Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C8H8N2O2 |
| Molecular Weight | 164.1613 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12C[C@@]1([H])C3=C(C2)C(=NN3)C(O)=O
InChI
InChIKey=CUTZNERBKDMLAP-QWWZWVQMSA-N
InChI=1S/C8H8N2O2/c11-8(12)7-5-2-3-1-4(3)6(5)9-10-7/h3-4H,1-2H2,(H,9,10)(H,11,12)/t3-,4-/m1/s1
| Molecular Formula | C8H8N2O2 |
| Molecular Weight | 164.1613 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 11:46:03 UTC 2023
by
admin
on
Sat Dec 16 11:46:03 UTC 2023
|
| Record UNII |
62N05GRI0P
|
| Record Status |
Validated (UNII)
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| Record Version |
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-
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| Name | Type | Language | ||
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Common Name | English | ||
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Systematic Name | English | ||
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Systematic Name | English |
| Code System | Code | Type | Description | ||
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1268882-43-4
Created by
admin on Sat Dec 16 11:46:03 UTC 2023 , Edited by admin on Sat Dec 16 11:46:03 UTC 2023
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49763030
Created by
admin on Sat Dec 16 11:46:03 UTC 2023 , Edited by admin on Sat Dec 16 11:46:03 UTC 2023
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MK-1903
Created by
admin on Sat Dec 16 11:46:03 UTC 2023 , Edited by admin on Sat Dec 16 11:46:03 UTC 2023
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PRIMARY | Biological Activity: Potent and selective hydroxycarboxylic acid receptor 2 (HCA2, GPR109A) full agonist; exhibits greater potency than niacin in a whole cell HTRF-cAMP assay (EC50 values are 12.9 and 51 nM respectively). Exhibits no binding at the GRP109B receptor. | ||
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62N05GRI0P
Created by
admin on Sat Dec 16 11:46:03 UTC 2023 , Edited by admin on Sat Dec 16 11:46:03 UTC 2023
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PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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ACTIVE MOIETY |
Compound R,R-19a (MK-1903) was advanced through preclinical studies, was well tolerated, and presented no apparent safety concerns. Compound R,R-19a was advanced into a phase 1 clinical trial and produced a robust decrease in plasma free fatty acids. On the basis of these results, R,R-19a was evaluated in a phase 2 study in humans. Because R,R-19a produced only a weak effect on serum lipids as compared with niacin, we conclude that the beneficial effects of niacin are most likely the result of an undefined GPR109a independent pathway.
In table 3. is found the pharmacokinetics of compounds R,R-19a and R,S-endo-19b in several species.
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ACTIVE MOIETY |
Originator: Arena Pharmaceuticals; Developer: Merck & Co; Class: Cardiovascular therapy; Mechanism of Action: G protein-coupled receptor agonist, Nicotinic receptor agonist; Highest Development Phases: Discontinued for Atherosclerosis, Lipid metabolism disorders; Most Recent Events: 24 Dec 2009 Discontinued - Phase-II for Lipid metabolism disorders in USA (PO), 24 Dec 2009 Discontinued - Phase-I for Atherosclerosis in USA (PO), 18 Feb 2009 Merck & Co initiates enrolment in a phase II trial for Lipid disorders in USA
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