IE32959B1 - Antibacterial compositions - Google Patents
Antibacterial compositionsInfo
- Publication number
- IE32959B1 IE32959B1 IE65/69A IE6569A IE32959B1 IE 32959 B1 IE32959 B1 IE 32959B1 IE 65/69 A IE65/69 A IE 65/69A IE 6569 A IE6569 A IE 6569A IE 32959 B1 IE32959 B1 IE 32959B1
- Authority
- IE
- Ireland
- Prior art keywords
- surface active
- coated
- active agent
- trihydrate
- particulate
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title abstract 6
- 230000000844 anti-bacterial effect Effects 0.000 title abstract 2
- 239000004094 surface-active agent Substances 0.000 abstract 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 abstract 3
- RXDALBZNGVATNY-CWLIKTDRSA-N ampicillin trihydrate Chemical compound O.O.O.C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=CC=C1 RXDALBZNGVATNY-CWLIKTDRSA-N 0.000 abstract 3
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 abstract 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- 229930182555 Penicillin Natural products 0.000 abstract 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 abstract 2
- 239000004147 Sorbitan trioleate Substances 0.000 abstract 2
- PRXRUNOAOLTIEF-ADSICKODSA-N Sorbitan trioleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC\C=C/CCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCC\C=C/CCCCCCCC PRXRUNOAOLTIEF-ADSICKODSA-N 0.000 abstract 2
- 230000005660 hydrophilic surface Effects 0.000 abstract 2
- 235000011071 sorbitan monopalmitate Nutrition 0.000 abstract 2
- 239000001570 sorbitan monopalmitate Substances 0.000 abstract 2
- 229940031953 sorbitan monopalmitate Drugs 0.000 abstract 2
- 235000019337 sorbitan trioleate Nutrition 0.000 abstract 2
- 229960000391 sorbitan trioleate Drugs 0.000 abstract 2
- -1 sulphamyl Chemical group 0.000 abstract 2
- LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 abstract 1
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 abstract 1
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 abstract 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 abstract 1
- RPWFJAMTCNSJKK-UHFFFAOYSA-N Dodecyl gallate Chemical compound CCCCCCCCCCCCOC(=O)C1=CC(O)=C(O)C(O)=C1 RPWFJAMTCNSJKK-UHFFFAOYSA-N 0.000 abstract 1
- JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 abstract 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 abstract 1
- IYFATESGLOUGBX-YVNJGZBMSA-N Sorbitan monopalmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O IYFATESGLOUGBX-YVNJGZBMSA-N 0.000 abstract 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 235000010323 ascorbic acid Nutrition 0.000 abstract 1
- 229960005070 ascorbic acid Drugs 0.000 abstract 1
- 239000011668 ascorbic acid Substances 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 125000001246 bromo group Chemical group Br* 0.000 abstract 1
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 abstract 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 abstract 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 abstract 1
- 235000010386 dodecyl gallate Nutrition 0.000 abstract 1
- 239000000555 dodecyl gallate Substances 0.000 abstract 1
- 229940080643 dodecyl gallate Drugs 0.000 abstract 1
- 238000001704 evaporation Methods 0.000 abstract 1
- 125000001153 fluoro group Chemical group F* 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- 238000007918 intramuscular administration Methods 0.000 abstract 1
- 235000010445 lecithin Nutrition 0.000 abstract 1
- 239000000787 lecithin Substances 0.000 abstract 1
- 229940067606 lecithin Drugs 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 229920000609 methyl cellulose Polymers 0.000 abstract 1
- 235000010981 methylcellulose Nutrition 0.000 abstract 1
- 239000001923 methylcellulose Substances 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 125000005702 oxyalkylene group Chemical group 0.000 abstract 1
- 239000002245 particle Substances 0.000 abstract 1
- 229940049954 penicillin Drugs 0.000 abstract 1
- 150000002960 penicillins Chemical class 0.000 abstract 1
- 239000003208 petroleum Substances 0.000 abstract 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 abstract 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 abstract 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 abstract 1
- 239000003755 preservative agent Substances 0.000 abstract 1
- 230000002335 preservative effect Effects 0.000 abstract 1
- 238000010298 pulverizing process Methods 0.000 abstract 1
- 235000017281 sodium acetate Nutrition 0.000 abstract 1
- 239000001632 sodium acetate Substances 0.000 abstract 1
- 239000011780 sodium chloride Substances 0.000 abstract 1
- 235000002639 sodium chloride Nutrition 0.000 abstract 1
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000000725 suspension Substances 0.000 abstract 1
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
- 150000004684 trihydrates Chemical class 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
- A61K31/429—Thiazoles condensed with heterocyclic ring systems
- A61K31/43—Compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula, e.g. penicillins, penems
Landscapes
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Cephalosporin Compounds (AREA)
Abstract
1,250,714. Penicillins. BRISTOL-MYERS CO. 17 Jan., 1969 [18 Jan., 1968], No. 2749/ 69. Heading A5B. Antibacterial compositions suitable for reconstitution with water to form suspensions for intramuscular use comprise a particulate alpha-aminobenzylpenicillin trihydrate represented by the formula wherein R 1 , R 2 and R 3 are the same or different and each is hydrogen, nitro, di-C 1-6 - alkylamino, C 1-6 -alkanoylamino, C 1-6 -alkanoyloxy, C 1-6 -alkyl, C 1-6 alkoxy, sulphamyl, chloro, iodo, bromo, fluoro, trifluoromethyl, C 1-6 - alkylthio, C 1-6 -alkylsulphonyl, carbo-C 1-6 -alkoxy, benzyl, phenethyl, cycloheptyl, cyclohexyl or cyclopentyl; in which the particles are coated with a physiologically acceptable hydrophilic surface active agent and a phsysiologically acceptable lipophilic surface active agent. The composition may also contain a physiologically acceptable preservative which may also be coated with the surface active agents. The penicillin is preferably alpha-aminobenzylpenicillin trihydrate, the lipophilic surface active agent may be lecithin, sorbitan monopalmitate, and/or sorbitan trioleate and the hydrophilic surface active agent may be a poly oxyalkylene derivative of sorbitan monopalmitate or sorbitan trioleate. The composition may be prepared by mixing particulate alphaaminobenzylpenicillin trihydrate of formula I having a size less than 100 mesh (U.S. sieve series standard) with an organic solvent (e.g. chloroform, methylene chloride, trichloroethylene, other or petroleum ether) solution of the surface active agents, evaporating the solvent to produce particulate trihydrate coated with a mixture of the surface active agents, and if necessary pulverizing the coated material so that not more than 1% by weight thereof is larger than 200 mesh. The compositions may also contain dodecyl gallate, ascorbic acid (or its Na salt), sodium acetate, NaCl, methylcellulose or polyvinylpyrrolidone.
[GB1250714A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US69869768A | 1968-01-18 | 1968-01-18 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE32959L IE32959L (en) | 1969-07-18 |
| IE32959B1 true IE32959B1 (en) | 1974-02-06 |
Family
ID=24806316
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE65/69A IE32959B1 (en) | 1968-01-18 | 1969-01-17 | Antibacterial compositions |
Country Status (12)
| Country | Link |
|---|---|
| AT (1) | AT284339B (en) |
| BE (1) | BE727073A (en) |
| DE (1) | DE1901915C3 (en) |
| DK (1) | DK122930B (en) |
| ES (1) | ES362648A1 (en) |
| FI (1) | FI48040C (en) |
| FR (1) | FR2000395A1 (en) |
| GB (1) | GB1250714A (en) |
| IE (1) | IE32959B1 (en) |
| IL (1) | IL31431A (en) |
| NL (1) | NL143423B (en) |
| SE (1) | SE365409B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1532993A (en) * | 1975-03-07 | 1978-11-22 | Beecham Group Ltd | Injectable antibiotic compositions |
-
1969
- 1969-01-15 NL NL696900634A patent/NL143423B/en not_active IP Right Cessation
- 1969-01-15 IL IL31431A patent/IL31431A/en unknown
- 1969-01-15 DE DE1901915A patent/DE1901915C3/en not_active Expired
- 1969-01-16 DK DK22769AA patent/DK122930B/en not_active IP Right Cessation
- 1969-01-16 FI FI690127A patent/FI48040C/en active
- 1969-01-17 FR FR6900790A patent/FR2000395A1/fr not_active Withdrawn
- 1969-01-17 SE SE00593/69A patent/SE365409B/xx unknown
- 1969-01-17 BE BE727073D patent/BE727073A/xx not_active IP Right Cessation
- 1969-01-17 IE IE65/69A patent/IE32959B1/en unknown
- 1969-01-17 GB GB1250714D patent/GB1250714A/en not_active Expired
- 1969-01-17 ES ES362648A patent/ES362648A1/en not_active Expired
- 1969-01-20 AT AT58769A patent/AT284339B/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| FI48040C (en) | 1974-06-10 |
| ES362648A1 (en) | 1971-07-16 |
| NL143423B (en) | 1974-10-15 |
| IL31431A (en) | 1973-05-31 |
| AT284339B (en) | 1970-09-10 |
| IE32959L (en) | 1969-07-18 |
| IL31431A0 (en) | 1969-03-27 |
| SE365409B (en) | 1974-03-25 |
| DE1901915A1 (en) | 1969-09-11 |
| FR2000395A1 (en) | 1969-09-05 |
| NL6900634A (en) | 1969-07-22 |
| GB1250714A (en) | 1971-10-20 |
| DK122930B (en) | 1972-05-01 |
| DE1901915B2 (en) | 1979-12-13 |
| DE1901915C3 (en) | 1980-08-21 |
| BE727073A (en) | 1969-07-17 |
| FI48040B (en) | 1974-02-28 |
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