メリメポディブ

Merimepodib

HCID 153241
ノート反応
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基本情報

CAS
198821-22-6
標準SMILES
COc1cc(NC(=O)Nc2cccc(CNC(=O)O[C@H]3CCOC3)c2)ccc1-c1cnco1
InChIKey
JBPUGFODGPKTDW-SFHVURJKSA-N
分子式
C23H24N4O6
平均分子量
452.5 g/mol
単同位体質量
452.16958449

概要

Merimepodib (VX-497) is a novel noncompetitive inhibitor of IMPDH. Merimepodib is orally bioavailable and inhibits the proliferation of primary human, mouse, rat, and dog lymphocytes at concentrations of approximately 100 nM.

名称と識別子

優先名称
Merimepodib
IUPAC
[(3S)-oxolan-3-yl] N-[[3-[[3-methoxy-4-(1,3-oxazol-5-yl)phenyl]carbamoylamino]phenyl]methyl]carbamate
現地名
メリメポディブ
英語名
MeriMepodib, VI-21497, VX-497
分子式
C23H24N4O6
分子量
452.46

名称と別名

Merimepodib198821-22-6VX-497MMPD2ZL2BA06FUVI-21497VI-21,497DTXSID70173639Carbamic acid, ((3-((((3-methoxy-4-(5-oxazolyl)phenyl)amino)carbonyl)amino)phenyl)methyl)-, (3S)-tetrahydro-3-furanyl ester(3S)-oxolan-3-yl N-{[3-({[3-methoxy-4-(1,3-oxazol-5-yl)phenyl]carbamoyl}amino)phenyl]methyl}carbamate(3S)-oxolan-3-yl N-((3-(((3-methoxy-4-(1,3-oxazol-5-yl)phenyl)carbamoyl)amino)phenyl)methyl)carbamatecarbamic acid, [[3-[[[[3-methoxy-4-(5-oxazolyl)phenyl]amino]carbonyl]amino]phenyl]methyl]-, (3S)-tetrahydro-3-furanyl ester
名称をさらに表示
メリメポディブVI 21497Merimepodib (VX-497)Merimepodib (VI-21497Merimepodib, 10 mM in DMSOMeriMepodib, VI-21497, VX-497VX497VX 497MMPVI21497VI 21497HCV,Inhibitor,Merimepodib,HBV,Hepatitis C virus,Hepatitis B virus,VX497,VX 497,inhibit,MMPD[[3-[[[[3-Methoxy-4-(5-oxazolyl)phenyl]amino]carbonyl]amino]phenyl]methyl]carbamic acid (3S)-tetrahydro-3-furanyl ester
MERIMEPODIBUMRefChem:811132DTXCID6096130(S)-tetrahydrofuran-3-yl 3-(3-(3-methoxy-4-(oxazol-5-yl)phenyl)ureido)benzylcarbamate[(3S)-oxolan-3-yl] N-[[3-[[3-methoxy-4-(1,3-oxazol-5-yl)phenyl]carbamoylamino]phenyl]methyl]carbamateMFCD09837807Carbamic acid, N-[[3-[[[[3-methoxy-4-(5-oxazolyl)phenyl]amino]carbonyl]amino]phenyl]methyl]-, (3S)-tetrahydro-3-furanyl esterCHEMBL304087

データベース識別子

CAS
198821-22-6
PubChem CID
153241
DTXSID
DTXSID70173639
ChEMBL
CHEMBL304087
UNII
2ZL2BA06FU
Nikkaji
J1.291.375C

物性

構造計算による物性

XLogP
2.1
極性表面積
124 Ų
水素結合供与体数
3
水素結合受容体数
7
回転可能結合数
8
重原子数
33

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15
LogP3.6

物理化学的性質

沸点
571.4 · 571.4±50.0 °C(Predicted)
比重(密度)
1.36 · 1.36±0.1 g/cm3(Predicted)
貯蔵温度
Sealed in dry,Room Temperature
溶解性
45.2 mg/mL · ≥45.2 mg/mL in DMSO; insoluble in EtOH; insoluble in H2O
外見
solid
酸解離定数(Pka)
11.66 · 11.66±0.46(Predicted)

安全と法規制

安全データ

注意喚起語
警告
危険有害性情報
コード 危険有害性情報 危険有害性クラス 区分 注意喚起語 シンボル P コード H302

化学と産業

薬理情報

Pharmacodynamics · 1 件

Merimepodib, an oral drug, contains a novel inhibitor of inosine monophosphate dehydrogenase (IMPDH), an enzyme responsible for stimulating the production of lymphocytes. Merimepodib has the potential to exert direct antiviral activity, as well as affect the immune response by acting on lymphocyte migration and proliferation. Consequently, merimepodib may be an effective treatment for hepatitis C virus (HCV) infection, as the disease involves both viral proliferation and liver inflammation.

Mechanism of ActionMerimepodib is a orally active inhibitor of inosine monophospate dehydrogenase (IMPDH). IMPDH inhibition leads to a reduction in intracellular guanosine triphosphate (GTP), a molecule required for DNA and RNA synthesis.
応用分野 · 2 件

説明Merimepodib is an inhibitor of inosine-5''-monophosphate dehydrogenase (IMPDH; Kis = 7 and 10 nM for IMPDH type I and type II, respectively) with antiviral and immunosuppressant activities. It reduces Ebola, Lassa, chikungunya, Junin, and Zika virus titers in vitro and inhibits Zika virus replication in Huh7 cells (EC50 = 0.6 μM). Merimepodib inhibits the proliferation of PHA-stimulated T cells and SPAS-stimulated B cells (IC50s = 104 and 132 nM, respectively), effects that can be reversed by guanosine but not adenosine . In vivo, merimepodib (50 and 100 mg/kg) increases allograft survival in a murine skin transplantation model and prevents development of graft versus host disease (GVHD) in splenocyte allografted mice.

使用Inhibition of inosine monophosphate dehydrogenase (IMPDH), which has potential antiviral, antiproliferative, antiparasitic, and immunosuppressive activity.

サプライヤー69 社

成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
咸宁深蓝生物医药研发有限公司18171815831 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
湖北科乐精细化工有限公司027-59101668 19945030958 · [email protected]
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]

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