Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C21H33N4O6PS |
| Molecular Weight | 500.549 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCOC(=O)[C@H](C)NP(=O)(N[C@@H](C)C(=O)OCC)C1=CC=C(O1)C2=C(CC(C)C)SC(N)=N2
InChI
InChIKey=BYKBUQDQTLDNLE-KBPBESRZSA-N
InChI=1S/C21H33N4O6PS/c1-7-29-19(26)13(5)24-32(28,25-14(6)20(27)30-8-2)17-10-9-15(31-17)18-16(11-12(3)4)33-21(22)23-18/h9-10,12-14H,7-8,11H2,1-6H3,(H2,22,23)(H2,24,25,28)/t13-,14-/m0/s1
| Molecular Formula | C21H33N4O6PS |
| Molecular Weight | 500.549 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Managlinat dialanetil (MB06322 or CS-917) is an inhibitor of fructose 1,6-bisphphosphatase.
Managlinat dialanetil is a bisamidate prodrug and its activation requires a two-step enzyme catalyzed reaction. Metabasis Therapeutics Inc in collaboration with Daiichi Sankyo Co Ltd was developing managlinat dialanetil for the potential treatment of type 2 diabetes.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Inhibition of fructose 1,6-bisphosphatase reduces excessive endogenous glucose production and attenuates hyperglycemia in Zucker diabetic fatty rats. | 2006 Jun |
|
| Managlinat dialanetil, a fructose-1,6-bisphosphatase inhibitor for the treatment of type 2 diabetes. | 2007 Oct |
|
| CS-917, a fructose 1,6-bisphosphatase inhibitor, improves postprandial hyperglycemia after meal loading in non-obese type 2 diabetic Goto-Kakizaki rats. | 2008 Dec 28 |
|
| Metformin primarily decreases plasma glucose not by gluconeogenesis suppression but by activating glucose utilization in a non-obese type 2 diabetes Goto-Kakizaki rats. | 2009 Nov 25 |
|
| Fructose-1,6-bisphosphatase regulates glucose-stimulated insulin secretion of mouse pancreatic beta-cells. | 2010 Oct |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:07:37 GMT 2023
by
admin
on
Fri Dec 15 16:07:37 GMT 2023
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| Record UNII |
3W93F83K7S
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| Record Status |
Validated (UNII)
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| Record Version |
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300000034346
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280782-97-0
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3W93F83K7S
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8806
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C166705
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DB05518
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9811837
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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METABOLITE ACTIVE -> PRODRUG |
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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ACTIVE MOIETY |
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