Carubicin hydrochloride

Base Information

• Chemical Name: Carubicin hydrochloride
• CAS No.: 52794-97-5
• Molecular Formula: C26H28ClNO10
• Molecular Weight: 549.96
• UNII: 4V3R166MB3
• ChEMBL ID: CHEMBL3989443
• NCI Thesaurus Code: C1582
• Wikidata: Q27260550
• Mol file: 52794-97-5.mol

Synonyms:Carminomicin;Carminomycin;Carminomycin I;Carminomycin II;Carminomycin III;Carubicin;Carubicin Hydrochloride;Demethyldaunomycin;Demethyldaunorubicin;Hydrochloride, Carubicin;Karminomicin;Karminomycin;NSC 180,024;NSC 180024;NSC-180,024;NSC-180024;NSC180,024;NSC180024;Rubeomycin A;Rubeomycin A1

Chemical Property of Carubicin hydrochloride

Chemical Property:

• Vapor Pressure: 1.14E-23mmHg at 25°C
• Boiling Point: 750.6°Cat760mmHg
• PKA: pKa1 8.00; pKa2 10.16(at 25℃)
• Flash Point: 407.7°C
• PSA: 196.84000
• Density: 1.63g/cm³
• LogP: 2.22820
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 3
• Exact Mass: 549.1401738
• Heavy Atom Count: 38
• Complexity: 944

Purity/Quality:

99%+, ^*data from raw suppliers

KarminomycinHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)O)O)(C(=O)C)O)N)O.Cl
• Isomeric SMILES: C[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)O)O)(C(=O)C)O)N)O.Cl
• Uses: Antineoplastic. . Karminomycin Hydrochloride is an antibiotic that potently kills human tumor cells and their multidrug resistant variants. Highly active quinone-containing anticancer drugs. A new anthracycline antineoplastic antibiotic.

Technology Process of Carubicin hydrochloride

There total 1 articles about Carubicin hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

→ carminomycin I hydrochloride (52794-97-5)

Guidance literature:

Reference yield: 72.0%

carminomycin I hydrochloride (52794-97-5) + trifluoroacetic anhydride (407-25-0) → 4-demethyl-3'-trifluoroacetamido-daunorubicine (68594-06-9)

Guidance literature:

With triethylamine; In chloroform; at 0 ℃; for 0.166667h;

Reference yield:

carminomycin I hydrochloride (52794-97-5) → C26H19BO7 (286010-11-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 24 mg / aq. HCl / 0.75 h / 90 °C

2.1: 98 percent / p-TsOH / CH₂Cl₂ / 16 h / 20 °C

3.1: dichloroacetic acid; H₂ / Adams catalyst / ethyl acetate / 2 h / 20 °C

3.2: 98 percent / air; sat. aq. NaHCO₃ / tetrahydrofuran

With hydrogenchloride; dichloro-acetic acid; hydrogen; toluene-4-sulfonic acid; platinum(IV) oxide; In dichloromethane; ethyl acetate; 1.1: Hydrolysis / 2.1: Esterification / 3.1: Catalytic hydrogenation / 3.2: Oxidation;

DOI:10.1071/ch99151

Downstream raw materials:

cis-9-acetyl-4-hydroxy-7,8,9,10-tetrahydro-6,7,9,11-tetrahydroxy-5,12-naphthacenedione

4-demethyl-3'-trifluoroacetamido-daunorubicine

C₂₆H₁₉BO₇

C₂₆H₁₉BO₈

Refernces

• 1、 -. "Antibiotic complex". . . Retrieved 2008/06/13.