{{위키데이터 속성 추적}}
{{Drugbox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 458446335
| drug_name = 
| IUPAC_name = (7''S'',9''S'')-7-[(2''R'',4''S'',5''S'',6''S'')-4-Amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7''H''-tetracene-5,12-dione
| image = Doxorubicin.svg
| image2 = Doxorubicin 3D ball.png
<!--Clinical data-->
|pronounce = {{IPAc-en|ˌ|d|ɒ|k|s|ə|ˈ|r|uː|b|ᵻ|s|ɪ|n}}
| tradename = Adriamycin, Caelyx, Myocet, 기타
| Drugs.com = {{drugs.com|monograph|doxorubicin-hydrochloride}}
| MedlinePlus = a682221
| pregnancy_AU = D
| pregnancy_US = D
| pregnancy_category =  
| licence_EU = yes
| legal_AU = S4
| legal_CA = Rx-only
| legal_UK = POM
| legal_US = Rx-only
| legal_status =  
| routes_of_administration = [[정맥 주사]], 방광내 투여
<!--Pharmacokinetic data-->
| bioavailability = 5% (경구)
| protein_bound = 75%<ref name = MSR/>
| metabolism = [[간]]
| elimination_half-life = 3단계(triphasic); 12분, 3.3시간, 30시간. 평균: 1~3시간<ref name=MSR>{{웹 인용|title=(doxorubicin) dosing, indications, interactions, adverse effects, and more|work=Medscape Reference|publisher=WebMD|accessdate=15 April 2014|url=http://reference.medscape.com/drug/doxorubicin-342120#showall|url-status=live|archiveurl=https://web.archive.org/web/20140416181339/http://reference.medscape.com/drug/doxorubicin-342120#showall|archivedate=16 April 2014|df=}}</ref><ref name = MD>{{웹 인용|title=Doxorubicin|work=Martindale: The Complete Drug Reference|publisher=Pharmaceutical Press|date=19 December 2013|accessdate=15 April 2014|editor=Brayfield, A|url=http://www.medicinescomplete.com/mc/martindale/current/ms-21514-e.htm}}</ref>
| excretion = 소변 (5~12%), 대변 (40~50%)<ref name = MSR/>
<!--Identifiers-->
| IUPHAR_ligand = 7069
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 23214-92-8
| ATC_prefix = L01
| ATC_suffix = DB01
| PubChem = 31703
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB00997
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 29400
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 80168379AG
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D03899
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 28748
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 53463
<!--Chemical data-->
| C=27 | H=29 | N=1 | O=11
| SMILES = C[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](Cc3c2c(c4c(c3O)C(=O)c5cccc(c5C4=O)OC)O)(C(=O)CO)O)N)O
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C27H29NO11/c1-10-22(31)13(28)6-17(38-10)39-15-8-27 (36,16(30)9–29)7-12-19(15)26(35)21–20(24(12)33)23 (32)11-4-3-5-14(37–2)18(11)25(21)34/h3-5,10,13,15, 17,22,29,31,33,35-36H,6–9,28H2,1-2H3/t10-,13-,15-,17-,22+,27-/m0/s1
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = AOJJSUZBOXZQNB-TZSSRYMLSA-N
}}

'''독소루비신'''({{lang|en|doxorubicin}}, 상표명: '''Adriamycin''' 등)은 [[암]] 치료에 사용되는 [[화학요법]] 약물이다.<ref name=AHFS2017/> 여기에는 [[유방암]], [[방광암]], [[카포시 육종]], [[림프종]], [[급성 림프모구 백혈병]]이 포함된다.<ref name=AHFS2017/> [[병용화학요법|다른 화학요법제와 함께]] 사용되기도 한다.<ref name=AHFS2017/> 독소루비신은 [[수액 (의학)|정맥 주사]]를 통해 투여한다.<ref name=AHFS2017/>

일반적인 부작용으로는 [[탈모]], [[골수억제]], 구토, 발진, [[구내염]]이 포함된다.<ref name=AHFS2017/> 다른 심각한 부작용으로는 [[과민증]] 등의 [[알레르기]], [[심장 독성|심장 손상]], 주사 부위의 조작 손상, [[방사선 화상|방사선 회상]](radiation recall), 치료 관련 백혈병이 포함될 수 있다.<ref name=AHFS2017/> 수일 간 소변의 빨간 변색을 경험할 수도 있다.<ref name=AHFS2017/> 독소루비신은 [[안트라사이클린]] 및 [[화학요법|항종양항생물질]] 계열의 약물에 속한다.<ref name=AHFS2017/> 부분적으로 [[DNA]]의 기능을 간섭함으로써 동작한다.<ref name =Ta2013>{{저널 인용|last=Tacar|first=O|author2=Sriamornsak, P |author3=Dass, CR |title=Doxorubicin: an update on anticancer molecular action, toxicity and novel drug delivery systems.|journal=The Journal of Pharmacy and Pharmacology|date=February 2013|volume=65|issue=2|pages=157–70|doi=10.1111/j.2042-7158.2012.01567.x|pmid=23278683}}</ref>

독소루비신은 1974년 미국에서 의학용으로 승인되었다.<ref name=AHFS2017>{{웹 인용|title=Doxorubicin Hydrochloride|url=https://www.drugs.com/monograph/doxorubicin-hydrochloride.html|publisher=The American Society of Health-System Pharmacists|accessdate=12 January 2017|url-status=live|archiveurl=https://web.archive.org/web/20161011065815/https://www.drugs.com/monograph/doxorubicin-hydrochloride.html|archivedate=11 October 2016|df=}}</ref> [[의료제도]]에 필수적인 가장 효과적이고 안전한 의약품 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|accessdate=8 December 2016|date=April 2015|url-status=live|archiveurl=https://web.archive.org/web/20161213052708/http://www.who.int/medicines/publications/essentialmedicines/EML_2015_FINAL_amended_NOV2015.pdf?ua=1|archivedate=13 December 2016|df=}}</ref> [[개발도상국]]의 도매가는 유리병 기준 대략 US$3.88–32.79이다.<ref name=ERC2014>{{웹 인용|title=Doxorubicin HCL|url=http://mshpriceguide.org/en/single-drug-information/?DMFId=282&searchYear=2014|website=International Drug Price Indicator Guide|accessdate=8 December 2016|보존url=https://web.archive.org/web/20181009211236/http://mshpriceguide.org/en/single-drug-information/?DMFId=282&searchYear=2014|보존날짜=2018-10-09|url-status=dead}}</ref> 같은 양으로 영국에서의 비용([[국민 건강 서비스]])은 대략 £100.12이다.<ref>{{웹 인용|url=https://www.evidence.nhs.uk/formulary/bnf/current/8-malignant-disease-and-immunosuppression/81-cytotoxic-drugs/812-anthracyclines-and-other-cytotoxic-antibiotics/doxorubicin-hydrochloride/doxorubicin|title=Doxorubicin: British National Formulary|last=|first=|date=|website=BNF|archive-url=https://web.archive.org/web/20120830155653/http://www.evidence.nhs.uk/formulary/bnf/current/8-malignant-disease-and-immunosuppression/81-cytotoxic-drugs/812-anthracyclines-and-other-cytotoxic-antibiotics/doxorubicin-hydrochloride/doxorubicin|archive-date=2012-08-30|url-status=dead|access-date=6 March 2017}}</ref><ref name=BNF69/> [[페길화]], [[리포솜]] 버전도 구매할 수 있으나 가격이 더 비싼 편이다.<ref name=BNF69>{{서적 인용|title=British national formulary : BNF 69|date=2015|publisher=British Medical Association|isbn=9780857111562|page=583|edition=69}}</ref> 독소루비신은 원래 [[스트렙토미세스 페우케티오스]] 박테리아로부터 만든다.<ref>{{서적 인용|last1=Ravina|first1=Enrique|title=The Evolution of Drug Discovery: From Traditional Medicines to Modern Drugs|date=2011|publisher=John Wiley & Sons|isbn=9783527326693|page=291|url=https://books.google.com/books?id=iDNy0XxGqT8C&pg=PA291|language=en|url-status=live|archiveurl=https://web.archive.org/web/20170918185523/https://books.google.com/books?id=iDNy0XxGqT8C&pg=PA291|archivedate=2017-09-18|df=}}</ref>

== 각주 ==
{{각주}}

== 외부 링크 ==
{{위키공용분류}}
* {{MedlinePlusDrugInfo|medmaster|a682221}}
* [https://web.archive.org/web/20150314043510/http://www.bccancer.bc.ca/HPI/DrugDatabase/DrugIndexPro/Doxorubicin.htm Overview] at [[:en:BC Cancer Agency]]
* [http://www.doxil.com Doxil Site]
* [http://druginfo.nlm.nih.gov/drugportal/dpdirect.jsp?name=Doxorubicin U.S. National Library of Medicine: Drug Information Portal – Doxorubicin]

{{화학요법제}}
{{전거 통제}}

[[분류:IARC 2A군 발암 물질]]
[[분류:세계 보건 기구 필수 의약품]]
[[분류:이탈리아의 발명품]]
[[분류:기형 유발 물질]]
[[분류:화이자의 제품]]
[[분류:존슨앤드존슨의 제품]]
[[분류:DNA 인터칼레이터]]
[[분류:안트라퀴논 글리코사이드]]