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28822-58-4 分子结构
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1-methyl-3-(2-methylpropyl)-2,3,6,9-tetrahydro-1H-purine-2,6-dione

ChemBase编号:5583
分子式:C10H14N4O2
平均质量:222.24376
单一同位素质量:222.11167571
SMILES和InChIs

SMILES:
[nH]1cnc2c1n(c(=O)n(c2=O)C)CC(C)C
Canonical SMILES:
CC(Cn1c(=O)n(C)c(=O)c2c1[nH]cn2)C
InChI:
InChI=1S/C10H14N4O2/c1-6(2)4-14-8-7(11-5-12-8)9(15)13(3)10(14)16/h5-6H,4H2,1-3H3,(H,11,12)
InChIKey:
APIXJSLKIYYUKG-UHFFFAOYSA-N

引用这个纪录

CBID:5583 http://www.chembase.cn/molecule-5583.html

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名称和登记号

名称和登记号

名称 登记号
IUPAC标准名
1-methyl-3-(2-methylpropyl)-2,3,6,9-tetrahydro-1H-purine-2,6-dione
1-methyl-3-(2-methylpropyl)-2,3,6,7-tetrahydro-1H-purine-2,6-dione
IUPAC传统名
isobutylmethylxanthine
3 isobutyl 1 methylxanthine
3-isobutyl-1-methylxanthine
1-methyl-3-(2-methylpropyl)-2,3,6,9-tetrahydro-1H-purine-2,6-dione
别名
1-甲基-3-异丁基黄嘌呤
3,7-二氢-1-甲基-3-(2-甲基丙基)-1H-嘌呤-2,6-二酮
3-异丁基-1-甲基-2,6(1H,3H)-嘌呤二酮
3-异丁基-1-甲基黄嘌呤
3-Isobutyl-1-methylxanthine
1-Methyl-3-isobutylxanthine
3,7-Dihydro-1-methyl-3-(2-methylpropyl)-1H-purine-2,6-dione
3-Isobutyl-1-methyl-2,6(1H,3H)-purinedione
3-ISOBUTYL-1-METHYLXANTHINE
3-Isobutyl-1-methylxanthine
IBMX
IBMX
3,9-Dihydro-1-methyl-3-(2-methylpropyl)-1H-purine-2,6-dione
IMX
Isobutylmethylxanthine
Methylisobutylxanthine
NSC 165960
SC 2964
SC-2964
CAS号
28822-58-4
EC号
249-259-3
MDL号
MFCD00005584
Beilstein号
247859
PubChem SID
99444425
160969011
24277680
24896107
PubChem CID
3758
CHEBI ID
34795
CHEMBL
275084
Chemspider ID
3627
DrugBank ID
DB07954
IUPHAR配体索引
388
KEGG ID
C13708
美国药典/FDA物质标识码
TBT296U68M
维基百科标题
IBMX

理论计算性质

理论计算性质

JChem ALOGPS 2.1
Acid pKa 11.408139  质子受体
质子供体 LogD (pH = 5.5) 0.43533114 
LogD (pH = 7.4) 0.43562138  Log P 0.4356642 
摩尔折射率 57.369 cm3 极化性 21.586395 Å3
极化表面积 69.3 Å2 可自由旋转的化学键
里宾斯基五规则 true 
Log P 0.84  LOG S -1.61 
溶解度 5.44e+00 g/l 

分子性质

分子性质

理化性质 安全信息 药理学性质 产品相关信息 生物活性(PubChem)
溶解度
Dichloromethane expand 查看数据来源
DMSO: soluble1 M (with gentle warming) expand 查看数据来源
ethanol: soluble10 mg/mL expand 查看数据来源
Ether expand 查看数据来源
Ethyl Acetate expand 查看数据来源
Methanol expand 查看数据来源
Soluble in ethanol, DMSO, and methanol expand 查看数据来源
外观
White solid expand 查看数据来源
White Solid expand 查看数据来源
white to off-white powder expand 查看数据来源
熔点
199-201 °C expand 查看数据来源
200°C expand 查看数据来源
200-201 °C(lit.) expand 查看数据来源
200-201°C expand 查看数据来源
201-203 °C expand 查看数据来源
保存条件
0°C expand 查看数据来源
-20°C Freezer expand 查看数据来源
RTECS编号
ZD8500000 expand 查看数据来源
欧盟危险性物质标志
有害性(Harmful) 有害性(Harmful) (Xn) expand 查看数据来源
MSDS下载
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
德国WGK号
3 expand 查看数据来源
危险公开号
22 expand 查看数据来源
GHS危险品标识
GHS07 expand 查看数据来源
GHS警示词
Warning expand 查看数据来源
GHS危险声明
H302 expand 查看数据来源
个人保护装置
dust mask type N95 (US), Eyeshields, Faceshields, Gloves expand 查看数据来源
保存温度
-20°C expand 查看数据来源
相关基因信息
human ... PRKAR1A(5573), PRKAR1AP(5574), PRKAR1B(5575), PRKAR2A(5576), PRKAR2B(5577)rat ... Adora1(29290), Adora2a(25369) expand 查看数据来源
rat ... Adora1(29290), Adora2a(25369) expand 查看数据来源
生物活性机理
Phosphodiesterase inhibitor expand 查看数据来源
纯度
≥98.0% (HPLC) expand 查看数据来源
≥99% expand 查看数据来源
≥99% (HPLC) expand 查看数据来源
99% expand 查看数据来源
级别
purum expand 查看数据来源
质检报告
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
燃烧残渣
<0.1% expand 查看数据来源
杂质
<0.005% Phosphorus (P) expand 查看数据来源
痕量阳离子
Al: <0.0005% expand 查看数据来源
Ca: <0.005% expand 查看数据来源
Cu: <0.0005% expand 查看数据来源
Fe: <0.005% expand 查看数据来源
K: <0.05% expand 查看数据来源
Mg: <0.005% expand 查看数据来源
Na: <0.005% expand 查看数据来源
NH4+: <0.05% expand 查看数据来源
Pb: <0.001% expand 查看数据来源
Zn: <0.0005% expand 查看数据来源
痕量阴离子
sulfate (SO42-): <0.05% expand 查看数据来源
应用领域
Antidepressant expand 查看数据来源
Psychostimulant expand 查看数据来源
Empirical Formula (Hill Notation)
C10H14N4O2 expand 查看数据来源

详细说明

详细说明

MP Biomedicals MP Biomedicals DrugBank DrugBank Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich TRC TRC
MP Biomedicals -  02195262 external link
Inhibits cyclic-AMP phosphodiesterase.
DrugBank -  DB07954 external link
Drug information: experimental
Sigma Aldrich -  I7018 external link
Biochem/physiol Actions
Non-specific inhibitor of cAMP and cGMP phosphodiesterases. The increase in cAMP level as a result of phosphodiesterase inhibition by IBMX activates PKA leading to decreased proliferation, increased differentiation, and induction of apoptosis. IBMX inhibits phenylephrine-induced release of 5-hydroxytryptamine from neuroendocrine epithelial cells of the airway mucosa (IC50: 1.3 μM). Also serves as an adenosine receptor antagonist. Shown to inhibit ion channels in the neuromuscular junction, GH3 cells, and vascular smooth muscle cells. Induces calcium release from intracellular stores in sensory neurons.1
Sigma Aldrich -  I5879 external link
Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
包装
1, 5 g in poly bottle
250 mg in poly tube
100 mg in poly bottle
Biochem/physiol Actions
Non-specific inhibitor of cAMP and cGMP phosphodiesterases. The increase in cAMP level as a result of phosphodiesterase inhibition by IBMX activates PKA leading to decreased proliferation, increased differentiation, and induction of apoptosis. IBMX inhibits phenylephrine-induced release of 5-hydroxytryptamine from neuroendocrine epithelial cells of the airway mucosa (IC50: 1.3 μM). Also serves as an adenosine receptor antagonist. Shown to inhibit ion channels in the neuromuscular junction, GH3 cells, and vascular smooth muscle cells. Induces calcium release from intracellular stores in sensory neurons.1
Sigma Aldrich -  58620 external link
Other Notes
Raises intracellular cyclic AMP levels2; Produces partial inhibition of cAMP-phosphodiesterase3
Biochem/physiol Actions
Non-specific inhibitor of cAMP and cGMP phosphodiesterases. The increase in cAMP level as a result of phosphodiesterase inhibition by IBMX activates PKA leading to decreased proliferation, increased differentiation, and induction of apoptosis. IBMX inhibits phenylephrine-induced release of 5-hydroxytryptamine from neuroendocrine epithelial cells of the airway mucosa (IC50: 1.3 μM). Also serves as an adenosine receptor antagonist. Shown to inhibit ion channels in the neuromuscular junction, GH3 cells, and vascular smooth muscle cells. Induces calcium release from intracellular stores in sensory neurons.1
Sigma Aldrich -  858455 external link
Application
环核苷酸磷酸二酯酶蛋白抑制剂2,3
包装
1 g in glass bottle
100 mg in glass bottle
Biochem/physiol Actions
Non-specific inhibitor of cAMP and cGMP phosphodiesterases. The increase in cAMP level as a result of phosphodiesterase inhibition by IBMX activates PKA leading to decreased proliferation, increased differentiation, and induction of apoptosis. IBMX inhibits phenylephrine-induced release of 5-hydroxytryptamine from neuroendocrine epithelial cells of the airway mucosa (IC50: 1.3 μM). Also serves as an adenosine receptor antagonist. Shown to inhibit ion channels in the neuromuscular junction, GH3 cells, and vascular smooth muscle cells. Induces calcium release from intracellular stores in sensory neurons.1
Toronto Research Chemicals -  I785000 external link
A nonspecific inhibitor of phosphodiesterases.

参考文献

参考文献

供应商提供 Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • Beavo, J.A., et al., Molec. Pharmacol., 6: 597, (1970).
  • Montague, W. and Cook, J.R., Biochem. J., 122: 115, (1971).
  • Beavo., J.A., et al.: Mol. Pharmacol., 6, 597 (1970)
  • Scamps, F., et al.: Eur. J. Pharmacol., 224, 119 (1993)
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专利

专利

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