TALAMPICILLIN
TALAMPICILLIN Basic information
- Product Name:
- TALAMPICILLIN
- Synonyms:
-
- 3-Phthalidyl D-2-amino-2-phenylacetamidopenicillanic acid
- TALAMPICILLIN
- 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-[2a,5a,6b(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)- (9CI)
- Ampicillin phthalidyl ester
- (6R)-6-[[(R)-2-Amino-2-phenylacetyl]amino]penicillanic acid 1,3-dihydro-3-oxoisobenzofuran-1-yl ester
- C11751
- 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)-
- CAS:
- 47747-56-8
- MF:
- C24H23N3O6S
- MW:
- 481.52
- EINECS:
- 256-332-3
- Mol File:
- 47747-56-8.mol
TALAMPICILLIN Chemical Properties
- Boiling point:
- 770.9±60.0 °C(Predicted)
- Density
- 1.48±0.1 g/cm3(Predicted)
- pka
- 12.15±0.60(Predicted)
TALAMPICILLIN Usage And Synthesis
Originator
Talpen,Beecham,US,1975
Uses
Antibacterial.
Definition
ChEBI: 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 is functionally related to an ampicillin and an o-phthalaldehydic acid.
Manufacturing Process
A fine suspension of 25.18 grams (0.05 mol) of potassium salt of enamine protected ampicillin and 10.65 grams (0.05 mol) 3-bromophthalide were reacted in a 1:2 mixture of acetone/ethyl acetate (1,500 ml) for 24 hours. After filtration the organic layer was washed twice with 250 ml portions of 1 N sodium bicarbonate and brine, dried over anhydrous magnesium sulfate and concentrated in vacuo. Addition of ether crystallized the phthalide enamine protected α-aminophenylacetamido penicillanate in 85% yield.
Therapeutic Function
Antibacterial
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