CAS 26309-95-5: Pivampicillin hydrochloride

Description: Pivampicillin hydrochloride is a semi-synthetic penicillin antibiotic that is primarily used for its antibacterial properties. It is characterized by its ability to inhibit bacterial cell wall synthesis, making it effective against a variety of gram-positive and some gram-negative bacteria. The compound is a prodrug, which means it is converted into its active form, ampicillin, in the body. Pivampicillin hydrochloride is typically administered orally and is known for its improved bioavailability compared to ampicillin. The substance is usually presented as a white to off-white crystalline powder and is soluble in water, which facilitates its absorption in the gastrointestinal tract. Its pharmacokinetics include rapid absorption and distribution, with a relatively short half-life, necessitating multiple doses for sustained therapeutic effect. As with other antibiotics, it is important to use pivampicillin hydrochloride judiciously to prevent the development of antibiotic resistance. Potential side effects may include gastrointestinal disturbances and allergic reactions, similar to those associated with other penicillins.

Formula: C₂₂H₂₉N₃O₆S·ClH

InChI: InChI=1S/C22H29N3O6S.ClH/c1-21(2,3)20(29)31-11-30-19(28)15-22(4,5)32-18-14(17(27)25(15)18)24-16(26)13(23)12-9-7-6-8-10-12;/h6-10,13-15,18H,11,23H2,1-5H3,(H,24,26);1H/t13-,14-,15+,18-;/m1./s1

InChI key: InChIKey=DQECFVGMGBQCPA-GLCLSGQWSA-N

SMILES: Cl.O=C(OCOC(=O)C(C)(C)C)C1N2C(=O)C(NC(=O)C(N)C=3C=CC=CC3)C2SC1(C)C

Synonyms:

• (Pivaloyloxy)methyl (2S-(2alpha,5alpha,6beta(S*)))-6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate monohydrochloride
• 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, hydrochloride
• 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, monohydrochloride, (2S-(2alpha,5alpha,6beta(S*)))-
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-, hydroxymethyl ester pivalate (ester), monohydrochloride, <span class="text-smallcaps">D</span>-
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, monohydrochloride, [2S-[2α,5α,6β(S*)]]-
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-2-amino-2-phenylacetyl]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-[[(2R)-aminophenylacetyl]amino]-3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, monohydrochloride, (2S,5R,6R)-
• 6-(D-alpha-Aminophenylacetamido)penicillanic acid pivaloyloxymethyl ester hydrochloride
• Alphacilina
• Alphacillin
• Ampicillin pivaloxyoxymethyl ester hydrochloride
• Ampicillin pivaloyloxymethyl ester hydrochloride
• Berocillin
• Centurina
• Devonium
• Diancina
• Hydroxymethyl D-(-)-6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate pivalate (ester) monohydrochloride
• Inacilin
• Maxifen
• Methanediol, 6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate pivalate (ester) monohydrochloride
• Pivalic acid, hydroxymethyl ester 6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate monohydrochloride
• Pivaloyloxymethyl <span class="text-smallcaps">D</span>-(-)-α-aminophenylacetamidopenicillanate hydrochloride
• Pivaloyloxymethyl D-alpha-aminobenzylpenicillinate hydrochloride
• Pivampicillin HCl
• Pivampicillin hydrochloride
• Pivampicillin hydrochloride [USAN]
• Pivatil
• Pondocil
• Pondocillin
• Pondocillina
• Sanguicillin
• Unii-V9Hoc53L7L
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-, hydroxymethyl ester pivalate (ester), monohydrochloride, D-

Pivampicillin Hydrochloride

CAS: 26309-95-5

Piampicillin Hydrochloride is a Hydrochloride form of an oral active ampicillin new spray with antimicrobial …

• Formula: C₂₂H₃₀ClN₃O₆S
• Color and Shape: Solid
• Molecular weight: 500.01

Pivampicillin hydrochloride

CAS: 26309-95-5

Pivampicillin hydrochloride is a synthetic antibiotic derived from the penicillin group of beta-lactam antibiotics. It …

• Formula: C₂₂H₃₀ClN₃O₆S
• Purity: Min. 95%
• Molecular weight: 500.01 g/mol