WO1993023061B1 - Usilisations therapeutiques de substances vegetales acres et des composes derives - Google Patents
Usilisations therapeutiques de substances vegetales acres et des composes derivesInfo
- Publication number
- WO1993023061B1 WO1993023061B1 PCT/US1993/004763 US9304763W WO9323061B1 WO 1993023061 B1 WO1993023061 B1 WO 1993023061B1 US 9304763 W US9304763 W US 9304763W WO 9323061 B1 WO9323061 B1 WO 9323061B1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- analog
- species
- includes those
- genus
- amended
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims abstract 30
- 230000001225 therapeutic effect Effects 0.000 title 1
- 241000722363 Piper Species 0.000 claims abstract 28
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims abstract 28
- 241000196324 Embryophyta Species 0.000 claims abstract 19
- 235000002566 Capsicum Nutrition 0.000 claims abstract 12
- 230000002924 anti-infective effect Effects 0.000 claims abstract 7
- 238000000034 method Methods 0.000 claims 116
- YKPUWZUDDOIDPM-SOFGYWHQSA-N capsaicin Chemical compound COC1=CC(CNC(=O)CCCC\C=C\C(C)C)=CC=C1O YKPUWZUDDOIDPM-SOFGYWHQSA-N 0.000 claims 19
- 241000894007 species Species 0.000 claims 19
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 14
- 241001465754 Metazoa Species 0.000 claims 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 11
- 241000208293 Capsicum Species 0.000 claims 10
- 239000001390 capsicum minimum Substances 0.000 claims 10
- 208000035473 Communicable disease Diseases 0.000 claims 8
- 241000238631 Hexapoda Species 0.000 claims 8
- 208000015181 infectious disease Diseases 0.000 claims 8
- 238000000638 solvent extraction Methods 0.000 claims 8
- NLDDIKRKFXEWBK-AWEZNQCLSA-N gingerol Chemical compound CCCCC[C@H](O)CC(=O)CCC1=CC=C(O)C(OC)=C1 NLDDIKRKFXEWBK-AWEZNQCLSA-N 0.000 claims 6
- WVWHRXVVAYXKDE-UHFFFAOYSA-N piperine Natural products O=C(C=CC=Cc1ccc2OCOc2c1)C3CCCCN3 WVWHRXVVAYXKDE-UHFFFAOYSA-N 0.000 claims 5
- DLKOUKNODPCIHZ-UMYWTXKFSA-N Piperettine Chemical compound C=1C=C2OCOC2=CC=1/C=C/C=C/C=C/C(=O)N1CCCCC1 DLKOUKNODPCIHZ-UMYWTXKFSA-N 0.000 claims 4
- DLKOUKNODPCIHZ-UHFFFAOYSA-N Piperettine Natural products C=1C=C2OCOC2=CC=1C=CC=CC=CC(=O)N1CCCCC1 DLKOUKNODPCIHZ-UHFFFAOYSA-N 0.000 claims 4
- 241000234299 Zingiberaceae Species 0.000 claims 4
- 235000017663 capsaicin Nutrition 0.000 claims 4
- 229960002504 capsaicin Drugs 0.000 claims 4
- VFLDPWHFBUODDF-FCXRPNKRSA-N curcumin Chemical compound C1=C(O)C(OC)=CC(\C=C\C(=O)CC(=O)\C=C\C=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-FCXRPNKRSA-N 0.000 claims 4
- 230000006378 damage Effects 0.000 claims 4
- 230000001066 destructive effect Effects 0.000 claims 4
- 238000002347 injection Methods 0.000 claims 4
- 239000007924 injection Substances 0.000 claims 4
- 239000008601 oleoresin Substances 0.000 claims 4
- 239000005871 repellent Substances 0.000 claims 4
- 230000002940 repellent Effects 0.000 claims 4
- 230000001846 repelling effect Effects 0.000 claims 4
- TZZAKSLHHIJRLL-UHFFFAOYSA-N 4-hydroxy-3-methoxybenzamide Chemical compound COC1=CC(C(N)=O)=CC=C1O TZZAKSLHHIJRLL-UHFFFAOYSA-N 0.000 claims 3
- 241000221079 Euphorbia <genus> Species 0.000 claims 3
- MXXWOMGUGJBKIW-PORYWJCVSA-N chavicine Chemical compound C=1C=C2OCOC2=CC=1/C=C\C=C/C(=O)N1CCCCC1 MXXWOMGUGJBKIW-PORYWJCVSA-N 0.000 claims 3
- 201000010099 disease Diseases 0.000 claims 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 3
- RGOVYLWUIBMPGK-UHFFFAOYSA-N nonivamide Chemical compound CCCCCCCCC(=O)NCC1=CC=C(O)C(OC)=C1 RGOVYLWUIBMPGK-UHFFFAOYSA-N 0.000 claims 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims 2
- 241000407170 Curcuma Species 0.000 claims 2
- 235000014375 Curcuma Nutrition 0.000 claims 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- 241001510312 Elettaria Species 0.000 claims 2
- IKYCZSUNGFRBJS-UHFFFAOYSA-N Euphorbia factor RL9 = U(1) = Resiniferatoxin Natural products COC1=CC(O)=CC(CC(=O)OCC=2CC3(O)C(=O)C(C)=CC3C34C(C)CC5(OC(O4)(CC=4C=CC=CC=4)OC5C3C=2)C(C)=C)=C1 IKYCZSUNGFRBJS-UHFFFAOYSA-N 0.000 claims 2
- AKDLSISGGARWFP-UHFFFAOYSA-N Homodihydrocapsaicin Chemical compound COC1=CC(CNC(=O)CCCCCCCC(C)C)=CC=C1O AKDLSISGGARWFP-UHFFFAOYSA-N 0.000 claims 2
- VQEONGKQWIFHMN-UHFFFAOYSA-N Nordihydrocapsaicin Chemical compound COC1=CC(CNC(=O)CCCCCC(C)C)=CC=C1O VQEONGKQWIFHMN-UHFFFAOYSA-N 0.000 claims 2
- 241000234314 Zingiber Species 0.000 claims 2
- CZNLTCTYLMYLHL-UHFFFAOYSA-N [6]-Paradol Chemical compound CCCCCCCC(=O)CCC1=CC=C(O)C(OC)=C1 CZNLTCTYLMYLHL-UHFFFAOYSA-N 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 claims 2
- JZLXEKNVCWMYHI-UHFFFAOYSA-N gingerol Natural products CCCCC(O)CC(=O)CCC1=CC=C(O)C(OC)=C1 JZLXEKNVCWMYHI-UHFFFAOYSA-N 0.000 claims 2
- 235000002780 gingerol Nutrition 0.000 claims 2
- 230000000749 insecticidal effect Effects 0.000 claims 2
- 244000005700 microbiome Species 0.000 claims 2
- 125000003386 piperidinyl group Chemical group 0.000 claims 2
- DSDNAKHZNJAGHN-UHFFFAOYSA-N resinferatoxin Natural products C1=C(O)C(OC)=CC(CC(=O)OCC=2CC3(O)C(=O)C(C)=CC3C34C(C)CC5(OC(O4)(CC=4C=CC=CC=4)OC5C3C=2)C(C)=C)=C1 DSDNAKHZNJAGHN-UHFFFAOYSA-N 0.000 claims 2
- DSDNAKHZNJAGHN-MXTYGGKSSA-N resiniferatoxin Chemical compound C1=C(O)C(OC)=CC(CC(=O)OCC=2C[C@]3(O)C(=O)C(C)=C[C@H]3[C@@]34[C@H](C)C[C@@]5(O[C@@](O4)(CC=4C=CC=CC=4)O[C@@H]5[C@@H]3C=2)C(C)=C)=C1 DSDNAKHZNJAGHN-MXTYGGKSSA-N 0.000 claims 2
- 229940073454 resiniferatoxin Drugs 0.000 claims 2
- OJYLAHXKWMRDGS-UHFFFAOYSA-N zingerone Chemical compound COC1=CC(CCC(C)=O)=CC=C1O OJYLAHXKWMRDGS-UHFFFAOYSA-N 0.000 claims 2
- RHBGITBPARBDPH-UHFFFAOYSA-N (2E,4E)-5-(3,4-methylenedioxyphenyl)-2,4-pentadienoic acid Natural products OC(=O)C=CC=CC1=CC=C2OCOC2=C1 RHBGITBPARBDPH-UHFFFAOYSA-N 0.000 claims 1
- OQWKEEOHDMUXEO-UHFFFAOYSA-N (6)-shogaol Natural products CCCCCC=CC(=O)CCC1=CC=C(O)C(OC)=C1 OQWKEEOHDMUXEO-UHFFFAOYSA-N 0.000 claims 1
- MIWPBXQTBYPJEF-XBXARRHUSA-N (E)-Piperolein A Chemical compound C=1C=C2OCOC2=CC=1/C=C/CCCCC(=O)N1CCCCC1 MIWPBXQTBYPJEF-XBXARRHUSA-N 0.000 claims 1
- RHBGITBPARBDPH-ZPUQHVIOSA-N (E,E)-piperic acid Chemical group OC(=O)\C=C\C=C\C1=CC=C2OCOC2=C1 RHBGITBPARBDPH-ZPUQHVIOSA-N 0.000 claims 1
- GYSCBCSGKXNZRH-UHFFFAOYSA-N 1-benzothiophene-2-carboxamide Chemical compound C1=CC=C2SC(C(=O)N)=CC2=C1 GYSCBCSGKXNZRH-UHFFFAOYSA-N 0.000 claims 1
- 208000035143 Bacterial infection Diseases 0.000 claims 1
- NPBVQXIMTZKSBA-UHFFFAOYSA-N Chavibetol Natural products COC1=CC=C(CC=C)C=C1O NPBVQXIMTZKSBA-UHFFFAOYSA-N 0.000 claims 1
- GHVNFZFCNZKVNT-UHFFFAOYSA-N Decanoic acid Natural products CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 claims 1
- 239000005770 Eugenol Substances 0.000 claims 1
- 206010017533 Fungal infection Diseases 0.000 claims 1
- 208000031888 Mycoses Diseases 0.000 claims 1
- UTNZMGHHFHHIAY-FNORWQNLSA-N Norcapsaicin Chemical compound COC1=CC(CNC(=O)CCC\C=C\C(C)C)=CC=C1O UTNZMGHHFHHIAY-FNORWQNLSA-N 0.000 claims 1
- UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 claims 1
- 241000283984 Rodentia Species 0.000 claims 1
- 244000223014 Syzygium aromaticum Species 0.000 claims 1
- 235000016639 Syzygium aromaticum Nutrition 0.000 claims 1
- STEQPJJDFVFRGX-UHFFFAOYSA-N Tinyatoxin Natural products CC1CC2(CC34OC(Cc5ccccc5)(O2)OC13C6C=C(C)C(=O)C6(O)CC(=C4)COC(=O)Cc7ccc(O)cc7)C(=C)C STEQPJJDFVFRGX-UHFFFAOYSA-N 0.000 claims 1
- 208000036142 Viral infection Diseases 0.000 claims 1
- OQWKEEOHDMUXEO-BQYQJAHWSA-N [6]-Shogaol Chemical compound CCCCC\C=C\C(=O)CCC1=CC=C(O)C(OC)=C1 OQWKEEOHDMUXEO-BQYQJAHWSA-N 0.000 claims 1
- 239000000443 aerosol Substances 0.000 claims 1
- 125000003158 alcohol group Chemical group 0.000 claims 1
- 208000022362 bacterial infectious disease Diseases 0.000 claims 1
- 235000012754 curcumin Nutrition 0.000 claims 1
- 229940109262 curcumin Drugs 0.000 claims 1
- 239000004148 curcumin Substances 0.000 claims 1
- 239000000645 desinfectant Substances 0.000 claims 1
- 230000000249 desinfective effect Effects 0.000 claims 1
- VFLDPWHFBUODDF-UHFFFAOYSA-N diferuloylmethane Natural products C1=C(O)C(OC)=CC(C=CC(=O)CC(=O)C=CC=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-UHFFFAOYSA-N 0.000 claims 1
- XJQPQKLURWNAAH-UHFFFAOYSA-N dihydrocapsaicin Chemical compound COC1=CC(CNC(=O)CCCCCCC(C)C)=CC=C1O XJQPQKLURWNAAH-UHFFFAOYSA-N 0.000 claims 1
- RBCYRZPENADQGZ-UHFFFAOYSA-N dihydrocapsaicin Natural products COC1=CC(COC(=O)CCCCCCC(C)C)=CC=C1O RBCYRZPENADQGZ-UHFFFAOYSA-N 0.000 claims 1
- 229940059082 douche Drugs 0.000 claims 1
- 235000013399 edible fruits Nutrition 0.000 claims 1
- 229960002217 eugenol Drugs 0.000 claims 1
- 239000012530 fluid Substances 0.000 claims 1
- MLJGZARGNROKAC-VQHVLOKHSA-N homocapsaicin Chemical compound CCC(C)\C=C\CCCCC(=O)NCC1=CC=C(O)C(OC)=C1 MLJGZARGNROKAC-VQHVLOKHSA-N 0.000 claims 1
- JKIHLSTUOQHAFF-UHFFFAOYSA-N homocapsaicin Natural products COC1=CC(CNC(=O)CCCCCC=CC(C)C)=CC=C1O JKIHLSTUOQHAFF-UHFFFAOYSA-N 0.000 claims 1
- JZNZUOZRIWOBGG-UHFFFAOYSA-N homocapsaicin-II Natural products COC1=CC(CNC(=O)CCCCC=CCC(C)C)=CC=C1O JZNZUOZRIWOBGG-UHFFFAOYSA-N 0.000 claims 1
- GOBFKCLUUUDTQE-UHFFFAOYSA-N homodihydrocapsaicin-II Natural products CCC(C)CCCCCCC(=O)NCC1=CC=C(O)C(OC)=C1 GOBFKCLUUUDTQE-UHFFFAOYSA-N 0.000 claims 1
- 230000001939 inductive effect Effects 0.000 claims 1
- 239000002917 insecticide Substances 0.000 claims 1
- 238000001990 intravenous administration Methods 0.000 claims 1
- 239000002085 irritant Substances 0.000 claims 1
- 231100000021 irritant Toxicity 0.000 claims 1
- 230000007794 irritation Effects 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- WRORLFXEECQZJG-UHFFFAOYSA-N n-benzyl-n-methoxyhydroxylamine Chemical group CON(O)CC1=CC=CC=C1 WRORLFXEECQZJG-UHFFFAOYSA-N 0.000 claims 1
- UTNZMGHHFHHIAY-UHFFFAOYSA-N norcapsaicin Natural products COC1=CC(CNC(=O)CCCC=CC(C)C)=CC=C1O UTNZMGHHFHHIAY-UHFFFAOYSA-N 0.000 claims 1
- MXXWOMGUGJBKIW-YPCIICBESA-N piperine Chemical compound C=1C=C2OCOC2=CC=1/C=C/C=C/C(=O)N1CCCCC1 MXXWOMGUGJBKIW-YPCIICBESA-N 0.000 claims 1
- 229940075559 piperine Drugs 0.000 claims 1
- 235000019100 piperine Nutrition 0.000 claims 1
- MIWPBXQTBYPJEF-UHFFFAOYSA-N piperoleine A Natural products C=1C=C2OCOC2=CC=1C=CCCCCC(=O)N1CCCCC1 MIWPBXQTBYPJEF-UHFFFAOYSA-N 0.000 claims 1
- 239000000843 powder Substances 0.000 claims 1
- 239000003755 preservative agent Substances 0.000 claims 1
- 230000002335 preservative effect Effects 0.000 claims 1
- 239000006215 rectal suppository Substances 0.000 claims 1
- 229940100618 rectal suppository Drugs 0.000 claims 1
- 230000000241 respiratory effect Effects 0.000 claims 1
- 239000000829 suppository Substances 0.000 claims 1
- WWZMXEIBZCEIFB-ACAXUWNGSA-N tinyatoxin Chemical compound C([C@@]12O[C@]3(C[C@H]([C@@]4([C@H]5[C@](C(C(C)=C5)=O)(O)CC(COC(=O)CC=5C=CC(O)=CC=5)=C[C@H]4[C@H]3O2)O1)C)C(C)=C)C1=CC=CC=C1 WWZMXEIBZCEIFB-ACAXUWNGSA-N 0.000 claims 1
- 229940120293 vaginal suppository Drugs 0.000 claims 1
- 239000006216 vaginal suppository Substances 0.000 claims 1
- 230000009385 viral infection Effects 0.000 claims 1
- 239000006002 Pepper Substances 0.000 abstract 2
- 235000016761 Piper aduncum Nutrition 0.000 abstract 2
- 235000017804 Piper guineense Nutrition 0.000 abstract 2
- 235000008184 Piper nigrum Nutrition 0.000 abstract 2
- 244000273928 Zingiber officinale Species 0.000 abstract 2
- 235000006886 Zingiber officinale Nutrition 0.000 abstract 2
- 235000008397 ginger Nutrition 0.000 abstract 2
- 208000007163 Dermatomycoses Diseases 0.000 abstract 1
- 102000011782 Keratins Human genes 0.000 abstract 1
- 108010076876 Keratins Proteins 0.000 abstract 1
- 230000002159 abnormal effect Effects 0.000 abstract 1
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 1
- 239000000419 plant extract Substances 0.000 abstract 1
- 230000035755 proliferation Effects 0.000 abstract 1
- 208000037816 tissue injury Diseases 0.000 abstract 1
- 230000000699 topical effect Effects 0.000 abstract 1
Abstract
L'invention concerne une nouvelle classe de composés généraux anti-infectieux extraits du poivre, du gingembre et d'autres espèces végétales contenant les structures cycliques de la vanillyle (fig. 3) et de la pipéridine (fig. 7), qui sont caractéristiques des principes âcres que l'on trouve dans le poivre et le gingembre. Ces structures, les groupes hydrocarbures qui y sont rattachés, et d'autres composés que l'on trouve dans l'extrait végétal sont utilisés pour le traitement local de la dermatophyte, des lésions de la peau et de la prolifération anormale de kératine.
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9423318A GB2286120B (en) | 1992-05-21 | 1993-05-19 | Therapeutic pepper extracts and related compounds |
| US08/338,489 US6063381A (en) | 1993-05-19 | 1993-05-19 | Therapeutic uses of pungent botanicals and their related compounds |
| DE4392300T DE4392300T1 (de) | 1992-05-21 | 1993-05-19 | Therapeutische Gebräuche von beißenden Pflanzen und Ihre Verwandten Zusammensetzungen |
| US09/571,644 US6593371B1 (en) | 1993-05-19 | 2000-05-15 | Treatment for wart and related disorders |
| US10/620,794 US20050058729A1 (en) | 1993-05-19 | 2003-07-15 | Treatment for bacterial infections and related disorders |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US88664092A | 1992-05-21 | 1992-05-21 | |
| US07/886,640 | 1992-05-21 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US09/571,644 Continuation-In-Part US6593371B1 (en) | 1993-05-19 | 2000-05-15 | Treatment for wart and related disorders |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO1993023061A1 WO1993023061A1 (fr) | 1993-11-25 |
| WO1993023061B1 true WO1993023061B1 (fr) | 1994-01-06 |
Family
ID=25389439
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US1993/004763 WO1993023061A1 (fr) | 1992-05-21 | 1993-05-19 | Usilisations therapeutiques de substances vegetales acres et des composes derives |
Country Status (5)
| Country | Link |
|---|---|
| AU (1) | AU4382693A (fr) |
| CA (1) | CA2136174A1 (fr) |
| DE (1) | DE4392300T1 (fr) |
| GB (1) | GB2286120B (fr) |
| WO (1) | WO1993023061A1 (fr) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5925376C1 (en) * | 1994-01-10 | 2001-03-20 | Madalene C Y Heng | Method for treating psoriasis using selected phosphorylase kinase inhibitor and additional compounds |
| PT1014927E (pt) * | 1997-01-09 | 2003-11-28 | Lmd | Utilizacao de shogaois e de gingerois para a preparacao de composicoes desodorizantes |
| FR2758087B1 (fr) * | 1997-01-09 | 1999-02-26 | Daniel Jean | Utilisation des gingerols pour la preparation de compositions deodorantes et antiseptiques et compositions les contenant |
| GB9710636D0 (en) * | 1997-05-23 | 1997-07-16 | Bauer Eran N | Novel mixture |
| GB9711962D0 (en) * | 1997-06-10 | 1997-08-06 | Reckitt & Colmann Prod Ltd | Therapeutically active compositions |
| EP1112745A1 (fr) * | 2000-01-03 | 2001-07-04 | Irma Maestri | Composition homéopathique |
| WO2001089571A2 (fr) * | 2000-05-19 | 2001-11-29 | Sabinsa Corporation | Methode permettant d'augmenter la biodisponibilite de nutriments et preparations pharmaceutiques renfermant de la tetrahydropiperine et des analogues et derives de tetrahydropiperine |
| TWI290469B (en) * | 2000-07-12 | 2007-12-01 | Medical & Pharm Ind Tech & Dev | Method for manufacturing product with component capable of efficiently preventing inflammation and platelets agglutination form ginger and medical composition with the efficient component |
| ITMI20071136A1 (it) * | 2007-06-04 | 2008-12-05 | Velleja Res Srl | Formulazioni topiche per la prevenzione e il trattamento degli stati infiammatori e/o infettivi dell'aera genitale |
| DE102008009752A1 (de) | 2007-10-09 | 2009-04-16 | Jens Tannert | Gesundheitsförderndes Mittel und dessen Verwendung |
| GB2455585B (en) * | 2008-01-16 | 2010-07-28 | Ali Reza Rezai-Fard | Capsicum seeds for the treatment of eczema and dermatitis |
| US20100105644A1 (en) * | 2008-10-27 | 2010-04-29 | The Regents Of The University Of Michigan | Botanical composition for enhanced skin repair and uses thereof |
| FR2950884B1 (fr) | 2009-10-01 | 2011-11-11 | Oreal | Utilisation de derives de vanilline comme conservateur, procede de conservation, composes et composition |
-
1993
- 1993-05-19 CA CA 2136174 patent/CA2136174A1/fr not_active Abandoned
- 1993-05-19 GB GB9423318A patent/GB2286120B/en not_active Expired - Fee Related
- 1993-05-19 AU AU43826/93A patent/AU4382693A/en not_active Abandoned
- 1993-05-19 DE DE4392300T patent/DE4392300T1/de not_active Withdrawn
- 1993-05-19 WO PCT/US1993/004763 patent/WO1993023061A1/fr active Application Filing
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