CAS 983-85-7

Penamecillina

Descrizione:

Penamecillina è un antibiotico semisintetico appartenente alla classe delle penicilline, utilizzato principalmente per le sue proprietà antibatteriche. È caratterizzato dalla sua capacità di inibire la sintesi della parete cellulare batterica, un meccanismo cruciale per combattere le infezioni batteriche. Penamecillina è efficace contro una gamma di batteri Gram-positivi e alcuni organismi Gram-negativi, rendendolo prezioso nel trattamento di varie infezioni. Il composto presenta un anello beta-lattamico, un motivo strutturale comune nelle penicilline, essenziale per la sua attività antimicrobica. La sua struttura chimica include un anello di tiazolidina e una catena laterale che contribuisce al suo spettro di attività e alle proprietà farmacocinetiche. Penamecillina è tipicamente somministrato per iniezione, poiché non viene ben assorbito se assunto per via orale. Come con altri antibiotici, è importante usare Penamecillina con giudizio per prevenire lo sviluppo di resistenza agli antibiotici. Gli effetti collaterali potenziali possono includere reazioni allergiche, disturbi gastrointestinali e interazioni con altri farmaci. In generale, Penamecillina rappresenta uno strumento importante nell'arsenale contro le infezioni batteriche.

Formula: C₁₉H₂₂N₂O₆S

InChI: InChI=1S/C19H22N2O6S/c1-11(22)26-10-27-18(25)15-19(2,3)28-17-14(16(24)21(15)17)20-13(23)9-12-7-5-4-6-8-12/h4-8,14-15,17H,9-10H2,1-3H3,(H,20,23)/t14-,15+,17-/m1/s1

InChI key: InChIKey=NLOOMWLTUVBWAW-HLLBOEOZSA-N

SMILES: C(OCOC(C)=O)(=O)[C@@H]1N2[C@@]([C@H](NC(CC3=CC=CC=C3)=O)C2=O)(SC1(C)C)[H]

Sinonimi:

• (Acetyloxy)Methyl 3,3-Dimethyl-7-Oxo-6-[(Phenylacetyl)Amino]-4-Thia-1-Azabicyclo[3.2.0]Heptane-2-Carboxylate
• (acetyloxy)methyl (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
• 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-(2S-(2alpha,5alpha,6beta))-, (acetyloxy)methyl ester
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-, hydroxymethyl ester acetate (ester)
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]- (2S,5R,6R)-, (acetyloxy)methyl ester
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]- (2S,5R,6R)-, (acetyloxy)methyl ester
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]- [2S-(2α,5α,6β)]-, (acetyloxy)methyl ester
• Acetoxymethyl benzylpenicillanate
• Acetoxymethyl benzylpenicillinate
• Benzylpenicillin acetoxymethyl ester
• Havapen
• Hydroxymethyl (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate, acetate (ester)
• Methanediol, acetate 3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
• Penamecilina
• Penamecilina [INN-Spanish]
• Penamecillin [USAN:INN:BAN]
• Penamecillina
• Penamecillina [DCIT]
• Penamecilline
• Penamecilline [INN-French]
• Penamecillinum
• Penamecillinum [INN-Latin]
• Penicillin G hydromethyl ester acetate
• Penicillin G, hydroxymethyl ester, acetate
• Wy 20,788

Penamecillin

Prodotto controllato

CAS: 983-85-7

Applications Penamecillin is an ambulatory antibiotic used in the treatment of community-acquired pneumonia in adults. An antimicrobial agent also used in pharmacokinetics.
References Matuz, M., et al.: Basic Clin. Pharmacol. Toxicol., 117, 330 (2015), Chen, Z., et al.: Zhongguo Yiyuan Yaoxue Zazhi, 27, 220 (2007), Kovacs, I., et al.: Acta Pharmaceutica , 48, 54 (1978), Modr, Z., et al.: Farmakoterapeuticke Zpravy, 25, 199 (1979)

Formula: C₁₉H₂₂N₂O₆S

Colore e forma: Neat

Peso molecolare: 406.453

Ref: TR-P220230

Penamecillin

CAS: 983-85-7

Penamecillin is a broad-spectrum antibiotic, classified as a penicillin derivative. It is a biosynthetic product originating from the modification of naturally occurring penicillin, designed to enhance activity and bioavailability. The mode of action of Penamecillin involves the inhibition of bacterial cell wall synthesis. It effectively targets the penicillin-binding proteins (PBPs) within bacteria, leading to the interruption of peptidoglycan cross-linking, which is essential for bacterial cell wall structural integrity. This ultimately results in the bactericidal effect against susceptible bacterial strains.

Formula: C₁₉H₂₂N₂O₆S

Purezza: Min. 95%

Peso molecolare: 406.5 g/mol

Ref: 3D-AAA98385

Penamecillin

CAS: 983-85-7

Penamecillin (Wy 20788) is an orally active antibacterial agent.

Formula: C₁₉H₂₂N₂O₆S

Colore e forma: Solid

Peso molecolare: 406.45

Ref: TM-T62023