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Talampicillin

Talampicillin structure

CAS No:
47747-56-8
Formula:
C24H23N3O6S
Chemical Name:
Talampicillin
Synonyms:
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-,1,3-dihydro-3-oxo-1-isobenzofuranyl ester,(2S,5R,6R)-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-,1,3-dihydro-3-oxo-1-isobenzofuranyl ester,[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-,1,3-dihydro-3-oxo-1-isobenzofuranyl ester,(2S,5R,6R)-;Talampicillin;3-Phthalidyl D-2-amino-2-phenylacetamidopenicillanic acid;Ampicillin phthalidyl ester;55820-69-4
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

Talampicillin is a penicillanic acid ester that is the 1-phthalidyl ester of ampicillin. It is a prodrug of ampicillin. It has a role as a prodrug. It derives from an ampicillin and an o-phthalaldehydic acid.|An ester of AMPICILLIN which is readily hydrolyzed on absorption to release ampicillin. It is well absorbed from the gastrointestinal tract resulting in a greater bioavailability of ampicillin than can be achieved with equivalent doses of ampicillin.

Talampicillin Basic Attributes

Molecular Weight：

481.52

Exact Mass：

481.52

EC Number：

256-332-3

DSSTox ID：

DTXSID1048540

ATC Code：

J - Antiinfectives for systemic use

Characteristics

PSA：

153

XLogP3：

2.67500

Density：

1.48g/cm3

Boiling Point：

770.9ºC at 760mmHg

Flash Point：

420ºC

Refractive Index：

1.693

Drug Information

MeSH：

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

MeSH Entry Terms：

Ampicillin, Phthalidyl

Talampicillin Use and Manufacturing

Antibacterial.

Computed Properties

Molecular Weight:481.5
XLogP3:2.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:6
Exact Mass:481.13075664
Monoisotopic Mass:481.13075664
Topological Polar Surface Area:153
Heavy Atom Count:34
Complexity:875
Defined Atom Stereocenter Count:4
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes