FR2322152A1 - Epoxy alkyl phosphonic acid derivs - antibacterials by reduction and epoxidation of an alkynyl phosphonate - Google Patents
Epoxy alkyl phosphonic acid derivs - antibacterials by reduction and epoxidation of an alkynyl phosphonateInfo
- Publication number
- FR2322152A1 FR2322152A1 FR7532920A FR7532920A FR2322152A1 FR 2322152 A1 FR2322152 A1 FR 2322152A1 FR 7532920 A FR7532920 A FR 7532920A FR 7532920 A FR7532920 A FR 7532920A FR 2322152 A1 FR2322152 A1 FR 2322152A1
- Authority
- FR
- France
- Prior art keywords
- epoxidation
- antibacterials
- reduction
- phosphonate
- phosphonic acid
- Prior art date
- 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
Links
- -1 alkyl phosphonic acid Chemical compound 0.000 title abstract 3
- 238000006735 epoxidation reaction Methods 0.000 title abstract 2
- 239000004593 Epoxy Substances 0.000 title 1
- 230000000844 anti-bacterial effect Effects 0.000 title 1
- 229940088710 antibiotic agent Drugs 0.000 title 1
- 150000001412 amines Chemical class 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 239000007818 Grignard reagent Substances 0.000 abstract 1
- ZKPQJGMHDLQMFG-UHFFFAOYSA-N P(O)(O)=O.ClC#C Chemical compound P(O)(O)=O.ClC#C ZKPQJGMHDLQMFG-UHFFFAOYSA-N 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 239000003242 anti bacterial agent Substances 0.000 abstract 1
- 239000013256 coordination polymer Substances 0.000 abstract 1
- 150000004795 grignard reagents Chemical class 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 150000002739 metals Chemical class 0.000 abstract 1
- 150000003009 phosphonic acids Chemical class 0.000 abstract 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
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/60—Salicylic acid; Derivatives thereof
- A61K31/625—Salicylic acid; Derivatives thereof having heterocyclic substituents, e.g. 4-salicycloylmorpholine
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Epoxyalkyl phosphonic acids of formula (I)RCHCH-P(O) (OR')2 and their salts with alkali(ne earth(metals or amines, are prepd. by reacting a dialkyl chloroacetylene phosphonate Cl-C=CP( O)(OR') with a Grignard reagent to obtain R-C=C-P(=O)(OR') which is selective hydrogenated to a cis alkenyl phosphonate R-CH=CH-P(=O)(OR')2 which is then subjected to epoxidation to (I). (R and R' are each H or alkyl or R' is a salt forming radical or an optically active amine). (I) are antibacterial agents.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2675675A IT1042192B (en) | 1975-08-29 | 1975-08-29 | SYNTHESIS OF SPHONIC EPOXIALKYLPHIC ACIDS |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2322152A1 true FR2322152A1 (en) | 1977-03-25 |
| FR2322152B1 FR2322152B1 (en) | 1978-06-30 |
Family
ID=11220177
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7532920A Expired FR2322152B1 (en) | 1975-08-29 | 1975-10-28 | PROCESS FOR PREPARING EPOXYALKYLPHOSPHONIC ACIDS |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JPS5231032A (en) |
| BE (1) | BE834591A (en) |
| FR (1) | FR2322152B1 (en) |
| IT (1) | IT1042192B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62207281A (en) * | 1986-03-06 | 1987-09-11 | Shizuoka Univ | Production of alpha,beta-epoxyphosphine derivative |
| JP4654412B2 (en) * | 2005-04-07 | 2011-03-23 | 独立行政法人産業技術総合研究所 | Process for producing α-epoxyphosphonic acids |
| JP4524404B2 (en) * | 2005-08-19 | 2010-08-18 | 独立行政法人産業技術総合研究所 | Method for producing epoxy group-containing phosphorus compound |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2011837A1 (en) * | 1968-05-15 | 1970-03-13 | Merck & Co Inc |
-
1975
- 1975-08-29 IT IT2675675A patent/IT1042192B/en active
- 1975-10-16 BE BE161008A patent/BE834591A/en unknown
- 1975-10-28 JP JP12900075A patent/JPS5231032A/en active Pending
- 1975-10-28 FR FR7532920A patent/FR2322152B1/en not_active Expired
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2011837A1 (en) * | 1968-05-15 | 1970-03-13 | Merck & Co Inc |
Also Published As
| Publication number | Publication date |
|---|---|
| BE834591A (en) | 1976-02-16 |
| FR2322152B1 (en) | 1978-06-30 |
| JPS5231032A (en) | 1977-03-09 |
| IT1042192B (en) | 1980-01-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |