945976-43-2
945976-43-2 structure
- Name: LP-533401
- Chemical Name: L-Phenylalanine, 4-[2-amino-6-[2,2,2-trifluoro-1-(3'-fluoro[1,1'-biphenyl]-4-yl)ethoxy]-4-pyrimidinyl]
- CAS Number: 945976-43-2
- Molecular Formula: C27H22F4N4O3
- Molecular Weight: 526.482
- Catalog: Signaling Pathways Metabolic Enzyme/Protease Tryptophan Hydroxylase
- Create Date: 2017-05-23 01:44:41
- Modify Date: 2024-01-08 08:41:03
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LP-533401 is a Tryptophan hydroxylase 1 inhibitor that regulates serotonin production in the gut.
| Name | L-Phenylalanine, 4-[2-amino-6-[2,2,2-trifluoro-1-(3'-fluoro[1,1'-biphenyl]-4-yl)ethoxy]-4-pyrimidinyl] |
|---|---|
| Synonyms |
lp-533401 (free base)
(S)-2-Amino-3-(4-{2-amino-6-[2,2,2-trifluoro-1-(3'-fluorobiphenyl-4-yl)ethoxy]pyrimidin-4-yl}phenyl)propionic acid 4-{2-Amino-6-[2,2,2-trifluoro-1-(3'-fluoro-4-biphenylyl)ethoxy]-4-pyrimidinyl}-L-phenylalanine L-Phenylalanine, 4-[2-amino-6-[2,2,2-trifluoro-1-(3'-fluoro[1,1'-biphenyl]-4-yl)ethoxy]-4-pyrimidinyl]- 4-{2-Amino-6-[2,2,2-trifluoro-1-(3'-fluorobiphenyl-4-yl)ethoxy]pyrimidin-4-yl}-L-phenylalanine lp 533401 (2S)-2-Amino-3-{4-{2-amino-6-{2,2,2-trifluoro-1-[3'-fluoro-(1,1'-biphenyl)-4-yl]ethoxy}pyrimidin-4-yl}phenyl}propanoic acid LP-533401 |
| Description | LP-533401 is a Tryptophan hydroxylase 1 inhibitor that regulates serotonin production in the gut. |
|---|---|
| Related Catalog | |
| Target |
Tryptophan hydroxylase[1] |
| In Vitro | LP-533401 completely inhibits serotonin production in Tph1–expressing cells (RBL2H3 cells) at a dose of 1 μM[1]. |
| In Vivo | Oral administration once daily for up to 6 weeks of this small molecule prevents the development of and fully rescues, in a dose-dependent manner, osteoporosis in ovariectomized rodents because of an isolated increase in bone formation. Pharmacokinetic studies in rodents show that LP-533401 level in the brain is negligible following oral administration, indicating that it is virtually unable to cross the blood-brain barrier[1]. Mice treated repeatedly with LP-533401 (30–250 mg/kg per day) exhibit marked 5-HT content reductions in the gut, lungs, and blood, but not in the brain. After a single LP533401 dose (250 mg/kg), lung and gut 5-HT contents decrease by 50%, whereas blood 5-HT levels remain unchanged, suggesting gut and lung 5-HT synthesis[2]. Adult, healthy mice treated with the Tph-1 inhibitor LP-533401 show 30% decrease in circulating serotonin levels, with a consequent 30% increase in osteoblast numbers. Administration of LP533401 to mice injected with EL4 cells inhibits the decrement in osteoblast numbers and trabecular bone volume, prolongs survial, and decreases leukemic infiltration[3]. |
| Animal Admin | Mice: Mice are treated from day 1 post-ovariectomy for 4 weeks with LP-533401 (1, 10, 100 or 250 mg per kg body weight per day) or vehicle. Next mice are treated for 4 weeks starting 2 weeks post-ovariectomy with LP-533401 (250 mg per kg body weight per day) or vehicle. lastly, mice are treated for 6 weeks starting 6 weeks post-ovariectomy with LP-533401 (25, 100 or 250 mg per kg body weight per day) or vehicle[1]. |
| References |
| Density | 1.4±0.1 g/cm3 |
|---|---|
| Boiling Point | 699.0±65.0 °C at 760 mmHg |
| Molecular Formula | C27H22F4N4O3 |
| Molecular Weight | 526.482 |
| Flash Point | 376.5±34.3 °C |
| Exact Mass | 526.162781 |
| PSA | 124.35000 |
| LogP | 5.62 |
| Vapour Pressure | 0.0±2.3 mmHg at 25°C |
| Index of Refraction | 1.609 |
| Storage condition | 2-8℃ |