ALB-109564

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

MedKoo CAT#: 200131

CAS#: 1300114-12-8 (ALB-109564 dihydrochloride)

Description: ALB 109564(a) is a semi-synthetic derivative of the vinka alkaloid vinblastine with potential antineoplastic activity. Tubulin inhibitor ALB 109564(a) binds to tubulin monomers and inhibits microtubule formation, resulting in disruption of mitotic spindle assembly and arrest of tumor cells in the G2/M phase of the cell cycle. Check for active clinical trials or closed clinical trials using this agent. (NCI Thesaurus).


Price and Availability

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ALB-109564, is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 200131
Name: ALB-109564
CAS#: 1300114-12-8 (ALB-109564 dihydrochloride)
Chemical Formula: C47H60N4O9S
Exact Mass:
Molecular Weight: 857.08
Elemental Analysis: C, 65.87; H, 7.06; N, 6.54; O, 16.80; S, 3.74


Synonym: ALB 109564(a). Vincaleukoblastine 12(methylthio) hydrochloride (1:2).

IUPAC/Chemical Name: (3aR,3a1R,4R,5S,5aR,10bR)-methyl 4-acetoxy-3a-ethyl-9-((3S,5S,7S,9S)-5-ethyl-5-hydroxy-9-(methoxycarbonyl)-13-(methylthio)-2,4,5,6,7,8,9,10-octahydro-1H-3,7-methano[1]azacycloundecino[5,4-b]indol-9-yl)-5-hydroxy-8-methoxy-6-methyl-3a,3a1,4,5,5a,6,11,12-octahydro-1H-indolizino[8,1-cd]carbazole-5-carboxylate.

InChi Key: JICBRHIOKVTMPJ-NEJRMLFWSA-N

InChi Code: InChI=1S/C47H60N4O9S/c1-9-43(55)23-28-24-46(41(53)58-6,37-30(14-18-50(25-28)26-43)31-20-29(61-8)12-13-34(31)48-37)33-21-32-35(22-36(33)57-5)49(4)39-45(32)16-19-51-17-11-15-44(10-2,38(45)51)40(60-27(3)52)47(39,56)42(54)59-7/h11-13,15,20-22,28,38-40,48,55-56H,9-10,14,16-19,23-26H2,1-8H3/t28-,38+,39-,40-,43+,44-,45-,46+,47+/m1/s1

SMILES Code: O=C([C@]1(O)[C@]2([H])N(C)C3=C(C=C([C@@]4(C(OC)=O)C[C@@]5([H])C[C@@](O)(CC)C[N@](C5)CCC6=C4NC7=C6C=C(SC)C=C7)C(OC)=C3)[C@]2(CCN8CC=C9)[C@]8([H])[C@]9(CC)[C@H]1OC(C)=O)OC


Technical Data

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, not in water

Shelf Life:
>5 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).

Harmonized System Code:
293490


Additional Information

Related:
1300114-12-8 (ALB-109564 dihydrochloride)
854756-74-4 (ALB-109564).

ALB 109564(a) is a novel analog from an established and marketed class of tubulin inhibitors, which is designed to kill cancer cells by preventing cell mitosis. In preclinical testing, the compound has a broad-spectrum effect in animal models, with efficacy superior to vinorelbine. Significant tumor growth delay was seen against human colon, lung and prostate solid tumors (as xenografts in mice) and against leukemia in mice. (source: http://www.amriglobal.com/pipeline/subpage.cfm?ID=19&subID=32).
 
ALB 109564(a) is an antimitotic agent and a semi-synthetic derivative of a natural product originally extracted from the Madagascar periwinkle flower. Antimitotic agents, used alone or most commonly in combination, continue to be an important part of cancer therapy; AMRI's tubulin inhibitor has potential to broaden this current arsenal. (source: http://www.amriglobal.com/pipeline/subpage.cfm?ID=19&subID=32).
 
 
Structures were from: AMRI 's website.
 
 


References

1: Milanowski DJ, Keilman J, Guo C, Mocek U. Isolation and identification of five impurities of ALB 109564(a) drug substance. J Pharm Biomed Anal. 2011 May 15;55(2):366-72. Epub 2011 Feb 3. PubMed PMID: 21353428.