2-methyl-1-[2-(propan-2-yl)pyrazolo[1,5-a]pyridin-3-yl]propan-1-one

• ChemBase编号: 4411
• 分子式: C14H18N2O
• 平均质量: 230.30552
• 单一同位素质量: 230.14191321
• SMILES: O=C(c1c(nn2c1cccc2)C(C)C)C(C)C
• Canonical SMILES: CC(C(=O)c1c(nn2c1cccc2)C(C)C)C
• 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

名称和登记号

名称

• IUPAC标准名: 2-methyl-1-[2-(propan-2-yl)pyrazolo[1,5-a]pyridin-3-yl]propan-1-one
• IUPAC传统名: ketas; ibudilast; 2-methyl-1-[2-(propan-2-yl)pyrazolo[1,5-a]pyridin-3-yl]propan-1-one
• 别名: MN-166; AV-411; 2-Isopropyl-3-isobutyrylpyrazolo(1,5-a)pyridine; 3-Isobutyryl-2-isopropylpyrazolo[1,5-a]pyridine; 3-isobutyryl-2-isopropylpyrazolo(1,5-a)pyridine; Eyevinal; I0157_SIGMA; Ibudilast (jan/inn); Ibudilast [inn:jan]; Ibudilastum; Ibudilastum [latin]; Ke tas; Ketas; Ketas (TN); Lopac-I-0157; Pyrazolo(1,5-a)pyridine, 3-isobutyryl-2-isopropyl-; Tocris-1694; UNII-M0TTH61XC5; Ibudilast; 2-Methyl-1-[2-(1-methylethyl)pyrazolo[1,5-a]pyridin-3-yl] 1-propanone; KC-404; Ibudilast; 2-Methyl-1-[2-(1-methylethyl)pyrazolo[1,5-a]pyridin-3-yl]-1-propanone; 1-(2-Isopropylpyrazolo[1,5-a]pyridin-3-yl)-2-methylpropan-1-one; 2-Isopropyl-3-isobutyrylpyrazolo[1,5-a]pyridine; AV 411; KC 404

登记号

• CAS号: 50847-11-5
• MDL号: MFCD00864808
• PubChem SID: 160967843; 99443231; 24278482
• PubChem CID: 3671

理论计算性质

JChem

• Acid pKa: 16.124111
• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 3.6791465
• LogD (pH = 7.4): 3.6792438
• Log P: 3.679245
• 摩尔折射率: 79.375 cm^3
• 极化性: 26.83163 Å^3
• 极化表面积: 34.37 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 3.36
• LOG S: -3.11
• 溶解度: 1.79e-01 g/l

分子性质

理化性质

• 溶解度: Chloroform; Dichloromethane; DMSO: soluble28 mg/mL; Ether; H2O: soluble4.5 mg/mL; Hexane,
• 外观: white solid; White Solid
• 熔点: 43-46°C

安全信息

• 保存条件: -20°C Freezer
• RTECS编号: UR0711200
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22-36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

药理学性质

• 相关基因信息: human ... PDE4A(5141), PDE4B(5142), PDE4C(5143), PDE4D(5144)
• 生物活性机理: Bronchodilator; Lowers Ca 2+ deposition in soft tissues; Phosphodiesterase inhibitor; Vasodilator

产品相关信息

• 纯度: ≥99% (HPLC)
• 应用领域: Antiallergic; Bronchodilator; Cerebral vasodilator; Neuroprotective
• Empirical Formula (Hill Notation): C14 H18 N2 O

详细说明

DrugBank - DB05266

• Drug Groups: approved; investigational
• Description: Ibudilast is an anti-inflammatory and neuroprotective oral agent which shows an excellent safety profile at 60 mg/day and provides significantly prolonged time-to-first relapse and attenuated brain volume shrinkage in patients with relapsing-remitting (RR) and/or secondary progressive (SP) multiple sclerosis (MS). Ibudilast is currently in development in the U.S. (codes: AV-411 or MN-166), but is approved for use as an antiinflammatory in Japan.
• Indication: For the treatment of multiple sclerosis, asthma, and cerebrovascular disease.
• Toxicity: Neuroprotective role of phosphodiesterase inhibitor ibudilast on neuronal cell death induced by activated microglia
• Affected Organisms: Humans and other mammals
• Half Life: 19 hours
• External Links: Wikipedia

Sigma Aldrich - I0157

Biochem/physiol Actions
Phosphodiesterase IV (PDE4) inhbitor. Inhibits platelet aggregation. Anti-asthma drug.

Toronto Research Chemicals - I125000

A leukotriene D4 antagonist. Used as an antiallergic, antiasthmatic, and vasodilator (cerebral).

参考文献

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