YM-543 trimethylamine

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

MedKoo CAT#: 529918

CAS#: 918802-70-7

Description: YM-543, also known as ASP-543, is sodium-glucose transporter 2 (SGLT-2) inhibitor potentially for the treatment of type 2 diabetes.


Price and Availability

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YM-543 is not in stock, but 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#: 529918
Name: YM-543 trimethylamine
CAS#: 918802-70-7
Chemical Formula: C28H37NO7
Exact Mass:
Molecular Weight: 499.6
Elemental Analysis: C, 67.31; H, 7.47; N, 2.80; O, 22.42


Related CAS #: 918802-70-7 (trimethylamine)   655237-16-4 (free base)  

Synonym: ASP-543, ASP543, ASP 543

IUPAC/Chemical Name: 2-hydroxy-N,N,N-trimethylethan-1-aminium 4-(azulen-2-ylmethyl)-2-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)phenolate

InChi Key: UKOOBSDARBTSHN-NGOMLPPMSA-M

InChi Code: InChI=1S/C23H24O6.C5H14NO/c24-12-19-20(26)21(27)22(28)23(29-19)17-11-13(6-7-18(17)25)8-14-9-15-4-2-1-3-5-16(15)10-14;1-6(2,3)4-5-7/h1-7,9-11,19-28H,8,12H2;7H,4-5H2,1-3H3/q;+1/p-1/t19-,20-,21+,22-,23+;/m1./s1

SMILES Code: C[N+](C)(CCO)C.[O-]C(C=C1)=C([C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)C=C1CC3=CC4=CC=CC=CC4=C3


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

Shelf Life:
>2 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


References

1: Yokono M, Tahara A, Kurosaki E, Yamajuku D, Kihara R, Imamura M, Tomiyama H, Kobayashi Y, Noda A, Shibasaki M. Pharmacological Characterization of YM543, a Newly Synthesized, Orally Active SGLT2 Selective Inhibitor. Endocr Res. 2013 Feb 1. [Epub ahead of print] PubMed PMID: 23374077.

2: Ikegai K, Imamura M, Suzuki T, Nakanishi K, Murakami T, Kurosaki E, Noda A, Kobayashi Y, Yokota M, Koide T, Kosakai K, Ohkura Y, Takeuchi M, Tomiyama H, Ohta M. Synthesis and biological evaluation of C-glucosides with azulene rings as selective SGLT2 inhibitors for the treatment of type 2 diabetes mellitus: discovery of YM543. Bioorg Med Chem. 2013 Jul 1;21(13):3934-48. doi: 10.1016/j.bmc.2013.03.067. PubMed PMID: 23651509. 3: Brüser A, Kirchberger J, Schöneberg T. Altered allosteric regulation of muscle 6-phosphofructokinase causes Tarui disease. Biochem Biophys Res Commun. 2012 Oct 12;427(1):133-7. doi: 10.1016/j.bbrc.2012.09.024. Erratum in: Biochem Biophys Res Commun. 2013 Feb 8;431(2):367. PubMed PMID: 22995305.

4: Someya A, Sata M, Takeda K, Pacheco-Rodriguez G, Ferrans VJ, Moss J, Vaughan M. ARF-GEP(100), a guanine nucleotide-exchange protein for ADP-ribosylation factor 6. Proc Natl Acad Sci U S A. 2001 Feb 27;98(5):2413-8. PubMed PMID: 11226253; PubMed Central PMCID: PMC30152.

5: Matsumura H, Terada M, Shirakata S, Inoue T, Yoshinaga T, Izui K, Kai Y. Plausible phosphoenolpyruvate binding site revealed by 2.6 A structure of Mn2+-bound phosphoenolpyruvate carboxylase from Escherichia coli. FEBS Lett. 1999 Sep 17;458(2):93-6. PubMed PMID: 10481043.