Bacampicillin

Bacampicillin
Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
Routes of; administration	Oral
Drug class	aminopenicillin
ATC code	J01CA06 (WHO) ;
Pharmacokinetic data
Metabolism	Rapidly hydrolyzed to ampicillin
Identifiers
	IUPAC name 1-Ethoxycarbonyloxyethyl (2S,5R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;
CAS Number	50972-17-3 ; HCL: 37661-08-8 ;
PubChem CID	39849;
DrugBank	DB01602 ;
ChemSpider	390135 ;
UNII	8GM2J22278; HCL: PM034U953T ;
ChEBI	CHEBI:2968 ;
ChEMBL	ChEMBL1583 ;
CompTox Dashboard (EPA)	DTXSID2048030 ;
Chemical and physical data
Formula	C21H27N3O7S
Molar mass	465.52 g·mol−1
	InChI InChI=1S/C21H27N3O7S/c1-5-29-20(28)31-11(2)30-19(27)15-21(3,4)32-18-14(17(26)24(15)18)23-16(25)13(22)12-9-7-6-8-10-12/h6-11,13-15,18H,5,22H2,1-4H3,(H,23,25)/t11?,13-,14-,15+,18-/m1/s1 ; Key:PFOLLRNADZZWEX-FFGRCDKISA-N ;
	(what is this?) (verify)

Bacampicillin (INN) is a penicillin antibiotic. It is a prodrug of ampicillin with improved oral bioavailability.

It was sold under the brand names Spectrobid (Pfizer) and Penglobe (AstraZeneca).In 2015, Pfizer discontinued Spectrobid, and no generic manufacturer has taken over production. Bacampicillin is thus unavailable in the United States, and is no longer FDA approved.

Clinical data

AHFS/Drugs.com	Micromedex Detailed Consumer Information
Routes of administration	Oral
Drug class	aminopenicillin
ATC code	J01CA06 (WHO)
Pharmacokinetic data
Metabolism	Rapidly hydrolyzed to ampicillin
Identifiers
IUPAC name 1-Ethoxycarbonyloxyethyl (2S,5R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
CAS Number	50972-17-3^N HCL: 37661-08-8^Y
PubChem CID	39849
DrugBank	DB01602^Y
ChemSpider	390135^Y
UNII	8GM2J22278 HCL: PM034U953T^Y
ChEBI	CHEBI:2968^Y
ChEMBL	ChEMBL1583^Y
CompTox Dashboard (EPA)	DTXSID2048030
Chemical and physical data
Formula	C₂₁H₂₇N₃O₇S
Molar mass	465.52 g·mol⁻¹
InChI InChI=1S/C21H27N3O7S/c1-5-29-20(28)31-11(2)30-19(27)15-21(3,4)32-18-14(17(26)24(15)18)23-16(25)13(22)12-9-7-6-8-10-12/h6-11,13-15,18H,5,22H2,1-4H3,(H,23,25)/t11?,13-,14-,15+,18-/m1/s1^Y Key:PFOLLRNADZZWEX-FFGRCDKISA-N^Y
^NY (what is this?) (verify)