User:Mr. Ibrahem/Nafcillin

Mr. Ibrahem/Nafcillin
Clinical data
Other names	Nafcillin sodium
AHFS/Drugs.com	Monograph
MedlinePlus	a685019
Routes of; administration	IM, IV
Drug class	Antibiotic (penicillin)
Legal status
Legal status	In general: ℞ (Prescription only);
Pharmacokinetic data
Protein binding	90%
Metabolism	<30% liver
Elimination half-life	0.5 hours
Excretion	Biliary and kidney
Identifiers
	IUPAC name (2S,5R,6R)-6-[(2-ethoxy-1-naphthoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;
Chemical and physical data
Formula	C21H22N2O5S
Molar mass	414.48 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(O)[C@@H]3N4C(=O)[C@@H](NC(=O)c2c1ccccc1ccc2OCC)[C@H]4SC3(C)C;
	InChI InChI=1S/C21H22N2O5S/c1-4-28-13-10-9-11-7-5-6-8-12(11)14(13)17(24)22-15-18(25)23-16(20(26)27)21(2,3)29-19(15)23/h5-10,15-16,19H,4H2,1-3H3,(H,22,24)(H,26,27)/t15-,16+,19-/m1/s1 ; Key:GPXLMGHLHQJAGZ-JTDSTZFVSA-N ;
	(verify)

Nafcillin, sold under the brand name Unipen among others, is an antibiotic used to treat and prevent straphylococcal infections.^[1] This includes includes of the skin, respiratory tract, urine, and blood.^[1] It is not effective against MRSA.^[1] It is given by injection into a vein or muscle.^[1]

Common side effects include pain and inflammation at the site of injection.^[1] Other side effects may include anaphylaxis and Clostridioides difficile infection.^[1] There is no evidence of harm with use in pregnancy, though such use has not been well studied.^[2] It is a beta-lactam antibiotic of the penicillin type.^[1] It is penicillinase resistant.^[1]

Nafcillin was approved for medical use in the United States in 1965.^[1] In the United States 10 doses of 2 grams costs about 90 USD as of 2021.^[3] In 2012, out of 38 countries it was only available in one.^[4]

References[edit]

^ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l "Nafcillin Monograph for Professionals". Drugs.com. Archived from the original on 24 January 2021. Retrieved 11 November 2021.
^ "Nafcillin Use During Pregnancy". Drugs.com. Archived from the original on 4 December 2020. Retrieved 11 November 2021.
^ "Nafcillin Prices, Coupons & Patient Assistance Programs". Drugs.com. Archived from the original on 27 September 2017. Retrieved 11 November 2021.
^ Pulcini, Céline; Bush, Karen; Craig, William A.; Frimodt-Møller, Niels; Grayson, M. Lindsay; Mouton, Johan W.; Turnidge, John; Harbarth, Stephan; Gyssens, Inge C. (15 January 2012). "Forgotten Antibiotics: An Inventory in Europe, the United States, Canada, and Australia". Clinical Infectious Diseases. 54 (2): 268–274. doi:10.1093/cid/cir838.

[AHFS2021-1] ^ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l "Nafcillin Monograph for Professionals". Drugs.com. Archived from the original on 24 January 2021. Retrieved 11 November 2021.

[2] "Nafcillin Use During Pregnancy". Drugs.com. Archived from the original on 4 December 2020. Retrieved 11 November 2021.

[3] "Nafcillin Prices, Coupons & Patient Assistance Programs". Drugs.com. Archived from the original on 27 September 2017. Retrieved 11 November 2021.

[4] Pulcini, Céline; Bush, Karen; Craig, William A.; Frimodt-Møller, Niels; Grayson, M. Lindsay; Mouton, Johan W.; Turnidge, John; Harbarth, Stephan; Gyssens, Inge C. (15 January 2012). "Forgotten Antibiotics: An Inventory in Europe, the United States, Canada, and Australia". Clinical Infectious Diseases. 54 (2): 268–274. doi:10.1093/cid/cir838.

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