JPS59164331A - リン脂質類似構造を有するポリマー並びにその製造方法 - Google Patents

リン脂質類似構造を有するポリマー並びにその製造方法

Info

Publication number: JPS59164331A
Authority: JP; Japan
Prior art keywords: formula; compound; polymer; general formula; phospholipid
Prior art date: 1983-03-08
Legal status (The legal status 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 status listed.): Granted

Application number

JP58036649A

Other languages

English (en)

Japanese (ja)

Other versions

JPS6351449B2 (de

Inventor

Seigo Ono

大野　清伍

Tadao Nakaya

忠雄仲矢

Minoru Imoto

稔井本

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Oki Electric Industry Co Ltd

Original Assignee

Oki Electric Industry Co Ltd

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.)

1983-03-08

Filing date

1983-03-08

Publication date

1984-09-17

1983-03-08 Application filed by Oki Electric Industry Co Ltd filed Critical Oki Electric Industry Co Ltd

1983-03-08 Priority to JP58036649A priority Critical patent/JPS59164331A/ja

1984-09-17 Publication of JPS59164331A publication Critical patent/JPS59164331A/ja

1988-10-14 Publication of JPS6351449B2 publication Critical patent/JPS6351449B2/ja

Status Granted legal-status Critical Current

Links

150000001875 compounds Chemical class 0.000 title claims abstract description 26
229920000642 polymer Polymers 0.000 title claims abstract description 23
238000004519 manufacturing process Methods 0.000 title claims description 6
150000003904 phospholipids Chemical class 0.000 title abstract description 12
125000001424 substituent group Chemical group 0.000 claims abstract description 16
239000002904 solvent Substances 0.000 claims abstract description 8
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract description 15
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract description 8
239000012528 membrane Substances 0.000 abstract description 7
210000000056 organ Anatomy 0.000 abstract description 4
229940042880 natural phospholipid Drugs 0.000 abstract description 3
150000007530 organic bases Chemical class 0.000 abstract description 3
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract description 2
XVMSFILGAMDHEY-UHFFFAOYSA-N 6-(4-aminophenyl)sulfonylpyridin-3-amine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=N1 XVMSFILGAMDHEY-UHFFFAOYSA-N 0.000 abstract 1
125000000217 alkyl group Chemical group 0.000 abstract 1
229910052736 halogen Inorganic materials 0.000 abstract 1
125000005843 halogen group Chemical group 0.000 abstract 1
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
239000000047 product Substances 0.000 description 9
238000006243 chemical reaction Methods 0.000 description 8
239000000243 solution Substances 0.000 description 7
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 5
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
239000007788 liquid Substances 0.000 description 4
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
238000010521 absorption reaction Methods 0.000 description 3
230000007910 cell fusion Effects 0.000 description 3
150000004985 diamines Chemical class 0.000 description 3
238000000034 method Methods 0.000 description 3
239000000203 mixture Substances 0.000 description 3
239000006228 supernatant Substances 0.000 description 3
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
102000004190 Enzymes Human genes 0.000 description 2
108090000790 Enzymes Proteins 0.000 description 2
238000004458 analytical method Methods 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
239000013078 crystal Substances 0.000 description 2
238000000921 elemental analysis Methods 0.000 description 2
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
239000002244 precipitate Substances 0.000 description 2
YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
230000009257 reactivity Effects 0.000 description 2
238000003756 stirring Methods 0.000 description 2
GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
230000002747 voluntary effect Effects 0.000 description 2
NAWXUBYGYWOOIX-SFHVURJKSA-N (2s)-2-[[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]amino]-4-methylidenepentanedioic acid Chemical compound C1=CC2=NC(N)=NC(N)=C2C=C1CCC1=CC=C(C(=O)N[C@@H](CC(=C)C(O)=O)C(O)=O)C=C1 NAWXUBYGYWOOIX-SFHVURJKSA-N 0.000 description 1
IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
BWLBGMIXKSTLSX-UHFFFAOYSA-N 2-hydroxyisobutyric acid Chemical compound CC(C)(O)C(O)=O BWLBGMIXKSTLSX-UHFFFAOYSA-N 0.000 description 1
229920000742 Cotton Polymers 0.000 description 1
239000005977 Ethylene Substances 0.000 description 1
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
JZNWSCPGTDBMEW-UHFFFAOYSA-N Glycerophosphorylethanolamin Natural products NCCOP(O)(=O)OCC(O)CO JZNWSCPGTDBMEW-UHFFFAOYSA-N 0.000 description 1
UWHCKJMYHZGTIT-UHFFFAOYSA-N Tetraethylene glycol, Natural products OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
125000006367 bivalent amino carbonyl group Chemical group [H]N([*:1])C([*:2])=O 0.000 description 1
239000008280 blood Substances 0.000 description 1
210000004369 blood Anatomy 0.000 description 1
210000000170 cell membrane Anatomy 0.000 description 1
229940125904 compound 1 Drugs 0.000 description 1
210000000805 cytoplasm Anatomy 0.000 description 1
238000010586 diagram Methods 0.000 description 1
238000001035 drying Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
238000000855 fermentation Methods 0.000 description 1
230000004151 fermentation Effects 0.000 description 1
238000001914 filtration Methods 0.000 description 1
235000019256 formaldehyde Nutrition 0.000 description 1
239000011521 glass Substances 0.000 description 1
125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
QWPPOHNGKGFGJK-UHFFFAOYSA-N hypochlorous acid Chemical compound ClO QWPPOHNGKGFGJK-UHFFFAOYSA-N 0.000 description 1
238000012844 infrared spectroscopy analysis Methods 0.000 description 1
239000000787 lecithin Substances 0.000 description 1
229940067606 lecithin Drugs 0.000 description 1
235000010445 lecithin Nutrition 0.000 description 1
230000031700 light absorption Effects 0.000 description 1
239000000463 material Substances 0.000 description 1
238000005259 measurement Methods 0.000 description 1
230000004060 metabolic process Effects 0.000 description 1
239000011259 mixed solution Substances 0.000 description 1
239000000178 monomer Substances 0.000 description 1
229930014626 natural product Natural products 0.000 description 1
SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
WTJKGGKOPKCXLL-RRHRGVEJSA-N phosphatidylcholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC WTJKGGKOPKCXLL-RRHRGVEJSA-N 0.000 description 1
150000008104 phosphatidylethanolamines Chemical class 0.000 description 1
229920001610 polycaprolactone Polymers 0.000 description 1
239000004632 polycaprolactone Substances 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
-1 polytetramethylene Polymers 0.000 description 1
239000002243 precursor Substances 0.000 description 1
239000012265 solid product Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
239000000758 substrate Substances 0.000 description 1
125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
210000001519 tissue Anatomy 0.000 description 1
239000002699 waste material Substances 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Classifications

- 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—Synthetic bilayered vehicles, e.g. liposomes or liposomes with cholesterol as the only non-phosphatidyl surfactant
- A61K9/1271—Non-conventional liposomes, e.g. PEGylated liposomes or liposomes coated or grafted with polymers
- A61K9/1273—Polymersomes; Liposomes with polymerisable or polymerised bilayer-forming substances

Landscapes

Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Pharmacology & Pharmacy (AREA)
Epidemiology (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
Dispersion Chemistry (AREA)
Medicinal Chemistry (AREA)
Veterinary Medicine (AREA)
Medicinal Preparation (AREA)
Materials For Medical Uses (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
Immobilizing And Processing Of Enzymes And Microorganisms (AREA)

JP58036649A 1983-03-08 1983-03-08 リン脂質類似構造を有するポリマー並びにその製造方法 Granted JPS59164331A (ja)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP58036649A JPS59164331A (ja)	1983-03-08	1983-03-08	リン脂質類似構造を有するポリマー並びにその製造方法

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP58036649A JPS59164331A (ja)	1983-03-08	1983-03-08	リン脂質類似構造を有するポリマー並びにその製造方法

Related Child Applications (1)

Application Number	Title	Priority Date	Filing Date
JP6578187A Division JPS62270591A (ja)	1987-03-23	1987-03-23	（２−オキソ−１，３，２−ジオキサホスホリル）グリコキシ−２−オキソ−１，３，２−ジオキサホスホラン及びその製造方法

Publications (2)

Publication Number	Publication Date
JPS59164331A true JPS59164331A (ja)	1984-09-17
JPS6351449B2 JPS6351449B2 (de)	1988-10-14

Family

ID=12475697

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP58036649A Granted JPS59164331A (ja)	1983-03-08	1983-03-08	リン脂質類似構造を有するポリマー並びにその製造方法

Country Status (1)

Country	Link
JP (1)	JPS59164331A (de)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO2012175923A1 (en)	2011-06-24	2012-12-27	Biointeractions Limited, University Of Reading	Biocompatible, biomimetic ampholyte materials

1983
- 1983-03-08 JP JP58036649A patent/JPS59164331A/ja active Granted

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO2012175923A1 (en)	2011-06-24	2012-12-27	Biointeractions Limited, University Of Reading	Biocompatible, biomimetic ampholyte materials
US9567357B2 (en)	2011-06-24	2017-02-14	Biointeractions Ltd.	Biocompatible, biomimetic ampholyte materials
US10251982B2 (en)	2011-06-24	2019-04-09	Biointeractions Ltd.	Biocompatible, biomimetic ampholyte materials

Also Published As

Publication number	Publication date
JPS6351449B2 (de)	1988-10-14

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