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3-ISOBUTYL-1-METHYLXANTHINE

CAS No.
28822-58-4
Chemical Name:
3-ISOBUTYL-1-METHYLXANTHINE
Synonyms
IBMX;MIX;3-Isobutyl-1-methyl-3,7-dihydro-1H-purine-2,6-dione;IMX;SC 2964;NSC 165960;IBMX(NSC165960;3-Isobutyl-1-methylx;Isobutylmethylxanthine;Methylisobutylxanthine
CBNumber:
CB6263892
Molecular Formula:
C10H14N4O2
Molecular Weight:
222.24
MDL Number:
MFCD00005584
MOL File:
28822-58-4.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

3-ISOBUTYL-1-METHYLXANTHINE Properties

Melting point 200-201 °C(lit.)
Boiling point 363.42°C (rough estimate)
Density 1.2042 (rough estimate)
refractive index 1.6500 (estimate)
storage temp. -20°C
solubility DMSO: 1 M with gentle warming
form powder
pka 8.61±0.70(Predicted)
color off-white
BRN 247859
Stability Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.
InChIKey APIXJSLKIYYUKG-UHFFFAOYSA-N
CAS DataBase Reference 28822-58-4(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII TBT296U68M

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312a-P330-P501a
Hazard Codes  Xn
Risk Statements  22
Safety Statements  24/25
WGK Germany  3
RTECS  ZD8500000
HS Code  29335990
NFPA 704
0
2 0

3-ISOBUTYL-1-METHYLXANTHINE price More Price(49)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 410957 3-Isobutyl-1-methylxanthine 28822-58-4 250mg $85.2 2024-03-01 Buy
Sigma-Aldrich 410957 3-Isobutyl-1-methylxanthine - CAS 28822-58-4 - Calbiochem A cell-permeable, non-specific inhibitor of cAMP and cGMP phosphodiesterases (IC?? = 2-50 μM). 28822-58-4 1g $230 2024-03-01 Buy
Alfa Aesar J64598 3-Isobutyl-1-methylxanthine 28822-58-4 100mg $54.3 2024-03-01 Buy
Cayman Chemical 13347 IBMX ≥98% 28822-58-4 100mg $37 2024-03-01 Buy
Cayman Chemical 13347 IBMX ≥98% 28822-58-4 1g $160 2024-03-01 Buy
Product number Packaging Price Buy
410957 250mg $85.2 Buy
410957 1g $230 Buy
J64598 100mg $54.3 Buy
13347 100mg $37 Buy
13347 1g $160 Buy

3-ISOBUTYL-1-METHYLXANTHINE Chemical Properties,Uses,Production

Description

IBMX (28822-58-4) is a pan-specific inhibitor of phosphodiesterases (IC50=2-50 μM). Inhibition of PDEs leads to increased concentration of intracellular cAMP which activates PKA.2?IBMX does not inhibit PDE8 or PDE9.3?Weak adenosine receptor antagonist.4

Chemical Properties

White Needles with Yellow Cast

Uses

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 growth of carcinoma cells both in vivo and in vitro in mice.

Uses

phosphodiesterase inhibitor

Uses

A nonspecific inhibitor of phosphodiesterases

Definition

ChEBI: 3-isobutyl-1-methyl-9H-xanthine is a 3-isobutyl-1-methylxanthine. It is functionally related to a 9H-xanthine. It is a tautomer of a 3-isobutyl-1-methyl-7H-xanthine.

General Description

3-isobutyl-1-methylxanthine/IBMX is a non-selective, non-specific inhibitor of cAMP and cGMP phosphodiesterases. IBMX can induce melanogenesis, and can be used as a positive control in melanogenesis research. In oocyte research, IBMX assists in maintaining the germinal vesicle (GV) arrest of prophase I oocytes.

Biological Activity

Phosphodiesterase inhibitor (IC 50 values are 13, 18, 19, 32 and 50 μ M for PDE4, PDE3, PDE1, PDE5 and PDE2 respectively). Suppresses α -adrenoceptor-mediated 5-HT release from neuroendocrine epithelial cells (IC 50 = 1.3 μ M).

Biochem/physiol Actions

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). IBMX also serves as an adenosine receptor antagonist. IBMX has been shown to inhibit ion channels in the neuromuscular junction, GH3 cells, and vascular smooth muscle cells. IBMX induces calcium release from intracellular stores in sensory neurons.

storage

+4°C

Purification Methods

Recrystallise it from aqueous EtOH. [Beilstein 26

References

1) Beavo et al. (1970), Effects of xanthine derivatives on lipolysis and on adenosine 3′,5′-monophosphate phosphodiesterase activity; Mol. Pharmacol., 6 597 2) Tomes et al. (1993), Isobutylmethylxanthine and other classical cyclic nucleotide phosphodiesterase inhibitors affect cAMP-dependent protein kinase activity; Cell Signal., 5 615 3) Soderling et al. (2000), Regulation of cAMP and cGMP signaling: new phosphodiesterases and new functions; Curr. Opin. Cell Biol., 12 174 4) Daly et al. (1987), Adenosine receptors: development of selective agonists and antagonists; Prog. Clin. Biol. Res., 230 41

3-ISOBUTYL-1-METHYLXANTHINE Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 247)Suppliers
Supplier Tel Email Country ProdList Advantage
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29797 60
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
Nanjing Baifuli Technology Co., Ltd.
+86-15335185688 sales@unisyn.cn CHINA 332 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63711 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49390 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418671 sales@tnjchem.com China 34572 58
ANHUI WITOP BIOTECH CO., LTD
+8615255079626 eric@witopchemical.com China 23556 58

View Lastest Price from 3-ISOBUTYL-1-METHYLXANTHINE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
 3-ISOBUTYL-1-METHYLXANTHINE pictures 2019-07-06 3-ISOBUTYL-1-METHYLXANTHINE
28822-58-4
US $8.00 / kg 1kg 99% 10tons Career Henan Chemical Co
3,7-Dihydro-1-methyl-3-(2-methy 3-isobutyl-1-methyl-1H-purine-2,6(3H,9H)-dione 3-isobutyl-1-methyl-3,9-dihydro-1H-purine-2,6-dione 3-isobutyl-1-methyl-7H-purine-2,6-dione 3-isobutyl-1-methyl-7H-purine-2,6-quinone 3-Isobutyl-1-methyxanthine 3-isobutyl-1-methyl-7H-xanthine 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-I-METHYLXANTHINE 3-ISOBUTYL-1-METHYLXANTHINE SIGMAULTRA Isobutyl-1-methylxanthine 3-ISOBUTYL-1-METHYLXANTHINE,ULTRAPURE 3-Isobutyl-1-methylxanthine, HPLC 99% 3-ISOBUTYL-1-METHYLXANTHINE (CRYSTALLINE) 3,9-Dihydro-1-methyl-3-(2-methylpropyl)-1H-purine-2,6-dione NSC 165960 3,7-dihydro-3-isobutyl-1-methyl-1H-purine-2,6-dione 3-Isobutyl-1-methylxanthine 99+% 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, IBMX 3-Isobutyl-1-methylx (3-isobutyl-1-Methylxanthine,IBMX) 3-Isobutyl-1-Methylxanthine, 99+% 1GR 3,9-Dihydro-1-Methyl-3-(2-Methylpropyl)- 3-Isobutyl-1-Methyl-1H-purine-2,6(3H,7H)-dione 1H-Purine-2,6-dione, 3,7-dihydro-1-methyl-3-(2-methylpropyl)- 3,7-dihydro-1-methyl-3-(2-methylpropyl)-1h-purine-6-dione 3-Isobutyl-1-methylanxthine 3-isobutyl-1-methyl-xanthin IMX Isobutylmethylxanthine Methylisobutylxanthine SC 2964 Xanthine, 3-Isobutyl-1-methyl- 1-METHYL-3-ISOBUTYL XANTHINE 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 IBMX MIX 3-Isobutyl-1-methylxanthine - CAS 28822-58-4 - Calbiochem IBMX(NSC165960 IMX; ISOBUTYLMETHYLXANTHINE; METHYLISOBUTYLXANTHINE; NSC165960; SC2964 1H-Purine-2,6-dione, 3,9-dihydro-1-methyl-3-(2-methylpropyl)- 3-ISOBUTYL-1-METHYLXANTHINE USP/EP/BP 1-methyl-3-(2-methylpropyl)-2,3,6,7-tetrahydro-1H-purine-2,6-dione 3-Isobutyl-1-methyl-3,7-dihydro-1H-purine-2,6-dione MIX IBMX IBMX,Phosphodiesterase (PDE),inhibit,Inhibitor 3-isobutyl-1-methyl-9H-purine-2,6-dione 28822-58-4 Non-specific inhibitor of cAMP and cGMP phosphodiesterases. KETONE BioChemical Chiral Building Blocks Cell Biology Cell Signaling and Neuroscience Asymmetric Synthesis G Proteins and Cyclic Nucleotides Cyclic Nucleotide Metabolism