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Home > Encyclopedia > 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]- (2S,5R,6R)-, compd. with 2,5-diphenylpiperazine (2:1)

4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]- (2S,5R,6R)-, compd. with 2,5-diphenylpiperazine (2:1)

4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]- (2S,5R,6R)-, compd. with 2,5-diphenylpiperazine (2:1) structure

4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]- (2S,5R,6R)-, compd. with 2,5-diphenylpiperazine (2:1) 

structure
  • CAS No:

    7009-88-3

  • Formula:

    C16H18N2O4S.1/2C16H18N2

  • Chemical Name:

    4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]- (2S,5R,6R)-, compd. with 2,5-diphenylpiperazine (2:1)

  • Synonyms:

    4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]- (2S,5R,6R)-,compd. with 2,5-diphenylpiperazine (2:1);4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-[2S-(2α,5α,6β)]-,compd. with 2,5-diphenylpiperazine (2:1);Penicillin G,compd. with 2,5-diphenylpiperazine (2:1);Penicillin G,2,5-diphenylpiperazine salt (2:1);4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]- (2S,5R,6R)-,compd. with 2,5-diphenylpiperazine (2:1);Piperazine,2,5-diphenyl-,bis[[2S-(2α,5α,6β)]-3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate];Piperazine,2,5-diphenyl-,bis[(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate];Penirazine;Phenyracillin;3689-74-5

Description

Phenyracillin is the 2,5-diphenylpiperazine salt of benzylpenicillin with antibacterial activity. Phenyracillin binds to and inactivates the penicillin binding proteins (PBPs) located inside 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.

4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]- (2S,5R,6R)-, compd. with 2,5-diphenylpiperazine (2:1) Basic Attributes

907.114

906.344

230-290-6

3V721R4XYY

C72630

Characteristics

248

Computed Properties

Molecular Weight:907.1
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:12
Rotatable Bond Count:10
Exact Mass:906.34445505
Monoisotopic Mass:906.34445505
Topological Polar Surface Area:248
Heavy Atom Count:64
Complexity:746
Defined Atom Stereocenter Count:6
Undefined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:3
Compound Is Canonicalized:Yes

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