Aspoxicillin

Aspoxicillin
Clinical data
Trade names	Doyle
Other names	TA-058
Identifiers
	IUPAC name (2S,5R,6R)-6-[[(2R)-2-[[(2R)-2-Amino-4-(methylamino)-4-oxobutanoyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;
CAS Number	63358-49-6;
PubChem CID	71961;
DrugBank	DB13816;
ChemSpider	64968;
UNII	0745KNO26J;
KEGG	D07469;
ChEBI	CHEBI:31240;
ChEMBL	ChEMBL1318150;
CompTox Dashboard (EPA)	DTXSID6046921 ;
ECHA InfoCard	100.162.655
Chemical and physical data
Formula	C21H27N5O7S
Molar mass	493.54 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=C(C=C3)O)NC(=O)[C@@H](CC(=O)NC)N)C(=O)O)C;
	InChI InChI=1S/C21H27N5O7S/c1-21(2)15(20(32)33)26-18(31)14(19(26)34-21)25-17(30)13(9-4-6-10(27)7-5-9)24-16(29)11(22)8-12(28)23-3/h4-7,11,13-15,19,27H,8,22H2,1-3H3,(H,23,28)(H,24,29)(H,25,30)(H,32,33)/t11-,13-,14-,15+,19-/m1/s1; Key:BHELIUBJHYAEDK-OAIUPTLZSA-N;

Aspoxicillin (trade name Doyle^[1]) is an antibiotic drug of the beta-lactam class.^[2] It is an injectable form of penicillin that is highly active against Gram-positive and Gram-negative bacteria, including Bacillus fragilis,^[3] which is resistant to other beta-lactam antibiotics.^[4] It is approved for use in Japan.^[1]

References

^ ^a ^b "Aspoxicillin". IUPHAR/BPS Guide to Pharmacology.
^ Matsumoto K (July 1987). "[Review: New antimicrobial agent series XXII: Aspoxicillin]". The Japanese Journal of Antibiotics. 40 (7): 1221–1242. PMID 3316732.
^ "Aspoxicillin". Inxight Drugs. National Center for Advancing Translational Sciences.
^ Edwards R (December 1997). "Resistance to beta-lactam antibiotics in Bacteroides spp". Journal of Medical Microbiology. 46 (12): 979–986. doi:10.1099/00222615-46-12-979. PMID 9402919.

[IUPHAR-1] "Aspoxicillin". IUPHAR/BPS Guide to Pharmacology.

[2] Matsumoto K (July 1987). "[Review: New antimicrobial agent series XXII: Aspoxicillin]". The Japanese Journal of Antibiotics. 40 (7): 1221–1242. PMID 3316732.

[3] "Aspoxicillin". Inxight Drugs. National Center for Advancing Translational Sciences.

[4] Edwards R (December 1997). "Resistance to beta-lactam antibiotics in Bacteroides spp". Journal of Medical Microbiology. 46 (12): 979–986. doi:10.1099/00222615-46-12-979. PMID 9402919.

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