Cefpimizole: Difference between revisions

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Revision as of 22:49, 13 August 2011 editCheMoBot (talk \| contribs)Bots141,565 edits Updating {{drugbox}} (no changed fields - added verified revid - updated 'ChemSpiderID_Ref', 'DrugBank_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEBI_Ref') per [[Misplaced Pages:WikiProject Chemicals/Chembox validation\|Chem/Drug← Previous edit		Latest revision as of 18:06, 14 October 2024 edit undoJWBE (talk \| contribs)Extended confirmed users10,127 edits removed Category:Pyridines; added Category:Pyridinium compounds using HotCat
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			{{Short description\|Chemical compound}}
	{{drugbox
			{{Drugbox
			\| Verifiedfields = changed
			\| Watchedfields = changed
		⚫	\| verifiedrevid = 444707809
		⚫	\| IUPAC_name = 2--2-phenylacetyl]amino)-8-oxo-5-thia-1-azabicyclooct-2-en-3-yl]methyl)pyridin-1-ium-4-yl]ethanesulfonate
		⚫	\| image = Cefpimizole.svg
		⚫	\| width = 280

			<!--Clinical data-->
			\| tradename =
		⚫	\| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
		⚫	\| pregnancy_US = <!-- A / B / C / D / X -->
		⚫	\| pregnancy_category =
		⚫	\| legal_AU = <!-- S2, S3, S4, S5, S6, S7, S8, S9 or Unscheduled-->
		⚫	\| legal_CA = <!-- Schedule I, II, III, IV, V, VI, VII, VIII -->
		⚫	\| legal_UK = <!-- GSL, P, POM, CD, or Class A, B, C -->
		⚫	\| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V -->
		⚫	\| legal_status = Rx-only
		⚫	\| routes_of_administration =

			<!--Pharmacokinetic data-->
		⚫	\| bioavailability =
		⚫	\| protein_bound =
		⚫	\| metabolism =
		⚫	\| elimination_half-life =
			\| excretion =

			<!--Identifiers-->
			\| CAS_number_Ref = {{cascite\|correct\|??}}
		⚫	\| CAS_number = 84880-03-5
		⚫	\| ATC_prefix = none
		⚫	\| ATC_suffix =
		⚫	\| ATC_supplemental =
		⚫	\| DrugBank_Ref = {{drugbankcite\|correct\|drugbank}}
		⚫	\| DrugBank =
			\| ChEMBL_Ref = {{ebicite\|changed\|EBI}}
			\| ChEMBL = 2103902
	\| UNII_Ref = {{fdacite\|correct\|FDA}}		\| UNII_Ref = {{fdacite\|correct\|FDA}}
	\| UNII = 24S58UHU7N		\| UNII = 24S58UHU7N
⚫	\| verifiedrevid = ~~437136825~~
⚫	\| IUPAC_name = 2--2-phenylacetyl]amino)-8-oxo-5-thia-1-azabicyclooct-2-en-3-yl]methyl)pyridin-1-ium-4-yl]ethanesulfonate
⚫	\| image = Cefpimizole.~~png~~
⚫	\| width = 280
⚫	\| CAS_number = 84880-03-5
	\| CAS_supplemental =
⚫	\| ATC_prefix = none
⚫	\| ATC_suffix =
⚫	\| ATC_supplemental =
	\| PubChem = 68597
⚫	\| DrugBank_Ref = {{drugbankcite\|correct\|drugbank}}
⚫	\| DrugBank =
	\| KEGG_Ref = {{keggcite\|correct\|kegg}}		\| KEGG_Ref = {{keggcite\|correct\|kegg}}
	\| KEGG = D03427		\| KEGG = D03427
			\| PubChem = 11765031
	\| chemical_formula =
			\| ChemSpiderID_Ref = {{chemspidercite\|changed\|chemspider}}
⚫	\| C=28 \| H=26 \| N=6 \| O=10 \| S=2
			\| ChemSpiderID = 61863
	\| molecular_weight = 670.67 g/mol
			\| StdInChI_Ref = {{stdinchicite\|changed\|chemspider}}
⚫	\| smiles = C1C(=C(~~N2C~~(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)NC(=O)C4=C(NC=N4)C(=O)O)C(=O)O)
			\| StdInChI = 1S/C28H26N6O10S2/c35-23(18(16-4-2-1-3-5-16)31-24(36)19-20(27(38)39)30-14-29-19)32-21-25(37)34-22(28(40)41)17(13-45-26(21)34)12-33-9-6-15(7-10-33)8-11-46(42,43)44/h1-7,9-10,14,18,21,26H,8,11-13H2,(H5-,29,30,31,32,35,36,38,39,40,41,42,43,44)/t18-,21-,26-/m1/s1
	C5=CC=C(C=C5)CCS(=O)(=O)
			\| StdInChIKey_Ref = {{stdinchicite\|changed\|chemspider}}
⚫	\| bioavailability =
			\| StdInChIKey = LNZMRLHZGOBKAN-KAWPREARSA-N
⚫	\| protein_bound =

⚫	\| metabolism =
			<!--Chemical data-->
⚫	\| elimination_half-life =
	\| ~~excretion~~ =		\| chemical_formula =
		⚫	\| C=28 \| H=26 \| N=6 \| O=10 \| S=2
⚫	\| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
		⚫	\| smiles = C1C(=C(N2(S1)(C2=O)NC(=O)(C3=CC=CC=C3)NC(=O)C4=C(N=CN4)C(=O)O)C(=O))C5=CC=C(C=C5)CCS(=O)(=O)O
⚫	\| pregnancy_US = <!-- A / B / C / D / X -->
⚫	\| pregnancy_category=
⚫	\| legal_AU = <!-- S2, S3, S4, S5, S6, S7, S8, S9 or Unscheduled-->
⚫	\| legal_CA = <!-- Schedule I, II, III, IV, V, VI, VII, VIII -->
⚫	\| legal_UK = <!-- GSL, P, POM, CD, or Class A, B, C -->
⚫	\| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V -->
⚫	\| legal_status = Rx-only
⚫	\| routes_of_administration =
	}}		}}

	'''Cefpimizole''' (]) is a third-generation ] ].		'''Cefpimizole''' (]) is a third-generation ] ].

	==References==		== References ==
	*{{cite journal \|~~author~~=Hara K, Shimada J \|title= \|language=~~Japanese~~ \|journal=~~Jpn~~ J ~~Antibiot~~ \|volume=40 \|issue=6 \|pages=1108–22 \|~~year=1987~~ ~~\|month~~=June \|pmid~~=3312705~~ ~~\|doi~~= ~~\|url=~~}}		* {{cite journal \| vauthors = Hara K, Shimada J \| title = \| language = ja \| journal = The Japanese Journal of Antibiotics \| volume = 40 \| issue = 6 \| pages = 1108–22 \| date = June 1987 \| pmid = 3312705 }}

			== External links ==
			* {{Commonscatinline\|Cefpimizole}}

⚫	{{antibiotic-stub}}

	{{CephalosporinAntiBiotics}}		{{CephalosporinAntiBiotics}}
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	]		]
	]		]
	]		]


	]
			{{stereochemistry-stub}}
		⚫	{{antibiotic-stub}}

Latest revision as of 18:06, 14 October 2024

Chemical compound Pharmaceutical compound

Cefpimizole
Clinical data

ATC code	none
Legal status
Legal status	In general: ℞ (Prescription only)
Identifiers
IUPAC name 2--2-phenylacetyl]amino)-8-oxo-5-thia-1-azabicyclooct-2-en-3-yl]methyl)pyridin-1-ium-4-yl]ethanesulfonate
CAS Number	84880-03-5
PubChem CID	11765031
ChemSpider	61863
UNII	24S58UHU7N
KEGG	D03427
ChEMBL	ChEMBL2103902
CompTox Dashboard (EPA)	DTXSID001024675 DTXSID70920069, DTXSID001024675
Chemical and physical data
Formula	C₂₈H₂₆N₆O₁₀S₂
Molar mass	670.67 g·mol
3D model (JSmol)	Interactive image
SMILES C1C(=C(N2(S1)(C2=O)NC(=O)(C3=CC=CC=C3)NC(=O)C4=C(N=CN4)C(=O)O)C(=O))C5=CC=C(C=C5)CCS(=O)(=O)O
InChI InChI=1S/C28H26N6O10S2/c35-23(18(16-4-2-1-3-5-16)31-24(36)19-20(27(38)39)30-14-29-19)32-21-25(37)34-22(28(40)41)17(13-45-26(21)34)12-33-9-6-15(7-10-33)8-11-46(42,43)44/h1-7,9-10,14,18,21,26H,8,11-13H2,(H5-,29,30,31,32,35,36,38,39,40,41,42,43,44)/t18-,21-,26-/m1/s1 Key:LNZMRLHZGOBKAN-KAWPREARSA-N
(what is this?) (verify)

Cefpimizole (INN) is a third-generation cephalosporin antibiotic.

References

Hara K, Shimada J (June 1987). "". The Japanese Journal of Antibiotics (in Japanese). 40 (6): 1108–22. PMID 3312705.

External links

Media related to Cefpimizole at Wikimedia Commons

Antibacterials active on the cell wall and envelope (J01C-J01D)

β-lactams
(inhibit synthesis
of peptidoglycan
layer of bacterial
cell wall by binding
to and inhibiting
PBPs, a group of
D-alanyl-D-alanine
transpeptidases)

Penicillins (Penams)

Narrow
spectrum

β-lactamase sensitive (1st generation)	Benzylpenicillin (G) Benzathine benzylpenicillin Procaine benzylpenicillin Phenoxymethylpenicillin (V) Propicillin Pheneticillin Azidocillin Clometocillin Penamecillin
β-lactamase resistant (2nd generation)	Cloxacillin (Dicloxacillin Flucloxacillin) Oxacillin Nafcillin Methicillin

Extended
spectrum

Aminopenicillins (3rd generation)	Amoxicillin Ampicillin (Pivampicillin Hetacillin Bacampicillin Lenampicillin Metampicillin Talampicillin) Epicillin
Carboxypenicillins (4th generation)	Ticarcillin Carbenicillin / Carindacillin Temocillin
Ureidopenicillins (4th generation)	Piperacillin Azlocillin Mezlocillin
Other	Mecillinam (Pivmecillinam) Sulbenicillin

Carbapenems / Penems

Cephems
Cephalosporins
Cephamycins
Carbacephems

1st generation	Cefazolin Cefalexin Cefadroxil Cefapirin Cefazedone Cefazaflur Cefradine Cefroxadine Ceftezole Cefaloglycin Cefacetrile Cefalonium Cefaloridine Cefalotin Cefatrizine
2nd generation	Cefaclor Cefprozil Cefuroxime Cefuroxime axetil Cefamandole Cefonicid Ceforanide Cefuzonam Cephamycin (Cefoxitin Cefotetan Cefminox Cefbuperazone Cefmetazole) Carbacephem (Loracarbef)
3rd generation	Cefixime Ceftriaxone Cefotaxime Antipseudomonal (Ceftazidime Cefoperazone) Cefdinir Cefcapene Cefdaloxime Ceftizoxime Cefmenoxime Cefpiramide Cefpodoxime Ceftibuten Cefditoren Cefotiam Cefetamet Cefodizime Cefpimizole Cefsulodin Cefteram Ceftiolene Oxacephem (Flomoxef Latamoxef)
4th generation	Cefepime Cefozopran Cefpirome Cefquinome
5th generation	Ceftaroline fosamil Ceftolozane Ceftobiprole
Siderophore	Cefiderocol
Veterinary	Ceftiofur Cefquinome Cefovecin

Monobactams

β-lactamase inhibitors

Combinations

Polypeptides

Lipopeptides	Insert into bacterial cell wall causing perforation and depolarization: Daptomycin Surfactin
Other	Inhibits PG elongation and crosslinking: Ramoplanin

Intracellular

Inhibit PG subunit synthesis and transport: NAM synthesis inhibition (Fosfomycin)
DADAL/AR inhibitors (Cycloserine)
bactoprenol inhibitors (Bacitracin)

Other

WHO-EM
Withdrawn from market
Clinical trials:
- Phase III
- Never to phase III

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This systemic antibiotic-related article is a stub. You can help Misplaced Pages by expanding it.

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