BE556491A - - Google Patents

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Publication number: BE556491A
Authority: BE; Belgium
Prior art keywords: penicillin; oleandomycin; salt; sep; antibiotic
Prior art date

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English (en)

French (fr)

Publication of BE556491A publication Critical patent/BE556491A/fr

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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 description 114
239000004104 Oleandomycin Substances 0.000 description 79
RZPAKFUAFGMUPI-KGIGTXTPSA-N Oleandomycin Chemical compound O1[C@@H](C)[C@H](O)[C@@H](OC)C[C@@H]1O[C@@H]1[C@@H](C)C(=O)O[C@H](C)[C@H](C)[C@H](O)[C@@H](C)C(=O)[C@]2(OC2)C[C@H](C)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C RZPAKFUAFGMUPI-KGIGTXTPSA-N 0.000 description 73
229940049954 Penicillin Drugs 0.000 description 72
229960000626 benzylpenicillin Drugs 0.000 description 72
229960002351 oleandomycin Drugs 0.000 description 71
235000019367 oleandomycin Nutrition 0.000 description 70
229920001098 polystyrene-block-poly(ethylene/propylene) Polymers 0.000 description 59
230000003115 biocidal Effects 0.000 description 56
229940056360 Penicillin G Drugs 0.000 description 42
239000000203 mixture Substances 0.000 description 42
150000003839 salts Chemical class 0.000 description 41
239000011780 sodium chloride Substances 0.000 description 40
230000000694 effects Effects 0.000 description 31
239000003242 anti bacterial agent Substances 0.000 description 26
239000000243 solution Substances 0.000 description 25
229940064005 Antibiotic throat preparations Drugs 0.000 description 23
229940083879 Antibiotics FOR TREATMENT OF HEMORRHOIDS AND ANAL FISSURES FOR TOPICAL USE Drugs 0.000 description 23
229940042052 Antibiotics for systemic use Drugs 0.000 description 23
229940042786 Antitubercular Antibiotics Drugs 0.000 description 23
229940093922 Gynecological Antibiotics Drugs 0.000 description 23
229940024982 Topical Antifungal Antibiotics Drugs 0.000 description 23
229940079866 intestinal antibiotics Drugs 0.000 description 23
229940005935 ophthalmologic Antibiotics Drugs 0.000 description 23
XEKOWRVHYACXOJ-UHFFFAOYSA-N acetic acid ethyl ester Chemical group CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 21
241001465754 Metazoa Species 0.000 description 15
IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
241000191967 Staphylococcus aureus Species 0.000 description 11
HEDRZPFGACZZDS-UHFFFAOYSA-N chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 11
OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 10
239000002904 solvent Substances 0.000 description 10
239000000126 substance Substances 0.000 description 10
230000002401 inhibitory effect Effects 0.000 description 9
230000003287 optical Effects 0.000 description 9
239000002253 acid Substances 0.000 description 8
238000007792 addition Methods 0.000 description 8
229910052757 nitrogen Inorganic materials 0.000 description 8
239000006069 physical mixture Substances 0.000 description 7
230000002829 reduced Effects 0.000 description 7
IOLCXVTUBQKXJR-UHFFFAOYSA-M Potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 6
230000002378 acidificating Effects 0.000 description 6
OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
229910052799 carbon Inorganic materials 0.000 description 6
201000009910 diseases by infectious agent Diseases 0.000 description 6
229910052739 hydrogen Inorganic materials 0.000 description 6
239000001257 hydrogen Substances 0.000 description 6
238000000338 in vitro Methods 0.000 description 6
238000001802 infusion Methods 0.000 description 6
239000007924 injection Substances 0.000 description 6
244000005700 microbiome Species 0.000 description 6
NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 6
229910052717 sulfur Inorganic materials 0.000 description 6
239000011593 sulfur Substances 0.000 description 6
238000006243 chemical reaction Methods 0.000 description 5
238000002360 preparation method Methods 0.000 description 5
159000000000 sodium salts Chemical class 0.000 description 5
229940056367 Penicillin V Drugs 0.000 description 4
BPLBGHOLXOTWMN-MBNYWOFBSA-N Phenoxymethylpenicillin Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)COC1=CC=CC=C1 BPLBGHOLXOTWMN-MBNYWOFBSA-N 0.000 description 4
241000191940 Staphylococcus Species 0.000 description 4
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
230000035507 absorption Effects 0.000 description 4
150000002431 hydrogen Chemical class 0.000 description 4
239000000463 material Substances 0.000 description 4
235000015097 nutrients Nutrition 0.000 description 4
229910052760 oxygen Inorganic materials 0.000 description 4
239000001301 oxygen Substances 0.000 description 4
MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 4
241000349774 Bikinia letestui Species 0.000 description 3
VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
238000010521 absorption reaction Methods 0.000 description 3
125000001931 aliphatic group Chemical group 0.000 description 3
239000002585 base Substances 0.000 description 3
150000001875 compounds Chemical class 0.000 description 3
201000010099 disease Diseases 0.000 description 3
239000012458 free base Substances 0.000 description 3
238000002347 injection Methods 0.000 description 3
239000008188 pellet Substances 0.000 description 3
238000001228 spectrum Methods 0.000 description 3
VZGDMQKNWNREIO-UHFFFAOYSA-N Carbon tetrachloride Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
241000194032 Enterococcus faecalis Species 0.000 description 2
NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
241000283973 Oryctolagus cuniculus Species 0.000 description 2
241000607142 Salmonella Species 0.000 description 2
206010039447 Salmonellosis Diseases 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-K [O-]P([O-])([O-])=O Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
230000001154 acute Effects 0.000 description 2
238000004458 analytical method Methods 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
244000052616 bacterial pathogens Species 0.000 description 2
235000015278 beef Nutrition 0.000 description 2
238000004364 calculation method Methods 0.000 description 2
239000000969 carrier Substances 0.000 description 2
238000002425 crystallisation Methods 0.000 description 2
230000005712 crystallization Effects 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
239000003937 drug carrier Substances 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
239000012530 fluid Substances 0.000 description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
GUBGYTABKSRVRQ-XLOQQCSPSA-N lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 2
239000000155 melt Substances 0.000 description 2
238000002844 melting Methods 0.000 description 2
238000000034 method Methods 0.000 description 2
238000002156 mixing Methods 0.000 description 2
PMZURENOXWZQFD-UHFFFAOYSA-L na2so4 Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
201000007100 pharyngitis Diseases 0.000 description 2
239000010452 phosphate Substances 0.000 description 2
159000000001 potassium salts Chemical class 0.000 description 2
239000000047 product Substances 0.000 description 2
230000002035 prolonged Effects 0.000 description 2
230000000717 retained Effects 0.000 description 2
KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 2
239000011734 sodium Substances 0.000 description 2
229910052708 sodium Inorganic materials 0.000 description 2
229910052938 sodium sulfate Inorganic materials 0.000 description 2
235000011152 sodium sulphate Nutrition 0.000 description 2
239000006188 syrup Substances 0.000 description 2
235000020357 syrup Nutrition 0.000 description 2
230000001225 therapeutic Effects 0.000 description 2
CWYHZGJSHPPEHY-UOBLTHIJSA-N (3R,5S,6S,7R,8S,9R,12R,13R,14S,15R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-hydroxy-8-[(2R,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-5,7,9,12,13,15-hexamethyl-1,11-dioxaspiro[2.13]hexadecane-10,16-dione;hydrochlorid Chemical compound Cl.O1[C@@H](C)[C@H](O)[C@@H](OC)C[C@@H]1O[C@@H]1[C@@H](C)C(=O)O[C@H](C)[C@H](C)[C@H](O)[C@@H](C)C(=O)[C@@]2(OC2)C[C@H](C)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C CWYHZGJSHPPEHY-UOBLTHIJSA-N 0.000 description 1
BSEYWXDBSOCPQP-UHFFFAOYSA-N 5-hydroxy-2-(4-methoxyphenyl)-7-methylchromen-4-one Chemical compound C1=CC(OC)=CC=C1C1=CC(=O)C2=C(O)C=C(C)C=C2O1 BSEYWXDBSOCPQP-UHFFFAOYSA-N 0.000 description 1
241000338116 Amyda Species 0.000 description 1
210000001124 Body Fluids Anatomy 0.000 description 1
206010048909 Boredom Diseases 0.000 description 1
WQZGKKKJIJFFOK-GASJEMHNSA-N D-Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
206010012735 Diarrhoea Diseases 0.000 description 1
241000194033 Enterococcus Species 0.000 description 1
208000002557 Hidradenitis Diseases 0.000 description 1
GUBGYTABKSRVRQ-UUNJERMWSA-N Lactose Natural products O([C@@H]1[C@H](O)[C@H](O)[C@H](O)O[C@@H]1CO)[C@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@H](CO)O1 GUBGYTABKSRVRQ-UUNJERMWSA-N 0.000 description 1
241000186779 Listeria monocytogenes Species 0.000 description 1
229940115931 Listeria monocytogenes Drugs 0.000 description 1
206010024641 Listeriosis Diseases 0.000 description 1
229940017219 METHYL PROPIONATE Drugs 0.000 description 1
RJUFJBKOKNCXHH-UHFFFAOYSA-N Methyl propionate Chemical compound CCC(=O)OC RJUFJBKOKNCXHH-UHFFFAOYSA-N 0.000 description 1
210000002741 Palatine Tonsil Anatomy 0.000 description 1
QRLCJUNAKLMRGP-ZTWGYATJSA-N Penicillin F Chemical compound S1C(C)(C)[C@H](C(O)=O)N2C(=O)[C@@H](NC(=O)C/C=C/CC)[C@H]21 QRLCJUNAKLMRGP-ZTWGYATJSA-N 0.000 description 1
210000003800 Pharynx Anatomy 0.000 description 1
241001272996 Polyphylla fullo Species 0.000 description 1
MFDFERRIHVXMIY-UHFFFAOYSA-N Procaine Chemical class CCN(CC)CCOC(=O)C1=CC=C(N)C=C1 MFDFERRIHVXMIY-UHFFFAOYSA-N 0.000 description 1
229920002472 Starch Polymers 0.000 description 1
241000194017 Streptococcus Species 0.000 description 1
241000193998 Streptococcus pneumoniae Species 0.000 description 1
241000187747 Streptomyces Species 0.000 description 1
241001467018 Typhis Species 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
239000004480 active ingredient Substances 0.000 description 1
230000000844 anti-bacterial Effects 0.000 description 1
201000001178 bacterial pneumonia Diseases 0.000 description 1
UPABQMWFWCMOFV-UHFFFAOYSA-N benethamine Chemical class C=1C=CC=CC=1CNCCC1=CC=CC=C1 UPABQMWFWCMOFV-UHFFFAOYSA-N 0.000 description 1
239000010839 body fluid Substances 0.000 description 1
CPELXLSAUQHCOX-UHFFFAOYSA-M bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
230000005587 bubbling Effects 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
230000000973 chemotherapeutic Effects 0.000 description 1
239000000470 constituent Substances 0.000 description 1
230000000875 corresponding Effects 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
201000008286 diarrhea Diseases 0.000 description 1
239000003814 drug Substances 0.000 description 1
230000001747 exhibiting Effects 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
238000001914 filtration Methods 0.000 description 1
238000004108 freeze drying Methods 0.000 description 1
239000008103 glucose Substances 0.000 description 1
201000007162 hidradenitis suppurativa Diseases 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
239000008101 lactose Substances 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
-1 methyl isobutil ketone Chemical class 0.000 description 1
230000001264 neutralization Effects 0.000 description 1
150000002960 penicillins Chemical class 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
IYNDLOXRXUOGIU-UHFFFAOYSA-M potassium;3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate Chemical compound [K+].O=C1N2C(C([O-])=O)C(C)(C)SC2C1NC(=O)CC1=CC=CC=C1 IYNDLOXRXUOGIU-UHFFFAOYSA-M 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
XBDQKXXYIPTUBI-UHFFFAOYSA-M propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
239000007787 solid Substances 0.000 description 1
238000000638 solvent extraction Methods 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000008174 sterile solution Substances 0.000 description 1
239000007929 subcutaneous injection Substances 0.000 description 1
230000001629 suppression Effects 0.000 description 1
230000004083 survival Effects 0.000 description 1
239000000725 suspension Substances 0.000 description 1
239000003981 vehicle Substances 0.000 description 1
WQZGKKKJIJFFOK-VFUOTHLCSA-N β-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07G—COMPOUNDS OF UNKNOWN CONSTITUTION
- C07G11/00—Antibiotics

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Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
General Health & Medical Sciences (AREA)
Pharmacology & Pharmacy (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

BE556491D BE556491A (da)

Publications (1)

Publication Number	Publication Date
BE556491A true BE556491A (da)

Family

ID=180246

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
BE556491D BE556491A (da)

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BE (1)	BE556491A (da)

0
- BE BE556491D patent/BE556491A/fr unknown

Publication	Publication Date	Title
FR2742757A1 (fr)	1997-06-27	Nouveaux derives de l'erythromycine, leur procede de preparation et leur application comme medicaments
CH304875A (fr)	1955-01-31	Procédé de préparation d'une nouvelle substance antibiotique.
BE897422A (fr)	1984-01-30	Nouvelle forme d'ester de cefuroxime, procede pour sa preparation et composition pharmaceutique la contenant
FR2495159A1 (fr)	1982-06-04	Complexe antibiotique et ses hemiacetals utiles comme medicaments antibiotiques et antitumoraux et procedes et micro-organisme pour leur preparation
FR2466467A1 (fr)	1981-04-10	Pentahydrate de cephalosporine, son procede de preparation et son application en therapeutique
BE851310A (fr)	1977-08-10	Nouveaux derives de la tetrahydro-equinocandine b
FR2528050A1 (fr)	1983-12-09	Facteurs 1, 2, 3, 4 et 5 isoles purs de la teichomycine a2 utiles notamment comme medicaments antibiotiques et procede pour leur preparation
FR2487358A1 (fr)	1982-01-29	Nouveaux derives de la lincomycine
BE556491A (da)
FR2465742A1 (fr)	1981-03-27	Nouvel antibiotique utile comme agent d'inhibition de l'activite enzymatique de la glucosidase, procede pour sa production et utilisations
FR2794747A1 (fr)	2000-12-15	Nouveaux derives de l'echinocandine, leur procede de preparation et leur application comme anti-fongiques
FR2591600A1 (fr)	1987-06-19	Derives de la glucosylmoranoline et leur preparation
FR2952M (da)	1964-12-24
FR2471984A1 (fr)	1981-06-26	Derives de l'acide aminobenzoique et leur utilisation pour preparer des compositions pharmaceutiques
FR2464960A1 (fr)	1981-03-20	Nouvelle forme non hygroscopique d'une cephalosporine sodique, son procede de preparation et son application en therapeutique
FR2477546A1 (fr)	1981-09-11	Composes carbapenemes et leurs procedes de preparation
FR2521006A1 (fr)	1983-08-12	Nouveau medicament compose utile notamment pour le traitement des maladies infectieuses
BE818335R (fr)	1975-01-31	Composition antibacterienne et procede
BE886301A (fr)	1981-05-21	Nouveaux antibiotiques, leur preparation et leur utilisation
BE875451A (fr)	1979-07-31	Nouveaux medicaments constitues de derives de l'acide p-amino-benzoique
FR2536281A1 (fr)	1984-05-25	Compositions pharmaceutiques permettant de reguler les fonctions phagocytaires
FR2624120A1 (fr)	1989-06-09	Nouveaux sels organogermaniques utiles comme medicaments notamment comme activateurs des osteoblastes
BE830043A (fr)	1975-12-10	Antibiotique a-28086 et procede de production
BE903746A (fr)	1986-03-14	Compose a activite antimicrobienne, sa preparation et formes pharmaceutiques en contenant.
FR2522326A1 (fr)	1983-09-02	Nouveau sel de l'hexamethylenetetramine, son procede de preparation et son application en therapeutique

BE556491A - - Google Patents

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Publications (1)

Family

ID=180246

Family Applications (1)

Country Status (1)

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