Doxorubicin Hydrochloride

HCID 443939CAS 25316-40-9

기본 정보

표준 SMILES: COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(=O)CO)C[C@@H]3O[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1.Cl
InChIKey: MWWSFMDVAYGXBV-RUELKSSGSA-N
분자식: C27H29NO11.ClH
평균 분자량: 580 g/mol
단동위원소 질량: 579.15073846

개요

Doxorubicin Hydrochloride (Adriamycin) can cause cancer according to an independent committee of scientific and health experts. It can cause developmental toxicity and male reproductive toxicity according to state or federal government labeling requirements.

이름 및 식별자

우선 이름: Doxorubicin Hydrochloride
IUPAC: (7S,9S)-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione;hydrochloride

이름 및 동의어

Doxorubicin Hydrochloride25316-40-9Doxorubicin HClADRIAMYCIN HYDROCHLORIDEAdriacinAdriamycin PFSAdriamycin RDFADRIAMYCIN, HYDROCHLORIDEAdriablastina csDTXSID3030636doxorubicin.HClDoxorubicini hydrochloridum

이름 더 보기

hydroxydaunomycin hydrochloride82F2G7BL4EDoxorubicin citric acid saltDTXCID1010636Liposomal doxorubicin hydrochlorideDOXORUBICIN HYDROCHLORIDE LIPOSOME5,12-Naphthacenedione, 10-((3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, hydrochloride, (8S,10S)-FI 106

데이터베이스 식별자

CAS: 25316-40-9
PubChem CID: 443939
DTXSID: DTXSID3030636
ChEMBL: CHEMBL359744
ChEBI: CHEBI:31522
UNII: 82F2G7BL4E
EC Number: 246-818-3

물성

구조 계산 물성

극성 표면적: 206 Å²
수소 결합 공여자 수: 7
수소 결합 수용자 수: 12
회전 가능 결합 수: 5
무거운 원자 수: 40
형식 전하: 0
복잡도: 977

실험 및 물리화학적 성질

SolubilitySoluble (NTP, 1992)

Human Drugs · 6건

Breast Feeding; Lactation; Milk, Human; Antineoplastic Agents; Anthracyclines; Antibiotics, Antineoplastic; Topoisomerase II Inhibitors

FDA approved drugs -> Active ingredient

EMA approved medicines: Human medicine

FDA approved drugs -> Active ingredient

Melting Point399 to 401 °F (Decomposes) (NTP, 1992)

Physical DescriptionAdriamycin hydrochloride appears as orange-red thin needles. Aqueous solutions yellow-orange at acid pHs, orange-red at neutral pHs, and violet blue over pH 9. (NTP, 1992)

안전 및 규제

GHS 분류

GHS Classification · 4건

Danger

H302 (77.8%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P351+P338, P318, P321, P330, P332+P317, P337+P317, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 158 reports by companies from 22 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 2건

Hazard Traits - Carcinogenicity; Developmental Toxicity; Reproductive Toxicity

Adriamycin hydrochloride: Does not have an individual approval but may be used under an appropriate group standard

Fire HazardsThis compound is probably combustible. (NTP, 1992)

Reactive GroupAmines, Phosphines, and Pyridines

Reactivity Profile · 1건

Amines, like adriamycin hydrochloride, are weak chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

Air and Water ReactionsWater soluble.

Hazard Classes and CategoriesAcute Tox. 4 (77.8%)

안전 및 보호

Fire FightingFires involving this material can be controlled with a dry chemical carbon dioxide, foam or Halon extinguisher. (NTP, 1992)

First Aid · 1건

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Personal Protective Equipment (PPE)MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves.

독성 정보

Drug Induced Liver Injury · 6건

Drug Induced Liver Injury Rank (DILIrank 2.0)

Doxorubicin hydrochloride

vLess-DILI-concern

Adverse reactions

DOI:10.1016/j.drudis.2016.02.015

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

화학 및 산업

약리 정보

FDA Pharmacological Classification · 4건

DOXORUBICIN HYDROCHLORIDE

Anthracycline Topoisomerase Inhibitor [EPC]; Anthracyclines [CS]; Topoisomerase Inhibitors [MoA]

DOXORUBICIN HYDROCHLORIDE LIPOSOME

Topoisomerase Inhibitors [MoA]; Anthracyclines [CS]; Anthracycline Topoisomerase Inhibitor [EPC]

MeSH Pharmacological Classification · 2건

Chemical substances, produced by microorganisms, inhibiting or preventing the proliferation of neoplasms.

Compounds that inhibit the activity of DNA TOPOISOMERASE II. Included in this category are a variety of ANTINEOPLASTIC AGENTS which target the eukaryotic form of topoisomerase II and ANTIBACTERIAL AGENTS which target the prokaryotic form of topoisomerase II.