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Penicillanic Acid

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Definition: A building block of penicillin, devoid of significant antibacterial activity. (From Merck Index, 11th ed)  do not confuse with PENICILLIC ACID   
Pharmacological Action Anti-Bacterial Agents 		Other names Acid, Penicillanic
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
benzhydryl 6,6-dibromopenicillanate  0   Penicillanic Acid/*analogs & derivatives. Org Lett. 2009 Jun 18;11(12):2515-8
6alpha-(1R-hydroxyoctyl)penicillanic acid  0   Penicillanic Acid/*analogs & derivatives. Org Lett. 2009 Jun 18;11(12):2515-8
6-((R,S)-5-(1,2-dithiolan-3-yl)pentanoyl-amino)penicillanic acid  0   Penicillanic Acid/*analogs & derivatives. Chemphyschem 2007 May 14;8(7):1071-6
6,6-bis(hydroxylmethyl)penicillanate  0   Penicillanic Acid/*analogs & derivatives beta-Lactamases/antagonists & inhibitors. Bioorg Chem 2001 Jun;29(3):140-5
CH 2140  0   *Triazoles Penicillanic Acid/*analogs & derivatives beta-Lactamases/antagonists & inhibitors. Arch Pharm Res 1998 Oct;21(5):527-30
CH 1240  0   *Triazoles Penicillanic Acid/*analogs & derivatives beta-Lactamases/antagonists & inhibitors. Arch Pharm Res 1998 Oct;21(5):527-30
3,3-dimethyl-6-(3-lauroylureido)-7-oxo-4-thia-1-azabicyclo(3,2,0)heptane-2-carboxylic acid  0   Penicillanic Acid/*analogs & derivatives. J Enzyme Inhib 1998 Jun;13(3):195-206
6-chloro-2-chloromethyl-2-methylpenam-3-carboxylic acid 1,1-dioxide  0   Penicillanic Acid/*analogs & derivatives beta-Lactamases/antagonists & inhibitors. J Antimicrob Chemother 1998 Feb;41(2):313-5
Ro 48-1220  0   Penicillanic Acid/*analogs & derivatives beta-Lactamases/antagonists & inhibitors. Antimicrob Agents Chemother 1997 Feb;41(2):475-7
2-(ethoxycarbonyl)-6,6-dihydropenicillanic acid  0   Penicillanic Acid/*analogs & derivatives beta-Lactamases/antagonists & inhibitors. J Antibiot (Tokyo) 1996 Sep;49(9):944-6
2-((4-pyridiniummethyl)-1,2,3-triazol-1-yl)methyl-6,6-dihydropenicillanate 1,1-dioxide  0   *Triazoles Penicillanic Acid/*analogs & derivatives beta-Lactamases/antagonists & inhibitors. J Antibiot (Tokyo) 1995 Nov;48(11):1320-9
6-(biotinyl-N-epsilon-aminocaproyl-N-cystamine-N'-glutaryl)aminopenicillanic acid  0   Biotin/*analogs & derivatives Penicillanic Acid/*analogs & derivatives beta-Lactamases/antagonists & inhibitors Cross-Linking Reagents. Bioorg Med Chem 1995 Jul;3(7):907-15
6-((biotinyl-N-epsilon-aminocaproyl-N-cystamine-N'-carbonyl)methylsulfonyl)aminopenicillanic acid S,S-dioxide  0   Biotin/*analogs & derivatives Penicillanic Acid/*analogs & derivatives beta-Lactamases/antagonists & inhibitors Cross-Linking Reagents. Bioorg Med Chem 1995 Jul;3(7):907-15
6-((carboxy)methylsulfonamido)penicillanic acid sulfone  0   *Sulfonamides Penicillanic Acid/*analogs & derivatives beta-Lactamases/antagonists & inhibitors. J Antibiot (Tokyo) 1994 Sep;47(9):1041-52
6-((anilinocarbonyl)methylsulfonamido)penicillanic acid sulfone  0   *Sulfonamides Penicillanic Acid/*analogs & derivatives beta-Lactamases/antagonists & inhibitors. J Antibiot (Tokyo) 1994 Sep;47(9):1041-51
6-((4-nitrobenzyloxycarbonyl)methylsulfonamido)penicillanic acid sulfone  0   *Sulfonamides Penicillanic Acid/*analogs & derivatives beta-Lactamases/antagonists & inhibitors. J Antibiot (Tokyo) 1994 Sep;47(9):1041-52
6-(1-(1-(2--(2-phenyl-1,3,4-thiadiazol-5-yl)sulfonylethyl)-1,2,3-triazol-4-yl)methylene)penicillanic acid  0   *Thiadiazoles Penicillanic Acid/*analogs & derivatives beta-Lactamases/antagonists & inhibitors. J Antibiot (Tokyo) 1994 Sep;47(9):1030-40
6-(1-(1-(2-(2-phenyl-1,3,4-thiadiazol-5-yl)thioethyl)-1,2,3-triazol-4-yl)methylene)penicillanic acid  0   *Thiadiazoles Penicillanic Acid/*analogs & derivatives beta-Lactamases/antagonists & inhibitors. J Antibiot (Tokyo) 1994 Sep;47(9):1030-40
piperacillin-tazobactam combination product  157044-21-8   Penicillanic Acid/analogs & derivatives Piperacillin beta-Lactamases/antagonists & inhibitors.
Pharma Action Anti-Bacterial Agents 		Med Lett Drugs Ther 1994 Jan 21;36(914):7-9ZOSYN IN PLASTIC CONTAINER; PIPERACILLIN AND TAZOBACTAM; ZOSYN
methylene-6-(3-formylallylidene)penicillanate pivalate  142449-95-4   Penicillanic Acid/*analogs & derivatives beta-Lactamases/antagonists & inhibitors. J Antibiot (Tokyo) 1992 Apr;45(4):587-8
6-bromopenicillanic acid S-sulfoxide  79703-02-9   Penicillanic Acid/*analogs & derivatives. Antibiotic Khimoter 1990;35(8):12
6-chloropenicillanic acid S-sulfoxide  97729-66-3   Penicillanic Acid/*analogs & derivatives. Antibiotic Khimoter 1990;35(8):12
2-(2'-carboxyphenyl)benzoyl-6-aminopenicillanic acid  14796-35-1   Penicillanic Acid/*analogs & derivatives. J Antimicrob Chemother 1990;25(1):73
6-(2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido)penicillinate  115570-69-9   Penicillanic Acid/analogs & derivatives. J Antibiot (Tokyo) 1989;42(4):637
AO 1100  81819-61-6   Penicillanic Acid/analogs & derivatives. Yakugaku Zasshi 1987;107(10):814
BL-P 2090  107740-90-9   Penicillanic Acid/*analogs & derivatives beta-Lactamases/antagonists & inhibitors. J Antimicrob Chemother 1987;19(1):59
VD 2085  77442-45-6 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, (2S-(2alpha,5alpha,6beta(S*)))-, mono(2S-(2alpha,5alpha,6beta))-6-bromo-3,3-dimethyl-7-oxo-4-thia  Penicillanic Acid/analogs & derivatives Pivampicillin beta-Lactamases/antagonists & inhibitors. J Antimicrob Chemother 1985;16(6):808
6-(methyoxymethylene)penicillanic acid  93040-42-7   Penicillanic Acid/*analogs & derivatives beta-Lactamases/antagonists & inhibitors. Biochemistry 1984;23(24):5839
6-(1-hydroxy)benzylpenicillanic acid S,S-dioxide  78494-75-4   Penicillanic Acid/*analogs & derivatives beta-Lactamases/antagonists & inhibitors. Biochem J 1985;225(2):435
6-(4-hydroxy-3,5-diiodobenzamido)penicilloic acid  94887-73-7 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((4-hydroxy-3,5-diiodobenzoyl)amino)-3,3-dimethyl-7-oxo-, (2S-(2alpha,5alpha,6beta))  Penicillanic Acid/*analogs & derivatives. Biochem J 1985;225(1):167
tazobactam  93528-38-2   Penicillanic Acid/*analogs & derivatives Anti-Bacterial Agents beta-Lactamases/antagonists & inhibitors.
Pharma Action Enzyme Inhibitors 		Antimicrob Agents Chemother 1984;26(4):580
bovine gamma globulin-penicilloyl  0   *gamma-Globulins *Benzeneacetamides Penicillanic Acid/*analogs & derivatives. Immunol Commun 1984;13(1):29
6-sulfoaminopenicillanic acid  83670-99-9   Penicillanic Acid/*analogs & derivatives beta-Lactamases/antagonists & inhibitors. J Antibiot (Tokyo) 1983;36(12):1774
6-acetylmethylenepenicillanic acid  83151-26-2   Penicillanic Acid/*analogs & derivatives beta-Lactamases/antagonists & inhibitors. J Antibiot (Tokyo) 1982;35(11):1578
amidine penicillin HX  64772-29-8   Penicillanic Acid/*analogs & derivatives. Med Dosw Mikrobiol 1981;33(3-4):219
penicilloyl-dextran  0   *Dextrans *Benzeneacetamides Penicillanic Acid/*analogs & derivatives. Physiologie 1981;18(4):241
BL-P 2013  79634-05-2 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3-(chloromethyl)-3-methyl-7-oxo-, 4,4-dioxide, potassium salt, (2S-(2alpha,3beta,5alpha))  Penicillanic Acid/*analogs & derivatives beta-Lactamases/antagonists & inhibitors. J Med Chem 1981;24(12):1531
6-iodopenicillanic acid  74772-32-0 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-iodo-3,3-dimethyl-7-oxo-, (2S-(2alpha,5alpha,6beta))  Penicillanic Acid/*analogs & derivatives beta-Lactamases/antagonists & inhibitors.
Pharma Action Enzyme Inhibitors 		J Antimicrob Ther 1981;7(5):531
BL-P 1908  65742-38-3 BL-P 1908  Penicillanic Acid/*analogs & derivatives. J Antibiot (Tokyo) 1979;32(5):468
6-bromopenicillanic acid  26631-90-3   Penicillanic Acid/*analogs & derivatives beta-Lactamases/antagonists & inhibitors. Proc Nat Acad Sci USA 75(9):4145;1978
BLP 1654  28889-87-4 (2S-(2 alpha,5 alpha,6 beta(S*)))-6-((((((aminoiminomethyl)amino)carbonyl)amino)phenylacetyl)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid  Penicillanic Acid/*analogs & derivatives. Antimicrob Agents Chemother 10(2):241;1976; Antimicrob Agents Chemother 11(2):44;1977; Antimicrob Agents Chemother 6(6):729;1974; Antimicrob Agents Chemother 7(2):215;1975; Antimicrob Agents Chemother 7(3):336;1975; Antimicrob Agents Chemother 9(2):334;1976; Antimicrob Agents Chemother 9(4):668;1976
penicilloic acid  11039-68-2   Penicillanic Acid/*analogs & derivatives. Antimicrob Agents Chemother 3(4):463;1973; Chemotherapy 22(2):88;1976; J Antibiot (Tokyo) 28(9):674;1975; J Pharm Pharmacol 30(12):811;1978; J Pharm Sci 66(4):533;1977; J Pharm Sci 67(9):1197;1978
aminopenicillanic acid  551-16-6 6-aminopenicillamine acid  Penicillanic Acid/*analogs & derivatives. Acta Pol Pharm 32(6):709;1975; Anal Biochem 86:118;1978; Anal Chim Acta 86(1):87;1976; Antibiotoki 1979;24(12):895; Antimicrob Ag Chemother 11(3):541;1977; Antimicrob Agents Chemother 1979;16(6):849; J Pharm Sci 66(12):1769;1977
penicilloyl polylysine  53608-77-8   *Benzeneacetamides Penicillanic Acid/*analogs & derivatives Polylysine/*analogs & derivatives.
benzyl-6-oxopenicillanate  39126-59-5   Penicillanic Acid/*analogs & derivatives. J Am Chem Soc 94(23):8253;1972

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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012
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