Cefluprenam

Cefluprenam
Names
	IUPAC name (6R,7R)-3-[(E)-3-[(2-amino-2-oxoethyl)-ethyl-methylazaniumyl]prop-1-enyl]-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(fluoromethoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
	Other names Antibiotic E 1077
Identifiers
CAS Number	116853-25-9 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL2074822 ;
ChemSpider	5020189 ;
KEGG	D01054 ;
PubChem CID	6536774;
UNII	098633Q42P ;
CompTox Dashboard (EPA)	DTXSID001029568 ;
	InChI InChI=1S/C20H25FN8O6S2/c1-3-29(2,7-11(22)30)6-4-5-10-8-36-18-13(17(32)28(18)14(10)19(33)34)24-16(31)12(26-35-9-21)15-25-20(23)37-27-15/h4-5,13,18H,3,6-9H2,1-2H3,(H5-,22,23,24,25,27,30,31,33,34)/b5-4+,26-12-/t13-,18-,29?/m1/s1 Key: XAKKNLNAJBNLPC-MAYKBZFQSA-N ; InChI=1/C20H25FN8O6S2/c1-3-29(2,7-11(22)30)6-4-5-10-8-36-18-13(17(32)28(18)14(10)19(33)34)24-16(31)12(26-35-9-21)15-25-20(23)37-27-15/h4-5,13,18H,3,6-9H2,1-2H3,(H5-,22,23,24,25,27,30,31,33,34)/b5-4+,26-12-/t13-,18-,29?/m1/s1 Key: XAKKNLNAJBNLPC-MAYKBZFQBE;
	SMILES O=C2N1/C(=C(/C=C/C[N+](CC(=O)N)(CC)C)CS[C@@H]1[C@@H]2NC(=O)C(=N\OCF)/c3nc(sn3)N)C([O-])=O;
Properties
Chemical formula	C20H25FN8O6S2
Molar mass	556.59 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Cefluprenam is a fourth generation cephalosporin.^[1] It was patented in 2008 by now defunct Cubist Pharmaceuticals.^[2] A 1997 clinical trial illustrated that Cefluprenam is highly effective against bacterial pneumonia.^[3]

References

^ PubChem. "Cefluprenam". pubchem.ncbi.nlm.nih.gov. Retrieved 2022-08-03.
^ EU patent 2379580B1, Pearson, Lee Andre; Metcalf, A. Chester & Li, Jing, "Novel antibacterial agents for the treatment of gram positive infections", published 2011-10-26, issued 2013-10-23
^ Shimada, K.; Ohmichi, M.; Sasaki, H.; Watanabe, A.; Sato, K.; Nagai, K.; Konishi, K.; Ohta, T.; Matsuura, Y.; Ikeda, H.; Igarashi, K. (August 1997). "[Usefulness of 7 day therapy with cefluprenam in the management of respiratory tract infections]". Kansenshogaku Zasshi. The Journal of the Japanese Association for Infectious Diseases. 71 (8): 770–787. doi:10.11150/kansenshogakuzasshi1970.71.770. ISSN 0387-5911. PMID 9311195.

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[1] PubChem. "Cefluprenam". pubchem.ncbi.nlm.nih.gov. Retrieved 2022-08-03.

[2] EU patent 2379580B1, Pearson, Lee Andre; Metcalf, A. Chester & Li, Jing, "Novel antibacterial agents for the treatment of gram positive infections", published 2011-10-26, issued 2013-10-23

[3] Shimada, K.; Ohmichi, M.; Sasaki, H.; Watanabe, A.; Sato, K.; Nagai, K.; Konishi, K.; Ohta, T.; Matsuura, Y.; Ikeda, H.; Igarashi, K. (August 1997). "[Usefulness of 7 day therapy with cefluprenam in the management of respiratory tract infections]". Kansenshogaku Zasshi. The Journal of the Japanese Association for Infectious Diseases. 71 (8): 770–787. doi:10.11150/kansenshogakuzasshi1970.71.770. ISSN 0387-5911. PMID 9311195.

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Names

IUPAC name (6R,7R)-3-[(E)-3-[(2-amino-2-oxoethyl)-ethyl-methylazaniumyl]prop-1-enyl]-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(fluoromethoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Other names Antibiotic E 1077
Identifiers
CAS Number	116853-25-9^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL2074822^N
ChemSpider	5020189^N
KEGG	D01054^Y
PubChem CID	6536774
UNII	098633Q42P^Y
CompTox Dashboard (EPA)	DTXSID001029568
InChI InChI=1S/C20H25FN8O6S2/c1-3-29(2,7-11(22)30)6-4-5-10-8-36-18-13(17(32)28(18)14(10)19(33)34)24-16(31)12(26-35-9-21)15-25-20(23)37-27-15/h4-5,13,18H,3,6-9H2,1-2H3,(H5-,22,23,24,25,27,30,31,33,34)/b5-4+,26-12-/t13-,18-,29?/m1/s1^N Key: XAKKNLNAJBNLPC-MAYKBZFQSA-N^N InChI=1/C20H25FN8O6S2/c1-3-29(2,7-11(22)30)6-4-5-10-8-36-18-13(17(32)28(18)14(10)19(33)34)24-16(31)12(26-35-9-21)15-25-20(23)37-27-15/h4-5,13,18H,3,6-9H2,1-2H3,(H5-,22,23,24,25,27,30,31,33,34)/b5-4+,26-12-/t13-,18-,29?/m1/s1 Key: XAKKNLNAJBNLPC-MAYKBZFQBE
SMILES O=C2N1/C(=C(/C=C/C[N+](CC(=O)N)(CC)C)CS[C@@H]1[C@@H]2NC(=O)C(=N\OCF)/c3nc(sn3)N)C([O-])=O
Properties
Chemical formula	C₂₀H₂₅FN₈O₆S₂
Molar mass	556.59 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references