CAS 25316-40-9

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)-
• 5,12-Naphthacenedione, 10-[(3-amino-2,3,6-trideoxy-α-L-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-L-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-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, hydrochloride, (8S-cis)-
• ADM hydrochloride
• ADR
• Adriablastina CS
• Adriacin
• Adriamycin
• Adriamycin, hydrochloride
• Adriblastin
• Adriblastina
• Adriblastina RD
• Adrosal
• Ameisu hydrochloride
• Caelyx pegylated liposomal
• DOX HCl
• Doxolipad
• Doxorubicin, HCl
• Doxorubicin-LANS
• Doxorubicin-TEVA
• Doxourbicin HCl
• Fi 106
• Fi 6804
• Hydroxydaunorubicin hydrochloride
• Lipo-Dox
• Lipodox
• Myocet liposomal

Doxorubicin hydrochloride - Bio-X ™

CAS: 25316-40-9

Doxorubicin hydrochloride is an inhibitor of topoisomerase II with anti-neoplastic activity and belongs to the class of anthracyclines. It is cytotoxic, and interferes with the topoisomerase II-mediated repair of DNA causing accumulation of mutations. Doxorubicin also leads to the generation of reactive oxygen species (ROS), which further damages DNA as well as proteins and membranes. Doxorubicin is used as a chemotherapy treatment for various types of cancer, including breast cancer, lung cancer, ovarian cancer, and leukaemia. However, the compound presents with a risk of developing cardiomyopathy as well as drug resistance.

Formula: C₂₇H₂₉NO₁₁•HCl

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 579.98 g/mol

Ref: 3D-BD164391

Doxorubicin HCl

CAS: 25316-40-9

Doxorubicin (DOX) is an antineoplastic chemotherapy drug used to treat breast, ovarian and pancreatic cancers. It is an antitumor antibiotic that inhibits DNA topoisomerase II. DOX interferes with the topoisomerase II-mediated repair of DNA causing accumulation of mutations. It also leads to the generation of reactive oxygen species (ROS), which further damage DNA as well as proteins and membranes. However, the compound presents with a risk of developing cardiomyopathy as well as drug resistance. Pegylated liposomal doxorubicin has also been developed to treat breast and ovarian cancers, myeloma, and HIV-related Kaposi’s sarcoma.

Formula: C₂₇H₂₉NO₁₁·HCl

Purity: Min. 98 Area-%

Color and Shape: Red Powder

Molecular weight: 579.98 g/mol

Ref: 3D-AD15377

Doxorubicin hydrochloride

CAS: 25316-40-9

Formula: C₂₇H₃₀ClNO₁₁

Purity: 95.0%

Color and Shape: Solid, Crystalline Powder or Granules or Powder

Molecular weight: 579.98

Ref: 10-F021790

Doxorubicin hydrochloride, 10 mg/ml aqueous solution

CAS: 25316-40-9

Doxorubicin hydrochloride, 10 mg/ml aqueous solution, is a chemotherapeutic agent, which is an anthracycline antibiotic derived from the bacterium *Streptomyces peucetius var. caesius*. Its mode of action involves the intercalation into DNA, disrupting the replication and transcription processes crucial for cancer cell proliferation. Additionally, it generates free radicals that cause further damage to cellular structures and inhibit topoisomerase II, thereby preventing the unwinding of DNA necessary for replication.

Formula: C₂₇H₂₉NO₁₁•HCl

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 579.98 g/mol

Ref: 3D-AD184265

Des-[(4-Amino-2,3,6-trideoxy-hexapyranosyl)oxy)-1-methyl] 2-Carboxylate Doxorubicin

Controlled Product

CAS: 25316-40-9

Formula: C₂₀H₁₂O₇

Color and Shape: Neat

Molecular weight: 364.305

Ref: TR-D558001

Epirubicin EP Impurity C

CAS: 25316-40-9

Formula: C₂₇H₂₉NO₁₁HCl

Molecular weight: 543.53 : 36.46

Ref: ST-EA-CP-E117003

Daunorubicin EP Impurity D

CAS: 25316-40-9

Formula: C₂₇H₂₉NO₁₁HCl

Molecular weight: 543.53 : 36.46

Ref: ST-EA-CP-D104004