208000017520 skin disease Diseases 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 201000000596 systemic lupus erythematosus Diseases 0.000 description 2
- 206010043778 thyroiditis Diseases 0.000 description 2
- 235000010384 tocopherol Nutrition 0.000 description 2
- 239000011732 tocopherol Substances 0.000 description 2
- 229960001295 tocopherol Drugs 0.000 description 2
- 229930003799 tocopherol Natural products 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- 230000001052 transient effect Effects 0.000 description 2
- 150000003626 triacylglycerols Chemical class 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 2
- WNWVKZTYMQWFHE-UHFFFAOYSA-N 4-ethylmorpholine Chemical compound [CH2]CN1CCOCC1 WNWVKZTYMQWFHE-UHFFFAOYSA-N 0.000 description 1
- 208000035285 Allergic Seasonal Rhinitis Diseases 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- PMATZTZNYRCHOR-CGLBZJNRSA-N Cyclosporin A Chemical compound CC[C@@H]1NC(=O)[C@H]([C@H](O)[C@H](C)C\C=C\C)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C1=O PMATZTZNYRCHOR-CGLBZJNRSA-N 0.000 description 1
- 108010036949 Cyclosporine Proteins 0.000 description 1
- 102000004127 Cytokines Human genes 0.000 description 1
- 108090000695 Cytokines Proteins 0.000 description 1
- 208000002506 Darier Disease Diseases 0.000 description 1
- 206010012438 Dermatitis atopic Diseases 0.000 description 1
- 206010048768 Dermatosis Diseases 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- 206010020649 Hyperkeratosis Diseases 0.000 description 1
- 102000015696 Interleukins Human genes 0.000 description 1
- 108010063738 Interleukins Proteins 0.000 description 1
- 206010022998 Irritability Diseases 0.000 description 1
- 206010023369 Keratosis follicular Diseases 0.000 description 1
- 239000011786 L-ascorbyl-6-palmitate Substances 0.000 description 1
- QAQJMLQRFWZOBN-LAUBAEHRSA-N L-ascorbyl-6-palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](O)[C@H]1OC(=O)C(O)=C1O QAQJMLQRFWZOBN-LAUBAEHRSA-N 0.000 description 1
- FBOZXECLQNJBKD-ZDUSSCGKSA-N L-methotrexate Chemical compound C=1N=C2N=C(N)N=C(N)C2=NC=1CN(C)C1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 FBOZXECLQNJBKD-ZDUSSCGKSA-N 0.000 description 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- 208000001913 Lamellar ichthyosis Diseases 0.000 description 1
- 206010029098 Neoplasm skin Diseases 0.000 description 1
- 239000004264 Petrolatum Substances 0.000 description 1
- 208000003251 Pruritus Diseases 0.000 description 1
- 206010039085 Rhinitis allergic Diseases 0.000 description 1
- 241000978776 Senegalia senegal Species 0.000 description 1
- 208000000453 Skin Neoplasms Diseases 0.000 description 1
- 206010040844 Skin exfoliation Diseases 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 206010053613 Type IV hypersensitivity reaction Diseases 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- 239000011149 active material Substances 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000013566 allergen Substances 0.000 description 1
- 201000010105 allergic rhinitis Diseases 0.000 description 1
- 239000012062 aqueous buffer Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 235000010385 ascorbyl palmitate Nutrition 0.000 description 1
- 208000006673 asthma Diseases 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 230000001363 autoimmune Effects 0.000 description 1
- 201000000751 autosomal recessive congenital ichthyosis Diseases 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 235000021152 breakfast Nutrition 0.000 description 1
- 229940043253 butylated hydroxyanisole Drugs 0.000 description 1
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 229960001265 ciclosporin Drugs 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 229930182912 cyclosporin Natural products 0.000 description 1
- 239000000824 cytostatic agent Substances 0.000 description 1
- 230000001085 cytostatic effect Effects 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000035618 desquamation Effects 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000009093 first-line therapy Methods 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000013355 food flavoring agent Nutrition 0.000 description 1
- 210000001035 gastrointestinal tract Anatomy 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- LHGVFZTZFXWLCP-UHFFFAOYSA-N guaiacol Chemical class COC1=CC=CC=C1O LHGVFZTZFXWLCP-UHFFFAOYSA-N 0.000 description 1
- 239000003676 hair preparation Substances 0.000 description 1
- 231100000869 headache Toxicity 0.000 description 1
- 210000002216 heart Anatomy 0.000 description 1
- 206010021198 ichthyosis Diseases 0.000 description 1
- 230000028993 immune response Effects 0.000 description 1
- 239000003018 immunosuppressive agent Substances 0.000 description 1
- 229940125721 immunosuppressive agent Drugs 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 208000030603 inherited susceptibility to asthma Diseases 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 229940079322 interferon Drugs 0.000 description 1
- 229940047122 interleukins Drugs 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 201000004607 keratosis follicularis Diseases 0.000 description 1
- 210000003734 kidney Anatomy 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 238000009115 maintenance therapy Methods 0.000 description 1
- 235000012054 meals Nutrition 0.000 description 1
- 229960000485 methotrexate Drugs 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 229950007856 mofetil Drugs 0.000 description 1
- 230000036651 mood Effects 0.000 description 1
- 210000004400 mucous membrane Anatomy 0.000 description 1
- 230000000926 neurological effect Effects 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 230000000771 oncological effect Effects 0.000 description 1
- 230000003204 osmotic effect Effects 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 229940066842 petrolatum Drugs 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 235000010388 propyl gallate Nutrition 0.000 description 1
- 239000000473 propyl gallate Substances 0.000 description 1
- 229940075579 propyl gallate Drugs 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 208000035408 type 1 diabetes mellitus 1 Diseases 0.000 description 1
- 230000005951 type IV hypersensitivity Effects 0.000 description 1
- 208000027930 type IV hypersensitivity disease Diseases 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
- A61K31/07—Retinol compounds, e.g. vitamin A
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/20—Carboxylic acids, e.g. valproic acid having a carboxyl group bound to a chain of seven or more carbon atoms, e.g. stearic, palmitic, arachidic acids
- A61K31/203—Retinoic acids ; Salts thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/08—Antiseborrheics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
Landscapes
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Epidemiology (AREA)
- Immunology (AREA)
- Dermatology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Medicinal Preparation (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP97114651A EP0908179A1 (en) | 1997-08-23 | 1997-08-23 | Treatment of cell-mediated immune diseases |
| EP97114651 | 1997-08-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2214729T3 true ES2214729T3 (es) | 2004-09-16 |
Family
ID=8227266
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES98947437T Expired - Lifetime ES2214729T3 (es) | 1997-08-23 | 1998-08-18 | Acido 9-cis-retinoico para enfermedades inmunes inducidas por celulas. |
Country Status (18)
| Country | Link |
|---|---|
| US (2) | US6589989B1 (enExample) |
| EP (2) | EP0908179A1 (enExample) |
| JP (1) | JP3522220B2 (enExample) |
| KR (1) | KR100596260B1 (enExample) |
| CN (1) | CN1136845C (enExample) |
| AT (1) | ATE259224T1 (enExample) |
| AU (1) | AU739440B2 (enExample) |
| BR (1) | BRPI9811989B8 (enExample) |
| CA (1) | CA2301907C (enExample) |
| DE (1) | DE69821624T2 (enExample) |
| DK (1) | DK1007020T3 (enExample) |
| ES (1) | ES2214729T3 (enExample) |
| NO (1) | NO327141B1 (enExample) |
| NZ (1) | NZ502812A (enExample) |
| PT (1) | PT1007020E (enExample) |
| RU (1) | RU2238083C2 (enExample) |
| TR (1) | TR200000488T2 (enExample) |
| WO (1) | WO1999009969A1 (enExample) |
Families Citing this family (37)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8541469B2 (en) * | 1997-08-23 | 2013-09-24 | Glaxo Group Limited | Treatment of cell-mediated immune diseases |
| US20020031539A1 (en) * | 2000-08-30 | 2002-03-14 | The Brigham And Women's Hospital, Inc. | Oxidized forms of retinoic acid as ligands for peroxisome proliferator activated receptor gamma |
| DE10255861A1 (de) * | 2002-11-29 | 2004-06-17 | Axxima Pharmaceuticals Ag | Gegen Hepatitis C-Virusinfektionen nützliche Verbindungen und Substanzen |
| FR2834216B1 (fr) * | 2001-12-27 | 2004-04-30 | Pharmascience Lab | Composition cosmetique ou pharmaceutique comprenant au moins une oxazoline pour inhiber la migration des cellules de langerhans, et ses utilisations |
| JP2004020220A (ja) * | 2002-06-12 | 2004-01-22 | Pioneer Electronic Corp | 通信システム及び方法、通信端末装置、通信センタ装置、並びにコンピュータプログラム |
| TW579640B (en) * | 2002-10-23 | 2004-03-11 | Veutron Corp | Light gathering device of scanner |
| EP1527774A1 (en) * | 2003-11-03 | 2005-05-04 | Basilea Pharmaceutica AG | New formulation for retinoid-containing soft gelatin capsules |
| EP2327401A3 (en) * | 2003-03-14 | 2011-10-19 | University of Washington | Retinoid Replacements and Opsin Agonists and Methods for the Use Thereof |
| ES2449494T3 (es) | 2003-04-11 | 2014-03-20 | Glaxo Group Limited | Procedimiento para la producción de ácido 9-cis-retinoico |
| US7122751B1 (en) * | 2004-01-16 | 2006-10-17 | Cobalt Flux | Switch apparatus |
| CN1921843A (zh) * | 2004-01-23 | 2007-02-28 | 独立行政法人科学技术振兴机构 | 含视黄酸的糖尿病治疗药 |
| AU2015207903B2 (en) * | 2004-06-18 | 2017-08-17 | University Of Washington | Retinal derivatives and methods for the use thereof for the treatment of visual disorders |
| JP5166026B2 (ja) | 2004-06-18 | 2013-03-21 | ユニバーシティ オブ ワシントン | 視力障害の治療のためのレチナール誘導体およびその使用方法 |
| AU2012216808B2 (en) * | 2004-06-18 | 2015-04-30 | University Of Washington | Retinal derivatives and methods for the use thereof for the treatment of visual disorders |
| CN101262861B (zh) * | 2005-09-09 | 2011-04-06 | 有限会社肯菲思 | 用于预防及/或治疗肠疾病的药物 |
| JP6022746B2 (ja) | 2008-02-11 | 2016-11-09 | ユニヴァーシティ オブ ワシントン | 加齢関連性網膜機能不全の治療及び予防方法 |
| US8580278B2 (en) * | 2009-06-03 | 2013-11-12 | Trustees Of Dartmouth College | Nutraceutical composition and methods for preventing or treating multiple sclerosis |
| JP5663025B2 (ja) | 2009-09-15 | 2015-02-04 | キューエルティー インコーポレイテッド | ９−ｃｉｓ−レチニルエステルを脂質ビヒクル中に含む医薬製剤 |
| US8771693B2 (en) | 2009-10-27 | 2014-07-08 | Beth Israel Deaconess Medical Center, Inc. | Methods and compositions for the generation and use of conformation-specific antibodies |
| CA2796991A1 (en) | 2010-04-19 | 2011-10-27 | Qlt Inc. | Therapeutic regimen and methods for treating or ameliorating visual disorders associated with an endogenous retinoid deficiency |
| US10485780B2 (en) | 2011-03-14 | 2019-11-26 | Beth Israel Deaconess Medical Center, Inc. | Methods and compositions for the treatment of proliferative disorders |
| WO2012149334A2 (en) | 2011-04-27 | 2012-11-01 | Beth Israel Deaconess Medical Center, Inc. | Methods and compositions for the generation and use of conformation-specific antibodies |
| CN102247348A (zh) * | 2011-05-23 | 2011-11-23 | 天津拓飞生物科技有限公司 | 9-顺式维甲酸在制备治疗糖尿病皮肤溃疡的药物中的应用 |
| US9439884B2 (en) | 2011-05-26 | 2016-09-13 | Beth Israel Deaconess Medical Center, Inc. | Methods for the treatment of immune disorders |
| WO2013009945A1 (en) | 2011-07-12 | 2013-01-17 | The Brigham And Women's Hospital, Inc. | Lipid-containing psa compositions, methods of isolation and methods of use thereof |
| MX370928B (es) | 2012-03-01 | 2020-01-08 | Retinagenix LLC | El uso de 9-cis-retinil acetato para mejorar la función visual de un sujeto que padece de pérdida de la función visual originada por una deficiencia retinoide endógena de 11-cis retinal. |
| EP2858648B1 (en) | 2012-06-07 | 2018-08-22 | Beth Israel Deaconess Medical Center, Inc. | Methods and compositions for the inhibition of pin1 |
| US9221854B2 (en) | 2012-08-17 | 2015-12-29 | Basf Se | Isomerization of olefinic compounds |
| KR102138561B1 (ko) | 2012-08-17 | 2020-07-28 | 바스프 에스이 | 올레핀계 화합물의 이성질화 |
| US20150202172A1 (en) * | 2014-01-22 | 2015-07-23 | Glaxo Group Limited | Novel method of use |
| US9968579B2 (en) | 2014-07-17 | 2018-05-15 | Beth Isreal Deaconess Medical Center, Inc. | ATRA for modulating Pin1 activity and stability |
| WO2016011265A2 (en) | 2014-07-17 | 2016-01-21 | Beth Israel Deaconess Medical Center, Inc. | Biomarkers for pin1-associated disorders |
| WO2016145186A1 (en) | 2015-03-12 | 2016-09-15 | Beth Israel Deaconess Medical Center, Inc. | Enhanced atra-related compounds for the treatment of proliferative diseases, autoimmune diseases, and addiction conditions |
| CA2997211A1 (en) | 2015-08-19 | 2017-02-23 | President And Fellows Of Harvard College | Lipidated psa compositions and methods |
| CA3030974A1 (en) | 2016-07-15 | 2018-01-18 | President And Fellows Of Harvard College | Glycolipid compositions and methods of use |
| CN113499335B (zh) * | 2021-07-13 | 2023-06-20 | 中国人民解放军军事科学院军事医学研究院 | 一种靶向自噬融合治疗神经退行性疾病的药物 |
| WO2025108208A1 (zh) * | 2023-11-21 | 2025-05-30 | 南京纽邦生物科技有限公司 | 用于改善或维持皮肤、毛囊、头皮或毛发健康的方法和组合物 |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5525635A (en) * | 1986-02-04 | 1996-06-11 | Moberg; Sven | Pharmaceutical compositions containing propylene glycol and/or polyethylene glycol and urea as active main components and use thereof |
| US5093360A (en) * | 1989-04-07 | 1992-03-03 | Yu Ruey J | Retinal, derivatives and their therapeutic use |
| US5057501A (en) * | 1990-03-13 | 1991-10-15 | Dermatologic Research Corporation | Methods for treatment of papulosquamous and eczematous diseases |
| US5932622A (en) * | 1991-12-18 | 1999-08-03 | The Salk Institute For Biological Studies | Method for in vivo modulation of non-malignant skin-related processes with 9-cis-retinoic acid |
| KR100274101B1 (ko) | 1992-01-22 | 2000-12-15 | 프리돌린 클라우스너, 롤란드 비. 보레르 | 9-시스 레틴산을 함유하는 약제학적 조성물 |
| US5750570A (en) * | 1992-03-31 | 1998-05-12 | The Regents Of The University Of Michigan | Method of treatment of hyperpigmentation in black skin with retinoic acid and method of lightening black skin with retinoic acid |
| CA2093577C (en) | 1992-05-07 | 2006-01-03 | Michael Klaus | Alkyl or alkoxy substituted s-heterocyclic retinoids |
| TW272187B (enExample) * | 1992-05-20 | 1996-03-11 | Hoffmann La Roche | |
| WO1994022818A1 (en) * | 1993-04-05 | 1994-10-13 | Pfizer Inc. | Method for the preparation of 9-cis retinoic acid |
| US5457129A (en) * | 1993-05-17 | 1995-10-10 | Research Development Foundation | Inhibition of nitric oxide production by retinoic acid |
| FR2717686B1 (fr) * | 1994-03-22 | 1996-06-28 | Fabre Pierre Cosmetique | Composition dermo-cosmétologique et procédé de préparation. |
| DE4415204A1 (de) * | 1994-04-30 | 1995-11-02 | Carl Heinrich Dr Weischer | Neue Retinol (Vitamin A) -Derivate, deren Herstellung und Verwendung als Arzneimittel und Kosmetika |
| FR2728790B1 (fr) * | 1994-12-29 | 1997-01-24 | Cird Galderma | Composition modulant l'apoptose comprenant du methonial ou tout facteur influencant le taux intracellulaire de methonial |
| US6083977A (en) * | 1994-12-30 | 2000-07-04 | Ligand Pharmaceuticals Incorporated | Trienoic retinoid compounds and methods |
| US5837728A (en) * | 1995-01-27 | 1998-11-17 | Molecular Design International | 9-cis retinoic acid esters and amides and uses thereof |
| FR2735367B1 (fr) * | 1995-06-19 | 1997-07-18 | Cird Galderma | Utilisation de ligands specifiques des recepteurs rxrs |
| FR2752734B1 (fr) * | 1996-09-02 | 1998-11-06 | Cird Galderma | Utilisation de retinoides pour la preparation d'un medicament destine a traiter les affections liees a une surexpression de vegf |
| US5994081A (en) * | 1998-04-27 | 1999-11-30 | Incyte Pharamaceuticals, Inc. | Human keratins |
| US20030105031A1 (en) * | 2001-11-06 | 2003-06-05 | Rosenbloom Richard A. | Methods for the treatment of skin disorders |
-
1997
- 1997-08-23 EP EP97114651A patent/EP0908179A1/en not_active Withdrawn
-
1998
- 1998-08-18 CN CNB98808743XA patent/CN1136845C/zh not_active Expired - Lifetime
- 1998-08-18 DE DE69821624T patent/DE69821624T2/de not_active Expired - Lifetime
- 1998-08-18 RU RU2000107124/14A patent/RU2238083C2/ru active
- 1998-08-18 KR KR1020007001813A patent/KR100596260B1/ko not_active Expired - Lifetime
- 1998-08-18 WO PCT/EP1998/005236 patent/WO1999009969A1/en not_active Ceased
- 1998-08-18 BR BRPI9811989A patent/BRPI9811989B8/pt not_active IP Right Cessation
- 1998-08-18 CA CA002301907A patent/CA2301907C/en not_active Expired - Lifetime
- 1998-08-18 PT PT98947437T patent/PT1007020E/pt unknown
- 1998-08-18 AU AU94356/98A patent/AU739440B2/en not_active Expired
- 1998-08-18 DK DK98947437T patent/DK1007020T3/da active
- 1998-08-18 NZ NZ502812A patent/NZ502812A/en not_active IP Right Cessation
- 1998-08-18 TR TR2000/00488T patent/TR200000488T2/xx unknown
- 1998-08-18 ES ES98947437T patent/ES2214729T3/es not_active Expired - Lifetime
- 1998-08-18 EP EP98947437A patent/EP1007020B1/en not_active Expired - Lifetime
- 1998-08-18 US US09/485,943 patent/US6589989B1/en not_active Expired - Lifetime
- 1998-08-18 JP JP2000507359A patent/JP3522220B2/ja not_active Expired - Lifetime
- 1998-08-18 AT AT98947437T patent/ATE259224T1/de active
-
2000
- 2000-02-22 NO NO20000870A patent/NO327141B1/no not_active IP Right Cessation
-
2003
- 2003-06-11 US US10/459,273 patent/US20040039056A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| NO327141B1 (no) | 2009-05-04 |
| EP1007020B1 (en) | 2004-02-11 |
| DE69821624T2 (de) | 2004-09-23 |
| AU9435698A (en) | 1999-03-16 |
| US6589989B1 (en) | 2003-07-08 |
| KR100596260B1 (ko) | 2006-07-03 |
| CA2301907C (en) | 2009-02-10 |
| BR9811989A (pt) | 2000-09-05 |
| NO20000870L (no) | 2000-02-22 |
| DE69821624D1 (de) | 2004-03-18 |
| JP3522220B2 (ja) | 2004-04-26 |
| BRPI9811989B8 (pt) | 2021-05-25 |
| RU2238083C2 (ru) | 2004-10-20 |
| WO1999009969A1 (en) | 1999-03-04 |
| TR200000488T2 (tr) | 2000-07-21 |
| CA2301907A1 (en) | 1999-03-04 |
| PT1007020E (pt) | 2004-05-31 |
| JP2003526595A (ja) | 2003-09-09 |
| AU739440B2 (en) | 2001-10-11 |
| DK1007020T3 (da) | 2004-06-07 |
| EP1007020A1 (en) | 2000-06-14 |
| NZ502812A (en) | 2002-05-31 |
| NO20000870D0 (no) | 2000-02-22 |
| CN1268886A (zh) | 2000-10-04 |
| US20040039056A1 (en) | 2004-02-26 |
| KR20010023186A (ko) | 2001-03-26 |
| CN1136845C (zh) | 2004-02-04 |
| EP0908179A1 (en) | 1999-04-14 |
| ATE259224T1 (de) | 2004-02-15 |
| BRPI9811989B1 (pt) | 2015-12-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| ES2214729T3 (es) | Acido 9-cis-retinoico para enfermedades inmunes inducidas por celulas. | |
| EP0866713B1 (en) | Administration media for analgesic, anti-inflammatory and anti-pyretic drugs containing nitrous oxide and pharmaceutical compositions containing such media and drugs | |
| US4201788A (en) | Process for alleviating proliferative skin diseases | |
| CN1123523A (zh) | 用橙皮甙元控制皮脂和治疗痤疮的方法 | |
| HU212734B (en) | Process for producing pharmaceutical compositions comprising 9-cis-retinoic acid | |
| CN101489541A (zh) | 多胺在治疗银屑病中的应用 | |
| EP1152748B1 (en) | Method and composition for treating acne | |
| WO2021030190A1 (en) | Cbd formulations and uses thereof | |
| JPH09509139A (ja) | 酪酸エステル細胞分化薬 | |
| JP4387463B2 (ja) | タザロテンおよびコルチコステロイドによる乾癬の処置 | |
| US20070077258A1 (en) | ADMINISTRATION OF GLUTATHIONE (REDUCED) VIA INTRAVENOUS OR ENCAPSULATED IN LIPOSOME FOR THE AMELIORATION OF TNF-alpha EFFECTS AND FLU-LIKE VIRAL SYMPTOMS AND TREATMENT AND PREVENTION OF VIRUS | |
| RU2005122466A (ru) | Фармацевтические композиции, включающие комбинацию кальцитриола и клобетазола пропионат | |
| EP1771166A2 (en) | Rxr antagonists in the treatment of inflammatory diseases | |
| JPH08295628A (ja) | 脱毛症外用治療剤 | |
| US8541469B2 (en) | Treatment of cell-mediated immune diseases | |
| MXPA00001803A (en) | Treatment of cell-mediated immune diseases | |
| JPS6272617A (ja) | 鼻腔内投与用薬剤組成物 | |
| US9731021B2 (en) | Hydrogel composition for the treatment of dermatological disorders | |
| JP4896531B2 (ja) | 血中ＣｏＱ１０量を増加させる医薬組成物 | |
| JPH0368009B2 (enExample) | ||
| KR20220124175A (ko) | 건선 및 기타 질병 치료를 위한 국소 시클로스포린 | |
| JP2001163782A (ja) | 皮膚疾患治療用外用剤 | |
| JP2001288082A (ja) | 乾癬治療・予防用外用剤 |