CAS 551-27-9

Propicillin

Description:

Propicillin, with the CAS number 551-27-9, is a semi-synthetic antibiotic belonging to the penicillin class. It is characterized by its beta-lactam structure, which is essential for its antibacterial activity. Propicillin is effective against a range of Gram-positive bacteria and some Gram-negative bacteria, making it useful in treating various bacterial infections. The compound is typically administered via injection due to its instability in acidic environments, which limits its oral bioavailability. Its mechanism of action involves inhibiting bacterial cell wall synthesis, leading to cell lysis and death. Propicillin is often used in clinical settings for its efficacy against penicillin-sensitive organisms. However, like other beta-lactam antibiotics, it may cause allergic reactions in some individuals and can lead to antibiotic resistance if misused. Proper storage conditions are crucial to maintain its stability and effectiveness, as it is sensitive to heat and moisture. Overall, propicillin plays a significant role in the antibiotic arsenal, particularly in treating infections caused by susceptible bacteria.

Formula: C₁₈H₂₂N₂O₅S

InChI: InChI=1S/C18H22N2O5S/c1-4-11(25-10-8-6-5-7-9-10)14(21)19-12-15(22)20-13(17(23)24)18(2,3)26-16(12)20/h5-9,11-13,16H,4H2,1-3H3,(H,19,21)(H,23,24)/t11?,12-,13+,16-/m1/s1

InChI key: InChIKey=HOCWPKXKMNXINF-XQERAMJGSA-N

SMILES: C(O)(=O)[C@@H]1N2[C@@]([C@H](NC(C(OC3=CC=CC=C3)CC)=O)C2=O)(SC1(C)C)[H]

Synonyms:

• (1-Phenoxypropyl)Penicillin
• (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(1-oxo-2-phenoxybutyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenoxybutanoyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• 3,3-Dimethyl-7-Oxo-6-[(2-Phenoxybutanoyl)Amino]-4-Thia-1-Azabicyclo[3.2.0]Heptane-2-Carboxylic Acid
• 3,3-Dimethyl-7-oxo-6-(2-phenoxybutyramido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-(2-phenoxybutyramido)-
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(1-oxo-2-phenoxybutyl)amino]-, (2S,5R,6R)-
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(1-oxo-2-phenoxybutyl)amino]-, [2S-(2α,5α,6β)]-
• Penicillin, (1-phenoxypropyl)-
• Phenoxypropylpenicillin
• Synthepen P
• α-Phenoxybutyryl-6-aminopenicillanic acid

Propicillin

Controlled Product

CAS: 551-27-9

Applications Propicillin, is a derivative of penicillin. Properties are similar to benzylpenicillin particularly used in streptococcal infections, not resistant to penicillinase.
References Fleming, A., et al.: Br. J. Exp. Pathol., 10, 226 (1929), Clutterbuck, P.W., et al.: Biochem. J., et al.: 26, 1907 (1932), Chain, E., et al.: Lancet, 2, 226 (1940),

Formula: C₁₈H₂₂N₂O₅S

Color and Shape: Neat

Molecular weight: 378.443

Ref: TR-P835095

Propicillin

CAS: 551-27-9

Propicillin is a broad-spectrum antimicrobial agent that has been shown to be effective against both gram-positive and gram-negative bacteria. Propicillin belongs to the group of nonsteroidal anti-inflammatory drugs. It is a particle that is soluble in water and lipid. Propicillin does not inhibit the growth of Streptococcus species, but does cause cell lysis by attaching to fatty acids on the surface of cells. Propicillin also inhibits microbial infection by inhibiting enzymes involved in fatty acid synthesis. The human serum pharmacokinetics of propicillin have been studied and found to be similar to those of ampicillin, which allows for use as an intravenous drug in humans. The pharmacokinetics, biochemical properties, and cellular mechanisms are complex, but it is known that propicillin binds to bacterial ribosomes and inhibits protein synthesis by binding to the peptidyl transferase centre on the ribosome.

Formula: C₁₈H₂₂N₂O₅S

Purity: Min. 95%

Molecular weight: 378.4 g/mol

Ref: 3D-AAA55127