IL28009A - Process for the preparation of stable solutions of oxytetracycline in water,suitable for parenteral and peroral administration - Google Patents

Process for the preparation of stable solutions of oxytetracycline in water,suitable for parenteral and peroral administration

Info

Publication number: IL28009A
Authority: IL; Israel
Prior art keywords: oxytetracycline; polyvinyl pyrrolidone; solutions; water; solution
Prior art date: 1966-05-31

Application number

IL28009A

Other languages

English (en)

Original Assignee

Koninklijke Gist Spiritus

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.)

1966-05-31

Filing date

1967-05-18

Publication date

1970-08-19

1967-05-18 Application filed by Koninklijke Gist Spiritus filed Critical Koninklijke Gist Spiritus

1970-08-19 Publication of IL28009A publication Critical patent/IL28009A/en

Links

IWVCMVBTMGNXQD-PXOLEDIWSA-N oxytetracycline Chemical compound C1=CC=C2[C@](O)(C)[C@H]3[C@H](O)[C@H]4[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-PXOLEDIWSA-N 0.000 title claims description 23
239000004100 Oxytetracycline Substances 0.000 title claims description 22
229960000625 oxytetracycline Drugs 0.000 title claims description 22
235000019366 oxytetracycline Nutrition 0.000 title claims description 22
IWVCMVBTMGNXQD-UHFFFAOYSA-N terramycin dehydrate Natural products C1=CC=C2C(O)(C)C3C(O)C4C(N(C)C)C(O)=C(C(N)=O)C(=O)C4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-UHFFFAOYSA-N 0.000 title claims description 22
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims description 18
238000000034 method Methods 0.000 title claims description 8
238000002360 preparation method Methods 0.000 title claims description 5
239000000243 solution Substances 0.000 claims description 45
229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 19
235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 19
239000001267 polyvinylpyrrolidone Substances 0.000 claims description 17
238000002347 injection Methods 0.000 claims description 11
239000007924 injection Substances 0.000 claims description 11
150000002681 magnesium compounds Chemical class 0.000 claims description 5
150000003839 salts Chemical class 0.000 claims description 3
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 2
239000007864 aqueous solution Substances 0.000 claims description 2
238000001914 filtration Methods 0.000 claims description 2
239000011777 magnesium Substances 0.000 claims description 2
229910052749 magnesium Inorganic materials 0.000 claims description 2
239000003708 ampul Substances 0.000 claims 1
-1 magnesium compound salts Chemical class 0.000 claims 1
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 10
XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 description 8
101150018711 AASS gene Proteins 0.000 description 7
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 6
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
229940031098 ethanolamine Drugs 0.000 description 5
239000000395 magnesium oxide Substances 0.000 description 5
CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 5
AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 5
229960004368 oxytetracycline hydrochloride Drugs 0.000 description 5
MWKJTNBSKNUMFN-UHFFFAOYSA-N trifluoromethyltrimethylsilane Chemical compound C[Si](C)(C)C(F)(F)F MWKJTNBSKNUMFN-UHFFFAOYSA-N 0.000 description 5
TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 4
230000003115 biocidal effect Effects 0.000 description 4
239000012530 fluid Substances 0.000 description 4
239000007788 liquid Substances 0.000 description 4
GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 4
229910021529 ammonia Inorganic materials 0.000 description 3
238000010255 intramuscular injection Methods 0.000 description 3
239000007927 intramuscular injection Substances 0.000 description 3
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
230000003444 anaesthetic effect Effects 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
230000002349 favourable effect Effects 0.000 description 2
229910001629 magnesium chloride Inorganic materials 0.000 description 2
235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 2
239000004292 methyl p-hydroxybenzoate Substances 0.000 description 2
LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
239000000047 product Substances 0.000 description 2
235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 2
239000004405 propyl p-hydroxybenzoate Substances 0.000 description 2
QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 2
235000010265 sodium sulphite Nutrition 0.000 description 2
239000000126 substance Substances 0.000 description 2
239000000725 suspension Substances 0.000 description 2
238000002560 therapeutic procedure Methods 0.000 description 2
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
241000581364 Clinitrachus argentatus Species 0.000 description 1
UDIPTWFVPPPURJ-UHFFFAOYSA-M Cyclamate Chemical compound [Na+].[O-]S(=O)(=O)NC1CCCCC1 UDIPTWFVPPPURJ-UHFFFAOYSA-M 0.000 description 1
229910019142 PO4 Inorganic materials 0.000 description 1
DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
239000004098 Tetracycline Substances 0.000 description 1
XLYOFNOQVPJJNP-PWCQTSIFSA-N Tritiated water Chemical compound [3H]O[3H] XLYOFNOQVPJJNP-PWCQTSIFSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
239000010425 asbestos Substances 0.000 description 1
210000004369 blood Anatomy 0.000 description 1
239000008280 blood Substances 0.000 description 1
239000011575 calcium Substances 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
239000003638 chemical reducing agent Substances 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
239000007859 condensation product Substances 0.000 description 1
239000000625 cyclamic acid and its Na and Ca salt Substances 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
239000012895 dilution Substances 0.000 description 1
238000010790 dilution Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
ISXSFOPKZQZDAO-UHFFFAOYSA-N formaldehyde;sodium Chemical compound [Na].O=C ISXSFOPKZQZDAO-UHFFFAOYSA-N 0.000 description 1
ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
235000011187 glycerol Nutrition 0.000 description 1
239000011261 inert gas Substances 0.000 description 1
150000007529 inorganic bases Chemical class 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
238000001990 intravenous administration Methods 0.000 description 1
235000015110 jellies Nutrition 0.000 description 1
239000008274 jelly Substances 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
208000004396 mastitis Diseases 0.000 description 1
239000011707 mineral Substances 0.000 description 1
230000017074 necrotic cell death Effects 0.000 description 1
230000001338 necrotic effect Effects 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
150000007530 organic bases Chemical class 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
229960003924 oxytetracycline dihydrate Drugs 0.000 description 1
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
239000010452 phosphate Substances 0.000 description 1
210000002381 plasma Anatomy 0.000 description 1
239000003058 plasma substitute Substances 0.000 description 1
230000002035 prolonged effect Effects 0.000 description 1
229910052895 riebeckite Inorganic materials 0.000 description 1
239000012266 salt solution Substances 0.000 description 1
210000002966 serum Anatomy 0.000 description 1
229960001462 sodium cyclamate Drugs 0.000 description 1
HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
229940001584 sodium metabisulfite Drugs 0.000 description 1
235000010262 sodium metabisulphite Nutrition 0.000 description 1
230000001954 sterilising effect Effects 0.000 description 1
239000006188 syrup Substances 0.000 description 1
235000020357 syrup Nutrition 0.000 description 1
229960002180 tetracycline Drugs 0.000 description 1
235000019364 tetracycline Nutrition 0.000 description 1
229930101283 tetracycline Natural products 0.000 description 1
150000003522 tetracyclines Chemical class 0.000 description 1
238000011287 therapeutic dose Methods 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
229920002554 vinyl polymer Polymers 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
- A61K31/74—Synthetic polymeric materials
- A61K31/785—Polymers containing nitrogen
- A61K31/787—Polymers containing nitrogen containing heterocyclic rings having nitrogen as a ring hetero atom
- A61K31/79—Polymers of vinyl pyrrolidone
- 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
- A61K31/65—Tetracyclines

Landscapes

Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Pharmacology & Pharmacy (AREA)
Epidemiology (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Medicinal Preparation (AREA)

IL28009A 1966-05-31 1967-05-18 Process for the preparation of stable solutions of oxytetracycline in water,suitable for parenteral and peroral administration IL28009A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
NL6607516A NL6607516A (2)	1966-05-31	1966-05-31

Publications (1)

Publication Number	Publication Date
IL28009A true IL28009A (en)	1970-08-19

Family

ID=19796753

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL28009A IL28009A (en)	1966-05-31	1967-05-18	Process for the preparation of stable solutions of oxytetracycline in water,suitable for parenteral and peroral administration

Country Status (22)

Country	Link
US (1)	US3557280A (2)
JP (1)	JPS5010373B1 (2)
AT (1)	AT272522B (2)
BE (1)	BE699091A (2)
CH (1)	CH490087A (2)
CS (1)	CS151454B2 (2)
DE (1)	DE1617576C3 (2)
DK (1)	DK117587B (2)
ES (1)	ES340956A1 (2)
FI (1)	FI43622B (2)
FR (1)	FR5953M (2)
GB (1)	GB1131007A (2)
GR (1)	GR33861B (2)
IL (1)	IL28009A (2)
IT (1)	IT1140250B (2)
LU (1)	LU53788A1 (2)
MY (1)	MY7100015A (2)
NL (1)	NL6607516A (2)
NO (1)	NO126298B (2)
SE (1)	SE354417B (2)
SU (1)	SU510986A3 (2)
YU (1)	YU31326B (2)

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1966
- 1966-05-31 NL NL6607516A patent/NL6607516A/xx unknown
- 1966-11-08 FR FR82837A patent/FR5953M/fr not_active Expired
1967
- 1967-05-16 GB GB22620/67A patent/GB1131007A/en not_active Expired
- 1967-05-18 IL IL28009A patent/IL28009A/en unknown
- 1967-05-18 SE SE06961/67A patent/SE354417B/xx unknown
- 1967-05-22 GR GR670133861A patent/GR33861B/el unknown
- 1967-05-24 ES ES340956A patent/ES340956A1/es not_active Expired
- 1967-05-25 SU SU1158241A patent/SU510986A3/ru active
- 1967-05-26 BE BE699091D patent/BE699091A/xx not_active IP Right Cessation
- 1967-05-26 US US641483A patent/US3557280A/en not_active Expired - Lifetime
- 1967-05-26 DE DE1617576A patent/DE1617576C3/de not_active Expired
- 1967-05-30 AT AT502267A patent/AT272522B/de active
- 1967-05-30 FI FI1517/67A patent/FI43622B/fi active
- 1967-05-30 DK DK282167AA patent/DK117587B/da unknown
- 1967-05-30 YU YU1086/67A patent/YU31326B/xx unknown
- 1967-05-30 IT IT37118/67A patent/IT1140250B/it active
- 1967-05-30 NO NO00168375A patent/NO126298B/no unknown
- 1967-05-31 CS CS3970A patent/CS151454B2/cs unknown
- 1967-05-31 JP JP42034292A patent/JPS5010373B1/ja active Pending
- 1967-05-31 CH CH766867A patent/CH490087A/de not_active IP Right Cessation
- 1967-05-31 LU LU53788A patent/LU53788A1/xx unknown
1971
- 1971-12-30 MY MY15/71A patent/MY7100015A/xx unknown

Also Published As

Publication number	Publication date
FI43622B (2)	1971-02-01
BE699091A (2)	1967-11-27
JPS5010373B1 (2)	1975-04-21
DE1617576B2 (de)	1980-04-10
NL6607516A (2)	1967-12-01
IT1140250B (it)	1986-09-24
US3557280A (en)	1971-01-19
CH490087A (de)	1970-05-15
DK117587B (da)	1970-05-11
YU31326B (en)	1973-04-30
DE1617576C3 (de)	1980-12-11
FR5953M (2)	1968-04-16
MY7100015A (en)	1971-12-31
CS151454B2 (2)	1973-10-19
DE1617576A1 (de)	1972-04-27
ES340956A1 (es)	1968-06-16
GB1131007A (en)	1968-10-16
SU510986A3 (ru)	1976-04-15
NO126298B (2)	1973-01-22
GR33861B (el)	1968-02-09
SE354417B (2)	1973-03-12
AT272522B (de)	1969-07-10
LU53788A1 (2)	1967-07-31

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