CAS 304-43-8

Diphenicillin

Description:

Diphenicillin, with the CAS number 304-43-8, is a synthetic antibiotic belonging to the penicillin class of drugs. It is characterized by its beta-lactam structure, which is essential for its antibacterial activity. Diphenicillin exhibits a broad spectrum of activity against various Gram-positive and some Gram-negative bacteria, making it useful in treating a range of bacterial infections. The compound is known for its stability against certain beta-lactamases, enzymes produced by bacteria that can inactivate many penicillins. Its pharmacological properties include the ability to inhibit bacterial cell wall synthesis, leading to cell lysis and death. Diphenicillin is typically administered via injection, and its pharmacokinetics involve absorption, distribution, metabolism, and excretion that can vary based on the formulation and route of administration. As with other antibiotics, the potential for resistance development is a concern, necessitating careful use and adherence to prescribed regimens. Overall, diphenicillin represents an important tool in the arsenal against bacterial infections, although its clinical use may be limited by the emergence of resistant strains.

Formula: C₂₁H₂₀N₂O₄S

InChI: InChI=1/C21H20N2O4S/c1-21(2)16(20(26)27)23-18(25)15(19(23)28-21)22-17(24)14-11-7-6-10-13(14)12-8-4-3-5-9-12/h3-11,15-16,19H,1-2H3,(H,22,24)(H,26,27)/t15-,16+,19-/m1/s1

InChI key: InChIKey=BBQSZMJQBZBHAO-JTDSTZFVSA-N

SMILES: C(O)(=O)[C@@H]1N2[C@@]([C@H](NC(=O)C3=C(C=CC=C3)C4=CC=CC=C4)C2=O)(SC1(C)C)[H]

Synonyms:

• SKF 12141
• (2S-(2alpha,5alpha,6beta))-6-((1,1'-Biphenyl)-2-ylformamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
• (2S,5R,6R)-7-keto-3,3-dimethyl-6-[(2-phenylbenzoyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• ([1,1'-Biphenyl]-2-yl)penicillin
• SKF 12141
• BRN 0965361
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[([1,1′-biphenyl]-2-ylcarbonyl)amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
• 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((1,1'-biphenyl)-2-ylcarbonyl)amino)-3,3-dimethyl-7-oxo-, (2S-(2-alpha,5-alpha,6-beta))-
• Diphenicillin
• Ancillin
• 6α-(2-Biphenylylcarbonylamino)penicillanic acid
• Ancillin
• Diphenicillin
• 6α-[([1,1'-Biphenyl]-2-ylcarbonyl)amino]penicillanic acid
• 2-Biphenylpenicillin
• (2S,5R,6R)-6-[(biphenyl-2-ylcarbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[([1,1'-biphenyl]-2-ylcarbonyl)amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[([1,1′-biphenyl]-2-ylcarbonyl)amino]-3,3-dimethyl-7-oxo-, [2S-(2α,5α,6β)]-
• (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylphenyl)carbonylamino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• Biphenicillin
• (2S,5R,6R)-6-[([1,1′-Biphenyl]-2-ylcarbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• [2S-(2alpha,5alpha,6beta)]-6-[[1,1'-biphenyl]-2-ylformamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylbenzoyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Diphenicillin

CAS: 304-43-8

Diphenicillin (Ancillin (free acid); 2-Biphenylyl penicillin (free acid); SKF-12141 (free acid)) is a penicillin that resists Penicillinase and exhibits antibacterial activity. It shows effective activity against Gram-positive cocci. Diphenicillin is promising for research on infectious diseases caused by Gram-positive bacteria such as staphylococci, pneumococci, and group A streptococci.

Formula: C₂₁H₂₀N₂O₄S

Color and Shape: Solid

Molecular weight: 396.459

Ref: TM-TN10470