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CAS 25316-40-9

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Doxorubicin hydrochloride

Description:
Doxorubicin hydrochloride is an anthracycline antibiotic commonly used in cancer chemotherapy. It is characterized by its bright red color and is known for its potent antitumor activity. The compound works by intercalating DNA, thereby inhibiting the synthesis of nucleic acids and disrupting the replication of cancer cells. Doxorubicin is soluble in water and exhibits a pH-dependent solubility profile, which is important for its formulation and administration. Its mechanism of action also involves the generation of free radicals, contributing to its cytotoxic effects. However, the use of doxorubicin is associated with several side effects, including cardiotoxicity, which limits its cumulative dose. It is typically administered intravenously and is often used in combination with other chemotherapeutic agents to enhance efficacy against various malignancies, including breast cancer, leukemia, and lymphomas. Due to its significant therapeutic benefits and potential risks, careful monitoring and management are essential during treatment.
Formula:C27H29NO11·ClH
InChI:InChI=1S/C27H29NO11.ClH/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;1H/t10-,13-,15-,17-,22+,27-;/m0./s1
InChI key:InChIKey=MWWSFMDVAYGXBV-RUELKSSGSA-N
SMILES:OC=1C2=C([C@@H](O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C[C@@](C(CO)=O)(O)C2)C(O)=C4C1C(=O)C=5C(C4=O)=C(OC)C=CC5.Cl
Synonyms:
  • (1S,3S)-3,5,12-trihydroxy-3-(hydroxyacetyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside hydrochloride (1:1)
  • (1S,3S)-3,5,12-trihydroxy-3-(hydroxyacetyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxyhexopyranoside hydrochloride (1:1)
  • (8S-Cis)-10-((3-Amino-2,3,6-Trideoxy-Alpha-L-Lyxo-Hexopyranosyl)Oxy)-7,8,9,10-Tetrahydro-6,8,11-Trihydroxy-8-(Hydroxyacetyl)-1-Methoxynaphthacene-5,12-Dione Hydrochloride
  • (8S-cis)-10-[(3-Amino-2,3,6-tridesoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxynaphthacen-5,12-dionhydrochlorid
  • (8S-cis)-10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxynaphthacene-5,12-dione hydrochloride
  • (8S-cis)-10-[(3-amino-2,3,6-tridesoxi-α-L-lyxo-hexopiranosil)oxi]-7,8,9,10-tetrahidro-6,8,11-trihidroxi-8-(hidroxiacetil)-1-metoxinaftaceno-5,12-diona, clorhidrato
  • (8S-cis)-10-[(3-amino-2,3,6-tridesoxy-α-L-lyxo-hexopyrannosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxynaphtacene-5,12-dione, chlorhydrate
  • 5,12-Naphthacenedione, 10-[(3-amino-2,3,6-trideoxy-α-<span class="text-smallcaps">L</span>-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-, hydrochloride (1:1), (8S,10S)-
  • 5,12-Naphthacenedione, 10-[(3-amino-2,3,6-trideoxy-α-<span class="text-smallcaps">L</span>-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, hydrochloride, (8S,10S)-
  • 5,12-Naphthacenedione, 10-[(3-amino-2,3,6-trideoxy-α-<span class="text-smallcaps">L</span>-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, hydrochloride, (8S-cis)-
  • See more synonyms
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