Home Amines 261365-11-1
261365-11-1,MFCD14584901
Catalog No.:AA002RQS

261365-11-1 | Phosphonic acid, P-[5-[2-amino-5-(2-methylpropyl)-4-thiazolyl]-2-furanyl]-

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1mg
≥98%
in stock  
$89.00   $62.00
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5mg
≥98%
in stock  
$342.00   $239.00
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50mg
98%
in stock  
$2,254.00   $1,578.00
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100mg
98%
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$3,986.00   $2,790.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA002RQS
Chemical Name:
Phosphonic acid, P-[5-[2-amino-5-(2-methylpropyl)-4-thiazolyl]-2-furanyl]-
CAS Number:
261365-11-1
Molecular Formula:
C11H15N2O4PS
Molecular Weight:
302.2866
MDL Number:
MFCD14584901
SMILES:
CC(Cc1sc(nc1c1ccc(o1)P(=O)(O)O)N)C
Properties
Computed Properties
 
Complexity:
365  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
19  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
4  
XLogP3:
1.4  

Downstream Synthesis Route
258841-42-8    261365-11-1   
2-amino-4-2-(5-bis(isopropyloxycarbonyloxymethyl)phosphono)furanyl-5-isobutylthiazole 

[1]Locationinpatent:experimentalpartDang,Qun;Kasibhatla,SrinivasRao;Jiang,Tao;Fan,Kevin;Liu,Yan;Taplin,Frank;Schulz,William;Cashion,DanielK.;Reddy,K.Raja;VanPoelje,PaulD.;Fujitaki,JamesM.;Potter,ScottC.;Erion,MarkD.[JournalofMedicinalChemistry,2008,vol.51,#14,p.4331-4339]

[2]Locationinpatent:schemeortableDang,Qun;Liu,Yan;Cashion,DanielK.;Kasibhatla,SrinivasRao;Jiang,Tao;Taplin,Frank;Jacintho,JasonD.;Li,Haiqing;Sun,Zhili;Fan,Yi;Dare,Jay;Tian,Feng;Li,Wenyu;Gibson,Tony;Lemus,Robert;VanPoelje,PaulD.;Potter,ScottC.;Erion,MarkD.[JournalofMedicinalChemistry,2011,vol.54,#1,p.153-165]

Literature

Title: Discovery of a series of phosphonic acid-containing thiazoles and orally bioavailable diamide prodrugs that lower glucose in diabetic animals through inhibition of fructose-1,6-bisphosphatase.

Journal: Journal of medicinal chemistry 20110113

Title: Fructose-1,6-bisphosphatase regulates glucose-stimulated insulin secretion of mouse pancreatic beta-cells.

Journal: Endocrinology 20101001

Title: Fructose-1,6-bisphosphatase Inhibitors. 2. Design, synthesis, and structure-activity relationship of a series of phosphonic acid containing benzimidazoles that function as 5'-adenosinemonophosphate (AMP) mimics.

Journal: Journal of medicinal chemistry 20100114

Title: A library of novel allosteric inhibitors against fructose 1,6-bisphosphatase.

Journal: Bioorganic & medicinal chemistry 20090601

Title: Discovery of phosphonic diamide prodrugs and their use for the oral delivery of a series of fructose 1,6-bisphosphatase inhibitors.

Journal: Journal of medicinal chemistry 20080724

Title: Erion MD, et al. MB06322 (CS-917): A potent and selective inhibitor of fructose 1,6-bisphosphatase for controlling gluconeogenesis in type 2 diabetes. Proc Natl Acad Sci U S A. 2005 May 31;102(22):7970-5.

Title: Zhang Y, et al. Fructose-1,6-bisphosphatase regulates glucose-stimulated insulin secretion of mouse pancreatic beta-cells. Endocrinology. 2010 Oct;151(10):4688-95.

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SDS
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Tags:261365-11-1 Molecular Formula|261365-11-1 MDL|261365-11-1 SMILES|261365-11-1 Phosphonic acid, P-[5-[2-amino-5-(2-methylpropyl)-4-thiazolyl]-2-furanyl]-