 Home > Encyclopedia > Propicillin

Propicillin

Propicillin structure

CAS No:
551-27-9
Formula:
C18H22N2O5S
Chemical Name:
Propicillin
Synonyms:
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-[(1-oxo-2-phenoxybutyl)amino]-,(2S,5R,6R)-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-(2-phenoxybutyramido)-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-[(1-oxo-2-phenoxybutyl)amino]-,[2S-(2α,5α,6β)]-;(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(1-oxo-2-phenoxybutyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;3,3-Dimethyl-7-oxo-6-(2-phenoxybutyramido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;Penicillin,(1-phenoxypropyl)-;(1-Phenoxypropyl)penicillin;α-Phenoxybutyryl-6-aminopenicillanic acid;Phenoxypropylpenicillin;Propicillin;α-Phenoxypropylpenicillin;Synthepen P;24807-68-9
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

Propicillin is a penicillin. It is a conjugate acid of a propicillin(1-).|Propicillin is a semisynthetic, acid stable, penicillin with antibacterial activity. Propicillin binds to and inactivates penicillin-binding proteins (PBP) 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 and causes cell lysis.

Propicillin Basic Attributes

Molecular Weight：

378.44

Exact Mass：

378.44

EC Number：

208-995-5

UNII：

8X1R260V33

DSSTox ID：

DTXSID3046291

NCI Thesaurus Code：

C66483

ATC Code：

J - Antiinfectives for systemic use

Characteristics

PSA：

121

XLogP3：

2.25390

Density：

1.38g/cm3

Boiling Point：

675.5ºC at 760mmHg

Flash Point：

362.3ºC

Refractive Index：

1.628

Drug Information

MeSH：

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

MeSH Entry Terms：

Baycillin

Propicillin Use and Manufacturing

Use Classification：

Pharmaceuticals

Computed Properties

Molecular Weight:378.4
XLogP3:2.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:6
Exact Mass:378.12494298
Monoisotopic Mass:378.12494298
Topological Polar Surface Area:121
Heavy Atom Count:26
Complexity:590
Defined Atom Stereocenter Count:3
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes