Ubrogepant

Ubrogepant, also known as MK-1602, is a potent and selective oral calcitonin gene-related peptide (CGRP) receptor antagonist.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: 10-101-185

CAS No:1374248-77-7

Synonyms/Alias:MK-1602; MK 1602; MK1602

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cGMP Peptide
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M.F/Formula
C29H26F3N5O3
M.W/Mr.
549.5542
Labeling Target
Histone deacetylase
Application
Ubrogepant is investigated for acute treatment of migraines.
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Activity
Antagonist
Biological Activity
Ubrogepant (MK-1602) is a novel oral calcitonin gene-related peptide receptor (CGRP) antagonist in development for acute treatment of migraine.
Target
CGRP Receptor

Ubrogepant is a small-molecule calcitonin gene-related peptide (CGRP) receptor antagonist that has garnered significant attention in the field of neuroscience and pharmaceutical research. Characterized by its ability to selectively inhibit the binding of CGRP to its receptor, Ubrogepant offers a targeted approach for modulating neuropeptide activity. Its unique structure and pharmacological profile make it an appealing compound for investigating the molecular mechanisms underlying neurovascular and pain-related pathways. Researchers value Ubrogepant for its stability in various experimental conditions and its compatibility with both in vitro and in vivo models. The compound's solubility and bioavailability further enhance its utility in laboratory settings, supporting a wide array of applications in academic and industrial research environments.

Migraine Pathophysiology Studies: Ubrogepant serves as a valuable tool for elucidating the role of CGRP in migraine pathophysiology. By selectively antagonizing the CGRP receptor, it enables researchers to dissect the contribution of this neuropeptide to the initiation and propagation of migraine attacks. Experimental models utilizing Ubrogepant can help clarify the downstream signaling events triggered by CGRP receptor activation, providing insights into the vascular and neuronal changes that characterize migraine episodes. Such studies are instrumental in advancing the understanding of migraine mechanisms and identifying novel therapeutic targets for intervention.

Neurovascular Research: The application of Ubrogepant extends to the study of neurovascular coupling and blood flow regulation within the central nervous system. Its ability to modulate CGRP-mediated vasodilation allows scientists to investigate the intricate balance between neuronal activity and vascular responses. In experimental settings, Ubrogepant is used to probe the impact of CGRP signaling on cerebral blood vessel tone, offering a clearer picture of how neuropeptides influence neurovascular homeostasis. This line of research holds promise for unraveling the pathogenesis of neurovascular disorders beyond migraine, such as stroke or subarachnoid hemorrhage.

Pain Signaling Pathways: As a CGRP receptor antagonist, Ubrogepant is instrumental in dissecting pain signaling pathways at both peripheral and central levels. Researchers employ the compound in animal and cellular models to study how CGRP contributes to nociceptive transmission and sensitization. The use of Ubrogepant in these models helps identify the key nodes where CGRP signaling intersects with other pain mediators, enabling the development of more precise strategies for pain modulation. Such investigations are critical for the broader field of pain research, as they inform the design of next-generation analgesic agents.

Pharmacological Screening and Drug Discovery: In the realm of drug discovery, Ubrogepant is frequently utilized as a reference antagonist in high-throughput screening assays. Its well-characterized mechanism of action provides a benchmark for evaluating the efficacy and selectivity of novel CGRP-targeted compounds. Pharmaceutical researchers leverage Ubrogepant to validate assay systems, optimize screening protocols, and compare the pharmacodynamic profiles of emerging candidates. This application accelerates the identification and development of new molecules with improved potency or reduced off-target effects.

Receptor Binding and Structural Biology: Ubrogepant is also a preferred ligand in receptor binding studies and structural biology research. Scientists use it to characterize the binding kinetics and conformational changes of the CGRP receptor upon antagonist interaction. Advanced techniques such as X-ray crystallography, cryo-electron microscopy, and molecular docking benefit from the availability of Ubrogepant, as it aids in generating high-resolution structural data. These insights are invaluable for rational drug design, allowing for the refinement of molecular scaffolds that target the CGRP pathway with enhanced specificity and efficacy.

In summary, Ubrogepant's diverse utility in migraine pathophysiology studies, neurovascular research, pain signaling investigations, pharmacological screening, and receptor binding analysis underscores its significance in both basic and applied scientific research. Its selective action on the CGRP receptor, combined with favorable experimental properties, positions it as a cornerstone compound for advancing knowledge in neurobiology and drug development. As research continues to evolve, the role of Ubrogepant in uncovering the complexities of neuropeptide signaling and receptor pharmacology will remain pivotal, driving innovation across multiple disciplines.

Source#
Synthetic
Long-term Storage Conditions
Soluble in DMSO, not in water
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Short-term Storage Conditions
Dry, dark and at 0 - 4 °C
Solubility
-20 °C
InChI
InChI=1S/C29H26F3N5O3/c1-16-20(17-6-3-2-4-7-17)11-22(26(39)37(16)15-29(30,31)32)35-25(38)19-10-18-12-28(13-23(18)34-14-19)21-8-5-9-33-24(21)36-27(28)40/h2-10,14,16,20,22H,11-13,15H2,1H3,(H,35,38)(H,33,36,40)/t16-,20-,22+,28+/m1/s1
InChI Key
DDOOFTLHJSMHLN-ZQHRPCGSSA-N
Isomeric SMILES
C[C@@H]1[C@@H](C[C@@H](C(=O)N1CC(F)(F)F)NC(=O)C2=CC3=C(C[C@@]4(C3)C5=C(NC4=O)N=CC=C5)N=C2)C6=CC=CC=C6
BoilingPoint
942.8±65.0 °C at 760 mmHg
Melting Point
N/A

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