Skip to content
头孢克肟

Structure via PubChem · Public domain (PubChem)

EntityQ163901· pop 31· linked from 213 articles

头孢克肟

Sign in to save

Also known as CL-284635, FK-027, FR-17027, cefixime anhydrous, (−)-cefixime, suprax

Cefixime, sold under the brand name Suprax among others, is an antibiotic medication used to treat a number of bacterial infections. These infections include otitis media, strep throat, pneumonia, urinary tract infections, gonorrhea, and Lyme disease. For gonorrhea typically only one dose is required. In the United States it is a second-line treatment to ceftriaxone for gonorrhea. It is taken by mouth.

Key facts

Drug.Verifiedfields
changed
Drug.Watchedfields
changed
Drug.verifiedrevid
460023156
Drug.image
Cefixime skeletal structure.svg
Drug.image_class
skin-invert-image
Drug.image2
Cefixime ball-and-stick model from xtal 2013.png
Drug.image_class2
bg-transparent
Drug.tradename
Suprax, others
Drug.MedlinePlus
a690007
Drug.DailyMedID
Cefixime
Drug.routes_of_administration
By mouth
Drug.ATC_prefix
J01
Drug.ATC_suffix
DD08
Drug.legal_CA
Rx-only
Drug.legal_UK
POM
Drug.legal_US
Rx-only
Drug.legal_status
Rx-only
Drug.bioavailability
30 to 50%

via Wikipedia infobox

Chemical data

Formula
C16H15N5O7S2
Molecular weight
453.5 g/mol
IUPAC name
(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(carboxymethoxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
SMILES
C=CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OCC(=O)O)/C3=CSC(=N3)N)SC1)C(=O)O
InChIKey
OKBVVJOGVLARMR-QSWIMTSFSA-N
XLogP
-0.7
Polar surface area
238 Ų
H-bond donors
4
H-bond acceptors
12
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
First approval
1989
Admin. routes
oral
Indications
Otitis media, infection, neoplasm, osteomyelitis

via ChEMBL · EBI

Wikidata facts

Mass
453.04128982000003
Has use
medication
Show 9 more facts
chemical formula
C₁₆H₁₅N₅O₇S₂
subject has role
enzyme inhibitor
medical condition treated
otitis media
canonical SMILES
C=CC1=C(N2C(C(C2=O)NC(=O)C(=NOCC(=O)O)C3=CSC(=N3)N)SC1)C(=O)O
isomeric SMILES
C=CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OCC(=O)O)/C3=CSC(=N3)N)SC1)C(=O)O
World Health Organisation international non-proprietary name
cefixime
NCI Thesaurus ID
C1100
defined daily dose
0.4
Commons category
Cefixime
Sources (7)

via Wikidata · CC0

Article · 中文

頭孢克肟(Cefixime),是一種抗生素,用於治療多種细菌感染,例如中耳炎、鏈球菌性咽炎、肺炎、泌尿道感染、淋病和萊姆病。治療淋病時通常只需口服一劑。在美國,本品是治療淋病的二線用藥,一線用藥是頭孢曲松(英語:ceftriaxone)。本品的給藥方式為口服。 常見的副作用為腹瀉、腹痛和有噁心感,可能的嚴重副作用則為出現過敏反應和引發偽膜性結腸炎。若患者曾有嚴重則不建議使用;但用於懷孕患者應該是安全的。本品是第三代的頭孢菌素類藥物,藥理機轉是藉由妨礙細菌的細胞壁生成,使細菌死亡。 1979年,頭孢克肟取得專利,1989 年在美國核可為醫藥用途。本品名列世界衛生組織本藥物標準清單,認可為醫療系統中最安全有效的必需藥物之一。在發展中國家,每劑批發價約在0.26到2.09美元之譜,2015年,美國的整套療程所需劑量約要價100到200美元。

Abstract from DBpedia / Wikipedia · CC BY-SA