FI89716B - Foerfarande foer framstaellning av terapeutiskt aktiva prolinderivat - Google Patents
Foerfarande foer framstaellning av terapeutiskt aktiva prolinderivat Download PDFInfo
- Publication number
- FI89716B FI89716B FI853494A FI853494A FI89716B FI 89716 B FI89716 B FI 89716B FI 853494 A FI853494 A FI 853494A FI 853494 A FI853494 A FI 853494A FI 89716 B FI89716 B FI 89716B
- Authority
- FI
- Finland
- Prior art keywords
- alk
- phenylpropyl
- compounds
- alanyl
- amino
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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
- C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06191—Dipeptides containing heteroatoms different from O, S, or N
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/02—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link
- C07K5/022—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing the structure -X-C(=O)-(C)n-N-C-C(=O)-Y-; X and Y being heteroatoms; n being 1 or 2
- C07K5/0222—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing the structure -X-C(=O)-(C)n-N-C-C(=O)-Y-; X and Y being heteroatoms; n being 1 or 2 with the first amino acid being heterocyclic, e.g. Pro, Trp
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06008—Dipeptides with the first amino acid being neutral
- C07K5/06078—Dipeptides with the first amino acid being neutral and aromatic or cycloaliphatic
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Biophysics (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrrole Compounds (AREA)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Hydrogenated Pyridines (AREA)
- Plural Heterocyclic Compounds (AREA)
Claims (2)
1. Förfarande för framställning av en terapeutiskt aktiv förening med formeln (1) 5 0 tl Q-C*HCN^~>v I I i) R2 C*iK 10 Y2-C-0 (1) väri Q är Y1-C(0)-C*H(R1)NH-; Yj och Y2 oberoende av varandra är -OH eller -OCH2CH3; 15 ring G är 1T ··*· xpö -CH>Z
20 Z väri G3 är H eller C1-C6-alkoxi; Z är =N-(alk)-M, =N- (alk)-S02M, -(alk)-N( R3)-(alk)-M, -(alk)-N(R3)-(alk)-C(0)-(alk)-M, -(alk)-N(R3)S02-(alk)-M, : 25 -(alk)-N(R3)-(alk)-N(R3)-(alk)-C(0)M, -0-(alk)-C(0)M eller =CH-(alk)-C(0)-(alk)-M, väri (alk) är en kemisk bindning eller -CH2-, M är .....ro-·' B väri A, B och E oberoende av varandra är H, 35 -0CH2C00H, halogen, -NH2, -S02NH2 eller furfurylamino, för- 26 P Q 7 " Λ . w utsatt, att ätminstone en av grupperna A och B är annat än väte; Rx är H eller fenetyl och R2 och R3 oberoende av varantoa är H eller CH3, förutsatt, att dä G är monocyklisk och Z är 5 -(alk)-N(R,)-0(0)-^^^3, - (alk) -N( R3) -S02- (alk) eller mxh 10 -(alk)-N(R3)-(alk)- (' Ύ> . \=£l sä är fenylgruppen substltuerad med furfurylamino, gruppen -0CH2C02H eller ätminstone tvä sulfamoylgrupper, samt far-15 maceutiskt godtagbara syraaddltlons-, alkallmetall- och jordalkalimetallsalter därav, kännetecknat därav, att a) en förening med formeln (2) 20 0 II Q-C*HC0H (2) K väri R2 och Q betecknar samma som ovan, kopplas tili en 25 förening med formeln (3) HD c*ir | (3)
30 Y2“C=0 väri Y2 och substituenterna av G-ringen, inklusive Z, betecknar samma som ovan, under peptidbildningsförhällanden, eller 27 1 , Γ-> * ' : ; ! ϋ b) substituent Ζ anknyts till en förening med for- meln v2i.o 10 genom substitutions- eller kondensationsreaktioner och c) eventuella möjliga skyddsgrupper avlägsnas, och om sä önskas, bildas ett sait av produkten.
2. Förfarande enligt patentkravet 1, kanne-t e c k n a t därav, att man framställer 15 (4R)-4- [5-( sulfamoyl )-4-klor-2- [ ( 2-furylmetyl )amino] ben- soyloxi]-N-[N-[(IS )-1-(hydroxikarbonyl)-3-fenylpropyl]-L-alanyl]-L-prolin eller N- [N- [ (IS )-l-hydroxikarbonyl-3-fenylpropyl] -L-alanyl] -4-[((6-klor-2H-l, 2,4-bensotiadiazin-l, l-dioxid-7-yl )sulfo-20 nyl)amino]-L-prolin eller N- [N- [ (IS )-l-hydroxikarbonyl-3-fenylpropyl] -L-alanyl] -4-[2- ( 3-sulfamoyl-4-klorbensoyl)hydrazin-l-yl]-L-prolin eller N- [N- (IS) -l-hydroxikarbonyl-3-fenylpropyl]-L-alanyl-4-25 ((N-metyl-N-(6-klor-7-sulfamoyl-3,4-dihydro-2H-l,2/4-ben-sotiadiazin-1,l-dioxid-3-yl)metyl)amino)prolin eller ett farmaceutiskt godtagbart syra-, alkalimetall- eller jord-alkalimetallsalt av dessa.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US64979784 | 1984-09-12 | ||
US06/649,797 US4746676A (en) | 1984-09-12 | 1984-09-12 | Carboxyalkyl dipeptide compounds |
US75269585 | 1985-07-08 | ||
US06/752,695 US4749698A (en) | 1985-07-08 | 1985-07-08 | Antihypertensive derivatives |
Publications (4)
Publication Number | Publication Date |
---|---|
FI853494A0 FI853494A0 (fi) | 1985-09-12 |
FI853494L FI853494L (fi) | 1986-03-13 |
FI89716B true FI89716B (fi) | 1993-07-30 |
FI89716C FI89716C (sv) | 1993-11-10 |
Family
ID=27095707
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FI853494A FI89716C (sv) | 1984-09-12 | 1985-09-12 | Förfarande för framställning av terapeutiskt aktiva prolinderivat |
Country Status (13)
Country | Link |
---|---|
EP (1) | EP0175266B1 (sv) |
KR (1) | KR860002464A (sv) |
AT (1) | ATE135711T1 (sv) |
AU (1) | AU578489B2 (sv) |
CA (1) | CA1288893C (sv) |
DE (1) | DE3588094T2 (sv) |
DK (1) | DK412985A (sv) |
ES (1) | ES8609364A1 (sv) |
FI (1) | FI89716C (sv) |
IL (1) | IL76345A (sv) |
IN (1) | IN164615B (sv) |
NO (1) | NO169442C (sv) |
NZ (1) | NZ213432A (sv) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5629345A (en) * | 1993-07-23 | 1997-05-13 | Vide Pharmaceuticals | Methods and compositions for ATP-sensitive K+ channel inhibition for lowering intraocular pressure |
US5965620A (en) * | 1993-07-23 | 1999-10-12 | Vide Pharmaceuticals | Methods and compositions for ATP-sensitive K+ channel inhibition for lowering intraocular pressure |
EP0765341A4 (en) * | 1994-06-16 | 1998-09-16 | Smithkline Beecham Corp | CYCLISATION DIRECTED BY MATRIX |
WO2001026644A2 (en) † | 1999-10-14 | 2001-04-19 | Curis, Inc. | Mediators of hedgehog signaling pathways, compositions and uses related thereto |
DE50015940D1 (de) | 2000-09-21 | 2010-07-29 | Abb Schweiz Ag | Konfiguration eines Leitsystems einer elektrischen Schaltanlage |
BRPI0620436B8 (pt) | 2005-12-23 | 2021-05-25 | Wyeth Corp | compostos miméticos de lisina modificados, composição farmacêutica e uso |
DK2468724T3 (en) * | 2006-12-21 | 2016-02-22 | Zealand Pharma As | Synthesis of pyrrolidine compounds |
ES2870106T3 (es) | 2017-05-05 | 2021-10-26 | Zealand Pharma As | Moduladores de la comunicación intercelular de uniones comunicantes y su uso para el tratamiento de la enfermedad del ojo diabético |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5683483A (en) * | 1979-12-13 | 1981-07-08 | Santen Pharmaceut Co Ltd | Thiazolidine compound |
US4350704A (en) * | 1980-10-06 | 1982-09-21 | Warner-Lambert Company | Substituted acyl derivatives of octahydro-1H-indole-2-carboxylic acids |
GR75019B (sv) * | 1980-09-17 | 1984-07-12 | Univ Miami | |
US4462943A (en) * | 1980-11-24 | 1984-07-31 | E. R. Squibb & Sons, Inc. | Carboxyalkyl amino acid derivatives of various substituted prolines |
FR2501399B1 (fr) * | 1981-03-03 | 1987-06-19 | France Etat | Dispositif d'affichage de messages graphiques transmis par des systemes de videotex |
EP0080822A1 (en) * | 1981-11-27 | 1983-06-08 | Beecham Group Plc | Anti-hypertensive prolinol-based peptides |
DE3360065D1 (en) * | 1982-03-08 | 1985-03-28 | Schering Corp | Carboxyalkyl dipeptides, processes for their production and pharmaceutical compositions containing them |
ZA832762B (en) * | 1982-04-30 | 1983-12-28 | Squibb & Sons Inc | Substituted 4-phenoxy prolines |
AU1643283A (en) * | 1982-07-19 | 1984-01-26 | E.R. Squibb & Sons, Inc. | Substituted peptides |
US4623729A (en) * | 1982-07-22 | 1986-11-18 | E. R. Squibb & Sons, Inc. | Acylalkylaminocarbonyl substituted amino and imino acid compounds |
US4499079A (en) * | 1982-11-18 | 1985-02-12 | E. R. Squibb & Sons, Inc. | Carboxy and substituted carboxy alkanoyl and cycloalkanoyl peptides |
DK156484A (da) * | 1983-03-16 | 1984-09-17 | Usv Pharma Corp | Aminosyrederivater |
EP0127124A3 (en) * | 1983-05-23 | 1987-04-08 | Usv Pharmaceutical Corporation | Compounds for treating hypertension |
-
1985
- 1985-09-10 DE DE3588094T patent/DE3588094T2/de not_active Expired - Fee Related
- 1985-09-10 AT AT85111454T patent/ATE135711T1/de not_active IP Right Cessation
- 1985-09-10 AU AU47331/85A patent/AU578489B2/en not_active Ceased
- 1985-09-10 EP EP85111454A patent/EP0175266B1/en not_active Expired - Lifetime
- 1985-09-10 IL IL76345A patent/IL76345A/xx unknown
- 1985-09-11 NO NO853551A patent/NO169442C/no unknown
- 1985-09-11 ES ES546866A patent/ES8609364A1/es not_active Expired
- 1985-09-11 CA CA000490437A patent/CA1288893C/en not_active Expired - Lifetime
- 1985-09-11 KR KR1019850006633A patent/KR860002464A/ko not_active Application Discontinuation
- 1985-09-11 DK DK412985A patent/DK412985A/da not_active Application Discontinuation
- 1985-09-11 NZ NZ213432A patent/NZ213432A/xx unknown
- 1985-09-12 FI FI853494A patent/FI89716C/sv not_active IP Right Cessation
- 1985-09-16 IN IN652/CAL/85A patent/IN164615B/en unknown
Also Published As
Publication number | Publication date |
---|---|
NO169442C (no) | 1992-06-24 |
ES546866A0 (es) | 1986-07-16 |
EP0175266B1 (en) | 1996-03-20 |
DK412985D0 (da) | 1985-09-11 |
IN164615B (sv) | 1989-04-22 |
IL76345A0 (en) | 1986-01-31 |
AU578489B2 (en) | 1988-10-27 |
IL76345A (en) | 1988-12-30 |
EP0175266A2 (en) | 1986-03-26 |
FI853494A0 (fi) | 1985-09-12 |
DE3588094T2 (de) | 1996-08-22 |
DK412985A (da) | 1986-03-13 |
NO853551L (no) | 1986-03-13 |
ES8609364A1 (es) | 1986-07-16 |
CA1288893C (en) | 1991-09-10 |
KR860002464A (ko) | 1986-04-26 |
EP0175266A3 (en) | 1988-08-03 |
ATE135711T1 (de) | 1996-04-15 |
FI853494L (fi) | 1986-03-13 |
AU4733185A (en) | 1986-03-20 |
NZ213432A (en) | 1988-11-29 |
NO169442B (no) | 1992-03-16 |
DE3588094D1 (de) | 1996-04-25 |
FI89716C (sv) | 1993-11-10 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FG | Patent granted |
Owner name: RHONE-POULENC RORER PHARMACEUTICALS,INC. |
|
BB | Publication of examined application | ||
TC | Name/ company changed in patent |
Owner name: RHONE-POULENC RORER PHARMACEUTICALS,INC. |
|
MM | Patent lapsed | ||
MM | Patent lapsed |
Owner name: RHONE-POULENC RORER PHARMACEUTICALS,_INC. |