CAS 32887-01-7

Mecillinam

Description:

Mecillinam is a beta-lactam antibiotic that belongs to the penicillin class, specifically designed to target and inhibit bacterial cell wall synthesis. It is particularly effective against certain Gram-negative bacteria, including strains of Escherichia coli and Proteus mirabilis. Mecillinam functions by binding to penicillin-binding proteins (PBPs), which are essential for the cross-linking of peptidoglycan layers in bacterial cell walls, ultimately leading to cell lysis and death. This antibiotic is characterized by its relatively low toxicity to human cells, making it a suitable option for treating urinary tract infections and other bacterial infections. Mecillinam is often administered orally and is known for its stability in the presence of certain beta-lactamases, although it may be susceptible to others. Its pharmacokinetic properties include good absorption and distribution in the body, with renal excretion being a primary route of elimination. Overall, mecillinam represents a valuable therapeutic agent in the arsenal against bacterial infections, particularly those caused by resistant strains.

Formula: C₁₅H₂₃N₃O₃S

InChI: InChI=1S/C15H23N3O3S/c1-15(2)11(14(20)21)18-12(19)10(13(18)22-15)16-9-17-7-5-3-4-6-8-17/h9-11,13H,3-8H2,1-2H3,(H,20,21)/t10-,11+,13-/m1/s1

InChI key: InChIKey=BWWVAEOLVKTZFQ-NTZNESFSSA-N

SMILES: C(O)(=O)[C@@H]1N2[C@@]([C@H](N=CN3CCCCCC3)C2=O)(SC1(C)C)[H]

Synonyms:

• (2S,5R,6R)-6-[(azepan-1-ylmethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• (2S,5R,6R)-6-[[(Hexahydro-1H-azepin-1-yl)methylene]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• (2S,5R,6R)-6-{[(E)-azepan-1-ylmethylidene]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-[[(hexahydro-1H-azepin-1-yl)methylene]amino]-3,3-dimethyl-7-oxo-, (+)-
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(hexahydro-1H-azepin-1-yl)methylene]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(hexahydro-1H-azepin-1-yl)methylene]amino]-3,3-dimethyl-7-oxo-, [2S-(2α,5α,6β)]-
• 6-[[(Hexahydro-1H-azepin-1-yl)methylene]amino]penicillanic acid
• 6-[β-(Hexahydro-1H-azepin-1-yl)methylenamino]penicillanic acid
• 6β-[(Hexahydro-1H-azepin-1-yl)methyleneamino]penicillanic acid
• Amdinocillin
• Coactin
• Fl 1060
• Hexacillin
• Hexapen
• Mecilinamo
• Penicillin Hx
• [(2,2-dimethylpropanoyl)oxy]methyl (5R,6R)-6-{[(E)-azepan-1-ylmethylidene]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

Mecillinam, 90+%

CAS: 32887-01-7

Effective against gram negative bacteria

Formula: C₁₅H₂₃N₃O₃S

Purity: 90+%

Color and Shape: Powder, White to off-white

Molecular weight: 325.43

Ref: 02-J66774

(2S,5R,6R)-6-(azepan-1-ylmethylideneamino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

CAS: 32887-01-7

Formula: C₁₅H₂₃N₃O₃S

Color and Shape: Solid

Molecular weight: 325.4264

Ref: IN-DA00JKJ5

Mecillinam

CAS: 32887-01-7

Mecillinam

Purity: ≥95%

Molecular weight: 325.43g/mol

Ref: 54-BUP11179

Mecillinam

CAS: 32887-01-7

Formula: C₁₅H₂₃N₃O₃S

Purity: ≥ 95%

Color and Shape: White crystalline powder

Molecular weight: 325.43

Ref: 7W-GA6807

Mecillinam-d12

CAS: 32887-01-7

Formula: C₁₅H₁₁D₁₂N₃O₃S

Color and Shape: Pale Yellow Solid

Molecular weight: 337.50

Ref: 4Z-M-156002

Mecillinam

CAS: 32887-01-7

Formula: C₁₅H₂₃N₃O₃S

Molecular weight: 325.43

Ref: 4Z-M-156001

Mecillinam

CAS: 32887-01-7

Mecillinam, an antibiotic, targets Gram-negative bacteria, mainly for urinary infections and some fevers.

Formula: C₁₅H₂₃N₃O₃S

Purity: 95.53% - ≥95%

Color and Shape: Solid

Molecular weight: 325.43

Ref: TM-T21369

Amdinocillin (>85%)

Controlled Product

CAS: 32887-01-7

Formula: C₁₅H₂₃N₃O₃S

Purity: ~85%

Color and Shape: Neat

Molecular weight: 325.43

Ref: TR-A576405

Amdinocillin

CAS: 32887-01-7

Amdinocillin is a semisynthetic antibiotic with broad-spectrum activity that is part of the aminopenicillin family. It is used in the treatment of bacterial infections such as those caused by Gram-negative bacteria, and to treat methicillin-resistant Staphylococcus (MRSA). The clinical isolate Amdinocillin has an inhibitory concentration (IC) of 0.25 μg/mL against Enterobacter aerogenes and Enterobacter cloacae, and it displays a synergistic effect in combination with other antibiotics. The mechanism of action is that prevents bacterial growth and proliferation by inhibiting cell wall synthesis and causing lysis, which allows for drug therapy against specific types of bacteria.

Formula: C₁₅H₂₃N₃O₃S

Purity: (%) Min. 97%

Color and Shape: White Slightly Yellow Powder

Molecular weight: 325.43 g/mol

Ref: 3D-AA17347

Mecillinam (MCL) extrapure, 95%

CAS: 32887-01-7

Formula: C₁₅H₂₃N₃O₃S

Purity: min. 95.0%

Color and Shape: White to Light yellow to Light beige, Powder

Molecular weight: 325.43

Ref: SR-54474

Amdinocillin

Controlled Product

CAS: 32887-01-7

Applications Active antibacterial against gram-negative bacteria.
References Cagnacci, S., et al.: J. Clin. Microbiol., 46, 2605 (2008), Obach, R., et al.: Drug Metab. Disposition, 36, 1385 (2008), Ma, C., et al.: J. Pharm. Biomed. Anal., 47, 677 (2008),

Formula: C₁₅H₂₃N₃O₃S

Color and Shape: White

Molecular weight: 325.43

Ref: TR-A576300

Mecillinam, Antibiotic for Culture Media Use Only

CAS: 32887-01-7

Mecillinam is a beta-lactam antibiotic specifically designed for use in culture media. It is derived from the amidinopenicillin family, featuring a unique ability to interfere with bacterial cell wall synthesis. Its mode of action involves inhibiting penicillin-binding protein 2 (PBP2), an essential enzyme for cell wall elongation and maintenance in Gram-negative bacteria. This targeted inhibition results in the formation of spherical cells and subsequent cell lysis.

Formula: C₁₅H₂₃N₃O₃S

Purity: Min. 95 Area-%

Molecular weight: 325.43 g/mol

Ref: 3D-Q-201343