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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)

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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, 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
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
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
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)
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