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I0157

Sigma-Aldrich

Ibudilast

≥99% (HPLC), solid

Synonym(s):

2-Methyl-1-[2-(1-methylethyl)pyrazolo[1,5-a]pyridin-3-yl] 1-propanone, 3-Isobutyryl-2-isopropylpyrazolo[1,5-a]pyridine, KC-404

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About This Item

Empirical Formula (Hill Notation):
C14 H18 N2 O
CAS Number:
50847-11-5
Molecular Weight:
230.31
MDL number:
MFCD00864808
UNSPSC Code:
41106305
PubChem Substance ID:
24278482
NACRES:
NA.77

assay

≥99% (HPLC)

form

solid

color

white

solubility

DMSO: soluble 28 mg/mL
H2O: soluble 4.5 mg/mL

storage temp.

2-8°C

SMILES string

CC(C)C(=O)c1c(nn2ccccc12)C(C)C

InChI

1S/C14H18N2O/c1-9(2)13-12(14(17)10(3)4)11-7-5-6-8-16(11)15-13/h5-10H,1-4H3

InChI key

ZJVFLBOZORBYFE-UHFFFAOYSA-N

Gene Information

human ... PDE4A(5141) , PDE4B(5142) , PDE4C(5143) , PDE4D(5144)

Biochem/physiol Actions

Phosphodiesterase IV (PDE4) inhbitor. Inhibits platelet aggregation. Anti-asthma drug.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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Kenji Yagi et al.
Neurosurgery, 66(3), 551-559 (2010-02-04)
Phosphodiesterase-4 (PDE-4) is a cyclic adenosine monophosphate-specific enzyme involved in various inflammatory diseases. We studied its role in and the effect of ibudilast, which predominantly blocks PDE-4, on rat cerebral aneurysms. Cerebral aneurysms were induced at the anterior cerebral artery-olfactory
Sarah E Snider et al.
European journal of pharmacology, 679(1-3), 75-80 (2012-02-07)
Over 800,000 Americans abuse the psychomotor stimulant, methamphetamine, yet its abuse is without an approved medication. Methamphetamine induces hypermotor activity, and sensitization to this effect is suggested to represent aspects of the addiction process. Methamphetamine's regulation of 3'-5'-cyclic adenosine monophosphate
Keiko Sakuma et al.
Eye & contact lens, 35(5), 251-254 (2009-08-13)
To assess the influence of topical application of ibudilast for seasonal allergic conjunctivitis in patients wearing soft contact lenses (SCLs). There were 16 SCL wearers (32 eyes) with allergic conjunctivitis due to cedar pollen, who were studied from February to
Jaclyn M Schwarz et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 33(3), 961-971 (2013-01-18)
Adolescence in humans represents a unique developmental time point associated with increased risk-taking behavior and experimentation with drugs of abuse. We hypothesized that exposure to drugs of abuse during adolescence may increase the risk of addiction in adulthood. To test
P Rolan et al.
Expert opinion on pharmacotherapy, 10(17), 2897-2904 (2009-11-26)
Ibudilast is a relatively nonselective phosphodiesterase inhibitor which has been marketed for almost 20 years in Japan for treating asthma. More recently it has been found to have anti-inflammatory activity in both the peripheral immune system and in the CNS
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Cyclic nucleotides, including cyclic AMP (cAMP), cyclic GMP (cGMP) and cyclic ADP-ribose, have been extensively studied as second messengers of intracellular events initiated by activation of GPCRs. cAMP modifies cell function in all eukaryotic cells, principally through the activation of cAMP-dependent protein kinase (PKA), but also through cAMP-gated ion channels and guanine nucleotide exchange factors directly activated by cAMP.

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