Carindacillin

Carindacillin
Clinical data
AHFS/Drugs.com	International Drug Names
Routes of; administration	Oral
ATC code	J01CA05 (WHO) ;
Legal status
Legal status	In general: ℞ (Prescription only);
Identifiers
	IUPAC name (2S,5R,6R)-6-([3-(2,3-dihydro-1H-inden-5-yloxy)-3-oxo-2-phenylpropanoyl]amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;
CAS Number	26605-69-6;
PubChem CID	93184;
ChemSpider	391995;
UNII	5V278481KE;
ChEMBL	CHEMBL1200991;
ECHA InfoCard	100.043.481
Chemical and physical data
Formula	C26H26N2O6S
Molar mass	494.55 g/mol
3D model (JSmol)	Interactive image;
	SMILES [Na+].O=C([O-])[C@@H]4N5C(=O)[C@@H](NC(=O)C(c1ccccc1)C(=O)Oc2cc3c(cc2)CCC3)[C@H]5SC4(C)C;

Carindacillin (INN), also known as Carbenicillin indanyl (USAN) is a penicillin antibiotic. It is a prodrug of carbenicillin.^[1]

It is administered orally, as the sodium salt. It is no longer marketed in the United States, but used to be marketed by Pfizer under the brand name Geocillin.

References

↑ English AR, Retsema JA, Ray VA, Lynch JE (March 1972). "Carbenicillin indanyl sodium, an orally active derivative of carbenicillin". Antimicrob. Agents Chemother. 1 (3): 185–91. doi:10.1128/aac.1.3.185. PMC 444190. PMID 4558137.

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[pmid4558137-1] English AR, Retsema JA, Ray VA, Lynch JE (March 1972). "Carbenicillin indanyl sodium, an orally active derivative of carbenicillin". Antimicrob. Agents Chemother. 1 (3): 185–91. doi:10.1128/aac.1.3.185. PMC 444190. PMID 4558137.

Clinical data

AHFS/Drugs.com	International Drug Names
Routes of administration	Oral
ATC code	J01CA05 (WHO)
Legal status
Legal status	In general: ℞ (Prescription only)
Identifiers
IUPAC name (2S,5R,6R)-6-([3-(2,3-dihydro-1H-inden-5-yloxy)-3-oxo-2-phenylpropanoyl]amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CAS Number	26605-69-6
PubChem CID	93184
ChemSpider	391995
UNII	5V278481KE
ChEMBL	CHEMBL1200991
ECHA InfoCard	100.043.481
Chemical and physical data
Formula	C₂₆H₂₆N₂O₆S
Molar mass	494.55 g/mol
3D model (JSmol)	Interactive image
SMILES [Na+].O=C([O-])[C@@H]4N5C(=O)[C@@H](NC(=O)C(c1ccccc1)C(=O)Oc2cc3c(cc2)CCC3)[C@H]5SC4(C)C