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Penicillins

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Definition: A group of antibiotics that contain 6-aminopenicillanic acid with a side chain attached to the 6-amino group. The penicillin nucleus is the chief structural requirement for biological activity. The side-chain structure determines many of the antibacterial and pharmacological characteristics. (Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed, p1065)  check text for a specific if possible   
Examples Amdinocillin; Cyclacillin; Methicillin; Nafcillin; Oxacillin; Penicillanic Acid; Penicillin G; Penicillin V; Sulbactam; Ticarcillin 		Other names Antibiotics, Penicillin; Penicillin Antibiotics; PenicillinDrugs* : PENICILLIN
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
LN 1-255  0   *Cyclic S-Oxides *Penicillins beta-Lactamases/antagonists & inhibitors. J Biol Chem 2009 Jan 9;284(2):945-53
phenoxymethylpenilloic acid  0   Penicillins. Electrophoresis 2002 Feb;23(3):414-20
6-methylpenicillin N  0   *Penicillins. Bioorg Med Chem Lett 2001 Sep 17;11(18):2511-4
MEN 11505  0   *Penicillins. J Antibiot (Tokyo) 2000 Oct;53(10):1086-95
BOCILLIN FL  0   *Boron Compounds *Penicillins. Antimicrob Agents Chemther 1999 May;43(5):1124-8
feneticillin  0   *Penicillins. J Rheumatol 1998 Jun;25(6):1126-30
MEND  0   *Meperidine *Penicillins. East Afr Med J 1997 Aug;74(8):495-8
hetacillin  3511-16-8   *Penicillins. VERSAPEN; VERSAPEN-K
2-((4-hydroxy-1-prolinamido)methyl)-6-(1-hydroxyethyl)penem-3-carboxylic acid  0   *Hydroxyproline *Penicillins. J Med Chem 1995 Oct 13;38(21):4244-56
2-((1-prolinamido)methyl)-6-(1-hydroxyethyl)penem-3-carboxylic acid  0   *Penicillins Proline/*analogs & derivatives. J Med Chem 1995 Oct 13;38(21):4244-56
2-((N-(2-acetamido)-N-methylamino)methyl)-6-(1-hydroxyethyl)penem-3-carboxylic acid  0   *Penicillins. J Med Chem 1995 Oct 13;38(21):4244-56
BRL 56173  136657-73-3   *Penicillins *Triazoles. J Antibiot (Tokyo) 1993 Feb;46(2):362-5
XML 4  145497-70-7   *Penicillins. J Antibiot (Tokyo) 1993 Jan;46(1):141-8
XML 2  148091-75-2   *Penicillins. J Antibiot (Tokyo) 1993 Jan;46(1):141-8
XPL 1  145497-71-8   *Penicillins. J Antibiot (Tokyo) 1993 Jan;46(1):141-8
XML 1  145497-68-3   *Penicillins. J Antibiot (Tokyo) 1993 Jan;141-8
3-furylmethylpenicillin  35987-91-8   *Penicillins. FEMS Microbiol Lett 1991 Sep 15;67(1):1-6
3-chloro-3',3'-dimethyl-7'-oxo-3-((phenylamino)carbonyl)spiro(oxirane-2,6'-(4)thia(1)azabicyclo(3.2.)heptane)-2'-carboxylic acid  115937-29-6   *Penicillins beta-Lactamases/antagonists & inhibitors. Biochem J 1991;276(Pt 3):801
octenoylpenicillin  137593-45-4   *Penicillins. J Antibiot (Tokyo 1990;43(12):1559
penicillin F  118-53-6   *Penicillins. J Antibiot (Tokyo) 1990;43(12):1559
penicillin K  525-97-3   *Penicillins. J Antibiot (Tokyo) 1990;43(6):684
N-pyrrolylpenicillin  117516-80-0   *Penicillins. Res Vet Sci 1988;45(1):132
6-(2-(3-(5-chloro-3,4-dihydroxybenzoyl)-3-(3-hydroxypropyl)-1-ureido)-2-phenylacetamido)penicillanic acid  88852-54-4   *Penicillins. J Antibiot (Tokyo) 1987;40(1):22
6-(2-(3-(2-chloro-3,4-dihydroxybenzoyl)-3-(3-hydroxypropyl)-1-ureido)-2-phenylacetamido)penicillanic acid  92773-65-4   *Penicillins. J Antibiot (Tokyo) 1987;40(1):22
6-(2-(3-(2,5-dichloro-3,4-dihydroxybenzoyl)-3-(3-hydroxypropyl)-1-ureido)-2-phenylacetamido)penicillanic acid  92773-66-5   *Penicillins. J Antibiot (Tokyo) 1987;40(1):22
Reboul cocktail  117706-64-6   *Lidocaine *Penicillins *Tetracyclines *Tolazoline Drug Combinations. J Mal Vasc 1986;11(4):388
2-(3'-(4-phenylphenylcarbonyl)-3'-methyl-1'-ureido)-2-(3,4-dihydroxyphenyl)acetamidopenicillanate  106135-38-0   *Penicillins. J Antibiot (Tokyo) 1986;39(10):1502
BRL 20330  105369-94-6 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-methoxy-3,3-dimethyl-6-((3-(2-methylphenoxy)-1,3-dioxo-2-(3-thienyl)propyl)amino)-7-oxo-, monosodium salt, (2S-(2alpha,5alpha,6alpha,6(S*)))  *Penicillins. J Antimicrob Chemother 1986;18(3):399
VX-VC 43  82509-57-7 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((((((2-((4-(aminosulfonyl)phenyl)amino)-1,4-dihydro-4-oxo-5-pyrimidinyl)amino)carbonyl)amino)(4-hydroxyphenyl)acetyl)amino)-3,3-dimethyl-7-oxo-, monosodium salt, (2S-(2alpha,5alpha,6beta(S*)))  *Penicillins. Arzneimittelforsch 1985;35(1A):351
foramidocillin  94425-13-5 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((3,4-dihydroxyphenyl)(((4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl)amino)acetyl)amino)-6-(formylamino)-3,3-dimethyl-7-oxo-, monosodium salt, (2S-(2alpha,5alpha,6beta(S*)))  *Penicillins. Antimicrob Agents Chemother 1984;26(5):734
isopenicillin N synthetase  EC 1.21.3.1 Synthetase, isopenicillin N  *Oxidoreductases Penicillins. Can J Microbiol 1983;29(5):488
N-acetylisopenicillin  84713-89-3 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((5-(acetylamino)-5-carboxy-1-oxopentyl)amino)-3,3-dimethyl-7-oxo-, disodium salt, (2S-(2alpha,5alpha,6beta(R*)))  *Penicillins. J Antibiot (Tokyo) 1982;35(12):1646
quinacillin sulfone  76788-82-4   *Penicillins. Biochem J 1981;199(1):129
temocillin  61545-06-0   *Penicillins.
Pharma Action Anti-Bacterial Agents 		Antimicrob Agents Chemother 1981;20(1):38
bencylina-1  77372-70-4 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((3-(diphenylmethyl)-5-methyl-4-isoxazolyl)carbonyl)amino)-3,3-dimethyl-7-oxo-, monosodium salt, (2S-(2alpha,5alpha,6beta))  *Penicillins. Ann Univ Mariae Curie Sklodowska (Med) 1979;34:231
kloxil  77904-42-8 Kloxil  Penicillins. Minerva Stomatol 1980;28(3):201
cobetalactamines  0   Penicillins. Minerva Stomatol 1980;28(3):201
CI 867  69402-03-5 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((((6-(4-((bis(2-hydroxyethyl)amino)sulfonyl)phenyl)-1,2-dihydro-2-oxo-3-pyridinyl)carbonyl)amino)(4-hydroxyphenyl)acetyl)amino)-3,3-dimethyl-7-oxo-, monosodium salt, (2S-(2alpha,5alpha,6beta(S*)))  *Penicillins. J Antibiot (Tokyo) 32(6):621;1979
furbenicillin  54661-82-4   *Penicillins. Chin Med J (Eng) 92(3):185;1979
sarpicillin  40966-79-8 (2S-(2 alpha,5 alpha,6 beta(S*)))-6-(2,2-dimethyl-5-oxo-4-phenyl-1-imidazolidinyl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, methoxymethyl ester  *Penicillins. Am J Vet Res 38(7):1007;1977; Clin Pharmacol Ther 20(6):727;1976
RIT 2214  56448-19-2 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((((2-amino-2-carboxyethyl)thio)acetyl)amino)-3,3-dimethyl-7-oxo-, (2S-(2 alpha,5 alpha,6 beta(R*)))  *Penicillins. J Antibiot (Tokyo) 29(12):1258;1976
3-(5-tetrazolyl)penam  57089-17-5   *Penicillins. Antimicrob Agents Chemother 10(1):132;1976
versaclox  37368-26-6 6-((3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolyl)carbonyl)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabi cyclo(3.2.0)heptane-2-carboxylic acid, mixt. with 6-(2,2-dimethyl-5-oxo-4-phenyl-1-imidazolidinyl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0) heptane-2  Dicloxacillin Penicillins. Pol Arch Med Wewn 55(4):383;1976
pirbenicillin  63975-62-2   *Penicillins. Antimicrob Agents Chemother 10(3):491;1976; Antimicrob Agents Chemother 11(3):44;1977; Antimicrob Agents Chemother 9(4):668;1976; Antimicrob Agents Chemother 9(6):975;1976; J Antimicrobiol Chemother 3(2):175;1977
alpha-ethyl alpha-aminopropylpenicillin  76741-90-7 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((2-amino-2-ethyl-1-oxobutyl)amino)-3,3-dimethyl-7-oxo-, (2S-(2alpha,5alpha,6beta))  *Penicillins. Med Dosw Mikrobiol 28(1):13;1976
quinacillin  1596-63-0 3-carboxy-2-quinoxalinylpenicillanic acid  *Penicillins. Biochem Biophys Res Commun 82(3):951;1978; Biochem J 149(2):397;1975; Rev Med Chir Soc Med Nat Iasi 81(1):99;1977
penicillin N  525-94-0   *Penicillins. Antimicrob Ag Chemother 4(5):542;1973; Biochem J 184(2):421;1979
2,2-dimethyl-6 beta-phenylacetamidopenam-3 alpha-ol S-oxide  41536-84-9 Benzeneacetamide, N-(2-hydroxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-6-yl)-, S-oxide, (2S-(2alpha,4beta,5alpha,6beta))  *Penicillins *Benzeneacetamides. J Chem Soc Perkin I 6:599;1973
prazocillin  15949-72-1   *Penicillins. Acta Microbiol Acad Sci Hung 21(3-4):359;1974; Acta Paediatr Acad Sci Hung 12(2):167;1971
phenylthiodiphenylpenicillin  38964-63-5   *Penicillins. Can J Physiol Pharmacol 50(10):986;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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