Carindacillin

Carindacillin
Clinical data

AHFS/Drugs.com	International Drug Names
Routes of administration	Oral
ATC code	J01CA05 (WHO)
Legal status
Legal status	In general: ℞ (Prescription only)
Identifiers
IUPAC name (2S,5R,6R)-6-([3-(2,3-dihydro-1H-inden-5-yloxy)-3-oxo-2-phenylpropanoyl]amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CAS Number	35531-88-5 salt: 26605-69-6^Y
PubChem CID	93184
ChemSpider	391995
UNII	5V278481KE salt: 4OUL81K2RT^Y
ChEMBL	ChEMBL1200991
CompTox Dashboard (EPA)	DTXSID6048705
Chemical and physical data
Formula	C₂₆H₂₆N₂O₆S
Molar mass	494.56 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES [Na+].O=C([O-])[C@@H]4N5C(=O)[C@@H](NC(=O)C(c1ccccc1)C(=O)Oc2cc3c(cc2)CCC3)[C@H]5SC4(C)C

Carindacillin (INN), also known as carbenicillin indanyl (USAN), is a penicillin antibiotic. It is a prodrug of carbenicillin.^[1]

It is administered orally, as the sodium salt. It was formerly marketed in the United States by Pfizer under the brand name Geocillin. Pfizer withdrew Carindacillin from the U.S. market sometime after 2008.^[2]

Pharmacokinetics

Shortly after absorption via the small intestine, Carindacillin is hydrolyzed into Carbenicillin. Carbenicillin acts by interfering with final cell wall synthesis in susceptible bacteria, including Pseudomonas aeruginosa, Escherichia coli, and some Proteus. The most common adverse effects include nausea, bad taste, diarrhea, vomiting, flatulence, and glossitis. Carindacillin was approved for use in adults in the treatment of prostatitis and urinary tract infections. Dosing was between 2000 and 4000 mg daily, divided into equally spaced doses.^[3]

References

^ English AR, Retsema JA, Ray VA, Lynch JE (March 1972). "Carbenicillin indanyl sodium, an orally active derivative of carbenicillin". Antimicrob. Agents Chemother. 1 (3): 185–91. doi:10.1128/aac.1.3.185. PMC 444190. PMID 4558137.
^ "Drugs@FDA: FDA-Approved Drugs CARBENICILLIN INDANYL SODIUM". www.accessdata.fda.gov. Retrieved 2022-07-29.
^ Pfizer (2008). "GEOCILLIN® carbenicillin indanyl sodium tablets label" (PDF).

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

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

Read other articles:

Solasta: Crown of the Magister

2021 video game 2021 video gameSolasta: Crown of the MagisterDeveloper(s)Tactical AdventuresPublisher(s)Tactical AdventuresEngineUnity[1]Platform(s)Microsoft WindowsmacOSXbox OneXbox Series X/SPlayStation 5ReleaseMicrosoft WindowsMay 27, 2021macOSNovember 4, 2021Xbox One, Series X/SJuly 5, 2022PlayStation 5March 6, 2024Genre(s)Role-playingMode(s)Single-player, multi-player Solasta: Crown of the Magister is a role-playing video game developed by Tactical Adventures and released in 2021...

Kereta Api Nasional Filipina

Kereta Api Nasional Filipina Pambansang Daambakal ng Pilipinascode: fil is deprecated IndustriTransportasi relDidirikan24 November 1892; 131 tahun lalu (1892-11-24)KantorpusatManila, FilipinaWilayah operasiMetro ManilaCalabarzonBicol RegionTokohkunciRet. P/Dir. Gen. Roberto T. Lastimoso, PNP, ChairmanJunn B. Magno, General ManagerJasaSaat ini:Kereta komuterTidak beroperasi[a]:Kereta antar kota Kereta barangPemilikPemerintah Filipina dibawah DOTrSitus webhttp://www.pnr.gov.ph/ Kereta Api ...

Parsons College

Private college in Fairfield, Iowa, US Parsons CollegeParsons College sealMottoEst Modus In RebusTypePrivate liberal artsEstablished1875, closed in 1973PresidentMillard G. Roberts, 1955–67LocationFairfield, Iowa, United StatesCampusRural272 acres (110.1 ha)Colors Rose, Green and WhiteNicknameWildcatsAffiliationsNorth Central AssociationWebsiteParsons College alumni web site Parsons College was a private liberal arts college located in Fairfield, Iowa. The school was...

Okta

Skala dari tudung awan diukur dalam satuan okta (per delapan) dengan simbol meteorologis untuk masing-masing okta. Dalam meteorologi, okta atau per delapan adalah satuan yang digunakan untuk mengukur besaran dari tudung awan atau banyaknya awan di langit.[1] Tingkat keadaan cuaca diperkirakan dengan banyaknya per delapan langit yang tertutupi oleh awan. Satuan okta umumnya berkisar dari 0 hingga 8 okta, di mana 0 atau 0/8 bagian langit berarti langit cerah seluruhnya, sedangkan 8 atau...

Mike Wallace

Mike WallaceWallace pada 1968LahirMyron Leon Wallace(1918-05-09)9 Mei 1918Brookline, Massachusetts, Amerika SerikatMeninggal7 April 2012(2012-04-07) (umur 93)New Canaan, Connecticut, Amerika SerikatPendidikanUniversitas Michigan (Sarjana)PekerjaanWartawan, pemandu acara permainan, pemeranTahun aktif1939–2008Karya terkenal60 Minutes (1968–2008)Suami/istriNorma Kaphan (m. 1940; bercerai 1948) Buff Cobb (m....

Gun control policy of the Bill Clinton administration

U.S. domestic policy on guns during Bill Clinton's term in office as President Firearm legal topics of theUnited States Amendment II Assault weapon Assault weapons legislation Bipartisan Safer Communities Act Bump stocks Bureau of Alcohol, Tobacco, Firearms and Explosives (ATF) Brady Handgun Violence Prevention Act Campus carry in the U.S. Concealed carry in the U.S. Connecticut Children's Safety Act Constitutional carry Domestic Violence Offender Gun Ban Federal Assault Weapons Ban Federal F...

Человек прямоходящий

† Человек прямоходящий Научная классификация Домен:ЭукариотыЦарство:ЖивотныеПодцарство:ЭуметазоиБез ранга:Двусторонне-симметричныеБез ранга:ВторичноротыеТип:ХордовыеПодтип:ПозвоночныеИнфратип:ЧелюстноротыеНадкласс:ЧетвероногиеКлада:АмниотыКлада:Синапсиды�...

Sylvain Grysolle

Belgian cyclist Sylvain GrysollePersonal informationBorn(1915-12-12)12 December 1915Wichelen, BelgiumDied19 January 1985(1985-01-19) (aged 69)Aalst, BelgiumTeam informationDisciplineRoadRoleRiderProfessional teams1936–1943Dilecta–Wolber1946–1950Rochet–Dunlop Major winsOne-day races and Classics La Flèche Wallonne (1941) Tour of Flanders (1945) Omloop Het Volk (1948) Schaal Sels (1935, 1936) Scheldeprijs (1937) Kampioenschap van Vlaanderen (1938, 1945) Sylvain Grysolle (12 Decemb...

Santhià

Santhiàcomune Santhià – VedutaLa torre campanaria di Sant'Agata LocalizzazioneStato Italia Regione Piemonte Provincia Vercelli AmministrazioneSindacoAngela Ariotti (lista civica) dal 05-10-2021 TerritorioCoordinate45°22′N 8°10′E / 45.366667°N 8.166667°E45.366667; 8.166667 (Santhià)Coordinate: 45°22′N 8°10′E / 45.366667°N 8.166667°E45.366667; 8.166667 (Santhià) Altitudine183 m s.l.m. Superficie53,13 ...

Volksparkstadion

Volksparkstadion Informasi stadionNama lengkapVolksparkstadionNama lamaVolksparkstadion (1953–2001)AOL Arena (2001–2007)HSH Nordbank Arena (2007–2010)Imtech Arena (2010–2015)PemilikHamburger SVOperatorHamburger SVLokasiLokasiSylvesterallee 7, Bahrenfeld 22525 Hamburg, JermanKoordinat53°35′13.77″N 9°53′55.02″E / 53.5871583°N 9.8986167°E / 53.5871583; 9.8986167Koordinat: 53°35′13.77″N 9°53′55.02″E / 53.5871583°N 9.8986167°E...

Billu Barber

BilluPoster PromosiSutradaraPriyadarshanProduserGauri KhanSkenarioManisha KordeMushtaq SheikhCeritaSreenivasanPemeranIrrfan KhanLara DuttaShah Rukh Khan penampilan khususOm PuriRajpal YadavAsraniPenata musikPritamSinematograferV. ManikandanPenyuntingArun KumarDistributorRed Chillies EntertainmentTanggal rilis 13 Februari 2009 (2009-02-13) Durasi138 minutesNegaraIndiaBahasaHindiAnggaran₹23 crore (setara dengan ₹41 crore atau US$5,8 juta pada tahun 2023)Pendapat...

Pulau Panjang (Banten)

Untuk penggunaan lain dari nama Pulau Panjang, lihat Pulau Panjang (disambiguasi). Artikel ini tidak memiliki referensi atau sumber tepercaya sehingga isinya tidak bisa dipastikan. Tolong bantu perbaiki artikel ini dengan menambahkan referensi yang layak. Tulisan tanpa sumber dapat dipertanyakan dan dihapus sewaktu-waktu.Cari sumber: Pulau Panjang Banten – berita · surat kabar · buku · cendekiawan · JSTOR Pulau PanjangPulau PanjangGeografiLokasiAs...

Cagliari

CagliariCasteddu— Comune —Comune di Cagliari Từ trên xuống, trái qua phải: nhà thờ St. Anne, khung cảnh cảng Cagliari, Bastione Thánh Remy, tượng Vua Carlo Felice của Sardegna và Cala Fighera Hiệu kỳVị trí của Cagliari Lỗi Lua trong Mô_đun:Location_map tại dòng 583: Không tìm thấy trang định rõ bản đồ định vị. "Mô đun:Location map/data/Italy Sardegna", "Bản mẫu:Bản đồ định v�...

Sue M. Wilson Brown

American suffrage activist Sue M. Wilson BrownBornSue M. Wilson(1877-09-08)September 8, 1877Staunton, VirginiaDiedJanuary 1, 1941(1941-01-01) (aged 63)Des Moines, IowaNationalityAmericanOccupation(s)Clubwoman, Activist Sue M. Wilson Brown (September 8, 1877 – January 1, 1941) was an African-American activist for women's suffrage. She was inducted into the Iowa Women's Hall of Fame in 1995.[1] Biography Brown was born on September 8, 1877, in Staunton, Virginia,[2] to Ja...

Gastón Sauro

Argentine footballer Gastón Sauro Sauro with Columbus Crew SC in 2017Personal informationDate of birth (1990-02-23) 23 February 1990 (age 34)Place of birth Rosario, ArgentinaHeight 1.91 m (6 ft 3 in)[1]Position(s) Centre-back[2]Team informationCurrent team SarmientoNumber 2Youth career Boca JuniorsSenior career*Years Team Apps (Gls)2008–2012 Boca Juniors 15 (1)2012–2015 Basel 35 (1)2014–2015 → Catania (loan) 27 (1)2015–2019 Columbus Crew 39 (2)20...

نوكيا 6600 فولد

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. (مارس 2016) نوكيا 6600 فولدمعلومات عامةالنوع هاتف محمول الصانع نوكياالوظائفالشاشة إل سي ديالكاميرا 2 ميجابكسلالخصائصال...

August Friedrich Caemmerer

The topic of this article may not meet Wikipedia's notability guideline for biographies. Please help to demonstrate the notability of the topic by citing reliable secondary sources that are independent of the topic and provide significant coverage of it beyond a mere trivial mention. If notability cannot be shown, the article is likely to be merged, redirected, or deleted.Find sources: August Friedrich Caemmerer – news · newspapers · books · scholar · ...

Uhm Ji-won

Ini adalah nama Korea; marganya adalah Uhm. Uhm Ji-wonUhm Ji-won pada tahun 2019Lahir25 Desember 1977 (umur 46)Daegu, Korea SelatanKebangsaanKorea SelatanNama lainUm Ji-won Um Jee-wonPekerjaanAktrisTahun aktif1998-sekarangAgenC-JeS EntertainmentSuami/istriOh Young-wook (m. 2014)Nama KoreaHangul엄지원 Hanja嚴志媛 Alih AksaraEom Ji-wonMcCune–ReischauerŎm Chiwŏn Uhm Ji-won (lahir 25 Desember 1977) adalah aktris asal Korea Selatan. Mang inga...

HMS Majestic (1895)

Pour les autres navires du même nom, voir HMS Majestic. Pour les articles homonymes, voir Majestic. Cet article est une ébauche concernant un bateau ou un navire et la Royal Navy. Vous pouvez partager vos connaissances en l’améliorant (comment ?) selon les recommandations des projets correspondants. HMS Majestic Le HMS Majestic Type pré-dreadnought Classe Majestic Histoire A servi dans Royal Navy Chantier naval HMNB Portsmouth Quille posée 5 février 1894[1] Lancement 12 d�...

Louise-Marie (hameau)

Pour les articles homonymes, voir Louise-Marie. Louise-MarieÉglise Notre-Dame de la SaletteGéographiePays BelgiqueRégion Région flamandeProvince Flandre-OrientaleArrondissement administratif arrondissement administratif d'AudenardeCommune MarkedalCoordonnées 50° 46′ 16″ N, 3° 38′ 39″ Emodifier - modifier le code - modifier Wikidata Louise-Marie est un petit village au sud de la province belge de Flandre-Orientale. Ce ne fut jamais une commun...