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Merck

410957

3-Isobutyl-1-methylxanthine

≥98% (HPLC), solid, cAMP and cGMP phosphodiesterase inhibitor, Calbiochem®

Synonym(s):

3-Isobutyl-1-methylxanthine, IBMX

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About This Item

Empirical Formula (Hill Notation):
C10H14N4O2
CAS Number:
28822-58-4
Molecular Weight:
222.24
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00005584
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100
Storage condition:
OK to freeze

Key Documents

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Product Name

3-Isobutyl-1-methylxanthine, A cell-permeable, non-specific inhibitor of cAMP and cGMP phosphodiesterases (IC50 = 2-50 µM).

SMILES string

[n]1(c2nc[nH]c2[c]([n]([c]1=O)C)=O)CC(C)C

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

APIXJSLKIYYUKG-UHFFFAOYSA-N

description

RTECS - ZD8500000

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

white

solubility

ethanol: 10 mg/mL, DMSO: 100 mM, methanol: 50 mg/mL

shipped in

ambient

storage temp.

−20°C

Quality Level

100

Biochem/physiol Actions

Cell permeable: yes
Primary Target
cAMP and cGMP phosphodiesterases
Product does not compete with ATP.
Reversible: no
Target IC50: 2-50 µM against cAMP and cGMP phosphodiesterases

Disclaimer

Toxicity: Standard Handling (A)

General description

A cell-permeable, non-specific inhibitor of cAMP and cGMP phosphodiesterases (IC50 = 2-50 µM). Also acts as an adenosine receptor antagonist. Reported to inhibit TNF-α expression in adipocyte precursor cells.
A non-specific, cell-permeable inhibitor of cAMP and cGMP phosphodiesterases (IC50 = 2-50 µM). Also acts as an adenosine receptor antagonist. Reported to inhibit TNFα expression in adipocyte precursor cells.

Other Notes

Hube, F., et al. 1999. Horm. Metab. Res.31, 359.
Morgan, A.J., et al. 1993. Biochem. Pharmacol.45, 2373.
Scamps, F., et al. 1993. Eur. J. Pharmacol. 244, 119.
Turner, N.C., et al. 1993. Br. J. Pharmacol. 108, 876.
Tamura, T., et al. 1991. J. Gen. Physiol. 98, 95.
Beavo, J.A., and Reifsnyder, D.H. 1990. Trends Pharmacol. Sci.11, 150.
Russell, T.R. 1979. Proc. Natl. Acad. Sci. USA76, 4451.

Preparation Note

Following reconstitution in ethanol or methanol, refrigerate (4°C). Following reconstitution in DMSO, aliquot and freeze (-20°C). Ethanol/methanol and DMSO stock solutions are stable for up to 6 months at 4°C or -20°C, respectively.
Heating may be required to achieve complete solubilization.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

410957-MG: + 410957-250MG: + 410957-1GM: + 410957-1.1ML:

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Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Thijs Roebroek et al.
Nature communications, 12(1), 2005-2005 (2021-04-02)
Förster resonant energy transfer (FRET) is a powerful mechanism to probe associations in situ. Simultaneously performing more than one FRET measurement can be challenging due to the spectral bandwidth required for the donor and acceptor fluorophores. We present an approach

Global Trade Item Number

SKUGTIN
410957-250MGCN04055977211146
410957-1GMCN04055977211139

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