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Pivampicillin hydrochloride

Pivampicillin hydrochloride structure

Pivampicillin hydrochloride 

structure
  • CAS No:

    26309-95-5

  • Formula:

    C22H29N3O6S.ClH

  • Chemical Name:

    Pivampicillin hydrochloride

  • Synonyms:

    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-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-,hydroxymethyl ester pivalate (ester),monohydrochloride,D-;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)-aminophenylacetyl]amino]-3,3-dimethyl-7-oxo-,(2,2-dimethyl-1-oxopropoxy)methyl ester,monohydrochloride,(2S,5R,6R)-;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;Pivampicillin hydrochloride;Ampicillin pivaloyloxymethyl ester hydrochloride;Pivaloyloxymethyl D-(-)-α-aminophenylacetamidopenicillanate hydrochloride;Ampicillin pivaloxyoxymethyl ester hydrochloride;Pondocillin;Berocillin;Pondocillina;Maxifen;Pondocil;Inacilin;Alphacillin;Pivatil;Alphacilina;Sanguicillin;Centurina;Diancina;29099-70-5

Description

Pivampicillin Hydrochloride is the hydrochloride salt form of a semisynthetic, orally active pivalate ester of ampicillin with antibacterial activity. Upon absorption, pivampicillin is hydrolyzed into its active form ampicillin by esterases. Ampicillin binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This interrupts bacterial cell wall synthesis and results in the weakening of the bacterial cell wall, eventually causing cell lysis.|Pivalate ester analog of AMPICILLIN.

Pivampicillin hydrochloride Basic Attributes

500.0 g/mol

499.1543846 g/mol

247-604-2

V9HOC53L7L

DTXSID90180926

C73834

Characteristics

153 Ų

Drug Information

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

Ampicillin Pivaloyl Ester

Computed Properties

Molecular Weight:500.0
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:9
Exact Mass:499.1543846
Monoisotopic Mass:499.1543846
Topological Polar Surface Area:153
Heavy Atom Count:33
Complexity:774
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

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