WordNet

a light soft silver-white metallic element of the alkali metal group; oxidizes rapidly in air and reacts violently with water; is abundant in nature in combined forms occurring in sea water and in carnallite and kainite and sylvite (同)K, atomic number 19

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ポタシウム,カリウム(金属元素;化学記号はK)

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2014/06/21 12:26:55」(JST)

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Hetacillin is a beta-lactam antibiotic that is part of the aminopenicillin family. It is a prodrug and it has no antibacterial activity itself,^[1] but quickly splits of acetone in the human body to form ampicillin,^[2] which is active against a variety of bacteria.

Administration

Hetacillin can be administered orally.^[2] The potassium salt, hetacillin potassium, is administered by injection, either intravenously or intramuscularly.^{[citation needed]} It is sold under the trade name Hetacin for intramammary injection in veterinary use.^[3]

Hetacillin was removed from the market for human use when the discovery was made that it is actually cleaved in the gastrointestinal tract to formaldehyde and had no advantages over ampicillin.^{[citation needed]}

Chemistry

Hetacillin is prepared from ampicillin and acetone. In aqueous solutions it is unstable, with a half life of 15 to 30 minutes at 37 °C (99 °F) and pH 7, quickly releasing acetone again.^[1]^[4]

As opposed to ampicillin, hetacillin is only marginally broken down by the bacterial enzyme beta-lactamase, at least in vitro.^[4]

References

^ ^a ^b Drugbank: Hetacillin
^ ^a ^b Sutherland, R.; Robinson, O. P. (1967). "Laboratory and pharmacological studies in man with hetacillin and ampicillin". British medical journal 2 (5555): 804–808. PMC 1843140. PMID 5182358. edit
^ Hetacin-K Intramammary Infusion for Veterinary Use
^ ^a ^b Faine, S.; Harper, M. (1973). "Independent antibiotic actions of hetacillin and ampicillin revealed by fast methods". Antimicrobial agents and chemotherapy 3 (1): 15–18. PMC 444353. PMID 4597707. edit

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UpToDate Contents

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1. 成人における低カリウム血症の臨床症状および治療 clinical manifestations and treatment of hypokalemia in adults
2. 成人における高カリウム血症の原因および評価 causes and evaluation of hyperkalemia in adults
3. カリウムと高血圧 potassium and hypertension
4. 腎尿細管性アシドーシスの概要と病態生理、およびカリウムバランスへの影響 overview and pathophysiology of renal tubular acidosis and the effect on potassium balance
5. 酸塩基障害におけるカリウムバランス potassium balance in acid base disorders

English Journal

[Clinical evaluation of Versapen (hetacillin potassium)].

Sternadel Z, Mazurek J, Sliwiński W, Peksa A, Wiacek J.
Ginekologia polska.Ginekol Pol.1976 Feb;47(2):213-5.
PMID 1254196

[Clinical experiments with a new derivative of 6-aminopenicillanic acid: hetacillin potassium].

Soranzo ML, Bosio G.
Minerva medica.Minerva Med.1972 Nov 17;63(82):4453-8.
PMID 4565935

Japanese Journal

泌尿器科領域におけるPotassium hetacillin(VERSAPEN "Bristol")の使用経験

西正夫 [他]
臨牀と研究 50(8), 2458-2461, 1973-08
NAID 40018607196

泌尿器科領域におけるPotassium Hetacillin(Versapen)の使用経験 : 第87回熊本地方会

西正夫,森久清志
日本泌尿器科學會雜誌 64(6), 525, 1973
NAID 110003079611

尿路感染症に対するPotassium Hetacillin(Versapen'Bristol')の治験

森田一喜朗
西日本泌尿器科 33(3), 386-387, 1971-06
NAID 40018196050

Related Pictures

★リンクテーブル★

リンク元	「ヘタシリン」「ヘタシリンカリウム」
関連記事	「hetacillin」

「ヘタシリン」

Hetacillin
Systematic (IUPAC) name
	(2S,5R,6R)-6-[(4R)-2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Clinical data
Trade names	Hetacin
AHFS/Drugs.com	Veterinary Use
Legal status	℞-only (US)
Routes	Intramammary injection
Identifiers
CAS number	3511-16-8
ATC code	J01CA18
PubChem	CID 193260
DrugBank	DB00739
ChemSpider	167708
UNII	TN4JSC48CV
KEGG	D01074
ChEMBL	CHEMBL1201116
Chemical data
Formula	C19H23N3O4S
Mol. mass	389.469 g/mol
	SMILES O=C(O)[C@@H]3N4C(=O)[C@@H](N2C(=O)C(c1ccccc1)NC2(C)C)[C@H]4SC3(C)C;
	InChI InChI=1S/C19H23N3O4S/c1-18(2)13(17(25)26)21-15(24)12(16(21)27-18)22-14(23)11(20-19(22,3)4)10-8-6-5-7-9-10/h5-9,11-13,16,20H,1-4H3,(H,25,26)/t11?,12-,13+,16-/m1/s1 ; Key:DXVUYOAEDJXBPY-XQERAMJGSA-N ;
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