CAS 28822-58-4

3-Isobutyl-1-methylxanthine

Description:

3-Isobutyl-1-methylxanthine (CAS 28822-58-4) is a xanthine derivative that exhibits properties similar to caffeine and theobromine, primarily acting as a phosphodiesterase inhibitor. This compound is characterized by its structural features, which include a xanthine core with isobutyl and methyl groups at specific positions, contributing to its biological activity. It is known for its stimulant effects, enhancing alertness and cognitive function, and is often studied for its potential therapeutic applications in conditions like asthma and other respiratory disorders due to its bronchodilator properties. The compound is typically soluble in organic solvents and exhibits moderate stability under standard laboratory conditions. Its pharmacological profile includes effects on adenosine receptors, which play a crucial role in various physiological processes. As with many xanthine derivatives, it may also have implications in research related to metabolic processes and energy regulation. Safety and handling precautions should be observed, as with any chemical substance, to mitigate potential health risks.

Formula: C₁₀H₁₄N₄O₂

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)

InChI key: InChIKey=APIXJSLKIYYUKG-UHFFFAOYSA-N

SMILES: C(C(C)C)N1C2=C(C(=O)N(C)C1=O)NC=N2

Synonyms:

• 1-Methyl-3-(2-methylpropyl)-2,3,6,9-tetrahydro-1H-purine-2,6-dione
• 1-Methyl-3-isobutylxanthine
• 1H-Purine-2,6-dione, 3,9-dihydro-1-methyl-3-(2-methylpropyl)-
• 3,7-Dihydro-3-isobutyl-1-methyl-1H-purin-2,6-dion
• 3,7-dihidro-3-isobutil-1-metil-1H-purina-2,6-diona
• 3,7-dihydro-3-isobutyl-1-methyl-1H-purine-2,6-dione
• 3,9-Dihydro-1-methyl-3-(2-methylpropyl)-1H-purine-2,6-dione
• 3-Isobutyl-1-methyl-1H-purine-2,6(3H,7H)-dione
• 3-Isobutyl-1-methyl-3,7-dihydro-1H-purine-2,6-dione
• 3-Isobutyl-1-methylxanthine
• IMX
• Ibmx
• Isobutylmethylxanthine
• Methylisobutylxanthine
• Nsc 165960
• Sc 2964
• Xanthine, 3-isobutyl-1-methyl-

3-Isobutyl-1-methylxanthine

CAS: 28822-58-4

3-Isobutyl-1-methylxanthine is used in inhibition of phenylephrine-induced release of 5-hydroxytryptamine from neuroendocrine epithelial cells of the airway mucosa (IC50 = 1.3 uM). Also inhibits ion channels in the neuromuscular junction, GH3 cells, and vascular smooth muscle cells. Inhibits the gro

Formula: C₁₀H₁₄N₄O₂

Color and Shape: Solid, White

Molecular weight: 222.25

Ref: 02-J64598

1H-Purine-2,6-dione, 3,9-dihydro-1-methyl-3-(2-methylpropyl)-

CAS: 28822-58-4

Formula: C₁₀H₁₄N₄O₂

Purity: 99%

Color and Shape: Solid

Molecular weight: 222.2438

Ref: IN-DA002WN3

3-Isobutyl-1-methylxanthine

CAS: 28822-58-4

Formula: C₁₀H₁₄N₄O₂

Purity: ≥ 99.0%

Color and Shape: White solid

Molecular weight: 222.24

Ref: 7W-GL2425

3-Isobutyl-1-Methylxanthine

CAS: 28822-58-4

3-Isobutyl-1-Methylxanthine

Purity: 98%

Molecular weight: 222.24g/mol

Ref: 54-OR1011019

IBMX

CAS: 28822-58-4

IBMX

Purity: ≥98%

Molecular weight: 222.24g/mol

Ref: 54-BUP15795

IBMX

CAS: 28822-58-4

IBMX (Methylisobutylxanthine) is a broad-spectrum phosphodiesterase (PDE) inhibitor with inhibitory activity against PDE3, PDE4, and PDE5 (IC50=6.5/26.3/31.7 μM

Formula: C₁₀H₁₄N₄O₂

Purity: 98% - >99.99%

Color and Shape: Off-White

Molecular weight: 222.24

Ref: TM-T1713

IBMX

CAS: 28822-58-4

Formula: C₁₀H₁₄N₄O₂

Molecular weight: 222.25

Ref: 4Z-K-031077

3-Isobutyl-1-methylxanthine

CAS: 28822-58-4

Applications A nonspecific inhibitor of phosphodiesterases.
References Beavo., J.A., et al.: Mol. Pharmacol., 6, 597 (1970), Scamps, F., et al.: Eur. J. Pharmacol., 224, 119 (1993)

Formula: C₁₀H₁₄N₄O₂

Color and Shape: Neat

Molecular weight: 222.24

Ref: TR-I785000

IBMX - Bio-X ™

Controlled Product

CAS: 28822-58-4

IBMX is a competitive non-selective phosphodiesterase inhibitor that raises cAMP and activates PKA. It also inhibits TNFα and leukotriene synthesis. This chemical compound reduces inflammation and is an adenosine receptor antagonist.

IBMX is part of our Bio-X ™ Range. These products are aimed at life science researchers who need high quality ready to use products for assay development, screening or other R&D work. With a solubility datasheet and convenient vials, all of our Bio-X ™ products are in stock across our global warehouses for rapid delivery and ease of use.

Formula: C₁₀H₁₄N₄O₂

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 222.24 g/mol

Ref: 3D-BI164529

3-Isobutyl-1-methylxanthine

Controlled Product

CAS: 28822-58-4

A non-specific inhibitor of cAMP and cGMP phosphodiesterases (PDEs) with IC50 values between 2 and 50 µM. 2-isobutyl-1-methylxanthine (IBMX) has also been found to inhibit phenylephrine-induced 5-HT release by neuroendocrine epithelial cells and IBMX-mediated increase in cAMP and upregulation of Ca2+ channels promotes neuronal differentiation. Additionally IBMX stimulates secretion of thyroid hormones, resulting in cAMP-mediated activation of glycogenolysis and reduced glycogen storage.

Formula: C₁₀H₁₄N₄O₂

Color and Shape: Slightly Yellow Powder

Molecular weight: 222.24 g/mol

Ref: 3D-FI24659

3-Isobutyl-1-methylxanthine

Controlled Product

CAS: 28822-58-4

A non-specific inhibitor of cAMP and cGMP phosphodiesterases (PDEs) with IC50 values between 2 and 50 µM. 2-Isobutyl-1-methylxanthine (IBMX) has also been found to inhibit phenylephrine-induced 5-HT release by neuroendocrine epithelial cells and IBMX-mediated increase in cAMP and upregulation of Ca2+ channels promotes neuronal differentiation. Additionally IBMX stimulates secretion of thyroid hormones, resulting in cAMP-mediated activation of glycogenolysis and reduced glycogen storage.

Formula: C₁₀H₁₄N₄O₂

Molecular weight: 222.24 g/mol

Ref: 3D-J-640140

IBMX

CAS: 28822-58-4

Formula: C₁₀H₁₄N₄O₂

Purity: 98%

Color and Shape: Solid, Light yellow powder

Molecular weight: 222.248

Ref: 10-M01902