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Penicillanic Acid
A building block of penicillin, devoid of significant antibacterial activity. (From Merck Index, 11th ed)
Also Known As:
Acid, Penicillanic; 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-, (2S-cis)-
Networked:
22
relevant articles (
2
outcomes,
3
trials/studies)
Relationship Network
Bio-Agent Context: Research Results
Organic Chemicals: 133
Amides: 2428
Lactams: 2198
beta-Lactams: 2386
Penicillins: 16651
Penicillanic Acid: 22
6-chloropenicillanic acid S-sulfoxide: 266
Tazobactam: 241
penicilloyl polylysine: 37
penicilloic acid: 12
aminopenicillanic acid: 3
BLP 1654: 3
penicilloyl-dextran: 2
6-acetylmethylenepenicillanic acid: 1
amidine penicillin HX: 1
CH 1240: 1
CH 2140: 1
2-((4-pyridiniummethyl)-1,2,3-triazol-1-yl)methyl-6,6-dihydropenicillanate 1,1-dioxide
2-(2'-carboxyphenyl)benzoyl-6-aminopenicillanic acid
2-(ethoxycarbonyl)-6,6-dihydropenicillanic acid
3,3-dimethyl-6-(3-lauroylureido)-7-oxo-4-thia-1-azabicyclo(3,2,0)heptane-2-carboxylic acid
6,6-bis(hydroxylmethyl)penicillanate
6-((4-nitrobenzyloxycarbonyl)methylsulfonamido)penicillanic acid sulfone
6-((anilinocarbonyl)methylsulfonamido)penicillanic acid sulfone
6-((biotinyl-N-epsilon-aminocaproyl-N-cystamine-N'-carbonyl)methylsulfonyl)aminopenicillanic acid S,S-dioxide
6-((carboxy)methylsulfonamido)penicillanic acid sulfone
6-((R,S)-5-(1,2-dithiolan-3-yl)pentanoyl-amino)penicillanic acid
6-(1-(1-(2-(2-phenyl-1,3,4-thiadiazol-5-yl)thioethyl)-1,2,3-triazol-4-yl)methylene)penicillanic acid
6-(1-(1-(2--(2-phenyl-1,3,4-thiadiazol-5-yl)sulfonylethyl)-1,2,3-triazol-4-yl)methylene)penicillanic acid
6-(1-hydroxy)benzylpenicillanic acid S,S-dioxide
6-(2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido)penicillinate
6-(4-hydroxy-3,5-diiodobenzamido)penicilloic acid
6-(biotinyl-N-epsilon-aminocaproyl-N-cystamine-N'-glutaryl)aminopenicillanic acid
6-(methyoxymethylene)penicillanic acid
6-bromopenicillanic acid S-sulfoxide
6-chloro-2-chloromethyl-2-methylpenam-3-carboxylic acid 1,1-dioxide
6-iodopenicillanic acid
6-sulfoaminopenicillanic acid
6alpha-(1R-hydroxyoctyl)penicillanic acid
AO 1100
benzhydryl 6,6-dibromopenicillanate
benzyl-6-oxopenicillanate
BL-P 1908
BL-P 2013
BL-P 2090
bovine gamma globulin-penicilloyl
brobactam
methylene-6-(3-formylallylidene)penicillanate pivalate
Ro 48-1220
SA2-13 compound
VD 2085
Sulfur Compounds: 278
beta-Lactams: 2386
Penicillins: 16651
Penicillanic Acid: 22
6-chloropenicillanic acid S-sulfoxide: 266
Tazobactam: 241
penicilloyl polylysine: 37
penicilloic acid: 12
aminopenicillanic acid: 3
BLP 1654: 3
penicilloyl-dextran: 2
6-acetylmethylenepenicillanic acid: 1
amidine penicillin HX: 1
CH 1240: 1
CH 2140: 1
2-((4-pyridiniummethyl)-1,2,3-triazol-1-yl)methyl-6,6-dihydropenicillanate 1,1-dioxide
2-(2'-carboxyphenyl)benzoyl-6-aminopenicillanic acid
2-(ethoxycarbonyl)-6,6-dihydropenicillanic acid
3,3-dimethyl-6-(3-lauroylureido)-7-oxo-4-thia-1-azabicyclo(3,2,0)heptane-2-carboxylic acid
6,6-bis(hydroxylmethyl)penicillanate
6-((4-nitrobenzyloxycarbonyl)methylsulfonamido)penicillanic acid sulfone
6-((anilinocarbonyl)methylsulfonamido)penicillanic acid sulfone
6-((biotinyl-N-epsilon-aminocaproyl-N-cystamine-N'-carbonyl)methylsulfonyl)aminopenicillanic acid S,S-dioxide
6-((carboxy)methylsulfonamido)penicillanic acid sulfone
6-((R,S)-5-(1,2-dithiolan-3-yl)pentanoyl-amino)penicillanic acid
6-(1-(1-(2-(2-phenyl-1,3,4-thiadiazol-5-yl)thioethyl)-1,2,3-triazol-4-yl)methylene)penicillanic acid
6-(1-(1-(2--(2-phenyl-1,3,4-thiadiazol-5-yl)sulfonylethyl)-1,2,3-triazol-4-yl)methylene)penicillanic acid
6-(1-hydroxy)benzylpenicillanic acid S,S-dioxide
6-(2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido)penicillinate
6-(4-hydroxy-3,5-diiodobenzamido)penicilloic acid
6-(biotinyl-N-epsilon-aminocaproyl-N-cystamine-N'-glutaryl)aminopenicillanic acid
6-(methyoxymethylene)penicillanic acid
6-bromopenicillanic acid S-sulfoxide
6-chloro-2-chloromethyl-2-methylpenam-3-carboxylic acid 1,1-dioxide
6-iodopenicillanic acid
6-sulfoaminopenicillanic acid
6alpha-(1R-hydroxyoctyl)penicillanic acid
AO 1100
benzhydryl 6,6-dibromopenicillanate
benzyl-6-oxopenicillanate
BL-P 1908
BL-P 2013
BL-P 2090
bovine gamma globulin-penicilloyl
brobactam
methylene-6-(3-formylallylidene)penicillanate pivalate
Ro 48-1220
SA2-13 compound
VD 2085
Heterocyclic Compounds: 198
Fused-Ring Heterocyclic Compounds
2-Ring Heterocyclic Compounds
beta-Lactams: 2386
Penicillins: 16651
Penicillanic Acid: 22
6-chloropenicillanic acid S-sulfoxide: 266
Tazobactam: 241
penicilloyl polylysine: 37
penicilloic acid: 12
aminopenicillanic acid: 3
BLP 1654: 3
penicilloyl-dextran: 2
6-acetylmethylenepenicillanic acid: 1
amidine penicillin HX: 1
CH 1240: 1
CH 2140: 1
2-((4-pyridiniummethyl)-1,2,3-triazol-1-yl)methyl-6,6-dihydropenicillanate 1,1-dioxide
2-(2'-carboxyphenyl)benzoyl-6-aminopenicillanic acid
2-(ethoxycarbonyl)-6,6-dihydropenicillanic acid
3,3-dimethyl-6-(3-lauroylureido)-7-oxo-4-thia-1-azabicyclo(3,2,0)heptane-2-carboxylic acid
6,6-bis(hydroxylmethyl)penicillanate
6-((4-nitrobenzyloxycarbonyl)methylsulfonamido)penicillanic acid sulfone
6-((anilinocarbonyl)methylsulfonamido)penicillanic acid sulfone
6-((biotinyl-N-epsilon-aminocaproyl-N-cystamine-N'-carbonyl)methylsulfonyl)aminopenicillanic acid S,S-dioxide
6-((carboxy)methylsulfonamido)penicillanic acid sulfone
6-((R,S)-5-(1,2-dithiolan-3-yl)pentanoyl-amino)penicillanic acid
6-(1-(1-(2-(2-phenyl-1,3,4-thiadiazol-5-yl)thioethyl)-1,2,3-triazol-4-yl)methylene)penicillanic acid
6-(1-(1-(2--(2-phenyl-1,3,4-thiadiazol-5-yl)sulfonylethyl)-1,2,3-triazol-4-yl)methylene)penicillanic acid
6-(1-hydroxy)benzylpenicillanic acid S,S-dioxide
6-(2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido)penicillinate
6-(4-hydroxy-3,5-diiodobenzamido)penicilloic acid
6-(biotinyl-N-epsilon-aminocaproyl-N-cystamine-N'-glutaryl)aminopenicillanic acid
6-(methyoxymethylene)penicillanic acid
6-bromopenicillanic acid S-sulfoxide
6-chloro-2-chloromethyl-2-methylpenam-3-carboxylic acid 1,1-dioxide
6-iodopenicillanic acid
6-sulfoaminopenicillanic acid
6alpha-(1R-hydroxyoctyl)penicillanic acid
AO 1100
benzhydryl 6,6-dibromopenicillanate
benzyl-6-oxopenicillanate
BL-P 1908
BL-P 2013
BL-P 2090
bovine gamma globulin-penicilloyl
brobactam
methylene-6-(3-formylallylidene)penicillanate pivalate
Ro 48-1220
SA2-13 compound
VD 2085
Related Diseases
1.
Infections
06/01/1976 - "
Pirbenicillin {6-[d-2-phenyl-2(N-4-pyridylformimidoylaminoacetamido) -acetamido]-penicillanic acid} showed broad-spectrum antibacterial activity in vitro and also in the treatment of experimental infections after parenteral administration to mice.
"
01/01/1982 - "
In a second study 6-beta-(hexahydro-1H-azepin-1-yl)-methylenamino penicillanic acid (mecillinam) (n = 16) or ampicillin (n = 14) were applied i.v. to 30 patients with pretreated urinary infections.
"
01/01/1979 - "
In a clinical trial including 701 patients 6-((R)-2-[3-methylsulfonyl-2-oxo-imidazolidine-1-carboxamido]-2-phenyl-acetamido)-penicillanic acid sodium salt (mezlocillin, Baypen) proved effective in the treatment of severe infections.
"
2.
Peritonitis
01/01/1979 - "
20 patients, 10 of them suffering from a putrid peritonitis, showed a good efficacy of Optocillin (Bay 1-1330), a combination of 6-((R)-2-[3-methylsulfonyl-2-oxo-imidazolidine-1-carboxamido]-2-phenyl-acetamido)-penicillanic acid sodium salt (mezlocillin, Baypen) and 5-methyl-3-phenyl-4-isoxazolylpenicillin (oxacillin, Stapenor), in 85%.
"
3.
Body Weight (Weight, Body)
01/01/1979 - "
This pharmacokinetic study involved school children who were treated with 6-[(R)-2-(2-oxo-imidazolidine-1-carboxamido)-2-phenyl-acetamido]-penicillanic acid sodium walt (azlocillin, Securopen) at doses of 50 mg/kg bodyweight or 75 mg/kg body weight i.v. Kinetics of the first order were found for the concentrations measured at the same time, being proportionate to the administered dose, while there was no dose dependence for the relative distribution volume.
"
01/01/1979 - "
In 13 newborns and 12 prematures the pharmacokinetic parameters of 6-[(R)-2-(2-oxo-imidazolidine-1-carboxamido)-2-phenyl-acetamido]-penicillanic acid sodium salt (azlocillin, Securopen), were investigated after a single i.v. load of 50 mg/kg body weight.
"
01/01/1979 - "
6-E1(R)-2-(oxo-imidazolidine-1-carboxamido)-2-phenyl-acetamido]-penicillanic acid sodium salt (azlocillin, Securopen) was given in doses of 100 and 200 mg/kg body weight to children with cystic fibrosis.
"
4.
Pseudomonas Infections
06/01/1970 - "
Preliminary studies of 6-(D-alpha-sulfoaminophenylacetamido) penicillanic acid (BL-P1462) in the treatment of Pseudomonas infections.
"
02/01/1986 - "
In this series, 6-[(R)-2-[3-(3,4-dihydroxybenzoyl)-3-(3-hydroxypropyl)-1-ureido] -2-phenylacetamido]penicillanic acid (1b, AO-1100) showed the most potent protective effect on mice in experimental Pseudomonas aeruginosa infections, although it did not have the strongest in vitro activity among the penicillins we synthesized.
"
5.
Urinary Tract Infections (Urinary Tract Infection)
07/07/1980 - "
[Clinical evaluation of a derivative of 6-beta-amidino penicillanic acid (preparation HX) in urinary tract infections].
"
01/01/1979 - "
20 patients, aged 18-84 years, with complicated urinary tract infections admitted to hospital were treated with 6-[(R)-2-(2-oxo-imidazolidine-1-carboxamido)-2-phenyl-acetamido]-penicillanic acid sodium salt (azlocillin, Securopen) for 5 to 10 days.
"
Related Drugs and Biologics
1.
Imidazolidines
2.
Sodium
3.
Salts
4.
Mezlocillin (Mezlin)
5.
Oxacillin (Prostaphlin)
6.
optocillin
7.
Azlocillin (Azlin)
8.
Ampicillin (Omnipen)
9.
Amdinocillin (Mecillinam)
10.
Penicillins (Penicillin)