Ibudilast (HCID 3671)

概要

Ibudilast is a pyrazolopyridine.

名称と識別子

優先名称: Ibudilast
IUPAC: 2-methyl-1-(2-propan-2-ylpyrazolo[1,5-a]pyridin-3-yl)propan-1-one
現地名: イブジラスト
英語名: Ibudilast
分子式: C14H18N2O
分子量: 230.31

名称と別名

ibudilast50847-11-5KetasIbudilastumKC-404MN-166AV-4112-methyl-1-(2-propan-2-ylpyrazolo[1,5-a]pyridin-3-yl)propan-1-one3-Isobutyryl-2-isopropylpyrazolo[1,5-a]pyridineDTXSID7049007AV4113-Isobutyryl-2-isopropylpyrazolo(1,5-a)pyridine

名称をさらに表示

2-メチル-1-[2-(1-メチルエチル)ピラゾロ[1,5-a]ピリジン-3-イル]-1-プロパノン1-(2-イソプロピルピラゾロ[1,5-a]ピリジン-3-イル)-2-メチル-1-プロパノン1-[2-イソプロピルピラゾロ[1,5-a]ピリジン-3-イル]-2-メチル-1-プロパノンイブジラストアイビナール3-イソブチリル-2-イソプロピルピラゾロ[1,5-a]ピリジンケタスピナトス1-(2-イソプロピルピラゾロ[1,5-A]ピリジン-3-イル)-2-メチルプロパン-1-オンイブジラスト (JP17)2-メチル-1-[2-(プロパン-2-イル)ピラゾロ[1,5-a]ピリジン-3-イル]プロパン-1-オンCS-351PinatosEyevinalbudilastlbudilast

AV 411M0TTH61XC51-(2-Isopropylpyrazolo(1,5-a)pyridin-3-yl)-2-methyl-1-propanoneDTXCID20289332-methyl-1-(2-propan-2-ylpyrazolo(1,5-a)pyridin-3-yl)propan-1-oneMN166RefChem:789642R03DC04

データベース識別子

CAS: 50847-11-5
PubChem CID: 3671
DTXSID: DTXSID7049007
ChEMBL: CHEMBL19449
ChEBI: CHEBI:31684
UNII: M0TTH61XC5
EC Number: 637-150-7
Nikkaji: J22.219D

物性

構造計算による物性

XLogP: 3
極性表面積: 34.4 Å²
水素結合供与体数: 0
水素結合受容体数: 2
回転可能結合数: 3
重原子数: 17
形式電荷: 0
複雑度: 288

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15

Solubility1.79e-01 g/L

Physical DescriptionSolid

物理化学的性質

融点: 53 · 53-54°C
沸点: 175 °C/7.5mmHg · 175°C/7.5mmHg(lit.)
比重(密度): 1.09 · 1.09
屈折率: 1.55 · 1.5500 (estimate)
貯蔵温度: 2 · Sealed in dry,2-8°C
溶解性: 28 mg/mL、可溶 · DMSO: 28 mg/mL、可溶
外見: 個体
酸解離定数(Pka): 1.22 · 1.22±0.30(Predicted)
色: 白い
Merck: 14 · 14,4879
安定性: -20 °Cで最大3か月保存できます。 · DMSO溶液またはエタノール溶液で-20°Cで最大3か月保存できます。
InChI: InChI=1S/C14H18N2O/c1-9(2)13-12(14(17)10(3)4)11-7-5-6-8-16(11)15-13/h5-10H,1-4H3
InChIKey: ZJVFLBOZORBYFE-UHFFFAOYSA-N
SMILES: C(C1=C2N(N=C1C(C)C)C=CC=C2)(=O)C(C)C
CAS データベース: 50847 · 50847-11-5(CAS DataBase Reference)

化学的性質

化学的特性White Solid

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 42 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 4 (100%)

毒性情報

Drug Induced Liver Injury · 4 件

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

Ibudilast

DILI Positive

DOI:10.1016/j.drudis.2019.09.022

安全データ

wgk: 3
rtecs: UR0711200
毒性: LD50 i.v. in mice: 260 mg/kg (Irikura, 1973)
hs_code: 2933.99.8290
risk_code: 22-36/37/38
hazard_code: Xn
safety_code: 26-36
Hazard Classifications: Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

ATC Code · 2 件

R - Respiratory system

QR - Respiratory system

Mechanism of ActionIbudilast has mechanisms that include anti-inflammatory effects, such as phosphodiesterase inhibition, and neuroprotective effects, such as inhibition of [nitric oxide] synthesis and reduction in reactive oxygen species.

Biological Half-Life19 hours

MeSH Pharmacological Classification · 4 件

Agents that cause an increase in the expansion of a bronchus or bronchial tubes.

Compounds which inhibit or antagonize the biosynthesis or actions of phosphodiesterases.

Drugs or agents which antagonize or impair any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.

Drugs used to cause dilation of the blood vessels.

Cellular LocationsCytoplasm

応用分野 · 5 件

用途ロイコトリエン C4，B4 の遊離抑制作用及びロイコトリエン、PAF に対し拮抗作用を示します。

用途ロイコトリエンC4，B4 の遊離抑制作用及びロイコトリエン、PAFに対し拮抗作用を示します。また、プロスタグランジンI2 に作用します。

用途ロイコトリエンC4，B4 の遊離抑制作用及びロイコトリエン、PAF に対し拮抗作用を示します。また、プロスタグランジンI2 に作用します。

説明Ibudilast is a leukomene antagonist and phosphodiesterase inhibitor useful in the treatment of bronchial asthma. It antagonizes leukotriene D4-induced contractions of guinea pig ileum and tracheal muscles in virro, and inhibits eosinophil accumulation in vivo.

使用Inhibitors of phosphodiesterase 4 (PDE4), which catalyzes the hydrolysis of cAMP, have potential applications in a variety of diseases, including asthma. Ibudilast is an inhibitor of PDE4 (IC50 = 54-239 nM) that, at higher doses, also inhibits PDE3 and PDE5 (IC50 = 1,600-3,510 nM). Through this action, it suppresses the elaboration of mediators involved in asthma and inflammation.[Cayman Chemical]