IL125926A - Compounds related to the amidinium family, pharmaceutical preparations containing them and their uses - Google Patents
Compounds related to the amidinium family, pharmaceutical preparations containing them and their usesInfo
- Publication number
- IL125926A IL125926A IL12592697A IL12592697A IL125926A IL 125926 A IL125926 A IL 125926A IL 12592697 A IL12592697 A IL 12592697A IL 12592697 A IL12592697 A IL 12592697A IL 125926 A IL125926 A IL 125926A
- Authority
- IL
- Israel
- Prior art keywords
- nucleic acid
- pharmaceutical composition
- composition according
- cells
- compound
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims abstract description 48
- 239000008194 pharmaceutical composition Substances 0.000 title claims description 21
- 125000000909 amidinium group Chemical group 0.000 title description 7
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol group Chemical group [C@@H]1(CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)[C@H](C)CCCC(C)C HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 claims abstract description 33
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 13
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 7
- 150000003839 salts Chemical class 0.000 claims abstract description 6
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 3
- 238000001890 transfection Methods 0.000 claims description 65
- 108090000623 proteins and genes Proteins 0.000 claims description 55
- 108020004414 DNA Proteins 0.000 claims description 50
- 108020004707 nucleic acids Proteins 0.000 claims description 33
- 102000039446 nucleic acids Human genes 0.000 claims description 33
- 239000000203 mixture Substances 0.000 claims description 32
- 150000007523 nucleic acids Chemical class 0.000 claims description 32
- 150000002632 lipids Chemical class 0.000 claims description 24
- 230000001225 therapeutic effect Effects 0.000 claims description 22
- 238000000338 in vitro Methods 0.000 claims description 15
- 238000001727 in vivo Methods 0.000 claims description 14
- 230000007935 neutral effect Effects 0.000 claims description 13
- 235000012000 cholesterol Nutrition 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 11
- MBYLVOKEDDQJDY-UHFFFAOYSA-N tris(2-aminoethyl)amine Chemical compound NCCN(CCN)CCN MBYLVOKEDDQJDY-UHFFFAOYSA-N 0.000 claims description 8
- VDNMXEHWOCXKOZ-UHFFFAOYSA-N 2-[3-(4-aminobutylamino)propyl]guanidine Chemical compound NCCCCNCCCN=C(N)N VDNMXEHWOCXKOZ-UHFFFAOYSA-N 0.000 claims description 5
- 102000053602 DNA Human genes 0.000 claims description 5
- 229920002477 rna polymer Polymers 0.000 claims description 5
- 150000001841 cholesterols Chemical class 0.000 claims description 4
- 125000002795 guanidino group Chemical group C(N)(=N)N* 0.000 claims description 4
- 239000007972 injectable composition Substances 0.000 claims description 2
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- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 27
- 102000004169 proteins and genes Human genes 0.000 description 24
- MWRBNPKJOOWZPW-CLFAGFIQSA-N dioleoyl phosphatidylethanolamine Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC MWRBNPKJOOWZPW-CLFAGFIQSA-N 0.000 description 23
- 125000002091 cationic group Chemical group 0.000 description 22
- 230000000694 effects Effects 0.000 description 17
- 238000002360 preparation method Methods 0.000 description 16
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 15
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- LDGWQMRUWMSZIU-LQDDAWAPSA-M 2,3-bis[(z)-octadec-9-enoxy]propyl-trimethylazanium;chloride Chemical compound [Cl-].CCCCCCCC\C=C/CCCCCCCCOCC(C[N+](C)(C)C)OCCCCCCCC\C=C/CCCCCCCC LDGWQMRUWMSZIU-LQDDAWAPSA-M 0.000 description 4
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- QNEPTKZEXBPDLF-JDTILAPWSA-N [(3s,8s,9s,10r,13r,14s,17r)-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-yl] carbonochloridate Chemical compound C1C=C2C[C@@H](OC(Cl)=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 QNEPTKZEXBPDLF-JDTILAPWSA-N 0.000 description 4
- HMNZFMSWFCAGGW-XPWSMXQVSA-N [3-[hydroxy(2-hydroxyethoxy)phosphoryl]oxy-2-[(e)-octadec-9-enoyl]oxypropyl] (e)-octadec-9-enoate Chemical compound CCCCCCCC\C=C\CCCCCCCC(=O)OCC(COP(O)(=O)OCCO)OC(=O)CCCCCCC\C=C\CCCCCCCC HMNZFMSWFCAGGW-XPWSMXQVSA-N 0.000 description 4
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- WEXRUCMBJFQVBZ-UHFFFAOYSA-N pentobarbital Chemical compound CCCC(C)C1(CC)C(=O)NC(=O)NC1=O WEXRUCMBJFQVBZ-UHFFFAOYSA-N 0.000 description 4
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- OPIFSICVWOWJMJ-AEOCFKNESA-N 5-bromo-4-chloro-3-indolyl beta-D-galactoside Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1OC1=CNC2=CC=C(Br)C(Cl)=C12 OPIFSICVWOWJMJ-AEOCFKNESA-N 0.000 description 2
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
- C07J41/0033—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
- C07J41/0055—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 the 17-beta position being substituted by an uninterrupted chain of at least three carbon atoms which may or may not be branched, e.g. cholane or cholestane derivatives, optionally cyclised, e.g. 17-beta-phenyl or 17-beta-furyl derivatives
-
- 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
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/575—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of three or more carbon atoms, e.g. cholane, cholestane, ergosterol, sitosterol
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
- A61K9/127—Liposomes
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N15/00—Mutation or genetic engineering; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification; Use of hosts therefor
- C12N15/09—Recombinant DNA-technology
- C12N15/87—Introduction of foreign genetic material using processes not otherwise provided for, e.g. co-transformation
- C12N15/88—Introduction of foreign genetic material using processes not otherwise provided for, e.g. co-transformation using microencapsulation, e.g. using amphiphile liposome vesicle
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
- A61K9/127—Liposomes
- A61K9/1271—Non-conventional liposomes, e.g. PEGylated liposomes, liposomes coated with polymers
- A61K9/1272—Non-conventional liposomes, e.g. PEGylated liposomes, liposomes coated with polymers with substantial amounts of non-phosphatidyl, i.e. non-acylglycerophosphate, surfactants as bilayer-forming substances, e.g. cationic lipids
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Genetics & Genomics (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Biotechnology (AREA)
- General Engineering & Computer Science (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- Biomedical Technology (AREA)
- Zoology (AREA)
- Medicinal Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Physics & Mathematics (AREA)
- Microbiology (AREA)
- Plant Pathology (AREA)
- Molecular Biology (AREA)
- Biophysics (AREA)
- Biochemistry (AREA)
- Medicinal Preparation (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9602604A FR2745569B1 (fr) | 1996-03-01 | 1996-03-01 | Composes apparentes a la famille des amidiniums, compositions pharmaceutiques les contenant et leurs applications |
| FR9609557A FR2751972B1 (fr) | 1996-07-30 | 1996-07-30 | Composes apparentes a la famille des amidiniums, compositions pharmaceutiques les contenant et leurs applications |
| PCT/FR1997/000364 WO1997031935A1 (fr) | 1996-03-01 | 1997-02-28 | Composes apparentes a la famille des amidiniums, compositions pharmaceutiques les contenant et leurs applications |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL125926A0 IL125926A0 (en) | 1999-04-11 |
| IL125926A true IL125926A (en) | 2004-09-27 |
Family
ID=26232562
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL12592697A IL125926A (en) | 1996-03-01 | 1997-02-28 | Compounds related to the amidinium family, pharmaceutical preparations containing them and their uses |
Country Status (18)
| Country | Link |
|---|---|
| US (2) | US6143729A (hu) |
| EP (1) | EP0888379B1 (hu) |
| JP (1) | JP4271260B2 (hu) |
| KR (1) | KR19990087372A (hu) |
| AT (1) | ATE198599T1 (hu) |
| AU (1) | AU723998B2 (hu) |
| BR (1) | BRPI9707889B8 (hu) |
| CZ (1) | CZ295225B6 (hu) |
| DE (1) | DE69703878T2 (hu) |
| DK (1) | DK0888379T3 (hu) |
| ES (1) | ES2154453T3 (hu) |
| GR (1) | GR3035205T3 (hu) |
| HU (1) | HU228072B1 (hu) |
| IL (1) | IL125926A (hu) |
| NO (1) | NO311806B1 (hu) |
| PT (1) | PT888379E (hu) |
| SK (1) | SK283575B6 (hu) |
| WO (1) | WO1997031935A1 (hu) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6884430B1 (en) * | 1997-02-10 | 2005-04-26 | Aventis Pharma S.A. | Formulation of stabilized cationic transfection agent(s) /nucleic acid particles |
| FR2763943B1 (fr) * | 1997-05-28 | 1999-07-09 | Rhone Poulenc Rorer Sa | Composes, leur preparation et leur utilisation pour le transfert d'acides nucleiques dans les cellules |
| JP2002513543A (ja) * | 1998-04-02 | 2002-05-14 | アバンテイス・フアルマ・エス・アー | 新規核酸移入剤とそれらを含む組成物及びそれらの使用 |
| FR2777017B1 (fr) * | 1998-04-02 | 2002-08-23 | Rhone Poulenc Rorer Sa | Nouveaux agents de transfert d'acides nucleiques, compositions les contenant et leurs applications |
| DE10109898A1 (de) | 2001-02-21 | 2002-09-05 | Novosom Gmbh | Lipide mit veränderlicher Ladung |
| JP4276439B2 (ja) * | 2001-05-14 | 2009-06-10 | サントリオン | ポリチオ尿素の脂質誘導体 |
| FR2824557B1 (fr) * | 2001-05-14 | 2003-08-29 | Aventis Pharma Sa | Derives lipidiques de polythiouree |
| FR2829136B1 (fr) | 2001-08-29 | 2006-11-17 | Aventis Pharma Sa | Derives lipidiques d'aminoglycosides |
| PT1479985T (pt) | 2002-01-17 | 2017-08-03 | Alfa Laval Corp Ab | Evaporador submerso compreendendo um permutador de calor de placas e um compartimento cilíndrico onde está disposto o permutador de calor de placas |
| WO2006118283A1 (ja) * | 2005-04-28 | 2006-11-09 | Nippon Soda Co., Ltd. | 新規なグアニジン化合物、製造方法及びそれらを含有する殺菌性組成物 |
| WO2008040792A2 (en) * | 2006-10-04 | 2008-04-10 | Centre National De La Recherche Scientifique (Cnrs) | Compositions comprising a sirna and lipidic 4,5-disubstituted 2-deoxystreptamine ring aminoglycoside derivatives and uses thereof |
| TW201019969A (en) * | 2008-11-17 | 2010-06-01 | Enzon Pharmaceuticals Inc | Branched cationic lipids for nucleic acids delivery system |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5283185A (en) * | 1991-08-28 | 1994-02-01 | University Of Tennessee Research Corporation | Method for delivering nucleic acids into cells |
| WO1995014381A1 (en) * | 1993-11-24 | 1995-06-01 | Megabios Corporation | Amphiphilic derivatives of guanidine |
| US5777153A (en) * | 1994-07-08 | 1998-07-07 | Gilead Sciences, Inc. | Cationic lipids |
| US6071890A (en) * | 1994-12-09 | 2000-06-06 | Genzyme Corporation | Organ-specific targeting of cationic amphiphile/DNA complexes for gene therapy |
| US5811406A (en) * | 1995-06-07 | 1998-09-22 | Regents Of The University Of California | Dry powder formulations of polynucleotide complexes |
-
1997
- 1997-02-28 CZ CZ19982772A patent/CZ295225B6/cs not_active IP Right Cessation
- 1997-02-28 KR KR1019980706784A patent/KR19990087372A/ko active IP Right Grant
- 1997-02-28 EP EP97907154A patent/EP0888379B1/fr not_active Expired - Lifetime
- 1997-02-28 PT PT97907154T patent/PT888379E/pt unknown
- 1997-02-28 HU HU9902465A patent/HU228072B1/hu unknown
- 1997-02-28 ES ES97907154T patent/ES2154453T3/es not_active Expired - Lifetime
- 1997-02-28 AU AU19304/97A patent/AU723998B2/en not_active Expired
- 1997-02-28 DE DE69703878T patent/DE69703878T2/de not_active Expired - Lifetime
- 1997-02-28 WO PCT/FR1997/000364 patent/WO1997031935A1/fr active IP Right Grant
- 1997-02-28 IL IL12592697A patent/IL125926A/en not_active IP Right Cessation
- 1997-02-28 AT AT97907154T patent/ATE198599T1/de active
- 1997-02-28 SK SK1182-98A patent/SK283575B6/sk not_active IP Right Cessation
- 1997-02-28 DK DK97907154T patent/DK0888379T3/da active
- 1997-02-28 JP JP53067797A patent/JP4271260B2/ja not_active Expired - Lifetime
- 1997-02-28 US US09/125,825 patent/US6143729A/en not_active Expired - Lifetime
- 1997-02-28 BR BRPI9707889A patent/BRPI9707889B8/pt active IP Right Grant
-
1998
- 1998-08-12 NO NO19983691A patent/NO311806B1/no not_active IP Right Cessation
-
2000
- 2000-11-06 US US09/706,619 patent/US6316422B1/en not_active Expired - Lifetime
-
2001
- 2001-01-11 GR GR20000402653T patent/GR3035205T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JP4271260B2 (ja) | 2009-06-03 |
| NO311806B1 (no) | 2002-01-28 |
| EP0888379B1 (fr) | 2001-01-10 |
| HU228072B1 (en) | 2012-09-28 |
| PT888379E (pt) | 2001-05-31 |
| DE69703878T2 (de) | 2001-04-26 |
| AU723998B2 (en) | 2000-09-07 |
| EP0888379A1 (fr) | 1999-01-07 |
| KR19990087372A (ko) | 1999-12-27 |
| HUP9902465A1 (hu) | 1999-12-28 |
| NO983691L (no) | 1998-08-12 |
| ATE198599T1 (de) | 2001-01-15 |
| WO1997031935A1 (fr) | 1997-09-04 |
| JP2000506136A (ja) | 2000-05-23 |
| HUP9902465A3 (en) | 2009-10-28 |
| DK0888379T3 (da) | 2001-01-29 |
| SK283575B6 (sk) | 2003-09-11 |
| IL125926A0 (en) | 1999-04-11 |
| US6143729A (en) | 2000-11-07 |
| KR100452062B1 (hu) | 2005-04-08 |
| NO983691D0 (no) | 1998-08-12 |
| BR9707889A (pt) | 2000-01-04 |
| SK118298A3 (en) | 1999-02-11 |
| BR9707889B1 (pt) | 2010-03-23 |
| US6316422B1 (en) | 2001-11-13 |
| ES2154453T3 (es) | 2001-04-01 |
| CZ277298A3 (cs) | 1998-12-16 |
| AU1930497A (en) | 1997-09-16 |
| GR3035205T3 (en) | 2001-04-30 |
| CZ295225B6 (cs) | 2005-06-15 |
| DE69703878D1 (de) | 2001-02-15 |
| BRPI9707889B8 (pt) | 2016-11-08 |
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| EXP | Patent expired |