Ladirubicin

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 598228

CAS#: 171047-47-5

Description: Ladirubicin is an anthracyclines analogue, and the leading compound of alkylcyclines.


Chemical Structure

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Ladirubicin
CAS# 171047-47-5

Theoretical Analysis

MedKoo Cat#: 598228
Name: Ladirubicin
CAS#: 171047-47-5
Chemical Formula: C29H31NO11S
Exact Mass: 601.1618
Molecular Weight: 601.62
Elemental Analysis: C, 57.90; H, 5.19; N, 2.33; O, 29.25; S, 5.33

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: Ladirubicin;

IUPAC/Chemical Name: (2S,3S,4S,6R)-6-(((1S,3S)-3-acetyl-3,5,12-trihydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl)oxy)-4-(aziridin-1-yl)-2-methyltetrahydro-2H-pyran-3-yl methanesulfonate

InChi Key: VMDWTZZCNDEKIO-CBNJBKGYSA-N

InChi Code: InChI=1S/C29H31NO11S/c1-13-28(41-42(3,37)38)18(30-8-9-30)10-20(39-13)40-19-12-29(36,14(2)31)11-17-21(19)27(35)23-22(26(17)34)24(32)15-6-4-5-7-16(15)25(23)33/h4-7,13,18-20,28,34-36H,8-12H2,1-3H3/t13-,18-,19-,20-,28+,29-/m0/s1

SMILES Code: C[C@H]1[C@@H](OS(=O)(C)=O)[C@@H](N2CC2)C[C@H](O[C@H]3C[C@@](C(C)=O)(O)Cc4c(O)c(C(c5c(C6=O)cccc5)=O)c6c(O)c43)O1

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.03.00

Preparing Stock Solutions

The following data is based on the product molecular weight 601.62 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Soares PI, Dias SJ, Novo CM, Ferreira IM, Borges JP. Doxorubicin vs. ladirubicin: methods for improving osteosarcoma treatment. Mini Rev Med Chem. 2012 Oct;12(12):1239-49. PubMed PMID: 22512558.

2: Pasello M, Hattinger CM, Stoico G, Manara MC, Benini S, Geroni C, Mercuri M, Scotlandi K, Picci P, Serra M. 4-Demethoxy-3'-deamino-3'-aziridinyl-4'-methylsulphonyl-daunorubicin (PNU-159548): a promising new candidate for chemotherapeutic treatment of osteosarcoma patients. Eur J Cancer. 2005 Sep;41(14):2184-95. PubMed PMID: 16140527.

3: Moneta D, Geroni C, Valota O, Grossi P, de Jonge MJ, Brughera M, Colajori E, Ghielmini M, Sessa C. Predicting the maximum-tolerated dose of PNU-159548 (4-demethoxy-3'-deamino-3'-aziridinyl-4'-methylsulphonyl-daunorubicin) in humans using CFU-GM clonogenic assays and prospective validation. Eur J Cancer. 2003 Mar;39(5):675-83. PubMed PMID: 12628848.

4: Marchini S, Damia G, Broggini M, Pennella G, Ripamonti M, Marsiglio A, Geroni C. 4-Demethoxy-3'-deamino-3'-aziridinyl-4'-methylsulphonyl-daunorubicin (PNU-159548), a novel anticancer agent active against tumor cell lines with different resistance mechanisms. Cancer Res. 2001 Mar 1;61(5):1991-5. PubMed PMID: 11280757.

5: Geroni C, Ripamonti M, Arrigoni C, Fiorentini F, Capolongo L, Moneta D, Marchini S, Della Torre P, Albanese C, Lamparelli MG, Ciomei M, Rossi R, Caruso M. Pharmacological and toxicological aspects of 4-demethoxy-3'-deamino-3'-aziridinyl-4'-methylsulphonyl-daunorubicin (PNU-159548): a novel antineoplastic agent. Cancer Res. 2001 Mar 1;61(5):1983-90. PubMed PMID: 11280756.

6: Della Torre P, Podestà A, Imondi AR, Moneta D, Sammartini U, Arrigoni C, Terron A, Brughera M. PNU-159548, a novel cytotoxic antitumor agent with a low cardiotoxic potential. Cancer Chemother Pharmacol. 2001 Apr;47(4):355-60. PubMed PMID: 11345653.

7: Breda M, Basileo G, Fonte G, Long J, James CA. Determination of 4-demethoxy-3'-deamino-3'-aziridinyl-4'-methylsulphonyldaunorubicin+ ++ and its 13-hydroxy metabolite by direct injection of human plasma into a column-switching liquid chromatography system with mass spectrometric detection. J Chromatogr A. 1999 Aug 27;854(1-2):81-92. PubMed PMID: 10497930.

8: de Jonge MJ, Verweij J, van der Gaast A, Valota O, Mora O, Planting AS, Mantel MA, Bosch SV, Lechuga MJ, Fiorentini F, Hess D, Sessa C. Phase I and pharmacokinetic studies of PNU-159548, a novel alkycycline, administered intravenously to patients with advanced solid tumours. Eur J Cancer. 2002 Dec;38(18):2407-15. PubMed PMID: 12460785.