LV10231B - Novel 3,3-dithiobis (propionic acids) and esters thereof - Google Patents

Novel 3,3-dithiobis (propionic acids) and esters thereof Download PDF

Info

Publication number
LV10231B
LV10231B LVP-93-822A LV930822A LV10231B LV 10231 B LV10231 B LV 10231B LV 930822 A LV930822 A LV 930822A LV 10231 B LV10231 B LV 10231B
Authority
LV
Latvia
Prior art keywords
compound
quot
formula
kurā
cho
Prior art date
Application number
LVP-93-822A
Other languages
English (en)
Other versions
LV10231A (lv
Inventor
Carl-Magnus Alexand
Sten Hakan Axel Mag Bergstrand
Anders Rudolf Hallberg
Bengt Olof S Rnstrand
Per Anders Sigvard Tunek
Original Assignee
Astra Ab
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
Priority claimed from SE9002275A external-priority patent/SE9002275D0/xx
Priority claimed from SE9002274A external-priority patent/SE9002274D0/xx
Application filed by Astra Ab filed Critical Astra Ab
Publication of LV10231A publication Critical patent/LV10231A/lv
Publication of LV10231B publication Critical patent/LV10231B/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C327/00Thiocarboxylic acids
    • C07C327/38Amides of thiocarboxylic acids
    • C07C327/40Amides of thiocarboxylic acids having carbon atoms of thiocarboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/50Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
    • C07C323/51Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C323/57Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C323/58Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups with amino groups bound to the carbon skeleton
    • C07C323/59Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups with amino groups bound to the carbon skeleton with acylated amino groups bound to the carbon skeleton
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/02Immunomodulators

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Immunology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Steroid Compounds (AREA)
  • Liquid Crystal Substances (AREA)

Claims (9)

  1. LV 10231 Fatentformulas punkti 1. Savienojums ar kopējo formulu i S-CH-CH-SK-R » n S-CH-CH-SH -OC-R I C.oo£3 kurā: R - ūdeņradis vai -COR1, kur R1 - metilgrupa, etilgrupa, n-pro-pilgrupa, n-Putilgrupa, n-pentilgrupa, n-heksilgrupa, n-hep-tilgrupa, n-oktilgpupa, n-nonilgrupa, n-deoilgrupa, n-unde-oilgrupa, izopropilgpupa, 1-metilpropilgPupa, tero-butilgru-pa, 3-metilbutilgpupa, 2-metilbutilgpupa; 2 R - metilgrupa, c?υχx£i·upei 9 n*-yp«-»pj.j.&i*uyia 9 H—j^u.w.xgiTup*i 9 ir~pbii~ tilgrupa, n-heksilgrupa, n-heptilgrupa, n-oktilgpupa, n-nonilgrupa, n-deoilgpupa, n-undeoilgrupa, izopropilgpupa, 1 1- metilpropilgrupa, tero-butilgrupa, 3-metilbutilgrupa , 2- metilbutilgrupa; 3 R - ūdeņradis, metilgrupa, etilgrupa, n-propilgrupa, n-butil-grupa, izopropilgrupa, izobutilgrupa; ar noteikumu, ka R1 un R2 abi vienlaikus nav metilgrupa, kā arī ar *3 λ n noteikumu, ka, ja RJ ip ūdeņradis, tad R un Rc abi vienlaikus nav n-propilgrupa vai n-heptilgrupa, vai šo savienojumu fizioloģiski pieņemamās salis un / vai stereoiso-mēri.
  2. 2. Savienojums pēo punkta 1, kas atšķiras ar to, ka: R ir ūdeņradis vai -COR1, kur R1 ir metilgrupa, etilgrupa, n-propilgrupa, n-butilgrupa, n-pentilgrupa, n-heksilgrupa, n-heptilgrupa, n-oktilgrupa, n-nonilgrupa, n-deoilgrupa, n-undeoilgrupa, izopropilgrupa, 1-metilpropilgrupa, tero-butilgrupa, 3-metilbutilgrupa, 2-metilbutilgrupa; p R ir metilgrupa, etilgrupa, n—propilgrupa, n—butilgrupa, n-pentilgrupa, n-heksilgrupa, n-heptilgrupa, n-oktilgrupa, n-nonilgrupa, n-deoilgrupa, n-undeoilgrupa, izopropilgrupa, 1- metilpropilgrupa, tero-butilgrupa, 3-metilbutilgrupa, 2- metilbutilgrupa; R ir ūdeņradis, metilgrupa, etilgrupa, ar noteikumu, ka, ja R3 ir ūdeņradis, tad R1 un R2 abi vienlaikus nav n-propilgrupa vai n-heptilgrupa.
  3. 3. Savienojums pēo punkta 1, kas atšķiras ar to, ka 1 ° · . 3 T) ' n w T"3 ί m 4 ρτΛηηΑ^>4 1 i rsr% Va4· T3 * i v% ·? 1 r\ uū rx ii· izjUļjiupii&iupa , ι/ο o r\ 11· Ηΐσΐ4ΐΐ£,ΐΛΐ1ΛΛ. 2 LV 10231
  4. 4. Savienojums pēo punkta 1, kas atšķiras ar to, ka R1 un R2 ir n-pentilgrupa, iet R3 ir metilgrupa. 5. Savienojums peo punkta 1, kas atšķiras ar to, ka A ^ O R* nvļ T)t- 4 4 1 mm i V» rs4- Τ') ^ ņ y% rņr^4· T 1 1 u u h xF x*JuyFuyxxjK,iuy«a * £/σο λ χί* ηισ υχχ^Χ* up«a ·
  5. 6. Savienojums pēo punkta 1, kaB atšķiraB ar to, ka 1n t ny\ TlC· * v» #·«. V% * τηΛν<1 Αΐΐηιπ ι ιτλτν 1 mm i γ·λ ί *1 ίΐΓΐβ^ΓϊϋίΓι'ΙΟ n ua λ χα* «axxi vxciix<axivuo x*AJpi*upxx£,4 up<a j χ/συ r\ xi uu^iai <a*xx© · Savienojums peo punkta 1, kas atšķiras ar to, ka * η T . — # Π I pC» 4 v* r*. V * ντί fs^ln > n 4 av«a V> 1 vl· * 1 wi w i»srv V»m4 Ώ" i ** ίι A vio ^ i < Λ 1X44 Λ X4 ' «flXU V XC14Xdl J\ UO 004*U""X4U lfXX&i·LIJJtfl , JLK3fc XX XI* UUC^U'flUAO
  6. 8. Paņēmiens savienojuma ar kopējo formulu (I) pēo punkta 1 iegūšanai, kas atšķiras ar to, ka: a) oksidē N-aoiloisteīna atvasinājumu ar formulu: HS-CHn-CK-KH-OC-R1 c I C.00 R i a *3 *3 kurā R un R nozīmes ir jau minētās, un kad RJ ir ūdeņradis, iespējami šī savienojuma vieno jumu ar formulu: C-oon ' 1 c nu nu vu m_n I ij—uiin“vu— S-CHn-CH-KH-CO-R1 salis ar sārmu metālu, veidojot sa- c. tCOZ-ļ 3 b) apstrādā piemērotas bāzes klātienē savienojumu COO/J 3 * - o_mi nu itu ηπ η I ο—uiio η 1 c nu nu utu nn n t , tooz5 TTJif f 5 ļ'ļ ļ *** Ϊ^ΛΓ' nmA ί ** *r\ 11 ml v\ λ+ λ η v» £?γ»ττ4λιλα vcu v»d d<ui ixu.i4 rv xxwz»xuic xx* j<au ιιιχχχουο, <αι οαvxoxxV'/lu<iu π1 Μ fļfļY l/ļ ļ ļļ T?1 ļ*» mii m' v> η<4·Λ ΚλΧ HftV «ΛΛ (Vn+rtnn ίτ" mn Λ - OUA, XVUX- Λ XX* jau Uixxxcoaxo9 XJO\j ΆίΛ — l'Cd&C oopcj X&d grupa, kas spēj reaģēt ar aminogrupu dodot amīda grupu un veido savienojumu ar formulu <200 £* « 1 c nu nu vu nn ή * oe“wxxo”,^xxextxx*"'-/VA • c 1 o nu nu iru nn η I o’~ouo~t/ii~xixx*-L/v/"*x\ " ι ¢00¾ ο) 2-(K-aoilamino )-3-halogēnpropionskābes atvasinājumu CO0&3 ' . v nu nu *tu r\nn I x—οΠο^^χι—ΧΗιΐι—υοΛ c, kurā E1 nozīme ir jau minētā, E3’ir E3, kura nozīme ir jau minētā, vai labilu skābu vai bāzisku organisku grupu un Y ir halogēna atoms, apstrādā ar sēru vai disulfīda anjonu bāzes klātienē, veidojot savienojumu coofta I c nu nu vtu nn rj1 0 -uxio-wi~mi_uu“n 1 <=. c nu nu it u nn r> C l Coo £ 4 1 LV 10231 d) oksidē N-aoiloisteīna estera atvasinājumu maisījumu ar formulāmtOOd 3 H o nu nu utu nn u—ui i nuu“m iuu— n c π», η o nu nu uti nn nč-uu rl u—uun“uu—uu—υυ~η Ci90 β.3 1 P τ τ xdr R , R un R nozīmes ir jau minētās, vai, ja R ir ūdeņradis, vēlamB to sārmu metālu veidā, veidojot savienojumu ar formulu ftOOlU I Ο-UUO""UU* * I iru nn «1 mi *υυ· I\ rru nn n2 tOOii e) oksidē oisteīna vai oisteīna estera maisījumu ar N-aoiloiste-īna atvasinājumu ar formulu tOO&j, \ HS-CHo-CH-SH, C. i vai šī savienojuma sāli un uo nu nu utu nn τι i ιω-υιΐο-υιι-«ιι-υυ“Λ c. I CūOR.3 vai šī savienojuma sārmu metāla sālis vai šī savienojuma sāl- rtVRVRn η η 1 " n 1m η ι iv» Tļ3 m/srr? mrtrt i « m* «SiRrl rrm A Λ («ļ' nix&u<no oeaxxo, aui· n uu r\ uu2>.uuuo u· j<au iuuxeoiio, vexuuJuo savienojumu ar formulu C00£3 i S-OH^-CH-KHoV c " 1 o nu nu utu nn_n i u—uuo—uu—uu—uu—λ £ \ toon3 vai tā sāli, 5 Γ) apstrādā piemērotas bāzes klātienē cisteīna vai oisteīna di estera, vai šī diestera sāls pārākumu ar formulu COOČi 1 S-CH0-CH-KHn , c c S-CHn-CH-HHn €0 Οβ?, kur R3 ir jau minētā nozīme, ar savienojumu R2-COX, kur R2 un COX nozīmes ir jau minētās, veidojot savienojumu ar formu lu: S-CHn-CH-KH, I c nu nu itu nn_nt o"uio-ui*mnArn č. g) piemērotas bāzes klātienē apstrādā savienojumuar formulu 1 tOOHi I S-CHn-CK-NH-OO-R I " S-CHn-CH-KHo I C.O0&1 vai tā sali, kur R1 un R3 ir jau minētās nozīmes, ar savienojumu R2-C0X, kur R2 un COX nozīmes ir jau minētās, veidojot savienojumu ar formulu &)0(i 3 1 i c* nrr nti iru nn n O—OUn—'-'AA AtlA—uu—Λ « A 2 S-CHo-CK-KH-OC-R & too^ 6 LV 10231 h) apstrādā K-atviloisteīna atvasinājumu ar formulu 100 L· \ ES-CHn-CK-KK-OC-R c. rrn * 4S r»S1 i vaa o<a oauMf 1 -5 R un RJ nozīmes ir jau minētās, ar akti vē jošu reaģentu, kas veido adduktu ar formulu: \ it ο ητι ηττ ιτττ nn n uu-mr ιλτ λ I cλ/Η -cooc^Hs* 1 un pēo tam apstrādā ar otru, atšķirīgu no pirmā, vai tādu pašu N-aoiloisteīna atvasinājumu vai oisteīna esteri, veidojot ηΐΝττι AVin μι ^λ»ι»»»ι i 1 i i o3 v juuujujhu cai* iOPmuiu CjOO&i 1 ipu _ntr ira nn rj iJ Ulri-Ul-flirU'J-ft cj_nu J'n nn r)£ *j ui2 i/u-ftu-wn 1 OOO&I i) apstrādā savienojumu ar formulu R4-S-CHn-CH-ī«ī-0C-R1 T)^" 4n j\lu <a η χι- 0 U αοοβ·^ -R1 /° Tff\ *t VtfU. - N X0 1 •ļrn 4 _q nu nu nu ηη_τι vai o—oii-wu_n ii c 0 J kur R^ un Rv’ nozīmes ir jau minētās, ar savienojumu, kura formula ir 0,001$* * uc nu m.iru nn nc uo"~uuo λΠ—vvr-rv p TT l/11 «ζ TW tnnnnvMr.m ·* V% {<m, iviiu»R4s« « — _i_ i · · acu a n un. n i4>-/^xmoo xi· jaU minētas, iegūstot savienojumu 7 ar formulu t00&2> v nu nu itu nn rj1 u~uurr-uii—mi-υο—K S-CHo-CH-KH-OC-Rc too c i Kura, ja nepieciešams iegūt savienojumu ar RJ = H, aizvāc aiz-sarggrupu , j) esterifioē savienojumu ar formulu tox1 I c? nu rvti iru u~Vj»u^“oii*~xux t 41 0 nu nti tTU o~vxxo~ *uxx-“x\xi c <2θΧ x\ 1 /·ι i nr% T) JVLirS K Uil K*~ nnsnrr.pc: 1 Γ* 121 ļ m*r»"+or* V* * r» nu nmi 1 ττ«-ν i 1nr· ļ Λ χνίΛΑ c* Π LUl n. XX*J4/XIIICw Ai ļjau.-ilU4J.c;ti<ftOy Λ li' \Jii £,X‘LiļJtft ΥΛΑ «ēna atoms ar* savi00.0inmu u^Enu twS ;n e,cu<a ai oav icnu jumu r\ v/11, n.ux-a r\ xi- ιΐι6υιΐ£,ι*ιχμα, etilgrupa, n-propilgrupa, n-butilgrupa, izopropilgrupā, izobutilgrupa, veidojot savienojumu ar formulu tOO(LZB l . S-CHo-CH-KH-OO-R 1 C o S-CHo-CK-Kii-00-Ru tOoH k) alkilē savienojumu ar formulu QjQO P° i S-CHo-CH-KH-0C-R \ * o S-.f’H _™_wu nn t>£ *-> '-Ήη-ωι-ϋπ-υυ-η Coo ^ kurā R un Rc ir jau minētās nozīmes, ar savienojumu R3E-Z, w Vļļļ^ 007T !J1P "ī ΤΪ *IM1 m* Vi r^l f7 * V* Unl η »»Λνιη nlVilnilIfRlrt λιλι n. iiux<i 111c n· uuucoa, ikju u 11· iiaiuguiio, aifuiounabo 8 LV 10231 tozilāts vai jebkurš cits viegli atšķeļams aromātisko oiklu saturošs atlikums, veidojot savienojumu ar formulu ¢,00/2 / . S-CHo-CH-KH-00-R I c’ nu nu \tu nn r>c. c. , t p 1) piemērotas bāzes klātienē apstrādā karboksilaizvietota oistī-na atvasinājumu ar formulu QjQ0i \ 1P .S-CHn-CH-KHn l c o_ pu puitu ϋ"υυο nju-imo c I teo R -ļP nņ ττηί 4n pini n1rnV\A ņR1* 1μιλ T1^* . 1 aV>*1 λ rilrnt>r 4 VRrri a»i . ναι ua ολχολοαλλ ©αχχ * ituP x\ αχ* χαι/χχα οιχαι/α ναχ .υα^χοΛα Qr— 1 1 ganiska grupa, ar savienojumu R -C0X, kur R ir jau minētā nozīme, bet C0X ir reagētspējīga grupa, kas ar aminogrupu spēj — 'ļp veidot amīda grupu, peo tam aizvācot aizsarggrupu R un veidojot savienojumu ar formulu cto o& c nu nu wu nn π l • ϋ"υι in“ uu""uu“* n < * 1 o nu nu \tu nn tī » ū“uin*"'jU""iin""VA»,*n c ( tocd m) sārmainā vidē apstrādā karboksilaizsargātu cietina atvasinājumu ar formulu c-ood %p S-CHo-CH-HHo © c.' I S-CHo-CH-NHo »ιγμ X ņ nr%1 nnl i Ifim Γ3 MAPrTmn ί n * v> rv v» pidtt* λ v«ax Ud οΛΧΟΛΛ^υ o«axif i\ur r\ h»j*ixmic? xr jau uixu6waf ar oavicr 9 ii'jju.inu R -COX, kura R un GOX nozīmes ir* jau minētas , talak 30Š4.84.C0 aizsrggrupu R un iegūstot savienojumu ar formulutcoH iS-CHo-CR-HH2 c I S-CH^-CH-ltK-OC-Rc c f to oH n) apstrādā karboksiaizsargāta oistīna atvasinājumu ar formulu (LOOii 3 P S-CHo-CH-NHo, ^ «1 o o nu nu \ru nn rjt υυ- λ c t ^ . 0 TP TT2iT 4¾ CGI JJf^l 1 ļ.r1 1 13^ ļ 1 T) "i* vt/\rv?»wnn * v» 'nu «v> * v> r>A nn VdA t»«a DdADAdiJV odilp JVCU* I\ LU.1 x\ ilVftXUICO Ai* |ļdU UIAllUUdO) 1 - 1 _ j ., .. , r;- - ?ΤΤί3 Ϊ I? ΡΠΥ 1/Ί 1 y*<5 D nv» ππν v%/%rp 1 w>nn ίηη *·λ? %»» P1. A rk #-1 di Od VACUJX\J UIIIU A *WAj AUl'd A UAi UVA iiVZiJ.lUOO XI* JdtLl lltAiiUOdOf « /sr» λ · γϊτι rpvti 1 t*.ļ ļ T3 vf 1 Klr λ + ΧΤρλ‘1 λ4> ....... UdAclA A un veidojot savienojumu tooff 1 S-CHo-CK-RH-OC-R o nti nu vtj nn >j—'-'Ai—iUU —«JUTI C00H Λ ί ηΙλ " V% υιο ociiid 0) iestādot sārmainā ūdens šķīdumā līdzsvaru starp oistīna un atvaisinājumiem ar formulām tOOH S-CHo-CH-KK-OC-R1 u_nu _nu iTti nn r>1 u~uur> 'Jii—mi-vjo—rv <U>OH LeoHU un, attiecīgi UO.PIJ nu itu nn ne c ♦ 1 n tā sārmu sāļiem, kur R un R* ir jau minētās nozīmes, veido jo 10 LV 10231 savienojumu ar formulu (tOOK e nu nu wu nn n · ū-wļo_wi~iui_uv/~n 1 C P o nu nu itu nn rjc. c. (UlOH un, beidzot, ja vajadzīgs, pārvērš pēo jebkura no paņēmieniem a) - o) iegūtos savienojumus, par to fizioloģiski pieņemamām sālīm. 9. Ārstniecības līdzeklis, kas atšķiras ar to, ka tajā kā aktīvā viela iekļauts savienojums pēo jebkura no punktiem 1-17. 10. Ārstniecības līdzeklis pēo punkta 9 gatavā zāļu formā. 11. Ārstnieoības līdzeklis pēo punkta 9 un 10, kas atšķiras ar to, ka aktīvā viela tajā iekļauta kopā ar farmaceitiski pieņemamu nesēju.
  7. 12. Savienojuma pēo jebkura no punktiem 1 - 7 pielietojums par terapeitiski aktīvu vielu.
  8. 13. Paņēmiens imūnomodulējoši darbīgu zāļu gatavo formu iegūšanai, kas atšķiras ar to, ka izmanto savienojumus pēo jebkura no punktiem 1-7. 11
  9. 14. Paņēmiens tādu slimību ārstēšanai, kuras izsauc zīdītāju, ieskaitot cilvēku, imūnās sistēmas darbības trauoējumi, kas atšķiras ar to, ka ārstējamā organismā ievada efektīvu daudzumu savienojuma pēc šī izgudrojuma punktiem 1-7. 12
LVP-93-822A 1990-06-28 1993-06-30 Novel 3,3-dithiobis (propionic acids) and esters thereof LV10231B (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
SE9002275A SE9002275D0 (sv) 1990-06-28 1990-06-28 Novel 3,3'-dithiobis(propionic acids)
SE9002274A SE9002274D0 (sv) 1990-06-28 1990-06-28 Novel 3,3'-dithiobis(propionic esters).

Publications (2)

Publication Number Publication Date
LV10231A LV10231A (lv) 1994-10-20
LV10231B true LV10231B (en) 1995-04-20

Family

ID=26660808

Family Applications (1)

Application Number Title Priority Date Filing Date
LVP-93-822A LV10231B (en) 1990-06-28 1993-06-30 Novel 3,3-dithiobis (propionic acids) and esters thereof

Country Status (31)

Country Link
EP (1) EP0463514B1 (lv)
JP (1) JPH04230359A (lv)
KR (1) KR920000714A (lv)
CN (1) CN1039318C (lv)
AT (1) ATE120730T1 (lv)
AU (1) AU642259B2 (lv)
CA (1) CA2045289A1 (lv)
CZ (1) CZ279343B6 (lv)
DE (1) DE69108616T2 (lv)
DK (1) DK0463514T3 (lv)
EG (1) EG20191A (lv)
ES (1) ES2070370T3 (lv)
FI (1) FI913131A (lv)
HK (1) HK62397A (lv)
HR (1) HRP920766A2 (lv)
HU (1) HU210675B (lv)
IE (1) IE71024B1 (lv)
IL (1) IL98389A (lv)
IS (1) IS1697B (lv)
JO (1) JO1677B1 (lv)
LV (1) LV10231B (lv)
NO (1) NO175307C (lv)
NZ (1) NZ238495A (lv)
PH (1) PH30951A (lv)
PL (2) PL165344B1 (lv)
PT (1) PT98121B (lv)
RU (1) RU2041208C1 (lv)
SI (1) SI9111086A (lv)
SK (1) SK278710B6 (lv)
TW (1) TW221376B (lv)
YU (1) YU48643B (lv)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SE9103572D0 (sv) * 1991-11-29 1991-11-29 Astra Ab Organic salts of n,n'-diacetyl cystine
SE9500897D0 (sv) * 1995-03-14 1995-03-14 Astra Ab The pharmacological use of certain cystine derivatives
CN100453531C (zh) * 1998-10-09 2009-01-21 味之素株式会社 半胱氨酸衍生物
SE9900438D0 (sv) * 1999-02-10 1999-02-10 Astra Ab The pharmacological use of certian cystine derivatives
US8295265B2 (en) 2005-11-16 2012-10-23 Htc Corporation Method for handling radio bearer messages during reset and reestablishment in a wireless system
US7829709B1 (en) 2007-08-10 2010-11-09 Marquette University Cysteine prodrugs to treat schizophrenia and drug addiction
ES2613729T3 (es) 2008-02-07 2017-05-25 Marquette University Cisteína y profármacos de cisteína para tratar la esquizofrenia y reducir los deseos compulsivos por los fármacos
CN103319388B (zh) * 2013-06-08 2014-11-05 西安交通大学 一种双功能聚乙二醇衍生物及其制备方法
WO2015163488A1 (en) * 2014-04-25 2015-10-29 Ajinomoto Co., Inc. Immunostimulating agent
WO2017073797A1 (en) 2015-10-28 2017-05-04 Ajinomoto Co., Inc. Immunostimulating agent
EP3395365A1 (en) 2017-04-28 2018-10-31 Ajinomoto Co., Inc. Immunostimulating agent
CN111072537B (zh) * 2019-12-20 2021-11-19 南京德尔诺医药科技有限公司 一种双乙酰化-l-胱氨酸的制备方法及其应用

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR8205M (lv) * 1968-12-20 1970-09-14
US3878305A (en) * 1972-05-25 1975-04-15 Procter & Gamble Fortification of foodstuffs with n-acyl derivatives of sulphur-containing l-amino acids
US3952115A (en) * 1975-04-02 1976-04-20 The Procter & Gamble Company Fortification of foodstuffs with N-acyl derivatives of sulfur-containing L-amino acid esters
FR2503151A1 (fr) * 1981-04-02 1982-10-08 Morelle Jean Butyryminoacides soufres. mode de preparation. emploi comme element keratogenique chez l'homme et l'animal et comme agent de fertilisation chez les vegetaux
US4724239A (en) * 1985-09-16 1988-02-09 Morgan Lee R Method of treating chemical ulcers with N,N'-diacetylcystine, N-acetyl homocysteine and N-acetyl cysteine
US4827016A (en) * 1985-09-16 1989-05-02 Morgan Lee R Method and compounds for reducing dermal inflammations
US4708965A (en) * 1985-09-16 1987-11-24 Morgan Lee R Method of treating herpes virus infections with N,N'-diacetylcystine and derivatives
JPS62195356A (ja) * 1986-02-20 1987-08-28 Seiwa Kasei:Kk シスチン誘導体及びその塩

Also Published As

Publication number Publication date
NO912545L (no) 1991-12-30
NZ238495A (en) 1995-06-27
CN1057647A (zh) 1992-01-08
SK278710B6 (sk) 1998-01-14
CN1039318C (zh) 1998-07-29
PL290857A1 (en) 1992-08-10
HRP920766A2 (en) 1997-04-30
IL98389A (en) 1997-04-15
RU2041208C1 (ru) 1995-08-09
CZ279343B6 (cs) 1995-04-12
PH30951A (en) 1997-12-23
PT98121B (pt) 1998-12-31
IE912223A1 (en) 1992-01-01
NO912545D0 (no) 1991-06-27
NO175307C (no) 1994-09-28
HU210675B (en) 1995-06-28
TW221376B (lv) 1994-03-01
IS1697B (is) 1998-08-28
IE71024B1 (en) 1997-01-15
EP0463514A1 (en) 1992-01-02
YU108691A (sh) 1994-01-20
HK62397A (en) 1997-05-16
FI913131A (fi) 1991-12-29
AU7828491A (en) 1992-01-02
EG20191A (en) 1997-09-30
NO175307B (no) 1994-06-20
AU642259B2 (en) 1993-10-14
KR920000714A (ko) 1992-01-29
CA2045289A1 (en) 1991-12-29
ES2070370T3 (es) 1995-06-01
CS199091A3 (en) 1992-04-15
DE69108616D1 (de) 1995-05-11
IS3728A7 (is) 1991-12-29
PL165349B1 (pl) 1994-12-30
PL293118A1 (en) 1992-09-07
JPH04230359A (ja) 1992-08-19
ATE120730T1 (de) 1995-04-15
DE69108616T2 (de) 1995-10-19
PT98121A (pt) 1992-03-31
LV10231A (lv) 1994-10-20
YU48643B (sh) 1999-06-15
PL165344B1 (pl) 1994-12-30
EP0463514B1 (en) 1995-04-05
DK0463514T3 (da) 1995-09-04
IL98389A0 (en) 1992-07-15
FI913131A0 (fi) 1991-06-27
SI9111086A (en) 1997-12-31
HUT58048A (en) 1992-01-28
JO1677B1 (en) 1992-08-09
HU912169D0 (en) 1991-12-30

Similar Documents

Publication Publication Date Title
AP1204A (en) Nitric oxide synthase inhibitors.
EP0765308B1 (en) Enzyme inhibitors
CA1273019A (en) Enkephalinase inhibitors
US5473100A (en) Hydroxamic acid derivative
LV10231B (en) Novel 3,3-dithiobis (propionic acids) and esters thereof
US5350767A (en) Derivatives of cysteine
US5889050A (en) 3,3'-dithiobis (propionic acids) and esters thereof
EP0515995A2 (en) N-(5-thioxo-L-prolyl)-L-cysteine, derivatives thereof, processes for the preparation thereof and pharmaceutical compositions containing them
US6620848B2 (en) Nitric oxide synthase inhibitors
LT3976B (en) Novel 3,3'-dithiobis(propionic acids) and esthers thereof
EP0356137B1 (en) Carbonates of 3-demethylthiocolchicine and N-acyl analogs
AU747551B2 (en) New compounds
US6369272B1 (en) Nitric oxide synthase inhibitors
EP0408106B1 (en) Novel acrylic amide derivatives, a process for their preparation, pharmaceutical compositions containing the same and their use in medicine
MXPA99006172A (en) Nitric oxide synthase inhibitors