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Phenethicillin

Phenethicillin structure

CAS No:
147-55-7
Formula:
C17H20N2O5S
Chemical Name:
Phenethicillin
Synonyms:
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-[(1-oxo-2-phenoxypropyl)amino]-,(2S,5R,6R)-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-(2-phenoxypropionamido)-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-[(1-oxo-2-phenoxypropyl)amino]-,[2S-(2α,5α,6β)]-;(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(1-oxo-2-phenoxypropyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;1-Phenoxyethylpenicillin;α-Phenoxyethylpenicillin;Phenoxy PC;Phenethicillin;Pheneticillin;Phenoxyethylpenicillin;Feneticillin;Peniplus;Alfacilin;Penicillin 152;Penicillin MV;Optipen;Synthepen;Penorale;Penova;NSC 117548;94931-39-2;856653-74-2
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

ChEBI: A penicillin in which the substituent at position 6 of the penam ring is a 2-phenoxypropanamido group.

Phenethicillin is a penicillin in which the substituent at position 6 of the penam ring is a 2-phenoxypropanamido group. It is a penicillin and a penicillin allergen. It is a conjugate acid of a phenethicillin(1-).|Pheneticillin (or phenethicillin) is a penicillin antibiotic which is approved for use internationally.

Phenethicillin Basic Attributes

Molecular Weight：

364.416

Exact Mass：

364.42

EC Number：

205-691-4

NSC Number：

117548

DSSTox ID：

DTXSID6023448

ATC Code：

J - Antiinfectives for systemic use

Characteristics

PSA：

121

XLogP3：

1.41440

Density：

1.41g/cm3

Boiling Point：

673.9ºC at 760mmHg

Flash Point：

361.3ºC

Refractive Index：

1.637

Water Solubility：

Very soluble in water

Safety Information

Stability/Shelf Life：

MODERATELY HYGROSCOPIC.

Precautionary statement(s)：

P261, P272, P280, P285, P302+P352, P304+P341, P321, P333+P313, P342+P311, P363, P501

Hazard Statements：

H317

Drug Information

MeSH：

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

MeSH Entry Terms：

3,3-dimethyl-7-oxo-6-(2-phenoxypropionamido)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate

Computed Properties

Molecular Weight:364.4
XLogP3:2.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:5
Exact Mass:364.10929292
Monoisotopic Mass:364.10929292
Topological Polar Surface Area:121
Heavy Atom Count:25
Complexity:575
Defined Atom Stereocenter Count:3
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes