Dirithromycin

Dirithromycin
Clinical data
Trade namesDynabac
AHFS/Drugs.comMicromedex Detailed Consumer Information
MedlinePlusa604026
License data
Pregnancy
category
  • B
Routes of
administration		Oral
ATC code
Pharmacokinetic data
Bioavailability10%
Protein binding15 to 30%
MetabolismHyrolized to erythromycyclamine in 1.5 hours
Identifiers
  • (2R,3R,6R,7S,8S,9R,10R,12R,13S,15R,17S)-9-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-3-ethyl-2,10-dihydroxy-7-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-15-[(2-methoxyethoxy)methyl]-2,6,8,10,12,17-hexamethyl-4,16-dioxa-14-azabicyclo[11.3.1]heptadecan-5-one
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.152.704 Edit this at Wikidata
Chemical and physical data
FormulaC42H78N2O14
Molar mass835.086 g·mol−1
3D model (JSmol)
Melting point186 to 189 °C (367 to 372 °F) (dec.)
  • O=C4O[C@@H]([C@](O)(C)[C@H]1O[C@@H](N[C@H]([C@@H]1C)[C@H](C)C[C@](O)(C)[C@H](O[C@@H]2O[C@H](C)C[C@H](N(C)C)[C@H]2O)[C@H]([C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@](OC)(C)C3)[C@H]4C)C)COCCOC)CC
  • InChI=1S/C42H78N2O14/c1-15-29-42(10,49)37-24(4)32(43-30(56-37)21-52-17-16-50-13)22(2)19-40(8,48)36(58-39-33(45)28(44(11)12)18-23(3)53-39)25(5)34(26(6)38(47)55-29)57-31-20-41(9,51-14)35(46)27(7)54-31/h22-37,39,43,45-46,48-49H,15-21H2,1-14H3/t22-,23-,24+,25+,26-,27+,28+,29-,30-,31+,32+,33-,34+,35+,36-,37+,39+,40-,41-,42-/m1/s1 checkY
  • Key:WLOHNSSYAXHWNR-NXPDYKKBSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Dirithromycin is a macrolide glycopeptide antibiotic.[1]

Dirithromycin (Dynabac) is a more lipid-soluble prodrug derivative of 9S-erythromycyclamine prepared by condensation of the latter with 2-(2-methoxyethoxy)acetaldehyde. The 9N, 11O-oxazine ring thus formed is a hemi-aminal that is unstable under both acidic and alkaline aqueous conditions and undergoes spontaneous hydrolysis to form erythromycyclamine. Erythromycyclamine is a semisynthetic derivative of erythromycin in which the 9-ketogroup of the erythronolide ring has been converted to an amino group. Erythromycyclamine retains the antibacterial properties of erythromycin oral administration. The prodrug, dirithromycin, is provided as enteric coated tablets to protect it from acid catalyzed hydrolysis in the stomach. Orally administered dirithromycin is absorbed rapidly into the plasma, largely from the small intestine. Spontaneous hydrolysis to erythromycyclamine occurs in the plasma. Oral bioavailability is estimated to be about 10%, but food does not affect absorption of the prodrug.

Discontinuation

Dirithromycin is no longer available in the United States.[2] Since the production of dirithromycin is discontinued in the U.S., National Institutes of Health recommend that people taking dirithromycin should consult their physicians to discuss switching to another treatment.[3] However, dirithromycin is still available in many European countries.

References

  1. ^ McConnell SA, Amsden GW (April 1999). "Review and comparison of advanced-generation macrolides clarithromycin and dirithromycin". Pharmacotherapy. 19 (4): 404–15. doi:10.1592/phco.19.6.404.31054. PMID 10212011. S2CID 25018468.
  2. ^ "Dynabac Drug Details". U.S. Food and Drug Administration. Retrieved 2007-05-25.
  3. ^ "Dirithromycin". MedlinePlus. U.S. National Library of Medicine. January 1, 2006. Archived from the original on 2007-03-29. Retrieved 2007-05-25.

Read other articles:

Krisztina Tóth (tenis meja)

Krisztina TóthPersonal informationNama lengkapToth KrisztinaJulukanKriszti, Kriszta, Tothi [1]Kebangsaan HungariaLahir29 Mei 1974 (umur 49)Miskolc, HungariaGaya bermainLeft-handed, shakehand gripEquipment(s)ButterflyPeringkat tertinggi13 (December 2003) [2]KlubFSV KroppachTinggi164 m (538 ft 1⁄2 in) Rekam medali Putri Tenis Meja Mewakili  Hungaria World Championships 1995 Tianjin Doubles World Cup 1995 Atlanta Team 2007 Magdeburg Team Europ...

 

Tiszapalkonya

This article needs additional citations for verification. Please help improve this article by adding citations to reliable sources. Unsourced material may be challenged and removed.Find sources: Tiszapalkonya – news · newspapers · books · scholar · JSTOR (September 2020) (Learn how and when to remove this template message) Village in Northern Hungary, HungaryTiszapalkonyaVillage FlagCoat of armsTiszapalkonyaLocation of TácCoordinates: 47°53′07″N ...

 

Windows 9x

Windows 9xsistema operativoLogoSchermata di Windows 98SviluppatoreMicrosoft FamigliaWindows Release inizialeWindows 95 (4.0) (24 agosto 1995) Release correnteWindows Me (4.9) (14 settembre 2000) Tipo di kernelKernel Monolitico 16/32 bit Piattaforme supportatex86, IA-32 Metodo di aggiornamentoWindows Update Tipo licenzaSoftware proprietario LicenzaProprietario (MS-EULA) Stadio di sviluppoSviluppo interrotto dal 2001 PredecessoreWindows 3.x SuccessoreWindows NT Modifica dati su Wikidata...

كأس السوبر الإسباني 2004

يفتقر محتوى هذه المقالة إلى الاستشهاد بمصادر. فضلاً، ساهم في تطوير هذه المقالة من خلال إضافة مصادر موثوق بها. أي معلومات غير موثقة يمكن التشكيك بها وإزالتها. (يوليو 2017) كأس السوبر الإسباني 2004 ريال سرقسطة فالنسيا 3 2 المباراة الأولى ريال سرقسطة فالنسيا 0 1 التاريخ21 أغسطس 2004الم�...

 

Голубянки

Голубянки Самец голубянки икар Научная классификация Домен:ЭукариотыЦарство:ЖивотныеПодцарство:ЭуметазоиБез ранга:Двусторонне-симметричныеБез ранга:ПервичноротыеБез ранга:ЛиняющиеБез ранга:PanarthropodaТип:ЧленистоногиеПодтип:ТрахейнодышащиеНадкласс:ШестиногиеКласс...

 

Penyadapan telepon

Keakuratan fakta pada artikel ini dipertanyakan karena informasi yang terkandung di dalamnya sudah kedaluwarsa. Harap perbarui artikel dengan menambahkan informasi terbaru yang tersedia. Perangkat pengontrol saluran telepon Jitka, digunakan sebagai alat penyadap pada akhir 1960-an oleh StB Cekoslovakia. Penyadapan telepon atau sadap kawat (bahasa Inggris: wiretapping) adalah pemantauan percakapan telepon dan Internet oleh pihak ketiga, sering kali dilakukan dengan cara rahasia. Percakapan...

Mikuláš Konopka

Mikuláš Konopka Nazionalità  Slovacchia Altezza 193 cm Peso 110 kg Atletica leggera Specialità Getto del peso Società VŠC Dukla Banská Bystrica Termine carriera 2008 Record Peso 20,66 m (2001) Peso 21,57 m (indoor – 2007) CarrieraNazionale 1998-2007 Slovacchia18Palmarès Competizione Ori Argenti Bronzi Europei indoor 1 0 0 Europei under 23 2 0 0 Mondiali juniores 1 0 0 Europei juniores 0 1 0 Vedi maggiori dettagli   Modifica dati su Wikidata · Manuale Mikuláš Konop...

 

Pablo Iglesias Posse

Spanish politician and labour leader Not to be confused with Pablo Iglesias Turrión, Spanish politician born in 1978. In this Spanish name, the first or paternal surname is Iglesias and the second or maternal family name is Posse. You can help expand this article with text translated from the corresponding article in Spanish. (November 2017) Click [show] for important translation instructions. View a machine-translated version of the Spanish article. Machine translation, like De...

 

Estonian War of Independence

War between Estonia and Soviet Russia in 1918–1920 This article needs additional citations for verification. Please help improve this article by adding citations to reliable sources. Unsourced material may be challenged and removed.Find sources: Estonian War of Independence – news · newspapers · books · scholar · JSTOR (March 2023) (Learn how and when to remove this message) Estonian War of IndependencePart of Russian Civil War and Latvian War of Ind...

Influence of the French Revolution

French Revolution The neutrality of this article is disputed. Relevant discussion may be found on the talk page. Please do not remove this message until conditions to do so are met. (July 2022) (Learn how and when to remove this message)The French Revolution had a major impact on Europe and the New World. Historians widely regard the Revolution as one of the most important events in European history.[1][2][3] In the short-term, France lost thousands of its countrymen i...

 

国民议会 (巴林)

40位议员参加巴林国民议会 巴林国民议会（阿拉伯语：المجلس الوطني البحريني）是巴林的国家立法机关。巴林国民议会实行两院制，由协商会议和众议院组成。协商会议由巴林国王任命的40名议员组成，议长也由国王任命；协商会议议员任期4年，可被多次任命。众议院由40名议员组成，议长由议员投票选出；众议院40名议员来自巴林40个不同选区，由选民直接选举产�...

 

李小平

李小平可以指： 李秋璜，关山月之妻 李小平 (臺灣戲曲導演、演員)，台灣演員、戲曲導演 李小平 (澳門)，澳門治安警察局局長 李小平 (体操运动员)（1962年－） 李小平 (1951年)，吉林省委党校常务副校长 李小平 (1954年)，江苏省地方税务局局长 李小平 (1965年)，曾任中共临沧市委书记 李小平 (1967年)，江西省体育局局长 这是一个消歧义页，羅列了有相同或相近的标题，但內容...

Boucles de la Mayenne 2018

Boucles de la Mayenne 2018 GénéralitésCourse44e Boucles de la MayenneCompétitionUCI Europe Tour 2018 2.1Étapes4Dates31 mai – 3 juin 2018Distance534,5 kmPays FranceLieu de départLavalLieu d'arrivéeLavalÉquipes21Partants126Vitesse moyenne137,041 km/hSite officielSite officielRésultatsVainqueur Mathieu van der Poel (Corendon-Circus)Deuxième Romain Seigle (Groupama-FDJ)Troisième Eli Iserbyt (Marlux-Bingoal)Classement par points Nacer Bouhanni (Cofidis, Solutions Crédits)Meilleur gri...

 

WGAL

NBC affiliate in Lancaster, Pennsylvania This article possibly contains original research. Please improve it by verifying the claims made and adding inline citations. Statements consisting only of original research should be removed. (February 2013) (Learn how and when to remove this message) WGALLancaster–York–Harrisburg–Lebanon, PennsylvaniaUnited StatesCityLancaster, PennsylvaniaChannelsDigital: 8 (VHF)Virtual: 8BrandingWGAL 8 (general)News 8 (newscasts)MeTV Susquehanna Valley (on DT...

 

Carlos Vásquez

Questa voce sull'argomento cestisti peruviani è solo un abbozzo. Contribuisci a migliorarla secondo le convenzioni di Wikipedia. Carlos VásquezNazionalità Perù Altezza200 cm Peso105 kg Pallacanestro CarrieraNazionale 1964-1977 Perù Palmarès  Campionati sudamericani BronzoColombia 1973 Il simbolo → indica un trasferimento in prestito.   Modifica dati su Wikidata · Manuale Carlos Vásquez Pancorvo (Lima, 8 luglio 1942 – Lima, 24 luglio 1984) è stato un cest...

シャンティイ城

この記事は検証可能な参考文献や出典が全く示されていないか、不十分です。 出典を追加して記事の信頼性向上にご協力ください。（このテンプレートの使い方）出典検索?: シャンティイ城 – ニュース · 書籍 · スカラー · CiNii · J-STAGE · NDL · dlib.jp · ジャパンサーチ · TWL (2016年6月) シャンティイ城 シャンティイ城（フランス...

 

ベルナルト・デ・ヴェンタドルン

ベルナルト・デ・ヴェンタドルンBernart de Ventadorn 誕生 1130年頃 - 1140年頃死没 1190年頃 - 1200年頃職業 トルバドゥール国籍 プロヴァンス（現 フランス）活動期間 中世テンプレートを表示 ポータル クラシック音楽 ベルナルト・デ・ヴェンタドルン（Bernart de Ventadornまたはベルナール・ド・ヴァンタドゥール Bernard de Ventadour, 生年：1130年ごろ - 1140年ごろ ～ 没年：1190年�...

 

Хрисанфова, Елена Николаевна

В Википедии есть статьи о других людях с такой фамилией, см. Хрисанфова. Елена Hиколаевна Хрисанфова Дата рождения 14 мая 1927(1927-05-14) Место рождения Москва Дата смерти 18 октября 2003(2003-10-18) (76 лет) Место смерти Москва Страна  СССР,  Россия Научная сфера антропология Ме�...

A Mathematical Theory of Communication

1948 scholarly article by Claude Shannon A Mathematical Theory of Communication 1949 full book editionAuthorClaude E. ShannonLanguageEnglishSubjectCommunication theoryPublication date1948Publication placeUnited States A Mathematical Theory of Communication is an article by mathematician Claude E. Shannon published in Bell System Technical Journal in 1948.[1][2][3][4] It was renamed The Mathematical Theory of Communication in the 1949 book of the same name,[...

 

Jordi Alba

Pour les articles homonymes, voir Alba. Alba Ramos est un nom espagnol. Le premier nom de famille, paternel, est Alba ; le second, maternel, souvent omis, est Ramos. Jordi Alba Situation actuelle Équipe Inter Miami Numéro 18 Biographie Nom Jorge Alba Ramos[1] Nationalité Espagnole Naissance 21 mars 1989 (35 ans) L'Hospitalet de Llobregat (Espagne) Taille 1,70 m (5′ 7″) Période pro. Depuis 2007 Poste Arrière gauche Pied fort Gauche Parcours junior Années Club 199...