CAS 50847-11-5|Ibudilastum|Ketas (TN)|MN-166|Ibudilast [inn:jan]|3-Isobutyryl-2-isopropylpyrazolo[1,5-a]pyridine|3-isobutyryl-2-isopropylpyrazolo(1,5-a)pyridine|Ke tas|Ketas|I0157_SIGMA|UNII-M0TTH61...

基本信息

化学结构

分子式

C₁₄H₁₈N₂O

分子量

230.30552

精确质量

230.14191321

电荷

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

Canonic Smiles

CC(C(=O)c1c(nn2c1cccc2)C(C)C)C

Isomeric Smiles

O=C(c1c(nn2c1cccc2)C(C)C)C(C)C

计算属性

JChem

Acid pKa

16.124111

质子受体

质子供体

LogD (pH = 5.5)

3.6791465

LogD (pH = 7.4)

3.6792438

Log P

3.679245

摩尔折射率

79.375

极化性

26.83163

极化表面积

34.37

可自由旋转的化学键

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

数据来源

名称和标识

别名

IbudilastumKetas (TN)MN-166Ibudilast [inn:jan]3-Isobutyryl-2-isopropylpyrazolo[1,5-a]pyridine3-isobutyryl-2-isopropylpyrazolo(1,5-a)pyridineKe tasKetasI0157_SIGMAUNII-M0TTH61XC5Tocris-1694Lopac-I-0157Pyrazolo(1,5-a)pyridine, 3-isobutyryl-2-isopropyl-Ibudilast (jan/inn)AV-4112-Isopropyl-3-isobutyrylpyrazolo(1,5-a)pyridineEyevinalIbudilastum [latin]IbudilastKC-4042-Methyl-1-[2-(1-methylethyl)pyrazolo[1,5-a]pyridin-3-yl] 1-propanoneIbudilastAV 4112-Methyl-1-[2-(1-methylethyl)pyrazolo[1,5-a]pyridin-3-yl]-1-propanone1-(2-Isopropylpyrazolo[1,5-a]pyridin-3-yl)-2-methylpropan-1-oneKC 4042-Isopropyl-3-isobutyrylpyrazolo[1,5-a]pyridine

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

名称和标识

数据登录号

CAS号

50847-11-5

PubChem CID

3671

PubChem SID

1609678439944323124278482

MDL号

MFCD00864808

数据登录号

化合物性质

药理学性质

human ... PDE4A(5141), PDE4B(5142), PDE4C(5143), PDE4D(5144)

Bronchodilator

Vasodilator

Lowers Ca 2+ deposition in soft tissues

Phosphodiesterase inhibitor

化合物性质

分子相关蛋白质

暂无数据

点击上传数据

分子图谱

暂无数据

点击上传数据

描述信息

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.

TRC

I125000

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

描述信息

参考文献

PubChem文献

数据源提供

• Nishino, K., et al.: Japan J. Pharmacol., 33, 267 (1983)

• Ohashi, M., et al.: Arch. Int. Pharmacodyn., 280, 216 (1983)

• Armstead, W.M., et al.: J. Pharmacol., Exp. Ther., 244, 138 (1983)

• Yasui, M. et al., J. Int. Med. Res., 1990, 18, 415, (pharmacol)

• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 1140

• Nagai, H. et al., Jpn. J. Pharmacol., 1983, 33, 1215, (pharmacol)

• Izumi, Y. et al., Arzneim.-Forsch., 1990, 40, 1300

• Ohashi, M. et al., Int. Arch. Allergy Appl. Immunol., 1993, 101, 288, (pharmacol)

• Souness, J.E. et al., Br. J. Pharmacol., 1994, 111, 1081, (pharmacol)

• Japan. Pat., 1977, Kyorin Pharm, 77 14 799; CA, 87, 53282w, (synth, pharmacol)

• Ger. Pat., 1973, Kyorin Pharm, 2 315 801; CA, 80, 14923s, (synth)

• Mue, S. et al., Arch. Int. Pharmacodyn. Ther., 1986, 283, 153, (pharmacol)

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

别名

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

数据登录号

CAS号

50847-11-5

PubChem CID

3671

PubChem SID

1609678439944323124278482

MDL号

MFCD00864808

描述信息

DrugBank

DB05266

Drug Groups

approved; investigational

Description

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.

TRC

I125000

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

参考文献

PubChem文献

数据源提供

• Nishino, K., et al.: Japan J. Pharmacol., 33, 267 (1983)

• Ohashi, M., et al.: Arch. Int. Pharmacodyn., 280, 216 (1983)

• Armstead, W.M., et al.: J. Pharmacol., Exp. Ther., 244, 138 (1983)

• Yasui, M. et al., J. Int. Med. Res., 1990, 18, 415, (pharmacol)

• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 1140

• Nagai, H. et al., Jpn. J. Pharmacol., 1983, 33, 1215, (pharmacol)

• Izumi, Y. et al., Arzneim.-Forsch., 1990, 40, 1300

• Ohashi, M. et al., Int. Arch. Allergy Appl. Immunol., 1993, 101, 288, (pharmacol)

• Souness, J.E. et al., Br. J. Pharmacol., 1994, 111, 1081, (pharmacol)

• Japan. Pat., 1977, Kyorin Pharm, 77 14 799; CA, 87, 53282w, (synth, pharmacol)

• Ger. Pat., 1973, Kyorin Pharm, 2 315 801; CA, 80, 14923s, (synth)

• Mue, S. et al., Arch. Int. Pharmacodyn. Ther., 1986, 283, 153, (pharmacol)

生物活性

PubChem BioAssay

化合物性质

药理学性质

human ... PDE4A(5141), PDE4B(5142), PDE4C(5143), PDE4D(5144)

Bronchodilator

Vasodilator

Lowers Ca 2+ deposition in soft tissues

Phosphodiesterase inhibitor

化合物信息

ID:4411