AR034249A1 - USE OF QUINOLINE DERIVATIVES AS ALFA-2 ANTAGONISTS; COMPOUNDS DERIVED FROM QUINOLINA AND ITS COMPOSITIONS - Google Patents

USE OF QUINOLINE DERIVATIVES AS ALFA-2 ANTAGONISTS; COMPOUNDS DERIVED FROM QUINOLINA AND ITS COMPOSITIONS

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Publication number
AR034249A1
AR034249A1 ARP010100993A ARP010100993A AR034249A1 AR 034249 A1 AR034249 A1 AR 034249A1 AR P010100993 A ARP010100993 A AR P010100993A AR P010100993 A ARP010100993 A AR P010100993A AR 034249 A1 AR034249 A1 AR 034249A1
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AR
Argentina
Prior art keywords
alkyl
mono
alkoxy
halogen
alkylamino
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ARP010100993A
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Spanish (es)
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Orion Corp
Juvantia Pharma Ltd Oy
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Publication of AR034249A1 publication Critical patent/AR034249A1/en

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    • 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
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/47—Quinolines; Isoquinolines
    • A61K31/473—Quinolines; Isoquinolines ortho- or peri-condensed with carbocyclic ring systems, e.g. acridines, phenanthridines
    • 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
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/47—Quinolines; Isoquinolines
    • 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
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/47—Quinolines; Isoquinolines
    • A61K31/4709—Non-condensed quinolines and containing further heterocyclic rings
    • 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
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00—Drugs for genital or sexual disorders; Contraceptives
    • A61P15/10—Drugs for genital or sexual disorders; Contraceptives for impotence
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • A61P25/16—Anti-Parkinson drugs
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/22—Anxiolytics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/24—Antidepressants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/04—Anorexiants; Antiobesity agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/02—Non-specific cardiovascular stimulants, e.g. drugs for syncope, antihypotensives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/38—Nitrogen atoms
    • C07D215/42—Nitrogen atoms attached in position 4
    • C07D215/44—Nitrogen atoms attached in position 4 with aryl radicals attached to said nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D219/00—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
    • C07D219/04—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the ring system
    • C07D219/08—Nitrogen atoms
    • C07D219/10—Nitrogen atoms attached in position 9
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
    • C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
    • C07D221/04—Ortho- or peri-condensed ring systems
    • C07D221/06—Ring systems of three rings
    • C07D221/16—Ring systems of three rings containing carbocyclic rings other than six-membered
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links

Abstract

El uso de compuestos derivados de quinolina de la fórmula (1), en donde: R1 es H ó alquilo C1-6; cada R2 es independientemente OH, halógeno, alquilo C1-6, alquenilo C2-6, alcoxi C1-6, haloalquilo C1-6, NO2, NH2, mono- ó di-alquilamino C1-6, alquil C1-6-S- ó hidroxialquilo C1-6; A es un anillo de benceno o cicloalquilo C5-7; cuando A es un anillo de benceno cada R3 es independientemente OH, halógeno, alquilo C1-6, alquenilo C2-6, alcoxi C1-6, haloalquilo C1-6, NO2, NH2, mono- o di-alquilamino C1-6, alquil C1-6-CO-, mono- o di-alquilcarbamoilo C1-6, alquil C1-6-S-, hidroxialquilo C1-6 ó NH2-CO-; cuando A es cicloalquilo C5-7, cada R3 es independientemente OH, halógeno, alquilo C1-6, alcoxi C1-6, mono- o di-alquilamino C1-6 ó hidroxialquilo C1-6; R4 y R5 forman, junto con el átomo de nitrógeno en donde están unidos, un resto de fórmula (2), en donde X es O ó =NR6; R6 es H, OH, NH2, alquilo C1-6, alquenilo C2-6, CN-alquilo C1-6, alcoxi C1-6-CO-alquil C1-6, alquil C1-6-CO-, NH2-CO-, mono- o di-alquilcarbamoilo C1-6, hidroxialquilo C1-6, cicloalquilo C3-6, fenilo, naftilo, bencilo, en donde el fenilo, naftilo o bencilo está opcionalmente sustituido con 1 a 3 sustituyentes cada uno seleccionado independientemente de OH, halógeno, NO2, NH2, alquilo C1-6, alcoxi C1-6, mono- o di-alquilamino C1-6 y haloalquilo C1-6; o R4 y R5 forman, junto con el átomo de nitrógeno en donde están unidos, un resto de fórmula (3) en donde n es 1 ó 2; R6 es como se define anteriormente; y r es 0 a 3; o R4 y R5 forman, junto con el átomo de nitrógeno en donde están unidos, 1-imidazolilo, 1-imidazolinilo ó 1-triazolilo, cada uno de los cuales puede estar opcionalmente sustituido con 1 a 3 sustituyentes, R7, cada uno seleccionado independientemente de alquilo C1-6 y NH2; o uno de R4 y R5 es -SO2R8 y el otro de R4 y R5 es H o alquilo C1-6; R8 se selecciona independientemente a partir de alquilo C1-6, fenilo, naftilo y bencilo, en donde el fenilo, naftilo o bencilo está opcionalmente sustituido con 1 a 3 sustituyentes R9, cada uno seleccionado independientemente a partir de OH, halógeno, NO2, NH2, alquilo C1-6, alcoxi C1-6, mono- o di-alquilamino C1-6; Ra y Rb son independientemente H, OH, halógeno, alquilo C1-6, alquenilo C2-6, alquinilo C2-6, alcoxi C1-6, haloalquilo C1-6, NO2, NH2, mono- o di-alquilamino C1-6, alquil C1-6-S- ó CN; o Ra y Rb forman, junto con los átomos del anillo de carbono en donde están unidos, un anillo de benceno condensado opcionalmente sustituido con 1 a 3 sustituyentes R'3 cada uno seleccionado independientemente a partir de OH, halógeno, alquilo C1-6, alquenilo C2-6, alcoxi C1-6, haloalquilo C1-6, NO2, NH2, mono- o di-alqulamino C1-6, alquil C1-6-CO-, mono- o di-alquilcarbamoilo C1-6, y alquil C1-6-S-, hidroxialquilo C1-6 o NH2-CO-; o Ra y Rb forman, junto con los átomos del anillo de carbono en donde están unidos, un anillo carboxílico de 5 a 7 miembros, condensado opcionalmente sustituido con 1 a 4 sustituyentes R10 cada uno seleccionado independientemente a partir de OH, halógeno, alquilo C1-6, alcoxi C1-6, mono- o di-alquilamino C1-6, e hidroxialquilo C1-6; o Ra y Rb forman, junto con los átomos del anillo de carbón en donde están unidos, un anillo de biciclo[2.2.1]-heptano condensado opcionalmente sustituido con 1 a 4 sustituyentes cada uno seleccionado independientemente a partir de OH, halógeno, alquilo C1-6, y alcoxi C1-6; o Ra y Rb forman, junto con los átomos del anillo de carbono en donde están unidos, un anillo heterocíclico de 5 a 6 miembros, condensado con un heteroátomo de anillo =NR11, anillo heterocíclico que está opcionalmente sustituido con 1 a 3 sustituyentes R10 como se define anteriormente; R11 es H o alquilo C1-6, o R11 es fenilo opcionalmente sustituido con 1 a 3 sustituyentes R12 cada uno seleccionado independientemente a partir de OH, halógeno, NO2, NH2, alquilo C1-6, alcoxi C1-6 y mono- o di-alquilamino C1-6; m es 0 a 3; y t es 0 a 3; o sales y ésteres farmacéuticamente aceptables de los mismos, en la fabricación de un medicamento para el tratamiento de enfermedades o condiciones donde se indica que son efectivos los antagonistas alfa-2. Preferiblemente en el tratamiento de trastornos del sistema nervioso central. Compuestos derivados de quinolina y composiciones farmacéuticas que los comprenden.The use of quinoline-derived compounds of the formula (1), wherein: R1 is H or C1-6 alkyl; each R2 is independently OH, halogen, C1-6 alkyl, C2-6 alkenyl, C1-6 alkoxy, C1-6 haloalkyl, NO2, NH2, mono- or di- C1-6 alkylamino, C1-6-S-alkyl C1-6 hydroxyalkyl; A is a benzene or C5-7 cycloalkyl ring; when A is a benzene ring each R3 is independently OH, halogen, C1-6 alkyl, C2-6 alkenyl, C1-6 alkoxy, C1-6 haloalkyl, NO2, NH2, mono- or di- C1-6 alkylamino, alkyl C1-6-CO-, mono- or di-C1-6 alkylcarbamoyl, C1-6-S- alkyl, C1-6 hydroxyalkyl or NH2-CO-; when A is C5-7 cycloalkyl, each R3 is independently OH, halogen, C1-6 alkyl, C1-6 alkoxy, mono- or di- C1-6 alkylamino or C1-6 hydroxyalkyl; R4 and R5 form, together with the nitrogen atom where they are attached, a remainder of formula (2), where X is O or = NR6; R6 is H, OH, NH2, C1-6 alkyl, C2-6 alkenyl, CN-C1-6 alkyl, C1-6-alkoxy-C1-6 alkyl, C1-6-CO- alkyl, NH2-CO-, mono- or di-C 1-6 alkylcarbamoyl, C 1-6 hydroxyalkyl, C 3-6 cycloalkyl, phenyl, naphthyl, benzyl, wherein phenyl, naphthyl or benzyl is optionally substituted with 1 to 3 substituents each independently selected from OH, halogen , NO2, NH2, C1-6 alkyl, C1-6 alkoxy, mono- or di- C1-6 alkylamino and C1-6 haloalkyl; or R4 and R5 form, together with the nitrogen atom where they are attached, a residue of formula (3) where n is 1 or 2; R6 is as defined above; and r is 0 to 3; or R4 and R5 form, together with the nitrogen atom where they are attached, 1-imidazolyl, 1-imidazolinyl or 1-triazolyl, each of which may be optionally substituted with 1 to 3 substituents, R7, each independently selected C1-6 alkyl and NH2; or one of R4 and R5 is -SO2R8 and the other of R4 and R5 is H or C1-6 alkyl; R8 is independently selected from C1-6 alkyl, phenyl, naphthyl and benzyl, wherein the phenyl, naphthyl or benzyl is optionally substituted with 1 to 3 R9 substituents, each independently selected from OH, halogen, NO2, NH2 , C1-6 alkyl, C1-6 alkoxy, mono- or di- C1-6 alkylamino; Ra and Rb are independently H, OH, halogen, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 alkoxy, C 1-6 haloalkyl, NO 2, NH 2, mono- or di- C 1-6 alkylamino, C1-6-S- or CN alkyl; or Ra and Rb together with the carbon ring atoms where they are attached, a condensed benzene ring optionally substituted with 1 to 3 R'3 substituents each independently selected from OH, halogen, C1-6 alkyl, C2-6 alkenyl, C1-6 alkoxy, C1-6 haloalkyl, NO2, NH2, mono- or di- C1-6 alkylamino, C1-6-CO- alkyl, mono- or di-C1-6 alkylcarbamoyl, and C1-alkyl -6-S-, C1-6 hydroxyalkyl or NH2-CO-; or Ra and Rb together with the carbon ring atoms where they are attached, a 5 to 7 membered carboxylic ring, optionally substituted with 1 to 4 R10 substituents each independently selected from OH, halogen, C1 alkyl -6, C1-6 alkoxy, mono- or di- C1-6 alkylamino, and C1-6 hydroxyalkyl; or Ra and Rb together with the carbon ring atoms where they are attached, a condensed bicyclo [2.2.1] -heptane ring optionally substituted with 1 to 4 substituents each independently selected from OH, halogen, alkyl C1-6, and C1-6 alkoxy; or Ra and Rb form, together with the carbon ring atoms where they are attached, a 5- to 6-membered heterocyclic ring, fused to a ring heteroatom = NR11, heterocyclic ring that is optionally substituted with 1 to 3 R10 substituents as defined above; R11 is H or C1-6 alkyl, or R11 is phenyl optionally substituted with 1 to 3 R12 substituents each independently selected from OH, halogen, NO2, NH2, C1-6 alkyl, C1-6 alkoxy and mono- or di -C 1-6 alkylamino; m is 0 to 3; and t is 0 to 3; or pharmaceutically acceptable salts and esters thereof, in the manufacture of a medicament for the treatment of diseases or conditions where alpha-2 antagonists are indicated to be effective. Preferably in the treatment of disorders of the central nervous system. Quinoline-derived compounds and pharmaceutical compositions that comprise them.

ARP010100993A 2000-03-01 2001-03-01 USE OF QUINOLINE DERIVATIVES AS ALFA-2 ANTAGONISTS; COMPOUNDS DERIVED FROM QUINOLINA AND ITS COMPOSITIONS AR034249A1 (en)

Applications Claiming Priority (1)

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FI20000480A FI20000480A0 (en) 2000-03-01 2000-03-01 Quinoline and naphthalene derivatives as alpha-2 antagonists

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EP (1) EP1263733A2 (en)
JP (1) JP2003525274A (en)
KR (1) KR20020089372A (en)
CN (1) CN1468224A (en)
AR (1) AR034249A1 (en)
AU (1) AU2001239331A1 (en)
BR (1) BR0108816A (en)
CA (1) CA2400657A1 (en)
CZ (1) CZ20022880A3 (en)
EE (1) EE200200490A (en)
FI (1) FI20000480A0 (en)
HU (1) HUP0204458A3 (en)
IL (1) IL151093A0 (en)
MX (1) MXPA02008402A (en)
NO (1) NO20024159D0 (en)
PE (1) PE20011084A1 (en)
PL (1) PL357874A1 (en)
RU (1) RU2002125944A (en)
SK (1) SK12332002A3 (en)
WO (1) WO2001064645A2 (en)
ZA (1) ZA200206956B (en)

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