{{위키데이터 속성 추적}}
{{drugbox
| Watchedfields = changed
| verifiedrevid = 443526033
| drug_name = 
| IUPAC_name = 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-quinoline-3-carboxylic acid
| image = Ciprofloxacin.svg
| width = 200
| image2 = Ciprofloxacin-zwitterion-from-xtal-3D-balls.png

<!--Clinical data-->
| tradename = Ciloxan, Cipro, Neofloxin, others
| Drugs.com = {{drugs.com|monograph|ciprofloxacin-hydrochloride}}
| MedlinePlus = a688016
| licence_US = Ciprofloxacin
| pregnancy_AU = B3
| pregnancy_US = C
| legal_AU = S4
| legal_UK = POM
| legal_US = Rx-only
| routes_of_administration = [[:en:Route of administration#Enteral|By mouth]], [[수액 (의학)|intravenous]], [[:en:topical]] ([[:en:ear drop]]s, [[안약]]s)
| class    = [[:en:Fluoroquinolone]]
<!--Pharmacokinetic data-->
| bioavailability = 70%<ref name="pmid17154673">{{저널 인용| vauthors = Zhanel GG, Fontaine S, Adam H, Schurek K, Mayer M, Noreddin AM, Gin AS, Rubinstein E, Hoban DJ | title = A Review of New Fluoroquinolones : Focus on their Use in Respiratory Tract Infections | journal = Treatments in Respiratory Medicine | volume = 5 | issue = 6 | pages = 437–65 | year = 2006 | pmid = 17154673 | doi = 10.2165/00151829-200605060-00009 }}</ref>
| protein_bound = 30%<ref name="pmid17154673" />
| metabolism = [[간]] ({{abbr|incl.|including}} [[:en:CYP1A2]])
| elimination_half-life = 3.5 hours<ref name="pmid17154673" />
| excretion = [[콩팥]]

<!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 85721-33-1
| ATC_prefix = J01
| ATC_suffix = MA02
| ATC_supplemental =  {{ATC|S01|AE03}} {{ATC|S02|AA15}} {{ATC|S03|AA07}}
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 100241
| PubChem = 2764
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB00537
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 2662
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 5E8K9I0O4U
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D00186
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 8
| NIAID_ChemDB = 001992

<!--Chemical data-->
| C=17 | H=18 | F=1 | N=3 | O=3
| molecular_weight = 331.346 g/mol
| smiles = c1c2c(cc(c1F)N3CCNCC3)n(cc(c2=O)C(=O)O)C4CC4
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C17H18FN3O3/c18-13-7-11-14(8-15(13)20-5-3-19-4-6-20)21(10-1-2-10)9-12(16(11)22)17(23)24/h7-10,19H,1-6H2,(H,23,24)
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = MYSWGUAQZAJSOK-UHFFFAOYSA-N
|alt=|caption=|type=|legal_status=|licence_EU=|pregnancy_category=|legal_CA=Rx-only}}

'''시프로플록사신'''({{lang|en|Ciprofloxacin}})은 수많은 [[병균 감염]]을 치료하기 위해 사용되는 [[항생물질]]이다.<ref name=AHFS2015>{{웹 인용|title=Ciprofloxacin Hydrochloride|url=https://www.drugs.com/monograph/ciprofloxacin-hydrochloride.html|publisher=The American Society of Health-System Pharmacists|access-date=23 August 2015|url-status=live|archive-url=https://web.archive.org/web/20150923232645/http://www.drugs.com/monograph/ciprofloxacin-hydrochloride.html|archive-date=23 September 2015|df=dmy-all}}</ref> 여기에는 뼈 및 [[화농성 관절염|관절염]], 복강내 전염, 특정한 종류의 [[장염]], [[호흡기 감염]], 피부 감염, [[장티푸스]], [[요로감염증]] 등이 포함된다.<ref name=AHFS2015/> 일부 감염에 대해 다른 항생물질에 추가적으로 사용되기도 한다.<ref name=AHFS2015/> 구강으로, 안약으로, 정맥 주사로 복용할 수 있다.<ref name=AHFS2015/><ref>{{웹 인용|url=https://www.webmd.com/drugs/2/drug-91414-6093/ciprofloxacin-ophthalmic-eye/ciprofloxacin-drops-ophthalmic/details|title=Ciprofloxacin Hcl Drops |date=22 Feb 2018|website=WebMD|access-date=22 Feb 2018}}</ref>

일반적인 부작용에는 메스꺼움, 구토, 설사, 발진이 있다.<ref name=AHFS2015/> 시프로플록사신은 [[건파열]]의 위험을 증가시킨다.<ref name=AHFS2015/> [[중증 근무력증]] 환자의 경우, 근육 약화 문제를 악화시킬 수 있다.<ref name=AHFS2015/> 부작용의 비율은 [[세팔로스포린]] 등의 일부 항생물질 그룹보다 더 높지만 [[클린다마이신]] 등의 다른 물질들보다는 낮은 것으로 간주된다.<ref name=He2013>{{저널 인용 | vauthors = Heidelbaugh JJ, Holmstrom H | title = The perils of prescribing fluoroquinolones | journal = The Journal of Family Practice | volume = 62 | issue = 4 | pages = 191–7 | date = April 2013 | pmid = 23570031 | url = http://www.jfponline.com/Pages.asp?AID=11235 | access-date = 2019-02-26 | archive-date = 2021-08-28 | archive-url = https://web.archive.org/web/20210828035924/https://www.mdedge.com/familymedicine/article/65086/perils-prescribing-fluoroquinolones | url-status = dead }}</ref> 다른 짐승들에 대한 연구는 [[임신]] 중 사용과 관련하여 염려가 제기된다.<ref name=AG2015/> 그러나 약물을 복용한 적은 수의 여성의 어린이들에게는 문제가 식별되지 않았다.<ref name=AG2015>{{웹 인용|title=Prescribing medicines in pregnancy database|url=http://www.tga.gov.au/hp/medicines-pregnancy.htm|work=Australian Government|date=23 August 2015|url-status=live|archive-url=https://web.archive.org/web/20140408040902/http://www.tga.gov.au/hp/medicines-pregnancy.htm|archive-date=8 April 2014|df=dmy-all}}</ref> [[모유 수유]] 중에는 안전한 것으로 판단된다.<ref name=AHFS2015/> 보통은 [[살균]] 효과가 있는 [[광범위항생제|광범위활동]] 2세대 [[플루오로퀴놀론]]이다.<ref name=AHFS2015/><ref>{{저널 인용| vauthors = Ball P | title = Quinolone generations: natural history or natural selection? | journal = The Journal of Antimicrobial Chemotherapy | volume = 46 Suppl T1 | pages = 17–24 | date = July 2000 | pmid = 10997595 | doi = 10.1093/oxfordjournals.jac.a020889 }}</ref><ref>{{저널 인용| vauthors = Oliphant CM, Green GM | title = Quinolones: a comprehensive review | journal = American Family Physician | volume = 65 | issue = 3 | pages = 455–64 | date = February 2002 | pmid = 11858629 | url = http://www.aafp.org/link_out?pmid=11858629 }}</ref>

시프로플록사신은 1987년에 도입되었다.<ref>{{서적 인용|title=Oxford Handbook of Infectious Diseases and Microbiology|date=2009|publisher=OUP Oxford|isbn=978-0-19-103962-1|page=56|url=https://books.google.com/books?id=5W-WBQAAQBAJ&pg=PT56|url-status=live|archive-url=https://web.archive.org/web/20170908143257/https://books.google.com/books?id=5W-WBQAAQBAJ&pg=PT56|archive-date=8 September 2017|df=dmy-all}}</ref> [[의료제도]]에서 필수적인 가장 효과적이고 안전한 약물 목록인 [[WHO 필수 의약품 목록]]에 등재되어 있다.<ref name=WHO19th>{{웹 인용|title=WHO Model List of Essential Medicines (19th List)|url=http://www.who.int/medicines/publications/essentialmedicines/EML_2015_FINAL_amended_NOV2015.pdf?ua=1|work=World Health Organization|access-date=8 December 2016|date=April 2015|url-status=live|archive-url=https://web.archive.org/web/20161213052708/http://www.who.int/medicines/publications/essentialmedicines/EML_2015_FINAL_amended_NOV2015.pdf?ua=1|archive-date=13 December 2016|df=dmy-all}}</ref> [[제네릭 의약품]]으로 판매되고 있으며 그다지 비싸지 않다.<ref name=AHFS2015/><ref name=Ric2014>{{서적 인용|last1=Hamilton|first1=Richard J.|title=Tarascon pharmacopoeia|date=2014|publisher=Jones & Bartlett Publishers|isbn=978-1-284-05671-6|page=85|edition=15|url=https://books.google.com/books?id=F6YdAwAAQBAJ&pg=PA85|url-status=live|archive-url=https://web.archive.org/web/20170908143257/https://books.google.com/books?id=F6YdAwAAQBAJ&pg=PA85|archive-date=8 September 2017|df=dmy-all}}</ref> [[개발도상국]]의 도매가는 1도스(dose)에 {{US$}}0.03 ~ {{US$}}0.13 사이이다.<ref name=ERC2015>{{웹 인용|title=Ciprofloxacin|url=http://mshpriceguide.org/en/single-drug-information/?DMFId=184&searchYear=2014|website=International Drug Price Indicator Guide|access-date=24 August 2015|보존url=https://web.archive.org/web/20190403203158/http://mshpriceguide.org/en/single-drug-information/?DMFId=184&searchYear=2014|보존날짜=2019-04-03|url-status=dead}}</ref> 미국에서는 1도스 당 대략 {{US$}}0.40에 판매된다.<ref name=AHFS2015/> 2016년 미국에서 700만 건 이상의 처방과 더불어 102번째로 많이 처방받은 약물이었다.<ref>{{웹 인용|title=The Top 300 of 2019 |url=https://clincalc.com/DrugStats/Top300Drugs.aspx |website=clincalc.com |accessdate=22 December 2018}}</ref>

== 각주 ==
{{각주}}

== 외부 링크 ==
{{위키공용분류}}
* {{DMOZ|Society/Issues/Health/Drugs/Medical}}
* [http://druginfo.nlm.nih.gov/drugportal/dpdirect.jsp?name=Ciprofloxacin U.S. National Library of Medicine: Drug Information Portal - Ciprofloxacin]
* [http://www.accessdata.fda.gov/drugsatfda_docs/label/2011/019537s075,020780s033lbl.pdf Cipro Package Insert]
* [http://www.accessdata.fda.gov/drugsatfda_docs/label/2008/021744s008lbl.pdf Proquin XR Package Insert]
* [http://www.accessdata.fda.gov/drugsatfda_docs/label/2006/019992s020lbl.pdf Ciloxan Package Insert]
* [https://www.nlm.nih.gov/medlineplus/druginfo/meds/a605005.html Ciprofloxacin Ophthalmic]

[[분류:피페라진]]
[[분류:세계 보건 기구 필수 의약품]]
[[분류:사이클로프로페인]]
[[분류:바이엘 (기업)]]
[[분류:노바티스의 제품]]
[[분류:바이엘의 제품]]
[[분류:콩팥 독소]]
[[분류:CYP3A4 억제제]]
[[분류:플루오로퀴놀론]]
[[분류:피부 독소]]
[[분류:CYP1A2 억제제]]
[[분류:1-피페라지닐 화합물]]