CA1240672A - Procede pour l'obtention de diethylaminoethyl- dextranes - Google Patents

Procede pour l'obtention de diethylaminoethyl- dextranes

Info

Publication number: CA1240672A
Authority: CA; Canada
Prior art keywords: dextran; diethylaminoethyl; manufacture; reaction; sodium borohydride
Prior art date: 1985-03-25
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.): Expired

Application number

CA000477417A

Other languages

English (en)

Inventor

Thomas C. Usher

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.)

Polydex Pharmaceuticals Ltd

Original Assignee

Polydex Pharmaceuticals 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.)

1985-03-25

Filing date

1985-03-25

Publication date

1988-08-16

1985-03-25 Application filed by Polydex Pharmaceuticals Ltd filed Critical Polydex Pharmaceuticals Ltd

1985-03-25 Priority to CA000477417A priority Critical patent/CA1240672A/fr

1988-08-16 Application granted granted Critical

1988-08-16 Publication of CA1240672A publication Critical patent/CA1240672A/fr

Status Expired legal-status Critical Current

Links

238000000034 method Methods 0.000 title claims abstract description 15
229920002491 Diethylaminoethyl-dextran Polymers 0.000 title claims abstract description 8
238000004519 manufacturing process Methods 0.000 title claims abstract description 6
229920002307 Dextran Polymers 0.000 claims abstract description 35
229910000033 sodium borohydride Inorganic materials 0.000 claims abstract description 10
239000012279 sodium borohydride Substances 0.000 claims abstract description 10
238000006243 chemical reaction Methods 0.000 claims abstract description 9
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 8
229910052783 alkali metal Inorganic materials 0.000 claims description 4
RAGSWDIQBBZLLL-UHFFFAOYSA-N 2-chloroethyl(diethyl)azanium;chloride Chemical compound Cl.CCN(CC)CCCl RAGSWDIQBBZLLL-UHFFFAOYSA-N 0.000 claims description 3
150000001340 alkali metals Chemical class 0.000 claims description 3
239000011541 reaction mixture Substances 0.000 claims description 3
239000012736 aqueous medium Substances 0.000 claims 1
BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 abstract description 5
MZVQCMJNVPIDEA-UHFFFAOYSA-N [CH2]CN(CC)CC Chemical class [CH2]CN(CC)CC MZVQCMJNVPIDEA-UHFFFAOYSA-N 0.000 abstract description 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract description 2
229910052739 hydrogen Inorganic materials 0.000 abstract description 2
239000001257 hydrogen Substances 0.000 abstract description 2
238000011065 in-situ storage Methods 0.000 abstract 1
239000000047 product Substances 0.000 description 9
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 8
239000008367 deionised water Substances 0.000 description 5
238000002845 discoloration Methods 0.000 description 4
238000001556 precipitation Methods 0.000 description 4
YMDNODNLFSHHCV-UHFFFAOYSA-N 2-chloro-n,n-diethylethanamine Chemical compound CCN(CC)CCCl YMDNODNLFSHHCV-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
-1 diethyl-aminoethyl halide Chemical class 0.000 description 3
239000012535 impurity Substances 0.000 description 3
150000002632 lipids Chemical class 0.000 description 3
238000002156 mixing Methods 0.000 description 3
239000000843 powder Substances 0.000 description 3
239000002244 precipitate Substances 0.000 description 3
239000000376 reactant Substances 0.000 description 3
238000001226 reprecipitation Methods 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
125000003172 aldehyde group Chemical group 0.000 description 2
150000008044 alkali metal hydroxides Chemical class 0.000 description 2
239000008280 blood Substances 0.000 description 2
210000004369 blood Anatomy 0.000 description 2
239000007795 chemical reaction product Substances 0.000 description 2
239000012467 final product Substances 0.000 description 2
229920000642 polymer Polymers 0.000 description 2
238000011084 recovery Methods 0.000 description 2
238000006467 substitution reaction Methods 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
YZCKVEUIGOORGS-UHFFFAOYSA-N Hydrogen atom Chemical compound [H] YZCKVEUIGOORGS-UHFFFAOYSA-N 0.000 description 1
208000035150 Hypercholesterolemia Diseases 0.000 description 1
241000124008 Mammalia Species 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
239000002253 acid Substances 0.000 description 1
239000003513 alkali Substances 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
230000037396 body weight Effects 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
238000001816 cooling Methods 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
238000000502 dialysis Methods 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
238000005755 formation reaction Methods 0.000 description 1
239000012458 free base Substances 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
238000005984 hydrogenation reaction Methods 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
230000002401 inhibitory effect Effects 0.000 description 1
239000007788 liquid Substances 0.000 description 1
239000000463 material Substances 0.000 description 1
239000000203 mixture Substances 0.000 description 1
238000006386 neutralization reaction Methods 0.000 description 1
230000001376 precipitating effect Effects 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
238000000746 purification Methods 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
238000007086 side reaction Methods 0.000 description 1
235000011121 sodium hydroxide Nutrition 0.000 description 1
239000007921 spray Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
238000003860 storage Methods 0.000 description 1
239000006228 supernatant Substances 0.000 description 1
238000005406 washing Methods 0.000 description 1

Landscapes

Polysaccharides And Polysaccharide Derivatives (AREA)

CA000477417A 1985-03-25 1985-03-25 Procede pour l'obtention de diethylaminoethyl- dextranes Expired CA1240672A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA000477417A CA1240672A (fr)	1985-03-25	1985-03-25	Procede pour l'obtention de diethylaminoethyl- dextranes

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA000477417A CA1240672A (fr)	1985-03-25	1985-03-25	Procede pour l'obtention de diethylaminoethyl- dextranes

Publications (1)

Publication Number	Publication Date
CA1240672A true CA1240672A (fr)	1988-08-16

Family

ID=4130113

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000477417A Expired CA1240672A (fr)	1985-03-25	1985-03-25	Procede pour l'obtention de diethylaminoethyl- dextranes

Country Status (1)

Country	Link
CA (1)	CA1240672A (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN107629142A (zh) *	2017-09-20	2018-01-26	常州药物研究所有限公司	修饰的交联葡聚糖微球及其制备方法以及含此微球的医用组合物

1985
- 1985-03-25 CA CA000477417A patent/CA1240672A/fr not_active Expired

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN107629142A (zh) *	2017-09-20	2018-01-26	常州药物研究所有限公司	修饰的交联葡聚糖微球及其制备方法以及含此微球的医用组合物

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Legal Events

Date	Code	Title	Description
2005-08-16	MKEX	Expiry