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M2547

Sigma-Aldrich

8-Methoxymethyl-3-isobutyl-1-methylxanthine

≥98%

Synonym(s):

8-Methoxymethyl-IBMX

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About This Item

Empirical Formula (Hill Notation):
C12H18N4O3
CAS Number:
78033-08-6
Molecular Weight:
266.30
MDL number:
MFCD00211081
UNSPSC Code:
41106305
PubChem Substance ID:
24278541
NACRES:
NA.77

Quality Level

200

Assay

≥98%

form

solid

solubility

ethanol: 10 mg/mL

SMILES string

O=C1C(N=C(COC)N2)=C2N(CC(C)C)C(N1C)=O

InChI

1S/C12H18N4O3/c1-7(2)5-16-10-9(11(17)15(3)12(16)18)13-8(14-10)6-19-4/h7H,5-6H2,1-4H3,(H,13,14)

InChI key

NBLBCGUCPBXKOV-UHFFFAOYSA-N

Gene Information

human ... PDE1A(5136) , PDE1B(5153)

Biochem/physiol Actions

Selective inhibitor of Ca2+-calmodulin-dependent phosphodiesterase I (PDE1).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Methylxanthine inhibitors of phosphodiesterases.
J N Wells et al.
Methods in enzymology, 159, 489-496 (1988-01-01)
Haruka Kogiso et al.
International journal of molecular sciences, 19(3) (2018-03-03)
Sei-hai-to (TJ-90, Qing Fei Tang), a Chinese traditional medicine, increases ciliary beat frequency (CBF) and ciliary bend angle (CBA) mediated via cAMP (3',5'-cyclic adenosine monophosphate) accumulation modulated by Ca2+-activated phosphodiesterase 1 (PDE1A). A high concentration of TJ-90 (≥40 μg/mL) induced
Wenkuan Xin et al.
American journal of physiology. Renal physiology, 310(10), F994-F999 (2016-02-26)
Large-conductance Ca(2+)-activated K(+) (BK) channels are critical regulators of detrusor smooth muscle (DSM) function. We aimed to investigate phosphodiesterase type 1 (PDE1) interactions with BK channels in human DSM to determine the mechanism by which PDE1 regulates human urinary bladder
H S Ahn et al.
Biochemical pharmacology, 38(19), 3331-3339 (1989-10-01)
In this study three forms of cyclic nucleotide phosphodiesterase (PDE) isolated from rabbit aorta were pharmacologically characterized, and the consequence of selective inhibition of calmodulin-stimulated PDE (CaM-PDE) and cGMP specific PDE (cG-PDE) was evaluated using PDE inhibitors. The cG-PDE (F1)
Haruka Kogiso et al.
International journal of molecular sciences, 21(6) (2020-03-18)
In Ts1Rhr, a Down syndrome model mouse, the airway ciliary beatings are impaired; that is, decreases in ciliary beat frequency (CBF) and ciliary bend angle (CBA, an index of ciliary beat amplitude)). A resumption to two copies of the Pcp4
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