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CAS 32887-03-9

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Pivmecillinam hydrochloride

Description:
Pivmecillinam hydrochloride is a semi-synthetic antibiotic belonging to the penicillin class, primarily used to treat urinary tract infections caused by susceptible bacteria. It is a prodrug of mecillinam, which means it is converted into its active form in the body. The compound exhibits broad-spectrum antibacterial activity, particularly against Gram-negative bacteria, including Escherichia coli. Pivmecillinam hydrochloride is characterized by its ability to inhibit bacterial cell wall synthesis, leading to cell lysis and death. It is typically administered orally and is well-absorbed in the gastrointestinal tract. The hydrochloride salt form enhances its solubility and stability. Common side effects may include gastrointestinal disturbances, allergic reactions, and, in rare cases, more severe hypersensitivity reactions. As with other antibiotics, it is essential to use pivmecillinam hydrochloride judiciously to prevent the development of antibiotic resistance. Overall, its efficacy and safety profile make it a valuable option in the treatment of specific bacterial infections.
Formula:C21H33N3O5S·ClH
InChI:InChI=1S/C21H33N3O5S.ClH/c1-20(2,3)19(27)29-13-28-18(26)15-21(4,5)30-17-14(16(25)24(15)17)22-12-23-10-8-6-7-9-11-23;/h12,14-15,17H,6-11,13H2,1-5H3;1H/t14-,15+,17-;/m1./s1
InChI key:InChIKey=UHPXMYLONAGUPC-WKLLBTDKSA-N
SMILES:C(OCOC(C(C)(C)C)=O)(=O)[C@@H]1N2[C@@]([C@H](N=CN3CCCCCC3)C2=O)(SC1(C)C)[H].Cl
Synonyms:
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((hexahydro-1H-azepin-1-yl)methylene)amino)-3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, monohydrochloride, (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-, (2,2-dimethyl-1-oxopropoxy)methyl ester, monohydrochloride, (2S-(2alpha,5alpha,6beta))-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(hexahydro-1H-azepin-1-yl)methylene]amino]-3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, hydrochloride (1:1), (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-, hydroxymethyl ester pivalate (ester), monohydrochloride, (+)-
  • Fl-1039
  • Melysin
  • Pivmecilinamo clorhidrato
  • Pivmecilinamo clorhidrato [Spanish]
  • Pivmecillinam hydrochloride
  • Selexid
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(hexahydro-1H-azepin-1-yl)methylene]amino]-3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, monohydrochloride, [2S-(2α,5α,6β)]-
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