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 (https=) | 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 (https=) |
| EP (1) | EP1303499B1 (https=) |
| JP (1) | JP3971298B2 (https=) |
| KR (1) | KR100504292B1 (https=) |
| CN (1) | CN1214017C (https=) |
| AR (1) | AR029706A1 (https=) |
| AT (1) | ATE332895T1 (https=) |
| AU (2) | AU7847201A (https=) |
| BR (1) | BR0112465A (https=) |
| CA (1) | CA2415673A1 (https=) |
| DE (1) | DE60121447T2 (https=) |
| DK (1) | DK1303499T3 (https=) |
| ES (1) | ES2267797T3 (https=) |
| MX (1) | MXPA03000221A (https=) |
| PA (1) | PA8521901A1 (https=) |
| PE (1) | PE20020409A1 (https=) |
| PT (1) | PT1303499E (https=) |
| WO (1) | WO2002006254A1 (https=) |
| ZA (1) | ZA200210157B (https=) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR046078A1 (es) | 2003-08-06 | 2005-11-23 | Senomyx Inc | Nuevos sabores, modificadores de sabores, sustancias gustativas, mejoradores de gusto, sustancias gustativas y/o mejoradoras del gusto umani o dulce y uso de los mismos. |
| CN1934094A (zh) * | 2004-03-05 | 2007-03-21 | 万有制药株式会社 | 二芳基取代杂环5元环衍生物 |
| JP4734346B2 (ja) | 2005-02-04 | 2011-07-27 | セノミックス インコーポレイテッド | 連結ヘテロアリール部分を含む化合物、ならびに食用組成物のための新規なうまみフレーバー改変剤、味物質および味覚増強剤としての使用 |
| TW200715993A (en) | 2005-06-15 | 2007-05-01 | Senomyx Inc | Bis-aromatic amides and their uses as sweet flavor modifiers, tastants, and taste enhancers |
| EP2275095A3 (en) | 2005-08-26 | 2011-08-17 | Braincells, Inc. | Neurogenesis by muscarinic receptor modulation |
| EP2258358A3 (en) | 2005-08-26 | 2011-09-07 | Braincells, Inc. | Neurogenesis with acetylcholinesterase inhibitor |
| EP1940389A2 (en) | 2005-10-21 | 2008-07-09 | Braincells, Inc. | Modulation of neurogenesis by pde inhibition |
| AU2006308889A1 (en) | 2005-10-31 | 2007-05-10 | Braincells, Inc. | GABA receptor mediated modulation of neurogenesis |
| US20100216734A1 (en) | 2006-03-08 | 2010-08-26 | Braincells, Inc. | Modulation of neurogenesis by nootropic agents |
| ES2640453T3 (es) | 2006-04-21 | 2017-11-03 | Senomyx, Inc. | Procesos para preparar composiciones saborizantes sólidas |
| JP2009536667A (ja) | 2006-05-09 | 2009-10-15 | ブレインセルス，インコーポレイティド | ５ｈｔ受容体介在性の神経新生 |
| EP2382975A3 (en) | 2006-05-09 | 2012-02-29 | Braincells, Inc. | Neurogenesis by modulating angiotensin |
| AU2007292848A1 (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 |
| WO2010099217A1 (en) | 2009-02-25 | 2010-09-02 | 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 |
| ATE309200T1 (de) * | 1997-12-10 | 2005-11-15 | Nps Pharma Inc | Antikonvulsive und zns-aktive bis-fluoralkylamide |
| 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 DE DE60121447T patent/DE60121447T2/de not_active Expired - Fee Related
- 2001-07-05 AU AU7847201A patent/AU7847201A/xx active Pending
- 2001-07-05 KR KR10-2003-7000350A patent/KR100504292B1/ko not_active Expired - Fee Related
- 2001-07-05 ES ES01956515T patent/ES2267797T3/es not_active Expired - Lifetime
- 2001-07-05 DK DK01956515T patent/DK1303499T3/da active
- 2001-07-05 CA CA002415673A patent/CA2415673A1/en not_active Abandoned
- 2001-07-05 CN CNB018126987A patent/CN1214017C/zh 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 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
- 2001-07-05 AT AT01956515T patent/ATE332895T1/de not_active IP Right Cessation
- 2001-07-05 MX MXPA03000221A patent/MXPA03000221A/es active IP Right Grant
- 2001-07-05 AU AU2001278472A patent/AU2001278472B2/en not_active Ceased
- 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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