Delving into the Latest Updates on BMS-317180 with Synapse

Overview

Basic Info

Drug Type

Small molecule drug

Synonyms

Target

GHSR

Mechanism

GHSR agonists(Ghrelin/growth hormone secretagogue receptor agonists)

Therapeutic Areas

Other Diseases

Active Indication

Cachexia

Inactive Indication-

Originator Organization

Bristol-Myers Squibb Pharma Research Labs LLC

Active Organization

Bristol-Myers Squibb Pharma Research Labs LLC

Inactive Organization-

Drug Highest PhasePreclinical

First Approval Date-

Regulation-

Structure

Molecular FormulaC21H33N7O5

InChIKeyKJXOYJXMFGXDRR-QGZVFWFLSA-N

CAS Registry295337-71-2

BMS-317180 (1) is a potent, orally active agonist of the human growth hormone secretagogue (GHS) receptor. This manuscript details the process research and development efforts that enabled the synthesis of the phosphate salt of 1 on a multi-kilogram scale. Key considerations in the development of this process focused on safe execution and the requirement for telescoped synthetic transformations (i.e., without isolation of intermediate products) to contend with a lack of suitably crystalline products.

01 Mar 2008·Bioorganic & Medicinal Chemistry LettersQ4 · MEDICINE

Design and synthesis of tetrazole-based growth hormone secretagogue: The SAR studies of the O-benzyl serine side chain

Q4 · MEDICINE

Article

Author: Mujing Yan ; Blake Beehler ; Brian J. Murphy ; Shiwei Tao ; Ramakrishna Seethala ; David Gordon ; Paul Sleph ; Steve Swartz ; Jeffrey A. Robl ; James J. Li ; Kenneth E. Dickinson ; Andres A. Hernandez ; Dorothy Slusarchyk ; Gary Grover ; Joseph A. Tino ; Hongjian Zhang ; Leah Giupponi ; William G. Humphreys ; Christa Musial ; William R. Ewing ; Haixia Wang ; Jun Li ; Neil Flynn ; Stephanie Y. Chen

The structure-activity relationship of the O-benzyl serine side chain was investigated based on the tetrazole-based growth hormone secretagogue BMS-317180 (2). The ortho position of the benzyl moiety was found to be favorable for introduction of substituents. A series of ortho-substituted compounds were synthesized with improved in-vitro and in-vivo activity. Among them, the biphenyl compound 2p shows twofold improvement in potency compared to its parent compound BMS-317180 (2).

100 Deals associated with BMS-317180

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