JP2004504308A5 - - Google Patents
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- Publication number
- JP2004504308A5 JP2004504308A5 JP2002512158A JP2002512158A JP2004504308A5 JP 2004504308 A5 JP2004504308 A5 JP 2004504308A5 JP 2002512158 A JP2002512158 A JP 2002512158A JP 2002512158 A JP2002512158 A JP 2002512158A JP 2004504308 A5 JP2004504308 A5 JP 2004504308A5
- Authority
- JP
- Japan
- Prior art keywords
- tetrazol
- formula
- compound
- amide
- carboxylic acid
- 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.)
- Granted
Links
- 150000001875 compounds Chemical class 0.000 claims 22
- 125000000217 alkyl group Chemical group 0.000 claims 7
- 150000003839 salts Chemical class 0.000 claims 6
- 239000003814 drug Substances 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- 230000001684 chronic effect Effects 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 208000002193 Pain Diseases 0.000 claims 2
- 208000018737 Parkinson disease Diseases 0.000 claims 2
- 230000001154 acute effect Effects 0.000 claims 2
- 125000000524 functional group Chemical group 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 230000002265 prevention Effects 0.000 claims 2
- CMOASNQTFKKHTB-UHFFFAOYSA-N 2,2-diphenyl-n-(2-propan-2-yltetrazol-5-yl)acetamide Chemical compound CC(C)N1N=NC(NC(=O)C(C=2C=CC=CC=2)C=2C=CC=CC=2)=N1 CMOASNQTFKKHTB-UHFFFAOYSA-N 0.000 claims 1
- JAQPOQILWCFFDX-UHFFFAOYSA-N 2,2-diphenyl-n-(2-propyltetrazol-5-yl)acetamide Chemical compound CCCN1N=NC(NC(=O)C(C=2C=CC=CC=2)C=2C=CC=CC=2)=N1 JAQPOQILWCFFDX-UHFFFAOYSA-N 0.000 claims 1
- DLXJVSUNZMABON-UHFFFAOYSA-N 2,2-diphenyl-n-[2-(2,2,2-trifluoroethyl)tetrazol-5-yl]acetamide Chemical compound FC(F)(F)CN1N=NC(NC(=O)C(C=2C=CC=CC=2)C=2C=CC=CC=2)=N1 DLXJVSUNZMABON-UHFFFAOYSA-N 0.000 claims 1
- -1 2-ethyl-2H-tetrazol-5-yl Chemical group 0.000 claims 1
- UKWRQOKTEGMLMA-UHFFFAOYSA-N 4-methoxy-9h-xanthene-9-carboxylic acid Chemical compound OC(=O)C1C2=CC=CC=C2OC2=C1C=CC=C2OC UKWRQOKTEGMLMA-UHFFFAOYSA-N 0.000 claims 1
- 208000030507 AIDS Diseases 0.000 claims 1
- 208000024827 Alzheimer disease Diseases 0.000 claims 1
- 208000019901 Anxiety disease Diseases 0.000 claims 1
- 206010007559 Cardiac failure congestive Diseases 0.000 claims 1
- 208000000094 Chronic Pain Diseases 0.000 claims 1
- 208000028698 Cognitive impairment Diseases 0.000 claims 1
- 206010010904 Convulsion Diseases 0.000 claims 1
- 206010012289 Dementia Diseases 0.000 claims 1
- 206010019196 Head injury Diseases 0.000 claims 1
- 208000010496 Heart Arrest Diseases 0.000 claims 1
- 208000023105 Huntington disease Diseases 0.000 claims 1
- 208000013016 Hypoglycemia Diseases 0.000 claims 1
- 206010021143 Hypoxia Diseases 0.000 claims 1
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 claims 1
- 208000019695 Migraine disease Diseases 0.000 claims 1
- 208000016285 Movement disease Diseases 0.000 claims 1
- 208000007101 Muscle Cramp Diseases 0.000 claims 1
- 208000012902 Nervous system disease Diseases 0.000 claims 1
- 208000025966 Neurological disease Diseases 0.000 claims 1
- 206010057852 Nicotine dependence Diseases 0.000 claims 1
- 208000026251 Opioid-Related disease Diseases 0.000 claims 1
- 208000028017 Psychotic disease Diseases 0.000 claims 1
- 208000017442 Retinal disease Diseases 0.000 claims 1
- 206010038923 Retinopathy Diseases 0.000 claims 1
- 208000005392 Spasm Diseases 0.000 claims 1
- 208000025569 Tobacco Use disease Diseases 0.000 claims 1
- 206010046543 Urinary incontinence Diseases 0.000 claims 1
- 206010047700 Vomiting Diseases 0.000 claims 1
- 208000005298 acute pain Diseases 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims 1
- 230000036506 anxiety Effects 0.000 claims 1
- 230000036770 blood supply Effects 0.000 claims 1
- 210000004556 brain Anatomy 0.000 claims 1
- 230000003925 brain function Effects 0.000 claims 1
- 208000010877 cognitive disease Diseases 0.000 claims 1
- 230000036461 convulsion Effects 0.000 claims 1
- 230000007812 deficiency Effects 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 230000006806 disease prevention Effects 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 230000006870 function Effects 0.000 claims 1
- 229930195712 glutamate Natural products 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 230000002218 hypoglycaemic effect Effects 0.000 claims 1
- 230000007954 hypoxia Effects 0.000 claims 1
- 208000014674 injury Diseases 0.000 claims 1
- 206010027175 memory impairment Diseases 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- UZYUNDIGZSPOII-UHFFFAOYSA-N methyl 2-[5-(9h-xanthene-9-carbonylamino)tetrazol-2-yl]acetate Chemical compound COC(=O)CN1N=NC(NC(=O)C2C3=CC=CC=C3OC3=CC=CC=C32)=N1 UZYUNDIGZSPOII-UHFFFAOYSA-N 0.000 claims 1
- HGGMJOOOHPXAHJ-UHFFFAOYSA-N methyl 2-[5-[(2,2-diphenylacetyl)amino]tetrazol-2-yl]acetate Chemical compound COC(=O)CN1N=NC(NC(=O)C(C=2C=CC=CC=2)C=2C=CC=CC=2)=N1 HGGMJOOOHPXAHJ-UHFFFAOYSA-N 0.000 claims 1
- JAJWUYHPUGNXLE-UHFFFAOYSA-N n-(2-ethyltetrazol-5-yl)-1-methoxy-9h-xanthene-9-carboxamide Chemical compound CCN1N=NC(NC(=O)C2C3=C(OC)C=CC=C3OC3=CC=CC=C32)=N1 JAJWUYHPUGNXLE-UHFFFAOYSA-N 0.000 claims 1
- IFILLHOALSZOAY-UHFFFAOYSA-N n-(2-ethyltetrazol-5-yl)-2,2-diphenylacetamide Chemical compound CCN1N=NC(NC(=O)C(C=2C=CC=CC=2)C=2C=CC=CC=2)=N1 IFILLHOALSZOAY-UHFFFAOYSA-N 0.000 claims 1
- XUKOQYVNKXGVFG-UHFFFAOYSA-N n-(2-ethyltetrazol-5-yl)-2-methoxy-9h-xanthene-9-carboxamide Chemical compound CCN1N=NC(NC(=O)C2C3=CC(OC)=CC=C3OC3=CC=CC=C32)=N1 XUKOQYVNKXGVFG-UHFFFAOYSA-N 0.000 claims 1
- JWWLKNIUYMQZLO-UHFFFAOYSA-N n-(2-ethyltetrazol-5-yl)-6,11-dihydrobenzo[c][1]benzoxepine-11-carboxamide Chemical compound CCN1N=NC(NC(=O)C2C3=CC=CC=C3OCC3=CC=CC=C32)=N1 JWWLKNIUYMQZLO-UHFFFAOYSA-N 0.000 claims 1
- JOJJBQXFMKAOGS-UHFFFAOYSA-N n-(2-ethyltetrazol-5-yl)-9,10-dihydroanthracene-9-carboxamide Chemical compound CCN1N=NC(NC(=O)C2C3=CC=CC=C3CC3=CC=CC=C32)=N1 JOJJBQXFMKAOGS-UHFFFAOYSA-N 0.000 claims 1
- IHRHHDVJXZGGSE-UHFFFAOYSA-N n-(2-ethyltetrazol-5-yl)-9h-thioxanthene-9-carboxamide Chemical compound CCN1N=NC(NC(=O)C2C3=CC=CC=C3SC3=CC=CC=C32)=N1 IHRHHDVJXZGGSE-UHFFFAOYSA-N 0.000 claims 1
- HVTLYEBQNBWUIT-UHFFFAOYSA-N n-(2-ethyltetrazol-5-yl)-9h-xanthene-9-carboxamide Chemical compound CCN1N=NC(NC(=O)C2C3=CC=CC=C3OC3=CC=CC=C32)=N1 HVTLYEBQNBWUIT-UHFFFAOYSA-N 0.000 claims 1
- PGUUWGJUCVQTIP-UHFFFAOYSA-N n-(2-methyltetrazol-5-yl)-2,2-diphenylacetamide Chemical compound CN1N=NC(NC(=O)C(C=2C=CC=CC=2)C=2C=CC=CC=2)=N1 PGUUWGJUCVQTIP-UHFFFAOYSA-N 0.000 claims 1
- GTJLDZHHLPYRSM-UHFFFAOYSA-N n-(2-methyltetrazol-5-yl)-9h-xanthene-9-carboxamide Chemical compound CN1N=NC(NC(=O)C2C3=CC=CC=C3OC3=CC=CC=C32)=N1 GTJLDZHHLPYRSM-UHFFFAOYSA-N 0.000 claims 1
- RSZVCJLSWBLJAI-UHFFFAOYSA-N n-(2-propan-2-yltetrazol-5-yl)-9h-xanthene-9-carboxamide Chemical compound CC(C)N1N=NC(NC(=O)C2C3=CC=CC=C3OC3=CC=CC=C32)=N1 RSZVCJLSWBLJAI-UHFFFAOYSA-N 0.000 claims 1
- GTJYBDRTHSQVNP-UHFFFAOYSA-N n-(2-propyltetrazol-5-yl)-9h-xanthene-9-carboxamide Chemical compound CCCN1N=NC(NC(=O)C2C3=CC=CC=C3OC3=CC=CC=C32)=N1 GTJYBDRTHSQVNP-UHFFFAOYSA-N 0.000 claims 1
- AGMAYJIBVDBMSQ-UHFFFAOYSA-N n-(2-tert-butyltetrazol-5-yl)-2,2-diphenylacetamide Chemical compound CC(C)(C)N1N=NC(NC(=O)C(C=2C=CC=CC=2)C=2C=CC=CC=2)=N1 AGMAYJIBVDBMSQ-UHFFFAOYSA-N 0.000 claims 1
- JLLYZLQGZOZUKO-UHFFFAOYSA-N n-(2-tert-butyltetrazol-5-yl)-9h-xanthene-9-carboxamide Chemical compound CC(C)(C)N1N=NC(NC(=O)C2C3=CC=CC=C3OC3=CC=CC=C32)=N1 JLLYZLQGZOZUKO-UHFFFAOYSA-N 0.000 claims 1
- RXVNIYXUWPHADG-UHFFFAOYSA-N n-[2-(2,2,2-trifluoroethyl)tetrazol-5-yl]-9h-xanthene-9-carboxamide Chemical compound FC(F)(F)CN1N=NC(NC(=O)C2C3=CC=CC=C3OC3=CC=CC=C32)=N1 RXVNIYXUWPHADG-UHFFFAOYSA-N 0.000 claims 1
- PYVHEKPRGMFMQV-UHFFFAOYSA-N n-[2-(cyanomethyl)tetrazol-5-yl]-2,2-diphenylacetamide Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)C(=O)NC=1N=NN(CC#N)N=1 PYVHEKPRGMFMQV-UHFFFAOYSA-N 0.000 claims 1
- PGRRUUBSWSDXKO-UHFFFAOYSA-N n-[2-(cyanomethyl)tetrazol-5-yl]-9h-xanthene-9-carboxamide Chemical compound C12=CC=CC=C2OC2=CC=CC=C2C1C(=O)NC=1N=NN(CC#N)N=1 PGRRUUBSWSDXKO-UHFFFAOYSA-N 0.000 claims 1
- GFPKAZCCJPBWQO-UHFFFAOYSA-N n-[2-(cyclopropylmethyl)tetrazol-5-yl]-2,2-diphenylacetamide Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)C(=O)NC(=N1)N=NN1CC1CC1 GFPKAZCCJPBWQO-UHFFFAOYSA-N 0.000 claims 1
- QJGNKJKSZBODQF-UHFFFAOYSA-N n-[2-(cyclopropylmethyl)tetrazol-5-yl]-9h-xanthene-9-carboxamide Chemical compound C12=CC=CC=C2OC2=CC=CC=C2C1C(=O)NC(=N1)N=NN1CC1CC1 QJGNKJKSZBODQF-UHFFFAOYSA-N 0.000 claims 1
- MGBOODNHQOABEO-UHFFFAOYSA-N n-[2-(difluoromethyl)tetrazol-5-yl]-2,2-diphenylacetamide Chemical compound FC(F)N1N=NC(NC(=O)C(C=2C=CC=CC=2)C=2C=CC=CC=2)=N1 MGBOODNHQOABEO-UHFFFAOYSA-N 0.000 claims 1
- SYXYWUGTXVQIHA-UHFFFAOYSA-N n-[2-(difluoromethyl)tetrazol-5-yl]-9h-xanthene-9-carboxamide Chemical compound FC(F)N1N=NC(NC(=O)C2C3=CC=CC=C3OC3=CC=CC=C32)=N1 SYXYWUGTXVQIHA-UHFFFAOYSA-N 0.000 claims 1
- WJHHAVKOLHGCGW-UHFFFAOYSA-N n-[2-(methoxymethyl)tetrazol-5-yl]-2,2-diphenylacetamide Chemical compound COCN1N=NC(NC(=O)C(C=2C=CC=CC=2)C=2C=CC=CC=2)=N1 WJHHAVKOLHGCGW-UHFFFAOYSA-N 0.000 claims 1
- BWRVDPZDUPPAHX-UHFFFAOYSA-N n-[2-(methoxymethyl)tetrazol-5-yl]-9h-xanthene-9-carboxamide Chemical compound COCN1N=NC(NC(=O)C2C3=CC=CC=C3OC3=CC=CC=C32)=N1 BWRVDPZDUPPAHX-UHFFFAOYSA-N 0.000 claims 1
- 201000001119 neuropathy Diseases 0.000 claims 1
- 230000007823 neuropathy Effects 0.000 claims 1
- 201000005040 opiate dependence Diseases 0.000 claims 1
- 208000033808 peripheral neuropathy Diseases 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 230000035935 pregnancy Effects 0.000 claims 1
- 201000000980 schizophrenia Diseases 0.000 claims 1
- 208000020431 spinal cord injury Diseases 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 238000001356 surgical procedure Methods 0.000 claims 1
- 208000024891 symptom Diseases 0.000 claims 1
- 238000002054 transplantation Methods 0.000 claims 1
- 230000008733 trauma Effects 0.000 claims 1
- 230000008673 vomiting Effects 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP00115170 | 2000-07-13 | ||
| PCT/EP2001/007692 WO2002006254A1 (en) | 2000-07-13 | 2001-07-05 | Tetrazole derivatives |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2004504308A JP2004504308A (ja) | 2004-02-12 |
| JP2004504308A5 true JP2004504308A5 (enExample) | 2005-02-03 |
| JP3971298B2 JP3971298B2 (ja) | 2007-09-05 |
Family
ID=8169240
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002512158A Expired - Fee Related JP3971298B2 (ja) | 2000-07-13 | 2001-07-05 | テトラゾール誘導体 |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US6399641B1 (enExample) |
| EP (1) | EP1303499B1 (enExample) |
| JP (1) | JP3971298B2 (enExample) |
| KR (1) | KR100504292B1 (enExample) |
| CN (1) | CN1214017C (enExample) |
| AR (1) | AR029706A1 (enExample) |
| AT (1) | ATE332895T1 (enExample) |
| AU (2) | AU2001278472B2 (enExample) |
| BR (1) | BR0112465A (enExample) |
| CA (1) | CA2415673A1 (enExample) |
| DE (1) | DE60121447T2 (enExample) |
| DK (1) | DK1303499T3 (enExample) |
| ES (1) | ES2267797T3 (enExample) |
| MX (1) | MXPA03000221A (enExample) |
| PA (1) | PA8521901A1 (enExample) |
| PE (1) | PE20020409A1 (enExample) |
| PT (1) | PT1303499E (enExample) |
| WO (1) | WO2002006254A1 (enExample) |
| ZA (1) | ZA200210157B (enExample) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1659881B1 (en) | 2003-08-06 | 2019-04-03 | Senomyx Inc. | Novel flavors, flavor modifiers, tastants, taste enhancers, umami or sweet tastants, and/or enhancers and use thereof |
| AU2005219791B2 (en) * | 2004-03-05 | 2011-06-09 | Msd K.K. | Diaryl-substituted five-membered heterocycle derivative |
| CN101384183B (zh) | 2005-02-04 | 2012-07-04 | 西诺米克斯公司 | 包含连接有杂芳基部分的化合物及其作为用于食物组合物的新型鲜味调节剂、促味剂和味觉增强剂的应用 |
| TW200715993A (en) | 2005-06-15 | 2007-05-01 | Senomyx Inc | Bis-aromatic amides and their uses as sweet flavor modifiers, tastants, and taste enhancers |
| EP2258357A3 (en) | 2005-08-26 | 2011-04-06 | Braincells, Inc. | Neurogenesis with acetylcholinesterase inhibitor |
| EP2275096A3 (en) | 2005-08-26 | 2011-07-13 | Braincells, Inc. | Neurogenesis via modulation of the muscarinic receptors |
| WO2007047978A2 (en) | 2005-10-21 | 2007-04-26 | Braincells, Inc. | Modulation of neurogenesis by pde inhibition |
| EP2314289A1 (en) | 2005-10-31 | 2011-04-27 | Braincells, Inc. | Gaba receptor mediated modulation of neurogenesis |
| US20100216734A1 (en) | 2006-03-08 | 2010-08-26 | Braincells, Inc. | Modulation of neurogenesis by nootropic agents |
| DK3235811T3 (en) | 2006-04-21 | 2018-11-12 | Senomyx Inc | PROCEDURE FOR THE PREPARATION OF OXALAMIDS |
| US7678808B2 (en) | 2006-05-09 | 2010-03-16 | Braincells, Inc. | 5 HT receptor mediated neurogenesis |
| EP2021000A2 (en) | 2006-05-09 | 2009-02-11 | Braincells, Inc. | Neurogenesis by modulating angiotensin |
| WO2008030651A1 (en) | 2006-09-08 | 2008-03-13 | Braincells, Inc. | Combinations containing a 4-acylaminopyridine derivative |
| US20100184806A1 (en) | 2006-09-19 | 2010-07-22 | Braincells, Inc. | Modulation of neurogenesis by ppar agents |
| EP2093234A1 (en) | 2008-02-08 | 2009-08-26 | Nutrinova Nutrition Specialties & Food Ingredients GmbH | Oligopeptides for use as taste modulators |
| TWI429404B (zh) | 2008-03-03 | 2014-03-11 | Senomyx Inc | 異山梨醇衍生物及彼等作為風味改良劑、促味劑及促味增強劑之用途 |
| US20100216805A1 (en) | 2009-02-25 | 2010-08-26 | Braincells, Inc. | Modulation of neurogenesis using d-cycloserine combinations |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1343827A (en) * | 1971-06-15 | 1974-01-16 | Science Union & Cie | Acylaminotetrazoles and process for preparing them |
| DE4129742A1 (de) * | 1991-09-06 | 1993-03-11 | Bayer Ag | Heterocyclisch substituierte chinolylmethoxy-phenylacetamide |
| GB9626151D0 (en) * | 1996-12-17 | 1997-02-05 | Lilly Industries Ltd | Pharmaceutical compounds |
| EP1042275B1 (en) * | 1997-12-10 | 2005-11-09 | Nps Pharmaceuticals, Inc. | Anticonvulsant and central nervous system-active bis(fluorophenyl)alkylamides |
| US6548522B1 (en) * | 1999-10-12 | 2003-04-15 | Hoffmann-La Roche Inc. | Method for treating conditions related to the glutamate receptor using carboxylic acid amide derivatives |
-
2001
- 2001-06-27 US US09/892,994 patent/US6399641B1/en not_active Expired - Fee Related
- 2001-07-05 DK DK01956515T patent/DK1303499T3/da active
- 2001-07-05 DE DE60121447T patent/DE60121447T2/de not_active Expired - Fee Related
- 2001-07-05 BR BR0112465-0A patent/BR0112465A/pt not_active IP Right Cessation
- 2001-07-05 JP JP2002512158A patent/JP3971298B2/ja not_active Expired - Fee Related
- 2001-07-05 ES ES01956515T patent/ES2267797T3/es not_active Expired - Lifetime
- 2001-07-05 KR KR10-2003-7000350A patent/KR100504292B1/ko not_active Expired - Fee Related
- 2001-07-05 AU AU2001278472A patent/AU2001278472B2/en not_active Ceased
- 2001-07-05 AU AU7847201A patent/AU7847201A/xx active Pending
- 2001-07-05 CN CNB018126987A patent/CN1214017C/zh not_active Expired - Fee Related
- 2001-07-05 AT AT01956515T patent/ATE332895T1/de not_active IP Right Cessation
- 2001-07-05 CA CA002415673A patent/CA2415673A1/en not_active Abandoned
- 2001-07-05 MX MXPA03000221A patent/MXPA03000221A/es active IP Right Grant
- 2001-07-05 WO PCT/EP2001/007692 patent/WO2002006254A1/en not_active Ceased
- 2001-07-05 PT PT01956515T patent/PT1303499E/pt unknown
- 2001-07-05 EP EP01956515A patent/EP1303499B1/en not_active Expired - Lifetime
- 2001-07-10 PA PA20018521901A patent/PA8521901A1/es unknown
- 2001-07-11 PE PE2001000693A patent/PE20020409A1/es not_active Application Discontinuation
- 2001-07-12 AR ARP010103306A patent/AR029706A1/es unknown
-
2002
- 2002-12-13 ZA ZA200210157A patent/ZA200210157B/en unknown
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