NL7905458A - Werkwijze voor het bereiden van zouten van (-)-cis-1,2-epoxy propylfosfonzuur met aminozuren. - Google Patents

Werkwijze voor het bereiden van zouten van (-)-cis-1,2-epoxy propylfosfonzuur met aminozuren. Download PDF

Info

Publication number: NL7905458A
Authority: NL; Netherlands
Prior art keywords: cis; acid; amino acids; salts; amino acid
Prior art date: 1978-07-31

Application number

NL7905458A

Other languages

English (en)

Dutch (nl)

Original Assignee

Italchemi Srl

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.)

1978-07-31

Filing date

1979-07-12

Publication date

1980-02-04

1979-07-12 Application filed by Italchemi Srl filed Critical Italchemi Srl

1980-02-04 Publication of NL7905458A publication Critical patent/NL7905458A/nl

Links

150000001413 amino acids Chemical class 0.000 title claims description 15
238000004519 manufacturing process Methods 0.000 title 1
235000001014 amino acid Nutrition 0.000 claims description 14
238000000034 method Methods 0.000 claims description 12
150000003839 salts Chemical class 0.000 claims description 9
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 6
KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 claims description 5
238000006735 epoxidation reaction Methods 0.000 claims description 5
239000002253 acid Substances 0.000 claims description 4
AHLPHDHHMVZTML-BYPYZUCNSA-N L-Ornithine Chemical compound NCCC[C@H](N)C(O)=O AHLPHDHHMVZTML-BYPYZUCNSA-N 0.000 claims description 3
ODKSFYDXXFIFQN-BYPYZUCNSA-N L-arginine Chemical compound OC(=O)[C@@H](N)CCCN=C(N)N ODKSFYDXXFIFQN-BYPYZUCNSA-N 0.000 claims description 3
229930064664 L-arginine Natural products 0.000 claims description 3
235000014852 L-arginine Nutrition 0.000 claims description 3
239000004472 Lysine Substances 0.000 claims description 3
238000002360 preparation method Methods 0.000 claims description 3
235000019766 L-Lysine Nutrition 0.000 claims description 2
AHLPHDHHMVZTML-UHFFFAOYSA-N Orn-delta-NH2 Natural products NCCCC(N)C(O)=O AHLPHDHHMVZTML-UHFFFAOYSA-N 0.000 claims description 2
229910052783 alkali metal Inorganic materials 0.000 claims description 2
150000001340 alkali metals Chemical class 0.000 claims description 2
238000001640 fractional crystallisation Methods 0.000 claims description 2
229960003104 ornithine Drugs 0.000 claims description 2
WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 claims description 2
229910052721 tungsten Inorganic materials 0.000 claims description 2
239000010937 tungsten Substances 0.000 claims description 2
PBYZMCDFOULPGH-UHFFFAOYSA-N tungstate Chemical compound [O-][W]([O-])(=O)=O PBYZMCDFOULPGH-UHFFFAOYSA-N 0.000 claims 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
239000000203 mixture Substances 0.000 description 8
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
XWCIXXXLOAAWPU-IHWYPQMZSA-N [(z)-prop-1-enyl]phosphonic acid Chemical class C\C=C/P(O)(O)=O XWCIXXXLOAAWPU-IHWYPQMZSA-N 0.000 description 4
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
238000000354 decomposition reaction Methods 0.000 description 3
KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
238000010908 decantation Methods 0.000 description 2
239000007787 solid Substances 0.000 description 2
238000001228 spectrum Methods 0.000 description 2
238000003756 stirring Methods 0.000 description 2
239000004475 Arginine Substances 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
XUJNEKJLAYXESH-REOHCLBHSA-N L-Cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 description 1
ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 description 1
KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
UTJLXEIPEHZYQJ-UHFFFAOYSA-N Ornithine Natural products OC(=O)C(C)CCCN UTJLXEIPEHZYQJ-UHFFFAOYSA-N 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
235000009697 arginine Nutrition 0.000 description 1
ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
238000001816 cooling Methods 0.000 description 1
XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 description 1
235000018417 cysteine Nutrition 0.000 description 1
150000002118 epoxides Chemical class 0.000 description 1
IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 1
125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
235000018977 lysine Nutrition 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
150000004965 peroxy acids Chemical class 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/655—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms
- C07F9/65502—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a three-membered ring
- C07F9/65505—Phosphonic acids containing oxirane groups; esters thereof
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
General Health & Medical Sciences (AREA)
General Chemical & Material Sciences (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Communicable Diseases (AREA)
Oncology (AREA)
Chemical Kinetics & Catalysis (AREA)
Biochemistry (AREA)
Medicinal Chemistry (AREA)
Molecular Biology (AREA)
Pharmacology & Pharmacy (AREA)
Animal Behavior & Ethology (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

NL7905458A 1978-07-31 1979-07-12 Werkwijze voor het bereiden van zouten van (-)-cis-1,2-epoxy propylfosfonzuur met aminozuren. NL7905458A (nl)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
IT2630478		1978-07-31
IT26304/78A IT1097578B (it)	1978-07-31	1978-07-31	Metodo per la preparazione di sali dell'acido (-)

Publications (1)

Publication Number	Publication Date
NL7905458A true NL7905458A (nl)	1980-02-04

Family

ID=11219184

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NL7905458A NL7905458A (nl)	1978-07-31	1979-07-12	Werkwijze voor het bereiden van zouten van (-)-cis-1,2-epoxy propylfosfonzuur met aminozuren.

Country Status (10)

Country	Link
JP (1)	JPS5562097A (da)
BE (1)	BE877644A (da)
DE (1)	DE2929953A1 (da)
DK (1)	DK291479A (da)
ES (1)	ES483027A1 (da)
FR (1)	FR2432523A1 (da)
GB (1)	GB2026492A (da)
IT (1)	IT1097578B (da)
LU (1)	LU81553A1 (da)
NL (1)	NL7905458A (da)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CH660306A5 (de) *	1984-10-05	1987-04-15	Schering Spa	Wasserloesliche pharmazeutische zusammensetzungen auf der basis von salzen der (-)cis-1,2-epoxypropylphosphonsaeure mit aminosaeuren.
CH660305A5 (de) *	1984-10-05	1987-04-15	Schering Spa	Wasserloesliche pharmazeutische zusammensetzungen auf der basis von salzen der (-)cis-1,2-epoxypropylphosphonsaeure mit aminosaeuren.
EP4678176A1 (en) *	2024-07-11	2026-01-14	Ercros, S.A.	Amino acid salts of fosfomycin and compositions thereof

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3625982A (en) *	1968-05-15	1971-12-07	Merck & Co Inc	(1,2-epoxypropyl)phosphonous acid derivatives
JPS5414924A (en) *	1977-07-01	1979-02-03	Kanebo Ltd	Preparation of (-)-cis-1,2-epoxypropylphosphonic acid derivative

1978
- 1978-07-31 IT IT26304/78A patent/IT1097578B/it active
1979
- 1979-07-11 DK DK291479A patent/DK291479A/da unknown
- 1979-07-12 NL NL7905458A patent/NL7905458A/nl not_active Application Discontinuation
- 1979-07-12 BE BE2/57947A patent/BE877644A/xx not_active IP Right Cessation
- 1979-07-16 GB GB7924643A patent/GB2026492A/en not_active Withdrawn
- 1979-07-18 FR FR7918632A patent/FR2432523A1/fr active Pending
- 1979-07-24 DE DE19792929953 patent/DE2929953A1/de not_active Withdrawn
- 1979-07-25 JP JP9553779A patent/JPS5562097A/ja active Pending
- 1979-07-27 LU LU81553A patent/LU81553A1/xx unknown
- 1979-07-31 ES ES483027A patent/ES483027A1/es not_active Expired

Also Published As

Publication number	Publication date
IT1097578B (it)	1985-08-31
IT7826304A0 (it)	1978-07-31
DK291479A (da)	1980-02-01
BE877644A (nl)	1979-11-05
LU81553A1 (fr)	1979-10-31
GB2026492A (en)	1980-02-06
ES483027A1 (es)	1980-04-16
JPS5562097A (en)	1980-05-10
DE2929953A1 (de)	1980-02-21
FR2432523A1 (fr)	1980-02-29

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Legal Events

Date	Code	Title
1980-05-27	BA	A request for search or an international-type search has been filed
1981-04-27	BB	A search report has been drawn up
1982-03-01	BV	The patent application has lapsed