Benzylpenicillinic acid

SYNS ABBOCILUN (5R,6R)-BENXYLPENICILLIN BENZOPENICnUN Q BENZYLPENICILLIN Q BENZYLPENICILUN G BENZYLPENICILLINIC ACID... 

One of the most common antibiotics is penicillin G (benzylpenicillinic acid), which has the following structure ... 

Benzylpenicillinic Acid. 3,3>Dimerhyf-7-oxo-6-[tphenylacetyllamino]-4-th ia-l-azabicyclo 3.2.0]heptane-2-carboxylic acid free benzyl penicillin free penicillin G free penicillin II. C,jHI8Nj04S mol wt 334.38, C 57.47%, H 5.43%, N 8.38%, O 19.14%, S9,59%. Obtained by extraction at ice temp of the acidified (pH 2) aq soln of sodium benzyl -penicillin with ether Or chloroform. Shows correct analytical composition only it moisture is excluded completely during iis isoln from the ether extract (by lyophilizing from benzene). When kept dry the acid retains its antibiotic potency for limited periods, bui it is rapidly inactivated by small amounts of water. The product formed on slow inactivation by moisture seems to be benzylpenicilloic acid, cf. Clarke et [., The Chemistry of Penicillin (Princeton, 1949). Prepn of methyl ester Dan. pet. 85,976 (1958 to Leo Pharm.). Pharmacokinetics in humans M. Barza, L. Weinstein, Clin. 

Note Trainer, Buhs, J. Am. Chem. Soc. 70, 2897 (1948), obtained cryst benzylpenicillinic acid containing one mol of diisopropyl ether of crystn. The crystals were stable to air. mp 80-87. [< ] +241 (phosphate buffer at pH 7). 

Crystals from dil ale. mp 167°. Forms a water-soluble hydrochloride and sulfate. Used to form a repository form of penicillin G (as salt of benzylpenicillinic acid), trademarks Neopenyl, Lergopenin, DepocuraJ. Ref Arzneimittel-Fotsch. 4, 487 (1954). 

Penicillin G Benzylpenicillinic acid C16H19N2O4S 61-33-6 334.390 amorwh pow sIH20 sMc0H, EtOH, eth, chl, bz, ace... 

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