LV13705B - Process for producing high purity intermolecular salt of 3-carboxy-n,n,n-trimethyl-propane-1-amine hydroxide - Google Patents

Process for producing high purity intermolecular salt of 3-carboxy-n,n,n-trimethyl-propane-1-amine hydroxide Download PDF

Info

Publication number: LV13705B
Authority: LV; Latvia
Prior art keywords: process according; gamma; acid; gbb; salt
Prior art date: 2006-11-06

Application number

LVP-06-123A

Other languages

English (en)

Latvian (lv)

Inventor

Ivars Kalvins

Aleksandrs Cernobrovijs

Larisa Varaceva

Osvalds Pugovics

Original Assignee

Ivars Kalvins

Aleksandrs Cernobrovijs

Larisa Varaceva

Osvalds Pugovics

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.)

2006-11-06

Filing date

2006-11-06

Publication date

2008-07-20

2006-11-06 Application filed by Ivars Kalvins, Aleksandrs Cernobrovijs, Larisa Varaceva, Osvalds Pugovics filed Critical Ivars Kalvins

2006-11-06 Priority to LVP-06-123A priority Critical patent/LV13705B/lv

2007-11-01 Priority to PL07822141T priority patent/PL2104660T3/pl

2007-11-01 Priority to EP07822141A priority patent/EP2104660B1/de

2007-11-01 Priority to PCT/EP2007/061795 priority patent/WO2008055843A1/en

2007-11-01 Priority to CN2007800494014A priority patent/CN101605755B/zh

2007-11-01 Priority to ES07822141T priority patent/ES2380377T3/es

2007-11-01 Priority to EA200900836A priority patent/EA016101B1/ru

2007-11-01 Priority to AT07822141T priority patent/ATE540921T1/de

2007-11-01 Priority to RS20120145A priority patent/RS52209B/sr

2007-11-01 Priority to UAA200908695A priority patent/UA96008C2/ru

2008-07-20 Publication of LV13705B publication Critical patent/LV13705B/lv

Links

150000003839 salts Chemical class 0.000 title claims abstract description 30
238000000034 method Methods 0.000 title claims description 51
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 title abstract description 11
238000001556 precipitation Methods 0.000 claims abstract description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 66
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 27
239000000047 product Substances 0.000 claims description 25
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 12
238000002360 preparation method Methods 0.000 claims description 10
238000007127 saponification reaction Methods 0.000 claims description 10
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
239000002904 solvent Substances 0.000 claims description 8
239000003795 chemical substances by application Substances 0.000 claims description 7
-1 ester salt Chemical class 0.000 claims description 7
239000000203 mixture Substances 0.000 claims description 6
150000002148 esters Chemical class 0.000 claims description 5
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 4
229920006395 saturated elastomer Polymers 0.000 claims description 4
BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 claims description 3
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 3
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 3
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 3
238000005904 alkaline hydrolysis reaction Methods 0.000 claims description 3
229910052792 caesium Inorganic materials 0.000 claims description 3
TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 claims description 3
239000011575 calcium Substances 0.000 claims description 3
229910052791 calcium Inorganic materials 0.000 claims description 3
235000012255 calcium oxide Nutrition 0.000 claims description 3
150000004649 carbonic acid derivatives Chemical class 0.000 claims description 3
230000007062 hydrolysis Effects 0.000 claims description 3
238000006460 hydrolysis reaction Methods 0.000 claims description 3
150000004679 hydroxides Chemical class 0.000 claims description 3
229910052744 lithium Inorganic materials 0.000 claims description 3
235000012245 magnesium oxide Nutrition 0.000 claims description 3
AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical class [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims description 3
239000011591 potassium Substances 0.000 claims description 3
229910052700 potassium Inorganic materials 0.000 claims description 3
239000011734 sodium Substances 0.000 claims description 3
229910052708 sodium Inorganic materials 0.000 claims description 3
239000007795 chemical reaction product Substances 0.000 claims description 2
150000004820 halides Chemical class 0.000 claims description 2
229910000027 potassium carbonate Inorganic materials 0.000 claims description 2
150000008065 acid anhydrides Chemical class 0.000 claims 3
WMVZNQIEDYLSHJ-UHFFFAOYSA-N 3-carboxypropyl(trimethyl)azanium;hydroxide Chemical compound [OH-].C[N+](C)(C)CCCC(O)=O WMVZNQIEDYLSHJ-UHFFFAOYSA-N 0.000 claims 1
230000001476 alcoholic effect Effects 0.000 claims 1
JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 claims 1
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims 1
ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 claims 1
JHPNVNIEXXLNTR-UHFFFAOYSA-N 4-(trimethylammonio)butanoate Chemical compound C[N+](C)(C)CCCC([O-])=O JHPNVNIEXXLNTR-UHFFFAOYSA-N 0.000 abstract description 53
229910052757 nitrogen Inorganic materials 0.000 abstract description 23
RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 abstract description 10
238000004519 manufacturing process Methods 0.000 abstract description 5
239000001569 carbon dioxide Substances 0.000 abstract description 3
229910002092 carbon dioxide Inorganic materials 0.000 abstract description 3
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
239000004291 sulphur dioxide Substances 0.000 abstract 1
235000010269 sulphur dioxide Nutrition 0.000 abstract 1
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 73
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 36
235000019441 ethanol Nutrition 0.000 description 30
239000002244 precipitate Substances 0.000 description 26
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 22
239000000706 filtrate Substances 0.000 description 20
238000003756 stirring Methods 0.000 description 20
238000006243 chemical reaction Methods 0.000 description 15
238000002425 crystallisation Methods 0.000 description 11
230000008025 crystallization Effects 0.000 description 11
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 10
239000012141 concentrate Substances 0.000 description 10
150000004702 methyl esters Chemical class 0.000 description 9
239000000243 solution Substances 0.000 description 9
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 8
238000001816 cooling Methods 0.000 description 8
238000001035 drying Methods 0.000 description 8
239000011541 reaction mixture Substances 0.000 description 8
239000000725 suspension Substances 0.000 description 8
GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 8
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 7
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 7
230000015572 biosynthetic process Effects 0.000 description 7
238000000909 electrodialysis Methods 0.000 description 7
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
238000010438 heat treatment Methods 0.000 description 6
206010058892 Carnitine deficiency Diseases 0.000 description 5
KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 5
238000000746 purification Methods 0.000 description 5
239000011780 sodium chloride Substances 0.000 description 5
238000003786 synthesis reaction Methods 0.000 description 5
208000016505 systemic primary carnitine deficiency disease Diseases 0.000 description 5
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 4
229910017053 inorganic salt Inorganic materials 0.000 description 4
PHIQHXFUZVPYII-ZCFIWIBFSA-N (R)-carnitine Chemical compound C[N+](C)(C)C[C@H](O)CC([O-])=O PHIQHXFUZVPYII-ZCFIWIBFSA-N 0.000 description 3
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
238000001914 filtration Methods 0.000 description 3
238000002347 injection Methods 0.000 description 3
239000007924 injection Substances 0.000 description 3
230000011987 methylation Effects 0.000 description 3
238000007069 methylation reaction Methods 0.000 description 3
239000000126 substance Substances 0.000 description 3
SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
239000002253 acid Substances 0.000 description 2
239000013543 active substance Substances 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
229960003237 betaine Drugs 0.000 description 2
229960004203 carnitine Drugs 0.000 description 2
230000018044 dehydration Effects 0.000 description 2
238000006297 dehydration reaction Methods 0.000 description 2
125000004494 ethyl ester group Chemical group 0.000 description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
239000012467 final product Substances 0.000 description 2
238000009472 formulation Methods 0.000 description 2
BTCSSZJGUNDROE-UHFFFAOYSA-N gamma-aminobutyric acid Chemical compound NCCCC(O)=O BTCSSZJGUNDROE-UHFFFAOYSA-N 0.000 description 2
229910052736 halogen Inorganic materials 0.000 description 2
239000003456 ion exchange resin Substances 0.000 description 2
229920003303 ion-exchange polymer Polymers 0.000 description 2
ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
238000002955 isolation Methods 0.000 description 2
238000011031 large-scale manufacturing process Methods 0.000 description 2
238000006386 neutralization reaction Methods 0.000 description 2
238000001953 recrystallisation Methods 0.000 description 2
239000007858 starting material Substances 0.000 description 2
208000011580 syndromic disease Diseases 0.000 description 2
OGNSCSPNOLGXSM-UHFFFAOYSA-N (+/-)-DABA Natural products NCCC(N)C(O)=O OGNSCSPNOLGXSM-UHFFFAOYSA-N 0.000 description 1
UNIKQYIJSJGRRS-UHFFFAOYSA-N 2-(dimethylazaniumyl)butanoate Chemical compound CCC(N(C)C)C(O)=O UNIKQYIJSJGRRS-UHFFFAOYSA-N 0.000 description 1
OXOWTLDONRGYOT-UHFFFAOYSA-N 4-(dimethylamino)butanoic acid Chemical compound CN(C)CCCC(O)=O OXOWTLDONRGYOT-UHFFFAOYSA-N 0.000 description 1
GRHQDJDRGZFIPO-UHFFFAOYSA-N 4-bromobutanoic acid Chemical compound OC(=O)CCCBr GRHQDJDRGZFIPO-UHFFFAOYSA-N 0.000 description 1
IPLKGJHGWCVSOG-UHFFFAOYSA-N 4-chlorobutanoic acid Chemical compound OC(=O)CCCCl IPLKGJHGWCVSOG-UHFFFAOYSA-N 0.000 description 1
208000002874 Acne Vulgaris Diseases 0.000 description 1
RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
229940119157 Hydroxy radical scavenger Drugs 0.000 description 1
208000021642 Muscular disease Diseases 0.000 description 1
201000009623 Myopathy Diseases 0.000 description 1
229910019142 PO4 Inorganic materials 0.000 description 1
WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 1
239000012346 acetyl chloride Substances 0.000 description 1
OIPILFWXSMYKGL-UHFFFAOYSA-N acetylcholine Chemical compound CC(=O)OCC[N+](C)(C)C OIPILFWXSMYKGL-UHFFFAOYSA-N 0.000 description 1
229960004373 acetylcholine Drugs 0.000 description 1
206010000496 acne Diseases 0.000 description 1
239000002168 alkylating agent Substances 0.000 description 1
229940100198 alkylating agent Drugs 0.000 description 1
230000029936 alkylation Effects 0.000 description 1
238000005804 alkylation reaction Methods 0.000 description 1
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
238000009835 boiling Methods 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
238000012824 chemical production Methods 0.000 description 1
150000001860 citric acid derivatives Chemical class 0.000 description 1
239000013078 crystal Substances 0.000 description 1
238000006731 degradation reaction Methods 0.000 description 1
235000005911 diet Nutrition 0.000 description 1
230000000378 dietary effect Effects 0.000 description 1
150000004683 dihydrates Chemical class 0.000 description 1
VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 1
125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
238000004821 distillation Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
125000004185 ester group Chemical group 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
239000002360 explosive Substances 0.000 description 1
238000000605 extraction Methods 0.000 description 1
229960003692 gamma aminobutyric acid Drugs 0.000 description 1
239000007789 gas Substances 0.000 description 1
150000002367 halogens Chemical group 0.000 description 1
150000004677 hydrates Chemical class 0.000 description 1
239000012535 impurity Substances 0.000 description 1
238000009776 industrial production Methods 0.000 description 1
INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
230000005923 long-lasting effect Effects 0.000 description 1
239000012528 membrane Substances 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
AESFGRVKSTXZSI-UHFFFAOYSA-N methyl n,n-dicyclohexylcarbamimidate Chemical compound C1CCCCC1N(C(=N)OC)C1CCCCC1 AESFGRVKSTXZSI-UHFFFAOYSA-N 0.000 description 1
150000005451 methyl sulfates Chemical class 0.000 description 1
LTKLTHABHURJPL-UHFFFAOYSA-N methyl(propyl)azanium hydroxide Chemical compound [OH-].C(CC)[NH2+]C LTKLTHABHURJPL-UHFFFAOYSA-N 0.000 description 1
239000012022 methylating agents‎ Substances 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
150000004682 monohydrates Chemical class 0.000 description 1
235000016709 nutrition Nutrition 0.000 description 1
230000035764 nutrition Effects 0.000 description 1
150000007530 organic bases Chemical class 0.000 description 1
235000021317 phosphate Nutrition 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
UUWCBFKLGFQDME-UHFFFAOYSA-N platinum titanium Chemical compound [Ti].[Pt] UUWCBFKLGFQDME-UHFFFAOYSA-N 0.000 description 1
229960003975 potassium Drugs 0.000 description 1
XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
235000015497 potassium bicarbonate Nutrition 0.000 description 1
239000011736 potassium bicarbonate Substances 0.000 description 1
229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
235000011181 potassium carbonates Nutrition 0.000 description 1
TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
229940086066 potassium hydrogencarbonate Drugs 0.000 description 1
239000002243 precursor Substances 0.000 description 1
230000002265 prevention Effects 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
238000005956 quaternization reaction Methods 0.000 description 1
238000012552 review Methods 0.000 description 1
239000002002 slurry Substances 0.000 description 1
230000004936 stimulating effect Effects 0.000 description 1
239000001384 succinic acid Substances 0.000 description 1
150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
125000005490 tosylate group Chemical group 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
150000008648 triflates Chemical class 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
- C07C227/18—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions involving amino or carboxyl groups, e.g. hydrolysis of esters or amides, by formation of halides, salts or esters

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Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

LVP-06-123A 2006-11-06 2006-11-06 Process for producing high purity intermolecular salt of 3-carboxy-n,n,n-trimethyl-propane-1-amine hydroxide LV13705B (en)

Priority Applications (10)

Application Number	Priority Date	Filing Date	Title
LVP-06-123A LV13705B (en)	2006-11-06	2006-11-06	Process for producing high purity intermolecular salt of 3-carboxy-n,n,n-trimethyl-propane-1-amine hydroxide
PL07822141T PL2104660T3 (pl)	2006-11-06	2007-11-01	Sposób wytwarzania soli wewnętrznej wodorotlenku 3-karboksy-N,N,N-trimetylo-1-propanoaminiowego o wysokiej czystości
EP07822141A EP2104660B1 (de)	2006-11-06	2007-11-01	Verfahren zur herstellung von hochreinem 3-carboxy-n,n,n-trimethyl-1-propanaminiumhydroxid (inneres salz)
PCT/EP2007/061795 WO2008055843A1 (en)	2006-11-06	2007-11-01	A method for preparing high purity 3-carboxy-n,n,n-trimethyl-1-propanaminium hydroxide inner salt
CN2007800494014A CN101605755B (zh)	2006-11-06	2007-11-01	制备高纯度的3-羧基-n,n,n-三甲基-1-丙铵氢氧化物内盐的方法
ES07822141T ES2380377T3 (es)	2006-11-06	2007-11-01	MÃ©todo para obtener una sal interna de hidrÃ³xido de 3-carboxi-N,N,N-trimetil-1-propanaminio de gran pureza
EA200900836A EA016101B1 (ru)	2006-11-06	2007-11-01	Способ получения высокочистой внутренней соли 3-карбокси-n,n,n-триметил-1-пропиламмоний гидроксида
AT07822141T ATE540921T1 (de)	2006-11-06	2007-11-01	Verfahren zur herstellung von hochreinem 3- carboxy-n,n,n-trimethyl-1-propanaminiumhydroxid (inneres salz)
RS20120145A RS52209B (sr)	2006-11-06	2007-11-01	Metod pripreme visoko čistog 3-karboksi-n,n,n-trimetil-1-propananimium hidroksida unutrašnje soli
UAA200908695A UA96008C2 (ru)	2006-11-06	2007-11-01	Способ синтеза высокочистой внутренней соли гидроксида 3-карбокси-n,n,n-триметил-1-пропанаммония

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
LVP-06-123A LV13705B (en)	2006-11-06	2006-11-06	Process for producing high purity intermolecular salt of 3-carboxy-n,n,n-trimethyl-propane-1-amine hydroxide

Publications (1)

Publication Number	Publication Date
LV13705B true LV13705B (en)	2008-07-20

Family

ID=39105930

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
LVP-06-123A LV13705B (en)	2006-11-06	2006-11-06	Process for producing high purity intermolecular salt of 3-carboxy-n,n,n-trimethyl-propane-1-amine hydroxide

Country Status (10)

Country	Link
EP (1)	EP2104660B1 (de)
CN (1)	CN101605755B (de)
AT (1)	ATE540921T1 (de)
EA (1)	EA016101B1 (de)
ES (1)	ES2380377T3 (de)
LV (1)	LV13705B (de)
PL (1)	PL2104660T3 (de)
RS (1)	RS52209B (de)
UA (1)	UA96008C2 (de)
WO (1)	WO2008055843A1 (de)

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Publication number	Priority date	Publication date	Assignee	Title
LV14345B (lv)	2009-10-22	2011-07-20	Grindeks, A/S	4-[Etil(dimetil)amonija]butano&amacr;ts un t&amacr; izmanto&scaron;ana kardiovaskul&amacr;ro slim&imacr;bu &amacr;rst&emacr;&scaron;anai
US8940793B2 (en)	2011-04-27	2015-01-27	Jsc Grindeks	4-[(haloalkyl)(dimethyl)ammonio]butanoates and use thereof in the treatment of cardiovascular disease
BR112013027065B1 (pt)	2011-04-27	2019-12-03	Grindeks Jsc	processo para a preparação de sais de 3-carboxi-n-etil-n,n-dimetilpropan-1amínio, compostos e seus usos
RU2720985C1 (ru) *	2019-07-04	2020-05-15	Федеральное государственное унитарное предприятие "Научно-исследовательский институт гигиены, профпатологии и экологии человека" Федерального медико-биологического агентства	Способ получения гамма-бутиробетаина и его гидрохлорида

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- 2007-11-01 UA UAA200908695A patent/UA96008C2/ru unknown
- 2007-11-01 EP EP07822141A patent/EP2104660B1/de active Active
- 2007-11-01 ES ES07822141T patent/ES2380377T3/es active Active
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Publication number	Publication date
ES2380377T3 (es)	2012-05-11
EP2104660A1 (de)	2009-09-30
WO2008055843A1 (en)	2008-05-15
ATE540921T1 (de)	2012-01-15
EA200900836A1 (ru)	2009-10-30
EA016101B1 (ru)	2012-02-28
PL2104660T3 (pl)	2012-06-29
EP2104660B1 (de)	2012-01-11
CN101605755B (zh)	2013-08-07
RS52209B (sr)	2012-10-31
UA96008C2 (ru)	2011-09-26
CN101605755A (zh)	2009-12-16

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