Chemistry:Lotiglipron

Lotiglipron
Identifiers
	IUPAC name 2-{[4-[(2S)-2-(5-chloropyridin-2-yl)-2-methyl-1,3-benzodioxol-4-yl]piperidin-1-yl]methyl}-3-{[(2S)-oxetan-2-yl]methyl}benzimidazole-5-carboxylic acid;
CAS Number	2401892-75-7;
PubChem CID	146609022;
UNII	YI10W1K93A;
Chemical and physical data
Formula	C31H31ClN4O5
Molar mass	575.06 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C[C@@]1(OC2=CC=CC(=C2O1)C3CCN(CC3)CC4=NC5=C(N4C[C@@H]6CCO6)C=C(C=C5)C(=O)O)C7=NC=C(C=C7)Cl;
	InChI InChI=1S/C31H31ClN4O5/c1-31(27-8-6-21(32)16-33-27)40-26-4-2-3-23(29(26)41-31)19-9-12-35(13-10-19)18-28-34-24-7-5-20(30(37)38)15-25(24)36(28)17-22-11-14-39-22/h2-8,15-16,19,22H,9-14,17-18H2,1H3,(H,37,38)/t22-,31-/m0/s1; Key:SVPYZAJTWFQTSM-UGDMGKLASA-N;

Short description: Chemical compound

Lotiglipron is a non-peptide glucagon-like peptide-1 receptor agonist developed as a weight loss drug by Pfizer.^[1] It was withdrawn from development after early stage clinical trials showed elevated liver enzymes which could indicate potential for liver toxicity.^[2]

References

↑ Aspnes GE, et al., "GLP-1 receptor agonists and uses thereof", US patent 10676465, issued 9 June 2020, assigned to Pfizer Inc
↑ "Pfizer Shares Drop After It Halts Development of Obesity Drug Due to Safety Concerns.". Time. 26 June 2023. https://time.com/6290227/pfizer-shares-drop-after-lotiglipron-pause/.

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[1] Aspnes GE, et al., "GLP-1 receptor agonists and uses thereof", US patent 10676465, issued 9 June 2020, assigned to Pfizer Inc

[2] "Pfizer Shares Drop After It Halts Development of Obesity Drug Due to Safety Concerns.". Time. 26 June 2023. https://time.com/6290227/pfizer-shares-drop-after-lotiglipron-pause/.

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Identifiers

IUPAC name 2-{[4-[(2S)-2-(5-chloropyridin-2-yl)-2-methyl-1,3-benzodioxol-4-yl]piperidin-1-yl]methyl}-3-{[(2S)-oxetan-2-yl]methyl}benzimidazole-5-carboxylic acid
CAS Number	2401892-75-7
PubChem CID	146609022
UNII	YI10W1K93A
Chemical and physical data
Formula	C₃₁H₃₁ClN₄O₅
Molar mass	575.06 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C[C@@]1(OC2=CC=CC(=C2O1)C3CCN(CC3)CC4=NC5=C(N4C[C@@H]6CCO6)C=C(C=C5)C(=O)O)C7=NC=C(C=C7)Cl
InChI InChI=1S/C31H31ClN4O5/c1-31(27-8-6-21(32)16-33-27)40-26-4-2-3-23(29(26)41-31)19-9-12-35(13-10-19)18-28-34-24-7-5-20(30(37)38)15-25(24)36(28)17-22-11-14-39-22/h2-8,15-16,19,22H,9-14,17-18H2,1H3,(H,37,38)/t22-,31-/m0/s1 Key:SVPYZAJTWFQTSM-UGDMGKLASA-N

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