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Talampicillin hydrochloride

Talampicillin hydrochloride Structure
CAS No.
39878-70-1
Chemical Name:
Talampicillin hydrochloride
Synonyms
Talat;PC 183;Talpen;BRL 8988;Yamacillin;Aseocillin;Ampicillin Impurity 26;D-Talampicillin hydrochloride;Talampicillin hydrochloride CRS;Ampicillinphthalidyl hydrochloride
CBNumber:
CB51105387
Molecular Formula:
C24H23N3O6S.ClH
Molecular Weight:
517.988
MOL File:
39878-70-1.mol
Modify Date:
2023/4/23 13:52:06

Talampicillin hydrochloride Properties

Melting point 154-157° (dec)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS08
Signal word  Danger
Hazard statements  H315-H317-H319-H334-H335
Precautionary statements  P280-P302+P352-P305+P351+P338

Talampicillin hydrochloride Chemical Properties,Uses,Production

Description

Talampicillin was synthesized by Yamanouchi Pharmaceutical Co. in 1971 by esterifying the carboxylic acid group of ampicillin in order to improve the oral absorption. When administered orally, it is hydrolyzed to ampicillin by intestinal esterase. Its bioavailability is two or more times as high as that of ampicillin, and it is used to treat the same infections as those for which ampicillin is used orally but in doses only half or one-third as large.

Originator

Talpen,Beecham,US,1975

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

Talampicillin hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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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, monohydrochloride, (2S,5R,6R)- (9CI) Ampicillin phthalidyl ester hydrochloride D-Talampicillin hydrochloride PC 183 Talat Talpen Yamacillin Ampicillinphthalidyl hydrochloride Aseocillin 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, monohydrochloride, [2S-[2a,5a,6b(S*)]]- Talampicillin hydrochloride CRS Ampicillin Impurity 26 BRL 8988 39878-70-1 C24H23N3O6SHCl C24H23N3O6SClH