talampicillin

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2018/01/05 08:27:48」(JST)

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Talampicillin

Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	J01CA15 (WHO)
Identifiers
IUPAC name 3-oxo-1,3-dihydro-2-benzofuran-1-yl (2S,5R,6R)-6-{[(2R)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
CAS Number	47747-56-8 Y
PubChem CID	5373
ChemSpider	64529 N
UNII	29OJI73DPC
ChEMBL	CHEMBL1322719 N
ECHA InfoCard	100.051.194
Chemical and physical data
Formula	C24H23N3O6S
Molar mass	481.52092 g/mol
3D model (JSmol)	Interactive image
SMILES O=C(OC2OC(=O)c1ccccc12)[C@@H]4N5C(=O)[C@@H](NC(=O)[C@@H](c3ccccc3)N)[C@H]5SC4(C)C
InChI InChI=1S/C24H23N3O6S/c1-24(2)17(22(31)33-23-14-11-7-6-10-13(14)21(30)32-23)27-19(29)16(20(27)34-24)26-18(28)15(25)12-8-4-3-5-9-12/h3-11,15-17,20,23H,25H2,1-2H3,(H,26,28)/t15-,16-,17+,20-,23?/m1/s1 N Key:SOROUYSPFADXSN-SUWVAFIASA-N N
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Talampicillin is a beta lactam antibiotic from the penicillin family. It is an acid stable prodrug that was administered orally. It is not approved by the FDA for use in the United States.

Synthesis

Ampicillin remains the penicillin of choice for many infections because of its oral activity and good potency against Gram-negative bacteria. A number of prodrugs have been examined in attempts to improve upon the pharmacodynamic characteristics, and one of these is talampicillin.

Talampicillin synthesis:

One synthesis involved protecting the primary amino group of ampicillin (1) as the enamine with ethyl acetoacetate (2). THis was then esterified by reaction with 3-bromopthalide (3), and the enamine was carefully hydrolyzed with dilute HCl in acetonitrile to produce talampicillin (4).

English Journal

• Kinetics of talampicillin decomposition in solutions.

• Pawełczyk E1, Płotkowiak Z, Helska M.
• Acta poloniae pharmaceutica.Acta Pol Pharm.2002 Jan-Feb;59(1):25-9.
• Talampicillin stability in aqueous solutions was studied in a broad range of pH values using as medium solutions of hydrochloric acid (pH 0.4-1.8), phosphate buffers (pH 2.05-3.13 and 6.03-8.04), acetate buffer (pH 3.87-5.28) and borate buffer (pH 8.90-9.10) as well as sodium hydroxide solution (pH
• PMID 12026108

• Evaluation of oral antimicrobial agent levels in tooth extraction sites.

• Yoshii T1, Yoshikawa T, Furudoi S, Yoshioka A, Ohtsuka Y, Komori T.
• Oral surgery, oral medicine, oral pathology, oral radiology, and endodontics.Oral Surg Oral Med Oral Pathol Oral Radiol Endod.2001 Jun;91(6):643-8.
• OBJECTIVE: The purpose of this study was to evaluate various oral antimicrobial agent levels in tooth extraction sites.STUDY DESIGN: The concentration of dental alveolar blood in extraction wounds after the oral administration of talampicillin (500 mg), cefaclor (500 mg), cefteram pivoxil (200 mg),
• PMID 11402275

• Kinetics of thermal decomposition of talampicillin hydrochloride in the solid state.

• Pawełczyk E1, Płotkowiak Z, Helska M.
• Die Pharmazie.Pharmazie.2000 May;55(5):390-1.
• PMID 11828623

Japanese Journal

• 抜歯創へのβ-ラクタム薬の移行性に関する検討

• 吉位 尚,吉川 朋宏,吉岡 歩,古土井 春吾,古森 孝英
• 日本化学療法学会雜誌 = Japanese journal of chemotherapy 48(7), 541-544, 2000-07-25
• NAID 10005860977

• Study on penetration of oral antibiotics into exodontia wounds.

• 吉位 尚,吉川 朋宏,吉岡 歩,古土井 春吾,古森 孝英
• 日本化学療法学会雑誌 48(7), 541-544, 2000
• … To evaluate the effectiveness of prophylaxis of infection after tooth extraction, antibiotic concentrations in exodontia wounds were determined after talampicillin (TAPC, 500 mg), cefaclor (CCL, 500 mg), and cefteram pivoxil (CFTM-PI, 200 mg) were given orally. …
• NAID 130004102597

• Four Clinical Experiences of Allergic Reactions to Drugs used in Dental Treatment

• 秋山 正利,三宅 正彦,工藤 逸郎,見崎 徹,京田 直人,金山 利吉
• 有病者歯科医療 5(1), 53-61, 1996
• … This patient underwent extraction of the left upper first and third molar teeth after preoperative allergy tests and prophylactic measures including steroid therapy, and exhibited only slight allergic symptoms in response to lidocaine used as a local anesthetic.<BR>Case No 2 developed serious anaphylactic shock several minutes after an oral dose of talampicillin following alveoloplasty. …
• NAID 130004298545

Related Pictures

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★リンクテーブル★

リンク元	「タランピシリン」「TAPC」
拡張検索	「talampicillin hydrochloride」

「タランピシリン」

　　[★]

英

talampicillin、talampicillin hydrochloride

関

塩酸タランピシリン

「TAPC」

　　[★] タランピシリン talampicillin

「talampicillin hydrochloride」

　　[★]

• 塩酸タランピシリン

関

talampicillin