CH434285A - Verfahren zur Herstellung des L-Asparaginsäuresalzes des L-Ornithins bzw. dessen Monohydrats - Google Patents

Verfahren zur Herstellung des L-Asparaginsäuresalzes des L-Ornithins bzw. dessen Monohydrats

Info

Publication number: CH434285A
Authority: CH; Switzerland
Prior art keywords: ornithine; aspartic acid; monohydrate; production; acid salt
Prior art date: 1962-04-23

Application number

CH502063A

Other languages

German (de)

English (en)

Inventor

Abe Kyuji

Kawazu Mitsutaka

Original Assignee

Tanabe Seiyaku Co

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.)

1962-04-23

Filing date

1963-04-22

Publication date

1967-04-30

1963-04-22 Application filed by Tanabe Seiyaku Co filed Critical Tanabe Seiyaku Co

1967-04-30 Publication of CH434285A publication Critical patent/CH434285A/de

Links

AHLPHDHHMVZTML-BYPYZUCNSA-N L-Ornithine Chemical compound NCCC[C@H](N)C(O)=O AHLPHDHHMVZTML-BYPYZUCNSA-N 0.000 title claims description 32
AHLPHDHHMVZTML-UHFFFAOYSA-N Orn-delta-NH2 Natural products NCCCC(N)C(O)=O AHLPHDHHMVZTML-UHFFFAOYSA-N 0.000 title claims description 24
CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical class OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 title claims description 19
229960003104 ornithine Drugs 0.000 title claims description 18
238000000034 method Methods 0.000 title claims description 9
150000004682 monohydrates Chemical class 0.000 title claims description 6
238000004519 manufacturing process Methods 0.000 title claims description 5
229960005261 aspartic acid Drugs 0.000 claims description 16
CKLJMWTZIZZHCS-UHFFFAOYSA-N D-OH-Asp Natural products OC(=O)C(N)CC(O)=O CKLJMWTZIZZHCS-UHFFFAOYSA-N 0.000 claims description 11
CKLJMWTZIZZHCS-UWTATZPHSA-N L-Aspartic acid Natural products OC(=O)[C@H](N)CC(O)=O CKLJMWTZIZZHCS-UWTATZPHSA-N 0.000 claims description 11
AHLPHDHHMVZTML-SCSAIBSYSA-N D-Ornithine Chemical compound NCCC[C@@H](N)C(O)=O AHLPHDHHMVZTML-SCSAIBSYSA-N 0.000 claims description 2
238000001640 fractional crystallisation Methods 0.000 claims description 2
VZLDSDZYNAJGLX-ZBRNBAAYSA-N (2s)-2,4-diamino-4-oxobutanoic acid;(2s)-2,5-diaminopentanoic acid Chemical compound NCCC[C@H](N)C(O)=O.OC(=O)[C@@H](N)CC(N)=O VZLDSDZYNAJGLX-ZBRNBAAYSA-N 0.000 claims 1
230000001419 dependent effect Effects 0.000 claims 1
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 33
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
239000000203 mixture Substances 0.000 description 8
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 7
239000000047 product Substances 0.000 description 6
UTJLXEIPEHZYQJ-UHFFFAOYSA-N Ornithine Natural products OC(=O)C(C)CCCN UTJLXEIPEHZYQJ-UHFFFAOYSA-N 0.000 description 4
235000003704 aspartic acid Nutrition 0.000 description 4
OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 description 4
238000000354 decomposition reaction Methods 0.000 description 4
239000000155 melt Substances 0.000 description 4
150000003839 salts Chemical class 0.000 description 4
239000000243 solution Substances 0.000 description 4
229910021529 ammonia Inorganic materials 0.000 description 3
239000008280 blood Substances 0.000 description 3
210000004369 blood Anatomy 0.000 description 3
238000002425 crystallisation Methods 0.000 description 3
230000008025 crystallization Effects 0.000 description 3
239000012452 mother liquor Substances 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
239000004202 carbamide Substances 0.000 description 2
150000001875 compounds Chemical class 0.000 description 2
239000013078 crystal Substances 0.000 description 2
230000008020 evaporation Effects 0.000 description 2
238000001704 evaporation Methods 0.000 description 2
230000004060 metabolic process Effects 0.000 description 2
GGTYBZJRPHEQDG-WCCKRBBISA-N (2s)-2,5-diaminopentanoic acid hydrochloride Chemical compound Cl.NCCC[C@H](N)C(O)=O GGTYBZJRPHEQDG-WCCKRBBISA-N 0.000 description 1
NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 1
206010020575 Hyperammonaemia Diseases 0.000 description 1
241001465754 Metazoa Species 0.000 description 1
241000700159 Rattus Species 0.000 description 1
230000001133 acceleration Effects 0.000 description 1
239000002253 acid Substances 0.000 description 1
229940024606 amino acid Drugs 0.000 description 1
235000001014 amino acid Nutrition 0.000 description 1
150000001413 amino acids Chemical class 0.000 description 1
XKMRRTOUMJRJIA-UHFFFAOYSA-N ammonia nh3 Chemical compound N.N XKMRRTOUMJRJIA-UHFFFAOYSA-N 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
150000001510 aspartic acids Chemical class 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
239000003729 cation exchange resin Substances 0.000 description 1
229920001429 chelating resin Polymers 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
239000007810 chemical reaction solvent Substances 0.000 description 1
230000008034 disappearance Effects 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
230000002440 hepatic effect Effects 0.000 description 1
230000036571 hydration Effects 0.000 description 1
238000006703 hydration reaction Methods 0.000 description 1
239000007788 liquid Substances 0.000 description 1
238000002156 mixing Methods 0.000 description 1
KHPXUQMNIQBQEV-UHFFFAOYSA-N oxaloacetic acid Chemical compound OC(=O)CC(=O)C(O)=O KHPXUQMNIQBQEV-UHFFFAOYSA-N 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
239000002243 precursor Substances 0.000 description 1
230000002035 prolonged effect Effects 0.000 description 1
229920005989 resin Polymers 0.000 description 1
239000011347 resin Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
230000004102 tricarboxylic acid cycle Effects 0.000 description 1

Classifications

- 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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/21—Synthetic spices, flavouring agents or condiments containing amino acids
- 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
- A61K31/16—Amides, e.g. hydroxamic acids
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/04—Peptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof
- A61K38/05—Dipeptides

Landscapes

Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Chemical & Material Sciences (AREA)
Pharmacology & Pharmacy (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
General Health & Medical Sciences (AREA)
Animal Behavior & Ethology (AREA)
Epidemiology (AREA)
Medicinal Chemistry (AREA)
Proteomics, Peptides & Aminoacids (AREA)
Engineering & Computer Science (AREA)
Polymers & Plastics (AREA)
Immunology (AREA)
Bioinformatics & Cheminformatics (AREA)
Gastroenterology & Hepatology (AREA)
Nutrition Science (AREA)
Food Science & Technology (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CH502063A 1962-04-23 1963-04-22 Verfahren zur Herstellung des L-Asparaginsäuresalzes des L-Ornithins bzw. dessen Monohydrats CH434285A (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP1654062		1962-04-23

Publications (1)

Publication Number	Publication Date
CH434285A true CH434285A (de)	1967-04-30

Family

ID=11919082

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH502063A CH434285A (de)	1962-04-23	1963-04-22	Verfahren zur Herstellung des L-Asparaginsäuresalzes des L-Ornithins bzw. dessen Monohydrats

Country Status (7)

Country	Link
AT (1)	AT246344B (fr)
BR (1)	BR6348588D0 (fr)
CH (1)	CH434285A (fr)
DE (1)	DE1518361B1 (fr)
DK (1)	DK109694C (fr)
FR (1)	FR4048M (fr)
GB (1)	GB965637A (fr)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
BE789856A (fr) *	1971-10-13	1973-02-01	Tixier Georges	Medicament a base de derives de la lysine susceptibles de stimuler differents metabolismes, en particulier la genese des leucocytes
US3832465A (en) *	1971-12-09	1974-08-27	H Ghadimi	Injectable amino acid composition commensurate to the anabolic need of the body and method of using same
FR2495608A1 (fr) *	1980-12-04	1982-06-11	Morelle Jean	Nouveaux derives de l'acide aspartique et leurs usages
US4972634A (en) *	1989-01-19	1990-11-27	Dresden Gregory M	Portable walling
ATE116285T1 (de) *	1990-09-28	1995-01-15	Kyowa Hakko Kogyo Kk	Verfahren zur herstellung von kristallen eines salzes von sauerer aminosäure und basischer aminosäure.
PL1824563T3 (pl)	2004-11-26	2010-07-30	Ucl Business Plc	Kompozycje zawierające ornitynę i fenylooctan lub fenylomaślan do leczenia encefalopatii wątrobowej
SG174982A1 (en)	2009-04-03	2011-11-28	Ocera Therapeutics Inc	L-ornithine phenyl acetate and methods of making thereof
JP5749255B2 (ja)	2009-06-08	2015-07-15	ユーシーエルビジネスピーエルシー	Ｌ−オルニチンフェニル酢酸塩を用いる門脈圧亢進の治療及び肝機能の修復
JP6087284B2 (ja)	2010-10-06	2017-03-01	オセラセラピューティクス，インコーポレイテッド	Ｌ−オルニチンフェニルアセテートを製造するための方法
CN102993037B (zh) *	2012-11-20	2015-03-04	南京工业大学	一种l-鸟氨酸苯乙酸盐的制备方法
IL281349B (en)	2014-11-24	2022-09-01	Ucl Business Ltd	Treatment of diseases related to hepatic stellate cell activity using ammonia-lowering treatments
KR20180030909A (ko) *	2015-07-24	2018-03-26	에보닉 테크노케미 게엠베하	오르니틴 아스파르테이트의 발포성 제제
US10835506B2 (en)	2015-08-18	2020-11-17	Ocera Therapeutics, Inc.	Treatment and prevention of muscle loss using L-ornithine in combination with at least one of phenylacetate and phenylbutyrate
CA3063134A1 (fr)	2017-05-11	2018-11-15	Ocera Therapeutics, Inc.	Procedes de fabrication de l-ornithine phenylacetate

1963
- 1963-04-10 GB GB14309/63A patent/GB965637A/en not_active Expired
- 1963-04-19 DK DK184763AA patent/DK109694C/da active
- 1963-04-22 BR BR148588/63A patent/BR6348588D0/pt unknown
- 1963-04-22 DE DE19631518361 patent/DE1518361B1/de active Pending
- 1963-04-22 CH CH502063A patent/CH434285A/de unknown
- 1963-04-23 AT AT327763A patent/AT246344B/de active
- 1963-07-19 FR FR931676A patent/FR4048M/fr not_active Expired

Also Published As

Publication number	Publication date
DE1518361B1 (de)	1969-11-13
FR4048M (fr)	1966-04-04
BR6348588D0 (pt)	1973-07-03
GB965637A (en)	1964-08-06
DK109694C (da)	1968-06-10
AT246344B (de)	1966-04-12

Publication	Publication Date	Title
CH434285A (de)	1967-04-30	Verfahren zur Herstellung des L-Asparaginsäuresalzes des L-Ornithins bzw. dessen Monohydrats
DE1148551B (de)	1963-05-16	Verfahren zur Herstellung von Phosphonsaeuren bzw. deren Salzen mit mindestens 2 Phosphoratomen im Molekuel
DE1518703B2 (de)	1974-05-30	Verfahren zur Herstellung von trans-4-Aminomethylcyclohexan-l-carbonsäure
DE1543811B1 (de)	1971-01-21	Verfahren zur Trennung von racemischem Carnitinnitril in seine optisch aktiven Antipoden
DE2421291C2 (de)	1983-02-03	Verfahren zur optischen Spaltung von DL-Lysin-(p-aminobenzolsulfonat)
DE1470010B1 (de)	1969-12-18	N-(beta-Guanidinoaethyl)-6-azaspiro[2,5]octan und Verfahren zu seiner Herstellung
AT262953B (de)	1968-07-10	Verfahren zur Herstellung von L-Arginin-L-asparaginat
AT371804B (de)	1983-08-10	Verfahren zur herstellung von s-methyl-methionin- sulfonium-salzen
AT63369B (de)	1914-02-10	Verfahren zur Herstellung von schwefelsaurem Ammoniak durch Umsetzung von kohlensaurem Ammoniak mit Gips.
DE2024062C3 (de)	1973-10-25	Verfahren zur Abtrennung und Ge winnung von L Lysin
DE566136C (de)	1932-12-10	Verfahren zur Herstellung eines Dinatriumphosphats mit 2 Molekuelen Kristallwasser
CH516551A (de)	1971-12-15	Verfahren zur Herstellung optisch aktiver N-Acylproline
DE2638423C2 (de)	1984-01-26	Verfahren zur Herstellung von in Wasser leicht löslichen Salzen der Äthylendiamintetraacetatoeisen(III)-säure
DE716579C (de)	1942-01-29	Verfahren zur Herstellung von Esteramiden der Mandelsaeure
AT223188B (de)	1962-09-10	Verfahren zur Herstellung neuer N,N-disubstituierter Monoaminoalkylamide und ihrer Salze
AT249650B (de)	1966-09-26	Verfahren zur Herstellung des Dimethylaminoäthylmonoesters der Bernsteinsäure in Form seines inneren Salzes
DE962784C (de)	1957-04-25	Verfahren zur Herstellung von Natriumcyanid oder anderen Cyaniden
AT219051B (de)	1962-01-10	Verfahren zur Verminderung bzw. Beseitigung des Biuretgehaltes von Harnstoff
DE1518033C3 (de)	1979-11-22	Verfahren zur Herstellung von L-Arginin-L-asparaginat
DE2150994B2 (de)	1979-09-27	Verfahren zur Herstellung reiner Alkalisalze von Aimnopolycarbonsäuren
DE2024805C3 (de)	1978-05-18	Verfahren zur Herstellung von 2-Amino-3-chlorpyrazin
DE1518050C (de)	1971-08-26	Verfahren zur Herstellung \ on Methio ninmethylsulfoniumsalzen
AT315175B (de)	1974-05-10	Verfahren zur Hertellung von 2-Pyridylthioacetamid bzw. von seinen Salzen
DE1543811C (de)	1971-08-19	Verfahren zur Trennung von racemi schem Carmtinnitril m seine optisch akti ven Antipoden
AT227246B (de)	1963-05-10	Verfahren zur Herstellung von Caprolactam