1-(3,4-DIALKOXYBENZYL)-1H-PYRAZOLE COMPOUNDS, PROCESS FOR PREPARING THEREOF, AND PHARMACEUTICAL COMPOSITION FOR TREATING OR PREVENTING ASTHMA, CHRONIC OBSTRUCTIVE PULMONARY DISEASE, ARTHRITIS, ATOPIC DERMATITIS, TUMOR AND DEGENERATIVE BRAIN DISEASES COMPRISING THE SAME

A novel pyrazole compound is provided to show excellent inhibitory activity on PDE-4 enzyme, thereby being used in order to prevent and treat asthma, chronic obstructive pulmonary disease, arthritis, atopic dermatitis, tumor and degenerative brain diseases. A 1-(3,4-dialkoxybenzyl)-1H-pyrazole compo...

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Hauptverfasser: KANG, NAM SOOK, YOO, SUNG EUN, JEON, DONG JU, KIM, NAK JEONG, HYUN, YOUNG LAN, SO, WON YOUNG, SONG, JIN SOOK, LEE, TAE GYU, CHEON, HYAE GYEONG, PARK, CHANG MIN, CHO, JOONG MYUNG, SUH, JEE HEE, PARK, SOON CHAN, KIM, YONG EUN, CHO, YOUNG SIK, KIM, KI YOUNG, RO, SEONG GU, JEONG, JOON WON, SONG, JONG HWAN, NO, ZAE SUNG, BAE, MYUNG AE
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creator KANG, NAM SOOK
YOO, SUNG EUN
JEON, DONG JU
KIM, NAK JEONG
HYUN, YOUNG LAN
SO, WON YOUNG
SONG, JIN SOOK
LEE, TAE GYU
CHEON, HYAE GYEONG
PARK, CHANG MIN
CHO, JOONG MYUNG
SUH, JEE HEE
PARK, SOON CHAN
KIM, YONG EUN
CHO, YOUNG SIK
KIM, KI YOUNG
RO, SEONG GU
JEONG, JOON WON
SONG, JONG HWAN
NO, ZAE SUNG
BAE, MYUNG AE
description A novel pyrazole compound is provided to show excellent inhibitory activity on PDE-4 enzyme, thereby being used in order to prevent and treat asthma, chronic obstructive pulmonary disease, arthritis, atopic dermatitis, tumor and degenerative brain diseases. A 1-(3,4-dialkoxybenzyl)-1H-pyrazole compound is represented by the formula(1), wherein each R1 and R2 is independently H, linear or branched C1-7 alkyl, linear or branched C1-7 C1-7 alkyl including halogen, C3-7 cycloalkyl, (C3-7)cycloalkyl(C1-7)alkyl, 3- to 7-membered heterocycloalkyl including O, N or S in a hetero-cycle, 3- to 7-membered heterocycloalkyl(C1-7)alkyl including O, N or S in a hetero-cycle, phenyl, benzyl or allyl, or R1 and R2 may be linked to each other with C1-3 alkylene or C1-3 alkylene including halogen; R3 is H, formyl, halogen, linear or branched C1-10 alkyl, C1-10 alkoxy, C3-7 cycloalkyl, (C1-7)alkoxy(C1-7)alkyl, C1-7 alkyl ketone, (C3-7)cycloalkyl(C1-7)alkyl, (C3-7)cycloalkyl(C1-7)alkoxy, (C1-10)alkylcarboxylic acid, carboxyl(C1-10)alkylester, carboxyl(C1-10)alkylamide, amino, mono or di(C1-7)alkylamino, mono or di(C1-7)alkylaminocarbonyl; (C3-7)cycloalkylamino, morpholine, morpholine oxide, piperidine, piperazine, piperazine oxide, cyano, nitro, carboxylic acid guanidine, urea, phenoxy, benzyloxy, or an Aryl represented by the group(I); each R4 and R5 is independently H, halogen, formyl, linear or branched C1-10 alkyl, C1-10 alkoxy, (C1-10)alkoxy(C1-10)alkyl, C1-7 alkylketone, hydroxy(C1-10)alkyl, C3-7 cycloalkyl, (C3-7)cycloalkyl(C1-7)alkyl, (C3-7)cycloalkyl(C1-7)alkoxy, carboxylic acid, carboxyl(C1-10)alkylester, carboxyl(C1-10)alkylamide, amino, mono or di(C1-7)alkylamino, mono or di(C1-7)alkylaminocarbonyl, phenyl, phenoxy, benzyl, benzyloxy, 3- to 7-membered heterocycloalkyl including O, N or S in a hetero-cycle, 3- to 7-membered heterocycloalkyl(C1-7)alkyl including O, N or S in a hetero-cycle, 3- to 7-membered heterocycloalkyl(C1-7)alkoxy including O, N or S in a hetero-cycle, cyano, nitro, (C3-7)cycloalkylamino, guanidine, or urea. A method for preparing the compound of the formula(1) comprises a step of reacting a halobenzyl compound represented by the formula(3) with a pyrazole compound represented by the formula(4), each R1, R2, R3, R4, and R5 are same as defined above, and X is halogen. A pharmaceutical composition for preventing and treating inflammation related diseases such as asthma and chronic obstructive pulmonary diseases comprises the compound of the formul
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A 1-(3,4-dialkoxybenzyl)-1H-pyrazole compound is represented by the formula(1), wherein each R1 and R2 is independently H, linear or branched C1-7 alkyl, linear or branched C1-7 C1-7 alkyl including halogen, C3-7 cycloalkyl, (C3-7)cycloalkyl(C1-7)alkyl, 3- to 7-membered heterocycloalkyl including O, N or S in a hetero-cycle, 3- to 7-membered heterocycloalkyl(C1-7)alkyl including O, N or S in a hetero-cycle, phenyl, benzyl or allyl, or R1 and R2 may be linked to each other with C1-3 alkylene or C1-3 alkylene including halogen; R3 is H, formyl, halogen, linear or branched C1-10 alkyl, C1-10 alkoxy, C3-7 cycloalkyl, (C1-7)alkoxy(C1-7)alkyl, C1-7 alkyl ketone, (C3-7)cycloalkyl(C1-7)alkyl, (C3-7)cycloalkyl(C1-7)alkoxy, (C1-10)alkylcarboxylic acid, carboxyl(C1-10)alkylester, carboxyl(C1-10)alkylamide, amino, mono or di(C1-7)alkylamino, mono or di(C1-7)alkylaminocarbonyl; (C3-7)cycloalkylamino, morpholine, morpholine oxide, piperidine, piperazine, piperazine oxide, cyano, nitro, carboxylic acid guanidine, urea, phenoxy, benzyloxy, or an Aryl represented by the group(I); each R4 and R5 is independently H, halogen, formyl, linear or branched C1-10 alkyl, C1-10 alkoxy, (C1-10)alkoxy(C1-10)alkyl, C1-7 alkylketone, hydroxy(C1-10)alkyl, C3-7 cycloalkyl, (C3-7)cycloalkyl(C1-7)alkyl, (C3-7)cycloalkyl(C1-7)alkoxy, carboxylic acid, carboxyl(C1-10)alkylester, carboxyl(C1-10)alkylamide, amino, mono or di(C1-7)alkylamino, mono or di(C1-7)alkylaminocarbonyl, phenyl, phenoxy, benzyl, benzyloxy, 3- to 7-membered heterocycloalkyl including O, N or S in a hetero-cycle, 3- to 7-membered heterocycloalkyl(C1-7)alkyl including O, N or S in a hetero-cycle, 3- to 7-membered heterocycloalkyl(C1-7)alkoxy including O, N or S in a hetero-cycle, cyano, nitro, (C3-7)cycloalkylamino, guanidine, or urea. A method for preparing the compound of the formula(1) comprises a step of reacting a halobenzyl compound represented by the formula(3) with a pyrazole compound represented by the formula(4), each R1, R2, R3, R4, and R5 are same as defined above, and X is halogen. A pharmaceutical composition for preventing and treating inflammation related diseases such as asthma and chronic obstructive pulmonary diseases comprises the compound of the formula(1) as an effective ingredient.</description><language>eng</language><subject>CHEMISTRY ; HETEROCYCLIC COMPOUNDS ; METALLURGY ; ORGANIC CHEMISTRY</subject><creationdate>2008</creationdate><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=20080407&amp;DB=EPODOC&amp;CC=KR&amp;NR=100820246B1$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,780,885,25564,76419</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=20080407&amp;DB=EPODOC&amp;CC=KR&amp;NR=100820246B1$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>KANG, NAM SOOK</creatorcontrib><creatorcontrib>YOO, SUNG EUN</creatorcontrib><creatorcontrib>JEON, DONG JU</creatorcontrib><creatorcontrib>KIM, NAK JEONG</creatorcontrib><creatorcontrib>HYUN, YOUNG LAN</creatorcontrib><creatorcontrib>SO, WON YOUNG</creatorcontrib><creatorcontrib>SONG, JIN SOOK</creatorcontrib><creatorcontrib>LEE, TAE GYU</creatorcontrib><creatorcontrib>CHEON, HYAE GYEONG</creatorcontrib><creatorcontrib>PARK, CHANG MIN</creatorcontrib><creatorcontrib>CHO, JOONG MYUNG</creatorcontrib><creatorcontrib>SUH, JEE HEE</creatorcontrib><creatorcontrib>PARK, SOON CHAN</creatorcontrib><creatorcontrib>KIM, YONG EUN</creatorcontrib><creatorcontrib>CHO, YOUNG SIK</creatorcontrib><creatorcontrib>KIM, KI YOUNG</creatorcontrib><creatorcontrib>RO, SEONG GU</creatorcontrib><creatorcontrib>JEONG, JOON WON</creatorcontrib><creatorcontrib>SONG, JONG HWAN</creatorcontrib><creatorcontrib>NO, ZAE SUNG</creatorcontrib><creatorcontrib>BAE, MYUNG AE</creatorcontrib><title>1-(3,4-DIALKOXYBENZYL)-1H-PYRAZOLE COMPOUNDS, PROCESS FOR PREPARING THEREOF, AND PHARMACEUTICAL COMPOSITION FOR TREATING OR PREVENTING ASTHMA, CHRONIC OBSTRUCTIVE PULMONARY DISEASE, ARTHRITIS, ATOPIC DERMATITIS, TUMOR AND DEGENERATIVE BRAIN DISEASES COMPRISING THE SAME</title><description>A novel pyrazole compound is provided to show excellent inhibitory activity on PDE-4 enzyme, thereby being used in order to prevent and treat asthma, chronic obstructive pulmonary disease, arthritis, atopic dermatitis, tumor and degenerative brain diseases. A 1-(3,4-dialkoxybenzyl)-1H-pyrazole compound is represented by the formula(1), wherein each R1 and R2 is independently H, linear or branched C1-7 alkyl, linear or branched C1-7 C1-7 alkyl including halogen, C3-7 cycloalkyl, (C3-7)cycloalkyl(C1-7)alkyl, 3- to 7-membered heterocycloalkyl including O, N or S in a hetero-cycle, 3- to 7-membered heterocycloalkyl(C1-7)alkyl including O, N or S in a hetero-cycle, phenyl, benzyl or allyl, or R1 and R2 may be linked to each other with C1-3 alkylene or C1-3 alkylene including halogen; R3 is H, formyl, halogen, linear or branched C1-10 alkyl, C1-10 alkoxy, C3-7 cycloalkyl, (C1-7)alkoxy(C1-7)alkyl, C1-7 alkyl ketone, (C3-7)cycloalkyl(C1-7)alkyl, (C3-7)cycloalkyl(C1-7)alkoxy, (C1-10)alkylcarboxylic acid, carboxyl(C1-10)alkylester, carboxyl(C1-10)alkylamide, amino, mono or di(C1-7)alkylamino, mono or di(C1-7)alkylaminocarbonyl; (C3-7)cycloalkylamino, morpholine, morpholine oxide, piperidine, piperazine, piperazine oxide, cyano, nitro, carboxylic acid guanidine, urea, phenoxy, benzyloxy, or an Aryl represented by the group(I); each R4 and R5 is independently H, halogen, formyl, linear or branched C1-10 alkyl, C1-10 alkoxy, (C1-10)alkoxy(C1-10)alkyl, C1-7 alkylketone, hydroxy(C1-10)alkyl, C3-7 cycloalkyl, (C3-7)cycloalkyl(C1-7)alkyl, (C3-7)cycloalkyl(C1-7)alkoxy, carboxylic acid, carboxyl(C1-10)alkylester, carboxyl(C1-10)alkylamide, amino, mono or di(C1-7)alkylamino, mono or di(C1-7)alkylaminocarbonyl, phenyl, phenoxy, benzyl, benzyloxy, 3- to 7-membered heterocycloalkyl including O, N or S in a hetero-cycle, 3- to 7-membered heterocycloalkyl(C1-7)alkyl including O, N or S in a hetero-cycle, 3- to 7-membered heterocycloalkyl(C1-7)alkoxy including O, N or S in a hetero-cycle, cyano, nitro, (C3-7)cycloalkylamino, guanidine, or urea. A method for preparing the compound of the formula(1) comprises a step of reacting a halobenzyl compound represented by the formula(3) with a pyrazole compound represented by the formula(4), each R1, R2, R3, R4, and R5 are same as defined above, and X is halogen. A pharmaceutical composition for preventing and treating inflammation related diseases such as asthma and chronic obstructive pulmonary diseases comprises the compound of the formula(1) as an effective ingredient.</description><subject>CHEMISTRY</subject><subject>HETEROCYCLIC COMPOUNDS</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>2008</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNqNj09Lw0AQxevBg2i_w4IXhQSStojXye6kuzS7s8xOiumlFIkn0UL9_rhN693T_GHe7725u5nX5dOyWJXGQbeht6HBsBu657K2ZRwYdtSh0uQj9cGkQkUmjSmpljj3GIFdWCuxyEhtoSAYFS2wB429OA3dRZycOAqTShhBzqILYYthmiCJ9VAobZmC04qaJNxrcVtUse88BeBBGZcQEmYjFssZmiOBUMwCg9lVLivpfaafwxhcY0CGidMwuPDHSFMydun6gErg8WF2-3H4PI3za72fPbYo2pbj8Xs_no6H9_Fr_NlvuK6q10W1WL00Tb3839UvTWRi1A</recordid><startdate>20080407</startdate><enddate>20080407</enddate><creator>KANG, NAM SOOK</creator><creator>YOO, SUNG EUN</creator><creator>JEON, DONG JU</creator><creator>KIM, NAK JEONG</creator><creator>HYUN, YOUNG LAN</creator><creator>SO, WON YOUNG</creator><creator>SONG, JIN SOOK</creator><creator>LEE, TAE GYU</creator><creator>CHEON, HYAE GYEONG</creator><creator>PARK, CHANG MIN</creator><creator>CHO, JOONG MYUNG</creator><creator>SUH, JEE HEE</creator><creator>PARK, SOON CHAN</creator><creator>KIM, YONG EUN</creator><creator>CHO, YOUNG SIK</creator><creator>KIM, KI YOUNG</creator><creator>RO, SEONG GU</creator><creator>JEONG, JOON WON</creator><creator>SONG, JONG HWAN</creator><creator>NO, ZAE SUNG</creator><creator>BAE, MYUNG AE</creator><scope>EVB</scope></search><sort><creationdate>20080407</creationdate><title>1-(3,4-DIALKOXYBENZYL)-1H-PYRAZOLE COMPOUNDS, PROCESS FOR PREPARING THEREOF, AND PHARMACEUTICAL COMPOSITION FOR TREATING OR PREVENTING ASTHMA, CHRONIC OBSTRUCTIVE PULMONARY DISEASE, ARTHRITIS, ATOPIC DERMATITIS, TUMOR AND DEGENERATIVE BRAIN DISEASES COMPRISING THE SAME</title><author>KANG, NAM SOOK ; YOO, SUNG EUN ; JEON, DONG JU ; KIM, NAK JEONG ; HYUN, YOUNG LAN ; SO, WON YOUNG ; SONG, JIN SOOK ; LEE, TAE GYU ; CHEON, HYAE GYEONG ; PARK, CHANG MIN ; CHO, JOONG MYUNG ; SUH, JEE HEE ; PARK, SOON CHAN ; KIM, YONG EUN ; CHO, YOUNG SIK ; KIM, KI YOUNG ; RO, SEONG GU ; JEONG, JOON WON ; SONG, JONG HWAN ; NO, ZAE SUNG ; BAE, MYUNG AE</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_KR100820246BB13</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng</language><creationdate>2008</creationdate><topic>CHEMISTRY</topic><topic>HETEROCYCLIC COMPOUNDS</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><toplevel>online_resources</toplevel><creatorcontrib>KANG, NAM SOOK</creatorcontrib><creatorcontrib>YOO, SUNG EUN</creatorcontrib><creatorcontrib>JEON, DONG JU</creatorcontrib><creatorcontrib>KIM, NAK JEONG</creatorcontrib><creatorcontrib>HYUN, YOUNG LAN</creatorcontrib><creatorcontrib>SO, WON YOUNG</creatorcontrib><creatorcontrib>SONG, JIN SOOK</creatorcontrib><creatorcontrib>LEE, TAE GYU</creatorcontrib><creatorcontrib>CHEON, HYAE GYEONG</creatorcontrib><creatorcontrib>PARK, CHANG MIN</creatorcontrib><creatorcontrib>CHO, JOONG MYUNG</creatorcontrib><creatorcontrib>SUH, JEE HEE</creatorcontrib><creatorcontrib>PARK, SOON CHAN</creatorcontrib><creatorcontrib>KIM, YONG EUN</creatorcontrib><creatorcontrib>CHO, YOUNG SIK</creatorcontrib><creatorcontrib>KIM, KI YOUNG</creatorcontrib><creatorcontrib>RO, SEONG GU</creatorcontrib><creatorcontrib>JEONG, JOON WON</creatorcontrib><creatorcontrib>SONG, JONG HWAN</creatorcontrib><creatorcontrib>NO, ZAE SUNG</creatorcontrib><creatorcontrib>BAE, MYUNG AE</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>KANG, NAM SOOK</au><au>YOO, SUNG EUN</au><au>JEON, DONG JU</au><au>KIM, NAK JEONG</au><au>HYUN, YOUNG LAN</au><au>SO, WON YOUNG</au><au>SONG, JIN SOOK</au><au>LEE, TAE GYU</au><au>CHEON, HYAE GYEONG</au><au>PARK, CHANG MIN</au><au>CHO, JOONG MYUNG</au><au>SUH, JEE HEE</au><au>PARK, SOON CHAN</au><au>KIM, YONG EUN</au><au>CHO, YOUNG SIK</au><au>KIM, KI YOUNG</au><au>RO, SEONG GU</au><au>JEONG, JOON WON</au><au>SONG, JONG HWAN</au><au>NO, ZAE SUNG</au><au>BAE, MYUNG AE</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>1-(3,4-DIALKOXYBENZYL)-1H-PYRAZOLE COMPOUNDS, PROCESS FOR PREPARING THEREOF, AND PHARMACEUTICAL COMPOSITION FOR TREATING OR PREVENTING ASTHMA, CHRONIC OBSTRUCTIVE PULMONARY DISEASE, ARTHRITIS, ATOPIC DERMATITIS, TUMOR AND DEGENERATIVE BRAIN DISEASES COMPRISING THE SAME</title><date>2008-04-07</date><risdate>2008</risdate><abstract>A novel pyrazole compound is provided to show excellent inhibitory activity on PDE-4 enzyme, thereby being used in order to prevent and treat asthma, chronic obstructive pulmonary disease, arthritis, atopic dermatitis, tumor and degenerative brain diseases. A 1-(3,4-dialkoxybenzyl)-1H-pyrazole compound is represented by the formula(1), wherein each R1 and R2 is independently H, linear or branched C1-7 alkyl, linear or branched C1-7 C1-7 alkyl including halogen, C3-7 cycloalkyl, (C3-7)cycloalkyl(C1-7)alkyl, 3- to 7-membered heterocycloalkyl including O, N or S in a hetero-cycle, 3- to 7-membered heterocycloalkyl(C1-7)alkyl including O, N or S in a hetero-cycle, phenyl, benzyl or allyl, or R1 and R2 may be linked to each other with C1-3 alkylene or C1-3 alkylene including halogen; R3 is H, formyl, halogen, linear or branched C1-10 alkyl, C1-10 alkoxy, C3-7 cycloalkyl, (C1-7)alkoxy(C1-7)alkyl, C1-7 alkyl ketone, (C3-7)cycloalkyl(C1-7)alkyl, (C3-7)cycloalkyl(C1-7)alkoxy, (C1-10)alkylcarboxylic acid, carboxyl(C1-10)alkylester, carboxyl(C1-10)alkylamide, amino, mono or di(C1-7)alkylamino, mono or di(C1-7)alkylaminocarbonyl; (C3-7)cycloalkylamino, morpholine, morpholine oxide, piperidine, piperazine, piperazine oxide, cyano, nitro, carboxylic acid guanidine, urea, phenoxy, benzyloxy, or an Aryl represented by the group(I); each R4 and R5 is independently H, halogen, formyl, linear or branched C1-10 alkyl, C1-10 alkoxy, (C1-10)alkoxy(C1-10)alkyl, C1-7 alkylketone, hydroxy(C1-10)alkyl, C3-7 cycloalkyl, (C3-7)cycloalkyl(C1-7)alkyl, (C3-7)cycloalkyl(C1-7)alkoxy, carboxylic acid, carboxyl(C1-10)alkylester, carboxyl(C1-10)alkylamide, amino, mono or di(C1-7)alkylamino, mono or di(C1-7)alkylaminocarbonyl, phenyl, phenoxy, benzyl, benzyloxy, 3- to 7-membered heterocycloalkyl including O, N or S in a hetero-cycle, 3- to 7-membered heterocycloalkyl(C1-7)alkyl including O, N or S in a hetero-cycle, 3- to 7-membered heterocycloalkyl(C1-7)alkoxy including O, N or S in a hetero-cycle, cyano, nitro, (C3-7)cycloalkylamino, guanidine, or urea. A method for preparing the compound of the formula(1) comprises a step of reacting a halobenzyl compound represented by the formula(3) with a pyrazole compound represented by the formula(4), each R1, R2, R3, R4, and R5 are same as defined above, and X is halogen. A pharmaceutical composition for preventing and treating inflammation related diseases such as asthma and chronic obstructive pulmonary diseases comprises the compound of the formula(1) as an effective ingredient.</abstract><oa>free_for_read</oa></addata></record>
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METALLURGY
ORGANIC CHEMISTRY
title 1-(3,4-DIALKOXYBENZYL)-1H-PYRAZOLE COMPOUNDS, PROCESS FOR PREPARING THEREOF, AND PHARMACEUTICAL COMPOSITION FOR TREATING OR PREVENTING ASTHMA, CHRONIC OBSTRUCTIVE PULMONARY DISEASE, ARTHRITIS, ATOPIC DERMATITIS, TUMOR AND DEGENERATIVE BRAIN DISEASES COMPRISING THE SAME
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