CS268775B1 - O, 2,6-Dichloro-phenylamino / phenylacetic esters and a process for their preparation - Google Patents

O, 2,6-Dichloro-phenylamino / phenylacetic esters and a process for their preparation Download PDF

Info

Publication number
CS268775B1
CS268775B1 CS855720A CS572085A CS268775B1 CS 268775 B1 CS268775 B1 CS 268775B1 CS 855720 A CS855720 A CS 855720A CS 572085 A CS572085 A CS 572085A CS 268775 B1 CS268775 B1 CS 268775B1
Authority
CS
Czechoslovakia
Prior art keywords
esters
dichlorophenylamino
general formula
phenylacetic acid
denotes
Prior art date
Application number
CS855720A
Other languages
Czech (cs)
Other versions
CS572085A1 (en
Inventor
Orchideja B Zabunova
Christo B Cvetanov
Ljudmila V Petrova
Vaska A Ognjanova
Milka P Nikolova
Georgi L Tanev
Nedjalka S Ivanova
Original Assignee
Orchideja B Zabunova
Christo B Cvetanov
Ljudmila V Petrova
Vaska A Ognjanova
Milka P Nikolova
Georgi L Tanev
Nedjalka S Ivanova
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Orchideja B Zabunova, Christo B Cvetanov, Ljudmila V Petrova, Vaska A Ognjanova, Milka P Nikolova, Georgi L Tanev, Nedjalka S Ivanova filed Critical Orchideja B Zabunova
Priority to CS855720A priority Critical patent/CS268775B1/en
Publication of CS572085A1 publication Critical patent/CS572085A1/en
Publication of CS268775B1 publication Critical patent/CS268775B1/en

Links

Landscapes

  • Crystals, And After-Treatments Of Crystals (AREA)

Abstract

Řešení se týká esterů 0/2,6-diohlorfenylamino/fenylootové kyseliny obecného vzorce X a,b kde v la R označuje skupinu 0-(2,6-Cl2Ph)NH-PhCH2C00- a v Ib R označuje -OH, n má hodnoty od 10 do 450, molekulová hmotnost je od 700 do 30 000, určovaná podle metody parního tlaku. Způsob získávání esterů, který spočívá v tom, že 0/2,6-dichlorfenylamino/fenylootová kyselina navzájem reaguje s polyethylen-glykoly s celkovým vzorcem · HO/CH-CHO/n, ve kterém n má hodnoty 10 až 450, v přítomnosti kyseliny,,v mediu inertního rozpouštědla, při ohřívání. Přednost esterů podle vynálezu spočívá v tom, že podstatně slaběji dráždí sliznioi žaludku, a jejioh protizánětlivý účinek Je totožný s protizánětlivým účinkem Feloranu.The solution relates to esters of O/2,6-dichlorophenylamino/phenylacetic acid of the general formula X a,b where in la R denotes the group O-(2,6-Cl2Ph)NH-PhCH2COO- and in Ib R denotes -OH, n has values from 10 to 450, the molecular weight is from 700 to 30,000, determined according to the vapor pressure method. A method for obtaining esters, which consists in the fact that O/2,6-dichlorophenylamino/phenylacetic acid reacts with polyethylene glycols with the general formula · HO/CH-CHO/n, in which n has values from 10 to 450, in the presence of acid, in an inert solvent medium, upon heating. The advantage of the esters according to the invention lies in the fact that they irritate the gastric mucosa much less, and their anti-inflammatory effect is identical to the anti-inflammatory effect of Feloran.

Description

268 775 -1- C54> 3SMPU OZ2. 6-flMX-nOPeEHmiAni4HO/eEHKflyKCyCHt»í KMCJlOTbl Μ ΠΕΤΟΛ MX nOJiyHEHMfl I43o<speτeni/te xacaeTca εχ&amp;ι/ιροΒ 0/2,6-Ai4xaop«eHi4AaMMHO/«eHM)iyKcycHOÍ( khojiotu, kotopub ·;ιΐ:Μΐ·;ικ)ΐ«ι dMOJioruiMecxM βκτμβμμμμ eetitecToaMi/ι. vt μκτοαϊι hx no/iynenn·». ktsBecTHa HaTpuieoatA co/ib 0-2, 6-AHxjiop«eHHAaMHHO/®eHn/iyxcycHoří kmc/iotu CnpenapaT ee/iopan),κοτορβρ OKaaueaeT npoTMBOBOcnajiMTeabHoe η ηροτΜΒορβΒΜβτΜΜβοκοβ αβΜοτβμβ,. ho paaApawaeTcjiHOHCT.yo oeso/ioMKy xeJiyAKa < 1, 2. 3, 4) . 3aaaMefl i43o<speTeHi4«« «βλλβτοβ cMHTeasMpooaHkie hobux β«μροβ 0/2,6-AMXjiop«eHn^aMHHo/®eHHJiyKcycnoW kmcjiotw. kotopub <sw oxasbiea/iki npoTkieoeocnajiuiTe/ibHoeneftcTBkie μ βμβοτθ c otmm ho pa3Apaxa/im du cmn3i/icT.y» odů/ioMKy xe^y^xa, h paapadOTxa MeTO»al/IX ΠΟΛ,Ϋ'ΊΟΗΜΪΙ.

CoeMMHew/ΐϊΐ, coraacHO Μ3θΰρβτβκι/ιιο, npeACTai3Jií)K)T oodoři 3*mpu 0/2, 6-MHXJ1OP®eHH7taMHH0/«eHM^yKCyCH0ň XHC/IOTU C nCOlHSTH/ieHr/IHKOJtSIMH ίΠ3Γ) M MMBPT OtfUiy»«opMy-ny · (o^-CHa-COO-CCHa-CHa-O) _t-CHa-CHa-P 1 a, d \

NH cx

1 a P odOBHanaeT 0-CHa-COO-

NH

1 a P odoananaeT - OH π npMHMMaeT 3HaHeHi/ia 10 > 450. c Μθ/texyAíipHoří Maecoří ot 700 ao 30000. οπρβΑβΛβΗΗοΜ no μοτολυnapoeoro mbíchhíi. ΠβτοΑ. cormacHO i/i3o<speTeHMK>, noJiyMeHHia coeAi/iHOHi/iM c odměň «opnyrnoW 1-a, a 3axji»MaeTCíi doB3aMMO«eříCTBMH 0/2. 6-AHX/10p«eHHmaMHHO/®eHHmyXCyCHOřS KMCJIOTU C Odměří «OpMyjlOři

/—i-CHa-CQOH ©

NH

c Π3Γ o o<smeří «opiiymoříi HO/CHaCHa/ Η. ’ b χοτοροΛ n nptdHMMaeT SHaneni/iia ot 10 ao 450, bnpHcyrcTBMM xaTa/ii/iTMMecxi/ix xo/iHMecTB χιλολοτβ, HanpHMep XAOpcymbeoHoeoří, p-TOA.yojicymb®OHoři, omepTHOM pacTBOpMTeme. HanpHMep apoMaTHMecxmx yrmepopoAax (densome. Tomyome) h/imxmopmpoBaHHUx yrmebOAOpOAax (TeTpaxmopMeTaHe). πρπ HarpeBaHtw c aueoTporiHUM βμαβαβηριβμ Eioauumu b npMcyTCTBMM MomeKymsipHoro cuTa. Tlocme οχοηηθημμ peaxmaM m HeřÍTpammaaumm pacTBOpanpo«yxT maornuipyioT nocpeACTBOM nepeocaxneHMP ai/istmaobum sohpom. npeuíMymecTBO 3«hpob, cormacno i/iaodpeTeHwo, 3aKJiioMaK)Tcsi b tcim, hto ohm sHaHeiaTembuoc/iadee paa«paxa»T cmM3ncTyo odomoHxy xe/iyAxa, a mx npoTMBOBocna/imTe.flhnuPi 3®«βκτ ιλλβητμμεηnpoTHBOEtonaAMTeAbHOMy 3««®exTy ffieaopaHa. no-nyMeume hobux βφι/ιροβ 0/2, G-AHXJiopeeHHJiaMHHo/eeHooiyKcycHoři kmcaotu c Π3Γ noíícHineTcanoApodHee cjieA.ypmMiMia npMMepaMM.

Πρι/iMBp 1. 1. 48 r <0,005 mojiíi) 0/2. B-AHxmopeeHmmaMmHO/eeHmmyKcycHoří xhojiotu eycnen.uMp.yoT 260 775 -2- B 20 ηλ rtenaci/ia, no<jaBM«0T 3,37 r <0,0025 mojw) Π3Γ co cperoieA ΜθΛβκγΛ$ν>ΗθΜ Maccoří 1350,pacToopeHHPro o 20 ha csenaojin, n 0, 05 r ρ-τολυολουλμροηοβοΗ kmcaoth. PacTBOp pa3MeunnoaoTn HarpenanT ηρι/ι 6O°C a npcMto/ixeHi/ie 10 Macoa m b πρηο.υτοτβημ MOJieKy/i-apnoro cnra. Ilocjieοκοηη.ιημμμ ροηκιιηη «sensoa XMCTuaaupyeTca nox BaKyyMOM, /raesaajuroTCii 30 ha xaopooopMa n pacraopχλοροφορμλ npoMMBanT N 0.1 pacTBOpoM NaOH (2,25 ha) m BOOAoři <2,25 μλ), cymar NaaCX* . nocAeΜΟΡΟΧ^ΙΟΡΟβΟΡΜ «MCTWAJMpyOT ΠΟΛ BaKyyMOM. ΠρΟΛΥΚΤ OMMIHaiOT OT όΒΗ30Λ-9Μ9ΤΜΛ0ΒΟΓ0 ΒΦΙ/lpa (lil),ocraKwisioT κρμοτ3λλμ3Μροββτι> πρη ΙΟ'Ό, nocAB nero •MAbTpynT μ προΜββητ αμβτριλοβμμ 9»mpoh. Βμχολ panen 4,3 r ujím 90% τβορβΤΜΜβοκοτο coeAMnenMii la. ΜΚ-οπβκτρ ΜΜββτ nojiocy 1720 cm"1. yB-cnexTp a oTanojie -λη.«« 200 om. CpexHaa MincAooas» MOjieKy/i-apnaia Maccca paoHa 1900, onpeziejieHnaii no MeTosy napoBoro λ3βλβημμ.

Coc/innetiMe c ©opMyjioň l<s. b Koropoři P OtsoamMaeT OH, riojiynaoT aHaAortiMHUH cnocotfOH. πρμ9TOM κολμμθοτβο Π3Γ co cpe«neří MOjieKyjiíipHoň Maccoří 1350 paBHO 6.75 r (0,005 μολπ) . Bbxoa 1bpaBBH 7,3 r mjim 00% TeopeTMMecKoro. Ι4Κ-ι~ηβκτρ KMeer xapaKTepnyo nonocy-COn 1720 cm“1 mJ-oh3500 cm“*. yB-cnexT a sraAOHe 280nm. ('ρθληϊκι mmcaobbsi MOJieKyjiiipnaía Hacca paana 1600. llpMMep 2. nojiyneuMc la c MOJicKyjisipnoCí Maccoří 10600 m les c MOJiexyjiíipHoW Maccoří 10300 B.e.ίΙΗ.'υΐαΐ'ΜΊΗΟ ripMMOpy 1. ΠΡΜ 3TCIM KOJ1MM12CTBO Π.3Γ CO CpejstHCří MOJiekyjIPpHoří Maccoří 10000 paBHO 25 rnpM la mm Bbixcm paaoen 80% TeopeTMMecKoro, a npM les - 50 r m bhxoa Taxxe pasen 00%TeopeTMMecKoro. Ι4Κ-οπβκτρ :1a ΜΜββτ )-Coo 1720 cm“1, les - 1720 cm”1 μ ψ-om 3500 cm “*.yO-CUCK iP la M leS B BTaHOJlG -/„,«« 200 ΙΊΜ. /ϊμοφμρ 0/2, 6-JiMxjiop®eHMjiaMMHo/®enMJi.yKcycHoří kmcaoth c Π3Γ co cpejineři μολοκυλβρηοΗMaccoří 1350 (la) McnuTan κακ npoTMooaocna/iMTejitiHoe cpescTBO npM HepopaAbHOM npMMeneHM m eroAeříciBMe cpaaHeno c npoTMaoBocna/iMTe/ibHUM jieřiCTBMeM M3BecTnoro npenapaTa ^ejiopana. CpaBneno mmx pn»Mpawa»mee λβΚοτβμβ na ολμβμοτυο ocsoaoMKy xeayAxa. y esejinx kphc nopoau "OMCTap" coaxaHbí moasam BOcnajieHMsi KapareenMHOM no MeTcwy Winter etal (2), jioKCTpaHOM no HCTtrny Farrat and Ueefc (3). μρηοαμηοη no MOTony Domenjcz (4). Hmcjiokpmc coc raojiíuio no ΙΟ ωτ,γκ na «osy. B jrcaax 2,5 m 3 μγ/κγ λμοφμρ mměkt ολμικικοβυοnpoTMtiooacnajiMio^bnyp aKTMDHOCTi* o cpaBnetiMM c Se/iopaHOM (KOOHTpojibHaii npoea) πρμ acex Tpexmoju-uisix BocnajtetiMia.

Ha escjiux xpucax hopoau "BucTap'·. no 6 uiTyx b rpynne, mcmraHo pa3Atpaxa»mee AeřícTBMeAMawipa 0/2, 6 -AMXjiop®eHM/iaMMHo/-®enMjiyKcycHoří kmcaoth c Π3Γ co cpenneří MOJieKyjiiipnoCÍ Maccoří1350 (la) na c/inancTyio oesojionK.y xejiyjixa, o cpanneuMM c pa3ztpaxanniMM aoRctomcm npenapaTaíe/iopan a aoaax no 0 m 10 μγ/κγ. PeayjibTaTw noxaabiBaioT, mto πρμ «oaax 0 μγ/κγ abbmip bhobsay OAHoro «ΜΒΟΤΗΟΓΟ KpoaoM3JiMíiHMe na cjimsmctom oesojiOMKe xejtyAxa, a to βρθμϊι Kax Sejiopawbhsdba y ecex iubctm χμβοτηηχ μβκροοκοπμμβοκμε S13BU. Πρμ AU3e 10 μγ/κγ 3 na acmbothmx,Tpei MpoBannux οφμρομ, πολ.υμμλμ Meesojibun/ie ii3ou. b to opeMSi npM McnojibaoaanMM SejiopanH y acexUjeCTM ΙΜΒΟΤΗΗΧ ΠΟΛΥΜΜΛΜΟb eSOJlbUlMe Í13BH. B peoyjibTaTe ορββηητβαηηηχ ®apMaKOAorMMecKMX MccJieAOoanMři λμθφμρο 0/2. 6-ziMX/iop®eHMJiaMMHo/®eHMjiyKcycnoří kmcjioth c Π3Γ co cpezmeří MOJieKyjisnpnoří Maccoří 1350 míepopaHa πρμ nepopajibHOM npMMenenMM Ha Kpbicax βμβη MjjeHTMMHMři npOTMBOBOcnaJiMTejibHbiři βφφβκτ.Λμοφμρ b Aea paaa 'caacsee pa3AtpaxaeT cjM/rauicTy» oeojioMxy xeayAxa. mto βμτοαηο οτλμμββτ ero orΦκυιορ.ιη.τ. 260 775 -3 «ΟΡΜΖΛΑ H3O6PETEHM51 1. Oouipu 1.1/2, 6~xnx,nop«>enM.naMHHo/e>eHi/ijiyKeycHoCí kwcjiotu c ocsuiofi eopM.yjioň

la P otíoanaMacr *

Id P 0eso3naMaeT - OH npMHWiaeT aaHMeHma ot 10 «o 450, MO-neKy/isipHaíi Macca - ot 700 «o 30000, onpe»eaeHna5, noMeTo«y napoBoro «aB/iennM. 2. Μοτολ nojiyMeHMsa senpoo, cor jiacno η. ' 1, OT2iMMa»uinříc5i tom. mto0/2, 6-ziMX/irjp<i>eHM/iaMHHO/®eKM2i,yKcycHa!ři «uc-noTa B3anMO«oříCTByeT c no-nuBTi/i-neHrJii/tKO-iraMi/i c ocsutefteopMy/ioři HCK CH-CHO> nH, b κατοροΐ/S πρμμμμθοτ 3ηομοηι/1',ι 10 i 450. b npucyTCTBun kuicsiotm. o cpe«eMHTepTHoro pacTBopuTeJisi, npu narpeBaHi/iM.

JluTeparypai 1. Cllriical Pharinacology and therapeutics St. Louis, 26, ¢3), 399-405 <1979). 2. Uinter C.A., E.A.Risley, G.U.Nuss, PROČ.Soc.Exp.Blol.Med., 111, 544-547 <1962) 3. Parrat J.R., G.E.West, J.Physiol London, 139, 27-41 <1957). 4. Domenjoz R., Actalltes Pharmacol. Paris, 7, 8-12 <1954).

268 77S -4-

AHHOTAUHÍI M3O6PETEHI4R "SMSMPbl 0/2, 6-flHXJIOPeEHI4JIAMMHO/«řEHmiyKCyCHOÍ4 KHCJIOTU Μ ΙΊΕΤΟΛ HX ΠΟΛΥΗΕΗΚΗ" 3φμρμ 0/2, 6-.nMXJiop«eHi4AaMi/iHo/«eHMJiyKcycHotf kmcjiotu c oeuieH «opMy-noft 1 a, «, r«e b la PΟ0Ο3Η3Μ3ΒΤ -CHa-COO- nu

ClAjp a b Irf P ο«»Η3Μ%τ -OH, n npMHMMaeT 3HaMeHM« ot 10 λο 450. Mo/ieK.yjiíipna-a wacca - ot 700 λο30000. oripe/ie/itanna·;! no Miaroziy napoBoro «aDJienwa. ΝΙ3ΤΟΛ ΠΟΛΥΗβΗΜΛ 3»HPOU, COTMCHO Ι/Ι3Ο«ρθΤβΗΜΚ>. aTyin'laPUlMČÍOI IKM, '1(0 0/2, 6-Auix/iop«eHi4AaMkiHo/«eHi4ÁyKcycHa$< kmcaotb B3auiMO«eMcTByeT c nojiusrujiom-jinKOjc^Mn c otsmoňeopM.yjioři HO<CH~CHO>,,. b Koropoň npMHMMacT aarneHM» 10 t 450, u npi/icyrcrui/tM kmcjioiu, o cpeoteMHepTHoro pacTBOpMTejiíi, npn HarpeBaHiw.

OpeuMymeci bo 3«wpaa. corJiacHO naocspeTenn», 3aKaDManTCM b tom, hto ohm 3iiaMi/tTe.nt>HO c-nacsee paaapamaoT c/ivoidCTy» oescuioMKy xejiy«Ka,npoTMBOBOcna/iMTeJibnoMy SMeKry ffie/iopaHa. a pix npOTPiBoeocna/iHTejibHuM 9Ηβκτ κμβητμμβη

268 775 -1- C54> 3SMPU OZ2. 6-flMX-nOPeEHmiAni4HO / eEHKflyKCyCHtCe KMCJlOTbl Μ ΠΕΤΟΛ MX nOJiyHEHMfl I43o <spećeni / te xacaeTca εχ &amp; ι / ιροΒ 0 / 2,6-Ai4xaop «eHi4AaMMHO /« eHM) iyKcycHO (khojiotu, kotopub ·; ιΐ: Μΐ ·; ικ) ΐ «ι dMOJioruiMecxM βκτμβμμμμ eetitecToaMi / ι. vt μκτοαϊι hx no / iynenn ·. ktsBecTHa HaTpuieoatA 0-2, 6-AHxjiop «eHHAaMHHO / ®eHn / iyxcycHoří kmc / iotu CnpenapaT ee / iopan); ho paaApawaeTcjiHOHCT.yo oeso / ioMKy xeJiyAKa <1, 2, 3, 4). 3aaaMefl i43o <speTeHi4 «« «βλλβτοβ cMHTeasMpooaHkie hobux β« μροβ 0 / 2,6-AMXjiop «eHn ^ aMHHo / ®eHHJiyKcycnoW kmcjiotw. kotopub <sw oxasbiea / iki npoTkieoeocnajiuiTe / ibHoeneftcTBkie μ βμβοτθ c otmm ho pa3Apaxa / im du cmn3i / icT.y »odo / ioMKy xe ^ y ^ xa, h paapadOTxa MeTO» al / IX ΠΟΛ, Ϋ'ΊΟΗΜΪΙ.

CoeMMHew / ΐϊΐ, coraacHO ΰ3θΰρβτβκι / ιιο, npeACTai3Jií) K) T oodoři 3 * mpu 0/2, 6-MHXJ1OP®eHH7taMHH0 / «eHM ^ yKCyCH0n XHC / IOTU C nCOlHSTH / ieHr / IHKOJtSIMH ίΠ3Γ) ny · (o-CHa-COO-CCHa-CHa-O) -t-CHa-CHa-P 1 a, d \ t

NH cx

1 and P odOBHanaeT 0-CHa-COO-

NH

1 and P odoananaeT - OH π npMHMMaeT 3HaHeHi / ia 10> 450. c Μθ / texyAíipMoří Maecoří ot 700 o 30000. οπρβΑβΛβΗΗοΜ no μοτολυnapoeoro mbíchíí. ΠβτοΑ. c / c / c / c / c / c / c / c / c, c / c / c / c / c / c / c / c / c / c / w / c / w / o < 1 &gt;, and < 3 &gt; 6-AHX / 10p «eHHmaMHHO / ®eHHMyXCyCHOŘS KMCJIOTU C Resistance« OpMyJlO

(I-CHa-CQOH)

NH

c Π3Γ o o ří «« ii ii opiiymoire HO / CHACHa / Η. b τ τ ρ pt M M M M M M M M M 10 10 10 10 10 10 10,,,,,,,,,,,,,,,,,,,,,,,, Han Han HanpHMep apoMaTHMecxmx yrmepopoAax (densome. Tomyome) h / imxmopmpoBaHHUx yrmebOAOpOAax (TeTpaxmopMeTaHe). πρπ HarpeBaHtw c aueoTporiHUM βμαβαβηριβμ Eioauumu b npMcyTCTBMM MomeKymsipHoro cuTa. Tlocme οχοηηθημμ peaxmaM m HeřÍTpammaaumm pacTBOpanpo yxT maornuipyioT nocpeACTBOM nepeocaxneHMP ai / istmaobum sohpom. npeuíMymecTBO 3 «hpob, cormacno and / iaodpeTeHwo, 3aKJiioMaK) Tcsi b tcim, HTO sHaHeiaTembuoc ohm / IADE PAA« Paxa »T cmM3ncTyo odomoHxy XE / iyAxa and mx npoTMBOBocna / imTe.flhnuPi 3®« βκτ ιλλβητμμεηnpoTHBOEtonaAMTeAbHOMy 3 «« ®exTy ffieaopaHa . no-nyMeume hobux βφι / ιροβ 0/2, G-AHXJiopeeHHJiaMHHo / eeHooiyKcycHoři kmcaotu c Π3Γ noíícHineTcanoApodHee cjieA.ypmMiMia npMMepaMM.

Πρι / iMBp 1. 1. 48 r <0.005 mojíi) 0/2. B-AHxmopeeHmmaMmHO / eeHmmyKcycHo xhojiotu eycnen.uMp.yoT 260 775 -2- B 20 ηλ reading / ia, no <jaBM «0T 3.37 r <0.0025 mojw) Π3Γ co cperoieA ΛθΛβκγΛ $ ν> 20 ha csenaojin, n 0, 05 r ρ-τολυολουλμροηοβοΗ kmcaoth. PacTBOp pa3MeunnoaoTn HarpenanT ηρι / ι 6 ° ° C and npcMto / ixeHi / ie 10 Macoa mb πρηο.υτοτβημ MOJieKy / i-apnoro cnra. Oa ua oa oa oa oa oa oa oa oa oa oa oa oa oa ha ha ha ha ha ha ha ha ha ha 0.1 0.1 p p p p p p p p p p OO OO OO OO OO OO OO OO OO OO NightAeΜΟΡΟΧ ^ ΟΡΜβΟΡΜ «MCTWAJMpyOT ΠΟΛ BaKyyMOM. ΠρΟΛΥΚΤ OMMIHaiOT OTΒΗ30Λ-9Μ9Μ0ΒΟΓ0 ΒΦΙ / lpa (lil), ocraKwisioT κρμοτ3λλμ3Μροββτι> πρη ΙΟ'ΙΟ, nocAB nero • MAbTpynT μ προΜββητ αμβτριλοβμμ 9 »mpoh. Enμχολ virgin 4.3 rujím 90% τβορβΤΜΜβοκοτο coeAMnenMii la. 20-οπβκτρ ΜΜββτ nojiocy 1720 cm "1. YB-cnexTp and oTanojie -λη." «« 200 om. CpexHaa MincAooas »MOjieKy / i-apnaia Maccca paoHa 1900, onpeziejieHnaii no MeTosy napoBoro λ3βλβημμ.

Coc / inMe c © opMyjioN l. b Cororates P OtsoamMaeT OH, riojiynaoT aHaAortiMHUH cnocotfOH. πρμ9TOM κολμμθοτβο Π3Γ what cpe «neří MOjieKyjiíipHoň Maccoří 1350 paBHO 6.75 r (0.005 μολπ). Bbxoa 1bpaBBH 7.3 r mjim 00% TeopeTMMecKoro. Eer4Κ-ι ~ ηβκτρ KMeer xapaKTepnyo nonocy-COn 1720 cm “1 mJ-oh3500 cm” *. yB-cnexT and 280 nm. ( 'Ρθληϊκι mmcaobbsi MOJieKyjiiipnaía hooks pááni 1600. llpMMep second nojiyneuMc la c MOJicKyjisipnoCí Maccoří 10600 m les c MOJiexyjiíipHoW Maccoří 10300 BeίΙΗ.'υΐαΐ'ΜΊΗΟ ripMMOpy first ΠΡΜ 3TCIM KOJ1MM12CTBO Π.3Γ CO CpejstHCří MOJiekyjIPpHoří Maccoří 10000 paBHO 25 mm rnpM la Bbixcm paaoen 80% TeopeTMMecKoro, and npM forest - 50 rm bhxoa 00% TeopeTMMecKoro .4Κ-οπβκτρ: 1a ΜΜββτ) -Coo 1720 cm “1, forest - 1720 cm” 1 μψ-om 3500 cm “* .yO-CUCK iP la M leS B BTaHOJlG - / ",« «200". / Ϊμοφμρ 0/2, 6-JiMxjiop®eHMjiaMMHo / ®enMJi.yKcycHoří kmcaoth c Π3Γ what cpejineři μολοκυλβρηοΗMaccoří 1350 (Ia) McnuTan κακ npoTMooaocna / iMTejitiHoe cpescTBO NPM HepopaAbHOM npMMeneHM m eroAeříciBMe cpaaHeno npoTMaoBocna c / iMTe / ibHUM jieřiCTBMeM M3BecTnoro npenapaTa ^ ejiopana. CpaBneno mmx pn »Mpawa» mee λβΚοτβμβ to ολμβμοτυο ocsoaoMKy xeayAxa. y esejinx kphc nopoau " OMCTap &quot; coaxaHb moasam BOcnMyHMsi KapareenMHOM no MeTcwy Winter et al (2), jioKCTpaHOM no HCTtrny Farrat and Ueefc (3). μρηοαμηοη no MOTONS Domenjcz (4). Hmcjiokpmc coc raojiíuio no ω ωτ, γκ on «axis. B jrcaax 2.5 m 3 μγ / κμ φμφορμα ολμικικοβυοnpoTMtiooacnajiMio ^ bnyp aKTMDHOCTi * o cpaBnetiMM c Se / iopaHOM (KOOHTpojibHaii npoea) πρμ acex Tpexmoju-uisix BocnajtetiMia.

Ha escjiux xpucax hopoau "BucTap" · no 6 uiTyx b rpynne, mcmraHo pa3Atpaxa »mee AeřícTBMeAMawipa 0/2, 6 -AMXjiop®eHM / iaMMHo / -®enMjiyKcycOut kmcaoth c Π3Γ what cpenneří MOJYKyjiiipnoCÍ Maccoří1350 (la) on c / inancTyio oesojionK .y xejiyjixa on cpanneuMM c pa3ztpaxanniMM aoRctomcm npenapaTaíe / iopan and aoaax no 0 m 10 μγ / κγ. PeayjibTaTw noxaabiBaioT MTO πρμ «0 oaax μγ / κγ abbmip bhobsay OAHoro« ΜΒΟΤΗΟΓΟ KpoaoM3JiMíiHMe to cjimsmctom oesojiOMKe xejtyAxa and it βρθμϊι Kax Sejiopawbhsdba y ecex iubctm χμβοτηηχ μβκροοκοπμμβοκμε S13BU. Πρμ AU3e 10 μγ / κγ acmbothmx to 3, Tpei MpoBannux οφμρομ, πολ.υμμλμ Meesojibun / IE ii3ou. b it opeMSi NPM McnojibaoaanMM SejiopanH y acexUjeCTM ΙΜΒΟΤΗΗΧ ΠΟΛΥΜΜΛΜΟb eSOJlbUlMe Í13BH. b peoyjibTaTe ορββηητβαηηηχ ®apMaKOAorMMecKMX MccJieAOoanMři λμθφμρο 0 / 2. 6-ziMX / iop®eHMJiaMMHo / ®eHMjiyKcycnoire kmcjioth c Π3Γ what cpezmeří MOJieKyjisnpnoř Mac Maccoří 1350 ep μ ρ ρ ρ p p p p p p p p p p β p p β ea ea ea ea ea ea ea ea ea ea ea ea ea ea ea ea ea ea ea ea ea ea ea ea ea ea ea mto βμτοαηο οτλμμββτ ero orΦκυιορ.ιη.τ. 260 775 -3 «HΑ H3O6PETEHM51 1. Oouipu 1.1 / 2, 6 ~ xnx, nop«> enM.naMHHo / e> eHi / ijiyKeycHoCí kwcjiotu c ocsuiofi eopM.yjioň

la P otíoanaMacr *

Id P0O3aMaeT-OH npMHWiaeT aaHMeHma ot 10 'by 450, MO-neKy / isipHaii Macca - ot 700 «by 30000, p e eeHna5, noMeTo« aB / iennM. 2. Μοτολ nojiyMeHMsa senpoo, cor jiacno η. '1, OT2iMMa »uinříc5i tom. mto0 / 2, 6-ziMX / irjp <i> eHM / iaMHHO / ®eKM2i, yKcycHa! ri «uc-noTa B3anMO« oriCTByeT c no-nuBTi / i-neHrJii / tKO-iraMi / ic ocsutefteopMy / iors HCK CH-CHO > nH, b κατοροΐ / S πρμμμμθοτ 3ηομοηι / 1 ', ι 10 i 450. b npucyTCTBun kuicsiotm. o cpe «eMHTepTHoro pacTBopuTeJisi, npu narpeBaHi / iM.

JluTeparypai 1. Cllriical Pharinacology and Therapeutics Louis, 26, 3), 399-405 <1979). 2. Uinter CA, EARISLEY, GUNUSS, PROC.SOC.Exp.Blol.Med., 111, 544-547 <1962) 3. Parrat JR, GEWest, J.Physiol London, 139, 27-41 <1957). 4. Domenjoz R., Actalltes Pharmacol. Paris, 7, 8-12 <1954).

268 77S -4-

AHHOTAUHII M3O6PETEHI4R "SMSMPbl 0/2, 6-flHXJIOPeEHI4JIAMMHO /« øHmiyKCyCHOI4 KHCJIOTU X ΤΟΛΕΙΊ HX ΟΛΥΗΟΛΥΗΗΚΗΗΚΗ "3φμρμ 0/2, 6-.nMXJiop eb la PΟ0Ο3Η3Μ3ΒΤ -CHa-COO-nu

A3Μ% τ -OH, n nMMMMaeT 3HaMeHM ot ot 10 450 450. Mo / ieK.yjieipna-a wacca - ot 700 λο30000. oripe / ie / itanna ·; no Miaroziy napoBoro «aDJienwa. ΤΟΛ3ΤΟΛ ΠΟΛΥΗβΗΜΛ 3 »HPOU, COTMCHO Ι / Ι3Ο« ρθΤβΗΜΚ>. aTyin'laPUlMČÍOI IKM, '1 (0 0/2, 6-Auix / iop «eHi4AaMkiHo /« eHi4ÁyKcycHa $ <kmcaotb B3auiMO npMHMMacT aarneHM »10 t 450, u npi / icyrcrui / m m cc, i cpeoteMHepTHoro pacTBOpMTejiii, npn HarpeBaHiw.

OpeuMymeci bo 3 «wpaa. corJiacHO naocspeTenn », 3aKaDManTCM b tom, hto ohm 3iiaMi / Tee.nt> HO c-nacsee paaapamaoT c / ivoidCTy» oescuioMKy xejiy «Ka, npoTMBOBOcna / iMTeJibnoMy SMeKry ffie / iopaHa. and pix npOTPiBoeocna / iHTejibHuM 9Ηβκτ κμβητμμβη

Claims (2)

PfíEDMET VYNALEZUFOLLOW OUT 1. Estery 0/2,6-dichlorfenylamino/fenyloctové kyseli-ny obecného vzorce kdeWhat is claimed is: 1. Esters of .alpha., 2,6-dichlorophenylamino / phenylacetic acid of the general formula: EMI3.1 wherein ch2-r v la R označujech2-r v la R denotes a v a n700 Ib označuje - OH má hodnoty od 10 do 450, molekulová hmotnost je oddo 30 000, určená podle metody parního tlaku.and v and n700 Ib denote - OH has values from 10 to 450, the molecular weight is from about 30,000, determined according to the steam pressure method. 2. Způsob získávání esterů, podle bodu 1,* vyznačujícíse tím, že 0/2,6-dichlorfenylamino/fenyloctová kyselinanavzájem reaguje s polyethylenglykoly s celkovým vzorcemHO/CH-CHO/flH, ve kterém n má hodnotu 10 až 450, v přítom-nosti kyseliny, v médiu inertního rozpouštědla, při ohří-vání.2. A process for the preparation of esters as claimed in claim 1, wherein O / 2,6-dichlorophenylamino / phenylacetic acid is reacted with polyethylene glycols having the general formula (CH2) -CH-CHO / flH in which n is from 10 to 450 in the presence of acidity, in an inert solvent medium, during heating.
CS855720A 1985-08-06 1985-08-06 O, 2,6-Dichloro-phenylamino / phenylacetic esters and a process for their preparation CS268775B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CS855720A CS268775B1 (en) 1985-08-06 1985-08-06 O, 2,6-Dichloro-phenylamino / phenylacetic esters and a process for their preparation

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CS855720A CS268775B1 (en) 1985-08-06 1985-08-06 O, 2,6-Dichloro-phenylamino / phenylacetic esters and a process for their preparation

Publications (2)

Publication Number Publication Date
CS572085A1 CS572085A1 (en) 1988-11-15
CS268775B1 true CS268775B1 (en) 1990-04-11

Family

ID=5402616

Family Applications (1)

Application Number Title Priority Date Filing Date
CS855720A CS268775B1 (en) 1985-08-06 1985-08-06 O, 2,6-Dichloro-phenylamino / phenylacetic esters and a process for their preparation

Country Status (1)

Country Link
CS (1) CS268775B1 (en)

Also Published As

Publication number Publication date
CS572085A1 (en) 1988-11-15

Similar Documents

Publication Publication Date Title
Goldfarb et al. Generation of novel, biologically active Harvey sarcoma viruses via apparent illegitimate recombination
Kuo et al. Analyses of coronavirus assembly interactions with interspecies membrane and nucleocapsid protein chimeras
Panganiban et al. The terminal nucleotides of retrovirus DNA are required for integration but not virus production
Sagata et al. Complete nucleotide sequence of the genome of bovine leukemia virus: its evolutionary relationship to other retroviruses.
Perrault et al. RNP template of vesicular stomatitis virus regulates transcription and replication functions
Both et al. A general strategy for cloning double-stranded RNA: nucleotide sepuence of the Simian-11 rotavirus gene 8
Angenent et al. Genome structure of tobacco rattle virus strain PLB: further evidence on the occurrence of RNA recombination among tobraviruses
DK515186D0 (en) PROCEDURE FOR MANUFACTURING GENETICALLY TRANSFORMED PLANTS RESISTANT TO VIRUS INFECTION
Neuer-Nitsche et al. Functional role of a highly repetitive DNA sequence in anchorage of the mouse genome
Irwin et al. Messenger ribonucleoprotein complexes isolated with oligo (dT)-cellulose chromatography from kidney polysomes
Mellor et al. The Ty transposon of Saccharomyces cerevisiae determines the synthesis of at least three proteins
Scott et al. The sequence of the gorilla fetal globin genes: evidence for multiple gene conversions in human evolution.
BG97435A (en) Nanbv diagnostics: polynucleotides useful for screening hepatitis c virus
CN113528708A (en) Triple PCR detection method for simultaneously detecting three feline diarrhea viruses and application thereof
CS268775B1 (en) O, 2,6-Dichloro-phenylamino / phenylacetic esters and a process for their preparation
Stålhandske et al. Replicase gene of coxsackievirus B3
Rice et al. Genome of reticuloendotheliosis virus: characterization by use of cloned proviral DNA
CN111378732A (en) Mitochondrial genome sequencing primer, kit and method
Vyshemirskii et al. Isolation and genetic characterization of encephalomyocarditis virus 1 from a deceased captive hamadryas baboon
Kew et al. Applications of oligonucleotide fingerprinting to the identification of viruses
Lalanne et al. Extensive length and homology dependent chimerism in pool-packaged AAV libraries
Conzelmann et al. An L (polymerise)-deficient rabies virus defective interfering particle RNA is replicated and transcribed by heterologous helper virus L proteins
Banks DNA restriction fragment length polymorphism among British isolates of Aujeszky's disease virus: use of the polymerase chain reaction to discriminate among strains
CN108707653B (en) Kit for constructing variable region sequence library and sequencing method of variable region sequence
Giri et al. Discrete regions of sequence homology between cloned rodent VL30 genetic elements and AKV related MuLV provirus genomes